visit greenwich ct

--LOCAL BUSINESSES ARE MORE ACCOUNTABLE TO THEIR LOCAL COMMUNITIES AND DONATE MORE MONEY TO NON-PROFITS.

--EVERY $100 YOU SPEND AT LOCAL BUSINESSES, $68 WILL STAY IN THE COMMUNITY.

--LOCAL BUSINESSES ARE MORE LIKELY TO UTILIZE OTHER LOCAL BUSINESSES SUCH AS BANKS, SERVICE PROVIDERS, ETC.

--INDEPENDENT RETAILERS RETURN MORE THAN THREE TIMES AS MUCH MONEY PER DOLLAR OF SALES TO THE COMMUNITY IN WHICH THEY OPERATE THAN CHAIN COMPETITORS.

--LOCAL BUSINESSS ARE OWNED AND OPERATED BY NEIGHBORS! THEY CARE ABOUT AND ARE INVESTED IN THE WELL-BEING OF OUR COMMUNITY AND ITS FUTURE.

MONTHLY HOME SALES

Think  buy  support.

Interactive Map of Greenwich

Classes & Events

Neighbor to Neighbor is an independent 501c3 non-profit organization that seeks to improve the lives of financially challenged residents throughout the Greenwich area.

N OW OPEN at 315 Hudson Street, New York 10014

New York's longest-running single-theme show returns in an arresting  spectacle  of monumental-scale images, videos, and holograms in an iconic 10,000 sq ft art space!  A MUST SEE!

[email protected]  917-862-3938  iamwild.com

After winning his third term as First Selectman November 7, 2023. GFP reporter James Bonney interviewed Fred, asking him how he would differentiate his third term from his previous two.

" We want to build on what we started with public safety, and public private partnerships, but there's also some new things we will unveil in the next few weeks. We're really excited.

We look at it as a new beginning, even though we're trying to build on what we've done in the past, and incorporate it with a bright, bold future." 

It was tougher because they were more negative. There was a lot more misinformation.

Times have evolved, and Greenwich has evolved with it. That's why we are the safest town in Connecticut and the first age-friendly designation in Connecticut. The lowest mill rate in Connecticut. Triple A credit rating. But we're not satisfied.  I'm looking forward to working with guys like Dave Alfano on the BET and there is a lot more to do."

FRED CAMILLO

Greenwich First Selectman

with Teddy Roosevelt & Reagan

Interesting Facts about  Greenwich

#1 One of Greenwich’s most noteworthy private homes is an homage to Versailles, a replica of Le Petit Trianon. Called Northway, it’s a striking white Neoclassical mansion on 12 acres on North Street.

#2 In April 1902, Ernest Thompson Seton visited the Cos Cob School to invite students who had vandalized his nearby estate to camp. This was the start of the League of the Woodcraft Indians or “Seton’s Indians,” one of the forerunners of the Boy Scouts of America. Seton was an author and wildlife artist as well as the father of author Anya Seton.

#3 One of the founders of Greenwich was a colorful woman named Elizabeth Winthrop Feake. In 1640 her husband Robert Feake and Daniel Patrick purchased what became a part of Greenwich for “25 Coates.” The deed states that “Elizabeth Neck”—now known as Greenwich Point—was Elizabeth Feake’s “Perticaler purchase.” The oldest house in Greenwich was erected in 1645 by the Feakes and stands today near the entrance to Elizabeth’s beloved Greenwich Point Park.

CONTINUE READING...

Replica of the Petit Trianon

BY ANASTASIA MILLS HEALY

The Crown Jewel of Connecticut’s Gold Coast

By LIZ LEAMY (click here for bio)

Greenwich is largely reputed to be the crown jewel of Connecticut’s storied Gold Coast corridor and with good reason.

This legendary Manhattan suburb, situated at the New York border, is home to approximately 60,000-plus residents and a place with all of the characteristics synonymous with that of a highly desirable U.S. city suburb.

Aside from being in close proximity to Manhattan (just 30 miles away) and some other major U.S. cities including Boston, Providence and Hartford, Greenwich is a place with a personality, style and spirit unto itself.

First settled by its founders back in 1640, Greenwich had originally served as a main stopover for some of the country’s founding fathers during the Revolutionary War period. (It has even been said that George Washington had left a cryptic note for some of his Continental Army officers in a large tree located right in front of North Mianus Elementary School in Riverside, one of the town’s nearly dozen neighborhoods, outlining strategic military directives.)

THANK YOU TO THE ADVERTISERS

Our local, independent businesses of greenwich enrich our community and make it unique, abigail fox designs, back 40 mercantile.

Beam & Barre

Bennett Jewelers

By The Way Bakery

C. Parker Gallery

Cap, Cork & Cellar

Carlson & Carlson, Incorporated

Carolyn Dempsey Design , and

Fleur & Nest

Ch oice Pet Supply

Crew Restaurant

Dental Oral Surgery

Diamond Hill United Methodist Church

Edgehill Senior Community

Elliptica Studios

Famous Greek Kitchen

Feinsod Hardware Co.

First Congregational Church of  Old Greenwich

First Presbyterian Church of Greenwich

Finch's Pharmacy

Garden Catering

Glenville Photo & Image Center

GNC Riverside Commons

Green & Tonic

Greenwich Association of Realtors

Greenwich Braces

Greenwich Community Sailing

Greenwich Education Group

Greenwich Flavor, Mediterranean by Myrna

Greenwich Library

Greenwich Lifestyle Magazine

Greenwich Hospital

Greenwich Pediatric Dental Group

Greenwich Point Marketing

Greenwich Smiles

Greenwich Historical Society

Greenwich Sentinel

Greenwich Women's Exchange

Gruber's Tailors and Cleaners

Hollywood Pop Gallery

Housewarmings

I AM WILD FOUNDATION & GALLERY

Indulge Salon & Beauty Bar

JCM Services, Inc.

Junior League of Greenwich

K-9 Studio Dog Groomers

Lenny's Bagels

Lily Shoes & Accessories

Lugano Wine Bar & Salumeria

Manfredi Jewels

McArdle's Florist & Garden Center

Meli Melo Restaurant

Navy Lobster

Old Greenwich Yacht Club

O'Malley Wellness

Packages Plus N More

Il Pastaficio

Pat Pulitano Architects

Patrick Mele

Patriot Bank

Pet Pantry Warehouse

Planet Pizza

Relax The Back Store

River Bicycles

Rudy's Executive Transportation

Sam Bridge Nursery & Greenhouse

Smart Kids Toys

St. Catherine's of Sienna Church

Sophia's Gifts & Costume Rental

Temple Sholom

The Happy Coin

The Marketplace by Fofie & Mia's

The Village Ewe

The Wild Horses of Sable Island

UBS - Frank Moore

Valley Pediatrics

Val's Putnam Wines & Liquors

YMCA of Greenwich

YWCA of Greenwich

Zelenz Bros. Auto Body

Allegra Sanchez, Monique Pardo

Jewels in Our Community

Joan Stewart Pratt, Adelaide McManus, Margo Orosz, Alyssa Henske,

Michelle Horgan, Martha Agarwal

Corrinne Menacho, Theresa Robbins

Junior League of Greenwich, an Ever-Flowing Well of Goodness

The Junior League of Greenwich is a gift that just keeps on giving. This highly-esteemed, remarkably charitable, and passionately involved organization has been responsible for designing and offering invaluable services and advocating for many causes that have affected, improved, and inspired so many lives and is most grateful to its spectrum of friends and allies, partners and peers who all have helped them to get their job done.

      This incredible organization, comprised of nearly 700 members, steps up to the task every time it sets out to build, improve and assist with a cause, situation or organization in every way, with its primary purpose being the goal of fulfilling its mission of voluntarism, developing the potential of women and improving the community through the effective action and leadership of its trained volunteers.

      “The organization wants to be the leading organization that connects, enriches and inspires women to advance the quality of life in Greenwich,” said Debra McLaughlin, Junior League of Greenwich President. “The Junior League strives for this goal through the accomplishments of women who share the same organizational values.”

By LIZ LEAMY

(click here for bio)

Kristi Coffelt, Dawn Kaam

Joan Stewart Pratt, Adelaide McManus

FOR MORE INFORMATION CLICK ON MAP

Home » Travel Guides » United States » Connecticut (CT) » 15 Best Things to Do in Greenwich (CT)

15 Best Things to Do in Greenwich (CT)

Leafy Greenwich on Connecticut’s rich Gold Coast is a town with serious money. In fact, it’s one of the wealthiest communities in the country, and a bastion of investment firms and hedge funds.

I’ll give you an idea of what Greenwich is about: The town has its own polo club, drawing thousands of spectators on Sundays in summer. Meanwhile the local public library has a fine art gallery, with exhibitions to rival a full-fledged museum.

There’s opulent shopping and dining on Greenwich Avenue, a profusion of green spaces, summer cruises to islands on Long Island Sound

Greenwich also has a real artistic pedigree, bestowed to the town by the Impressionists of the Cos Cob Art Colony in the late 19th century.

Let’s explore the best things to do in Greenwich:

1. Bruce Museum

This fantastic museum is posted on a hill enclosed in parkland, in a mansion that was bequeathed to the city by the textile magnate Robert M. Bruce (1822-1908). He donated the property on the condition that it be turned into a museum when he passed away.

The Bruce Museum mixes natural history and art, with wonderfully curated exhibitions. These cover topics like local and global environmental history, mineralogy, and Native American agriculture in Connecticut. 

You can pore over intertidal wildlife (with a live marine tank) and a primeval forest environment in a woodland diorama.

The art collection at the Bruce Museum is centered mainly on the Impressionists from the Cos Cob Art Colony. I had a fine time browsing pieces by the likes of Leonard Ochtman, Childe Hassam, and Emil Carlsen.

Finally, the sculpture collection is formidable, with pieces by Auguste Rodin, Frederick MacMonnies and Hiram Powers.

2. Greenwich Avenue Historic District

The north-south backbone of downtown Greenwich is on the National Register of Historic Places. The cityscape is furnished with Italianate, Georgian Revival and Commercial-style buildings. 

These were raised over the course of a few decades from the late-19th century to immediately after World War I.

As a pedestrian you can take a leisurely wander, admiring the refined architecture and solemn monuments like the town hall (1905) and the Richardsonian Romanesque-style Havemeyer Building, at No. 290 and dating back to 1892. 

Greenwich Avenue stands out as a shopping destination too. I’d allow as long as you can to explore upscale boutiques, galleries, design stores and chic bakeries, interspersed with familiar names like Apple and Sephora. 

There’s no lack of places to eat along the way, whatever your palate or budget.

3. Greenwich Audubon Center

When it opened in 1943 this was the National Audubon Society’s first environmental education society in the United States.

The Audubon Center was unique at the time, not just in the way it protected nature from human intrusion; It helped people interpret and learn about the natural world at close quarters.

The Audubon Center takes care of seven different sanctuaries around Greenwich, adding up to almost 700 acres.

You can explore seven miles of trails, conveying you through hardwood forest and historic fields, and past a lake, waterfall, streams and pools.

The Welcome Center has a gallery, gift shop and children’s learning space at the main sanctuary. There’s a fun lineup of conservation-themed programs all year, like a popular hawk watch.

4. Bush-Holley House

An exciting piece of American cultural history, this sweet clapboard house was the heart of the Cos Cob Art Colony at the turn of the 20th century when it served as a boarding house.

The colony was born around 1889 when John Henry Twachtman settled in Greenwich. He was followed by many other prominent Impressionists, including Theodore Robinson, J. Alden Weir and Childe Hassam.

They attracted scores of students to this house, which originally went up in the late-1720s. This first opened as a museum in 1958, just after it had been purchased from the widow of Elmer Livingston MacRae.

The house is beautifully maintained, and you can take a peek in the afternoon from Wednesday to Sunday to hear about its colonial and artistic past.

Amazingly, many of the objects depicted in well-known Impressionist works can still be found in the house. To me it felt like they had just been left here the day before.

To continue the theme, a restored 19th-century railroad hotel close by is an exhibition space for American Impressionist art.

5. Greenwich Point Park

The pick of Greenwich’s four beaches is on a peninsula poking out into Long Island Sound. It’s a popular place for locals and visitors (for a fee) to spend a day in the sun in summer.

The beach is watched by lifeguards all summer, and along with changing rooms and showers there are two snack bars just behind.

The beach is part of a 150-acre park, etched with trails and sprinkled with historic buildings. These are from the old estate of the banker and railroad tycoon John Kennedy Tod (1852-1925). 

The Bruce Museum Seaside Center can be found at the park, and has exhibits about the beach and touch tanks.

On the water are designated areas for windsurfing, kite-surfing and salt-water fishing. Meanwhile on dry land you can reserve a shelter, picnic tables and grills.

I fell in love with the sunsets at Greenwich Point Park, and on a clear day you can make out the Manhattan skyline from the beach.

6. Island Ferries

June through mid-September you can head down to the ferry dock off Arch Street to catch a boat to one of Greenwich’s islands in Long Island Sound. These run hourly or half-hourly, and as you’d expect there are more services on weekends.

Great Captain Island is the better served of the two destinations and has an impressive granite lighthouse dating back to 1868. 

After disembarking you can set off along the island’s walking trails among oaks and hickory. You can also go birding, take a picnic or lounge at one of the beach areas.

Island Beach (formerly Little Captain Island) is also a public park donated to the town in 1918. I love this place most of all for its 900+ feet of sandy beach.

Check out the Cruise to Nowhere, a calming two-hour cruise through the waters off Greenwich, and you’re encouraged to bring your own refreshments.

7. Fjord Fish Market, Cos Cob

If you’re like me and want to know exactly where your fish and seafood comes from, Fjord Fish Market will be right up your street. This business is a local chain, with several locations in Connecticut. 

There’s a superb selection of premium, responsibly sourced cod, scallops, oysters, lobster, salmon, shrimp and a lot more besides.

You can also pick up delicious freshly prepared takeout food. The menu features New England classics like fish & chips and lobster rolls, as well as filet sandwiches, Cajun halibut bites, grilled salmon, poke and sushi.

8. Diane’s Books

Going strong for some 40 years, Diane’s Books is a local bookshop with the dimensions of a public library.

The shop claims to have the largest selection of family books in the United States. I was impressed with the friendly staff happy to answer questions and point me in the right direction.

If you’re just visiting Greenwich you can arrange to have your books shipped, and the shop also offers a free gift-wrapping service.

Children will of course be besotted by Diane’s Books. But there’s lots for grown-ups to love too, including visits by famous authors.

Beatriz Williams, Lauren Willig, and Karen White (The Glass Ocean) have all paid a visit in recent years.

9. Greenwich Polo Club

You know a place is posh when it has its own polo club. Greenwich’s was established in 1981, and all through the summer stages high-goal matches for the public.

The field is in Connecticut’s green countryside and is held as one of the world’s leading high-goal venues (one of only three of its kind in the United States). The club is home to the White Birch polo team, which has dominated the sport for the last 25 years.

Some of the best players in the world have starred here. Among them are Mariano Aguerre, Nacho Figeuras and Facundo Pieres, and you can see performers of this caliber from spring to late summer in a series of cups and exhibitions.

Each Sunday more than 2,000 people descend on the club to witness the spectacle. Gates open at 1 PM  and the game begins at 3 PM.

10. Montgomery Pinetum

A public park in more than 100 acres of lush forest, the Montgomery Pinetum was once the estate of the businessman Colonel Robert Montgomery. He started planting rare conifers on his land in the first half of the 20th century.

The woodland is streaked with trails past magnificent mature trees. I love the wealth of specimen plants and wildflowers that burst into bloom in spring and early-summer.

There’s an ornamental lake, benches, picnic tables and grills that can be reserved. The Montgomery Pinetum is also home to the Greenwich Botanical Center. 

This is based at the lovely Horticulture Building with a greenhouse, kindling interest in horticulture through special events, classes, exhibitions and volunteer activities.

11. Neuberger Museum of Art

The prestigious art museum for Purchase College is moments away across the state line. This is one of the largest university museums in the United States, set up in 1974 with a donation by the financier Roy Neuberger.

From that initial gift of 108 pieces the collection has burgeoned to more than 6,000. The focus here is on 20th-century luminaries like Edward Hopper, Georgia O’Keeffe, Jackson Pollock, Willem de Kooning, Ernst Ludwig Kirchner and lots more.

The museum also holds a celebrated collection of African art, as well as sculpture by the likes of Yayoi Kusama, Henry Moore and Isamu Noguchi.

On my visit, I had the privilege of seeing Romuald Hazoumè Fâ Series. This is a series of 20+ monumental works on canvas depicting Fâ divination in West Africa.

12. Donald M. Kendall Sculpture Gardens

I would make a day of it in Purchase by visiting another sensational art attraction. This one is on the campus of the PepsiCo world headquarters and is named after the former chairman of the board and CEO, Donald M. Kendall.

He was responsible for these elegant sculpture gardens. On 168 manicured acres are some 50 works by the most important sculptors of the 19th and 20th century.

The gardens are open weekends, April to mid-November. During this time you can wander among art by Rodin, Alberto Giacometti, Barbara Hepworth, Alexander Calder, Henry Moore, Joan Miró, Claes Oldenburg, Max Ernst, to name just a few.

13. Bruce Park

This charming public park on the Long Island Sound shore is part of the same parcel of land donated to Greenwich by Robert M. Bruce for the Bruce Museum in 1908. 

Bruce Park is littered with the gneiss outcrops that occur around the Greenwich and Cos Cob area. My head spins when I consider that these date back 450 million years.

Amid the maples, evergreens and oaks are numerous amenities. These include playgrounds for kids, a walking/jogging trail, ponds with waterfowl, a baseball diamond, horseshoe pits, tennis courts and a bowling green maintained by the Greenwich Lawn Bowling Association.

Bruce Park is stunning in spring when the daffodils, dogwoods and azaleas all come into flower at the same time. Later in the season the rose garden is not to be missed.

14. Flinn Gallery

It’s par for the course that Greenwich’s public library should have its own art gallery. This exhibition space is non-profit and volunteer run, and displays art from a wide array of media, genres, regions and periods.

The art on show is often for sale, with proceeds funding the many programs of the Friends of Greenwich Library.

There’s something new to check out every few weeks, and the standard is dazzling. When I compiled this list, Scapes was a display of landscape painting by Julie Langsam, Paul Balmer, and William Ruler, exploring ecological concerns and the hope for renewal.

15. Putnam Cottage

Dating right back to 1690, Putnam Cottage on the old Boston Post Road has a captivating tale to tell.

In the middle of the 18th century this dwelling was expanded into a tavern. Where it gets exciting for me is that there’s documentary evidence that George Washington stopped here with his troops in 1776 during the Revolutionary War.

The building earned the name Putnam, after the General, Israel Putnam. He escaped from the Red Coats on a thrilling horseback ride past this location to get reinforcements from Stamford.

Putnam Cottage is painted bright red and is preserved as a Revolution-era tavern. When I inquired, this building was open for tours by appointment.

15 Best Things to Do in Greenwich (CT):

• Bruce Museum
• Greenwich Avenue Historic District
• Greenwich Audubon Center
• Bush-Holley House
• Greenwich Point Park
• Island Ferries
• Fjord Fish Market, Cos Cob
• Diane's Books
• Greenwich Polo Club
• Montgomery Pinetum
• Neuberger Museum of Art
• Donald M. Kendall Sculpture Gardens
• Flinn Gallery
• Putnam Cottage

14 Top-Rated Attractions & Things to Do in Greenwich, CT

Written by Shandley McMurray Updated Dec 24, 2023 We may earn a commission from affiliate links ( )

It's not all glitz and glam in this prestigious Gold Coast town. A haven for commuters who are sick of swallowing smog, Greenwich tops the list of most affluent communities in Connecticut. It's home to hedge funds, financial firms, and many a Stepford wife but also houses impressive attractions and a long list of fun things to do.

Located in Fairfield County, this swanky coastal town is the place to be for those looking for a more upscale locale to use as a base for a weekend of fun. Here, you'll find gated mansions a plenty, high-end shops, and upscale restaurants galore, but Greenwich has more to offer than mere pomp.

From historical cottages to pristine beaches and miles of glorious hiking trails , this southwestern Connecticut town has a lot to love.

Decide where to start exploring with our list of the top attractions and things to do in Greenwich.

1. Shop on Greenwich Avenue

2. enjoy the beach at greenwich point park, 3. tour the bush-holley house at greenwich historical society, 4. get educated at the bruce museum, 5. bird-watch at the audubon center, 6. catch a match at greenwich polo park, 7. wander around the greenwich avenue historic district, 8. step back in time at putnam cottage, 9. listen to the bells at first presbyterian church, 10. go for a hike in the babcock preserve, 11. ogle the art at the flinn gallery, 12. fill your belly at fab local eateries, 13. explore the montgomery pinetum park, 14. take a ferry cruise, where to stay in greenwich for sightseeing, map of attractions & things to do in greenwich, ct, greenwich, ct - climate chart.

When in Greenwich, shop. That's what the high-class locals do, so why not join in? Greenwich Avenue is the town's answer to a main or high street. It's lined with vibrant flower boxes, decorated during the holidays, and its stores are fronted with lovely displays to entice window shoppers to venture inside. Whittling down your savings on this luxe street is one of the best things to do in Greenwich.

As is to be expected in this posh town, many of the shops come with big names and expensive price tags. We're talking about you, Apple , TUMI , Hermès , and Saks Fifth Avenue . Other, slightly less pricey options exist as well. Lululemon , Shoes 'N' More , and LF are a few examples.

Not a shopper? Don't worry, there's no pressure to unclamp your wallet. Half of the fun on Greenwich Avenue is found in wandering its street, watching the yoga moms sipping lattes while laden with shopping bags, and well-coiffed men and women rushing to their next appointments.

Feeling peckish after practicing all that retail therapy? Greenwich Avenue is peppered with mid- and upscale cafés and restaurants.

A beautiful 147-acre park set on the tip of a peninsula jutting into the Long Island Sound, this exclusive spot can be a bit tricky to visit. That's the main reason we haven't put it further up on our list. But more on that later.

Here's why the park is worth the hassle for outsiders to get in: A long, golden beach offers views of the Manhattan skyline and a soft place to relax by the sea. Walking trails abound, and concessions are on offer for those looking to cool off with a refreshment or grab a bite to eat. The park also offers showers, grills, a covered pavilion, and multiple picnic tables, making it easy to while away an entire day.

Still not convinced? Fishing, kitesurfing, and windsurfing are popular things to do, as is swimming in the calm, shallow water. Plus, Greenwich park boasts its own marina and a boat storage area for residents.

In pure Greenwich style, getting into the park has been made to feel exclusive, or perhaps elusive is a better word. Residents can apply for a permit online, as well as one for their guests, but out-of-towners will have a bit of a struggle to gain entry between May 1 st and October 31 st .

To get in, visitors require a beach pass. These can only be purchased during the week from one of the two civic centers in town. Without this pass, beachgoers will be turned away.

Although there's a gate with fees posted on the side, you can't buy a pass on-site. Now for some good news: Entrance is free for all from November through March.

Address: Greenwich Point Park, Old Greenwich, Connecticut

A hidden gem sitting just shy of the busy I-95 in the Cos Cob neighborhood, The Greenwich Historical Society is more than worthy of a visit. The grounds are beautiful, lined with blossoms, and featuring a grape arbor, a spectacular sight when it's in full bloom. Wandering this pretty property is one of the best things to do in Greenwich.

Inside the main building are vast museum galleries displaying paintings by members of the Cos Cob art colony and an array of works shown during rotating exhibits. Here, too, you'll find a library, rooftop terrace, store, and an adorably quaint café .

The Greenwich Historical Society is also home to the Bush-Holley House Museum , a National Historic Landmark built in the early 1700s. Originally owned by the Bush family, the house was purchased by the Holley family and used as a boarding house for artists and writers during the late 19 th century. Offshoots of the main house now play host to the society's administration offices.

The museum is only open from 12 to 4pm on Wednesdays through Sundays. Admission is free on the first Wednesday of the month.

Address: 47 Strickland Road, Cos Cob, Greenwich, Connecticut

Official site: https://greenwichhistory.org/

Currently, the Bruce Museum is housed in a one-story, well-laid out building across from Bruce Park . Featuring a variety of changing exhibits, the museum always offers something new to entice visitors to stop by.

The best part about the displays is their variety. You'll find everything from sculptures to photography to Chinese brushwork to giant geodes in the spacious gallery rooms.

A great spot to bring kids, the museum is home to a science wing, which features permanent exhibits such as, Every Object Tells a Story, The Earth's Minerals , and Life Between the Tides . With the help of interesting exhibits and life-size dioramas, these intriguing displays educate visitors about the earth's environmental history and present-day worries both globally and here at the Connecticut coast.

The museum is undergoing a massive expansion project, which means some sections will be closed at various times, so it's best to check their website before visiting.

By late 2022, the new, double-sized museum will reopen in its entirety, featuring a new café, lecture hall, community spaces, and other incredible offerings. It's due to include a new and expanded science gallery presenting new ways to look at objects (i.e. via x-ray).

Insider's tip : To make up for the temporary lack of gallery space, the museum is boosting its programs, so be sure to check out what's on.

Address: 1 Museum Drive, Greenwich, Connecticut

Official site: https://brucemuseum.org/

The Greenwich Audubon Center is a beautiful and relaxing place to visit for the day. Whether you're in search of serenity or environmental education, you'll find them all here. One of the best attractions in Greenwich, the center has miles of trails to hike and plenty of spots to stop and bird-watch. Be sure to pack binoculars and a good camera, so you don't miss anything.

Inside, the Kimberlin Nature Education Center offers plenty to occupy kids and grownups. The Hilfiger Children's Learning Center has hands-on exhibits, a puppet theater, and a story corner, as well as live animals to interact with. You'll also find the Nature Store in this building, which is filled with wonderful gifts.

The Perch Coffee Lounge is a perfect place to "perch" yourself (sorry, we had to) after your time spent bird-watching. Located in the Education Center, this bright, quiet spot boasts a reading area and Nature Theater showing documentaries, as well as live feeds from bird cams. The java on offer is "Bird Friendly Coffee," which was grown in a protected rainforest habitat. That means you can drink it without guilt.

Insider's tip : Pick up a Letterbox activity sheet from the front desk before heading to the trails. It includes clues to boxes hidden along the pathways, as well as interesting information about the animals, plants, and habitats you'll come in contact with.

Address: 613 Riversville Road, Greenwich, Connecticut

Official site: https://greenwich.audubon.org/

Ever wanted to see a polo game in person? You can, every Sunday from June through the end of August at Greenwich Polo Park. Being Greenwich, these matches don't take place on a boring farmer's field. The lawn is immaculately cut, and the surroundings are beautiful.

Greenwich Polo Park is considered one of the "elite high-polo venues in the world" and is home to the White Birch polo team, one of the most successful teams of all time.

Guests arrive for games dressed in their best, so expect to see men wearing tight, colorful shorts and ascots, and women donning heels and fascinators. You'll want to dress appropriately but aim for comfort. You could be here for a few hours.

As for food, the venue has a nice selection of food trucks, but many pack their own picnics.

Insider's tip : Arrive early and set up as close to the field as you can. That way, your view of the matches won't be blocked by other chairs or umbrellas.

Address: 1 Hurlingham Drive, Greenwich, Connecticut

Official site: https://www.greenwichpoloclub.com/

As you've learned, Greenwich Avenue is the heart of this plush town. In addition to the many upscale shops, cafés, and restaurants are historic buildings so impressive, they beg to be photographed.

An iconic structure lies stoically on Greenwich Avenue, fronted by impressive columns and flanked by a large, copper clock. Currently listed on the National Register of Historic Places, this spectacular building, which was built in 1905, is now home to the Greenwich Senior Center . It was designed in a Beaux Arts style.

The Havemeyer Building is another must-see, which once served as an elementary school. Built in the late 19th-century, this Richardsonian Romanesque masterpiece stands perched atop a hill at the corner of Greenwich Avenue and Arch Street.

While it's easy to get distracted by the impressive window displays, take a moment to appreciate the other historic buildings on this street, many of which date to the late 19th and early 20th centuries.

Sitting atop Putnam hill, this adorable, bright red colonial "cottage" is hard to miss. Originally built during the 17 th century for Timothy Knapp, the house was used as a meeting place for local Freemasons. It gained its fame, however, during the Revolutionary War. At that time, its resident, General Israel Putnam, made a heroic escape from the British at this location. General Washington is said to have lunched here as Putnam's guest.

Today, Putnam Cottage graces the side of Boston Post Road (named Putnam Avenue in this part of Greenwich) and welcomes visitors, especially school groups, to explore its three main rooms and quaint vegetable garden and carriage barn out back. The inside is decorated as if no time has passed, bringing visitors back to the 18 th century. It is considered one of the top attractions in Greenwich.

Cottage tours are offered by volunteer members of the Putnam Hill Chapter DAR, and must be organized in advance, so be sure to call before you arrive.

Address: 243 East Putnam Avenue (a.k.a. US Route 1), Greenwich, Connecticut

Official site: http://putnamcottage.org/

Perched on the corner of West Putnam Avenue and Lafayette Place, Greenwich's First Presbyterian Church is a lovely sight. Its slender, white steeple can be seen from busy Putnam and Greenwich Avenues, adding a slice of beauty to the town's main shopping district. You can't beat the view of this steeple during sunset, especially as it's seen from Greenwich Avenue.

The remarkable stonework of this picturesque 19 th -century building stands proudly, arm in branch with an impressive array of large, mature trees. During spring, the cherry blossoms pop next to the grey stone, begging you to stop and take a photo.

Inside, the building is breathtaking. A high, vaulted ceiling and bright stained-glass windows are two of the church's best features. The resplendent organ lies behind the altar, playing music to soothe weary souls.

Address: 1 West Putnam Avenue, Greenwich, Connecticut

Official site: https://fpcg.org/

A natural wonderland hidden in Greenwich, the Babcock Preserve is a delightful place to visit for an hour or two. With 300 acres and seven miles of trails to explore, this verdant preserve is the largest of the Greenwich parks and a perfect place for hikers.

Open from sunrise to sunset year-round, the trails in this large park are well marked, but it's still advisable to take a photo of the map before heading off into the forest.

You'll be rewarded for your exertion with phenomenal views, babbling brooks, mucky swamps, and a wide diversity of plants and animals. Look closely and you may see a deer or two.

Insider's tip : Babcock Preserve can be steep and rocky in parts, so wear appropriate footwear and beware if you struggle on difficult hikes.

Address: North Street, parking can be found about 0.5 miles north of the Merritt Parkway, Greenwich, Connecticut

The vibrant Flinn Gallery recently got a facelift, and it's all the better for it. Reopening in late November, 2019, the small but impressive space can be a bit tough to find. It's located at the top of the Greenwich Library , with little signage out front. Head through the library doors and hop in the elevator or climb the stairs to find its quiet spot.

Inside, you'll find a multitude of works, including those featured in the frequently changing exhibitions. Each exhibit tends to last for about three months, so there's plenty of time to catch up on what you've missed. From landscape paintings and historical pieces gifted to the library to prints the library acquired between the 1950s and 1990s, there are plenty of interesting things to see.

When you've finished, nip around the library for a wander around its newly updated space.

Address: Greenwich Library, 101 West Putnam Avenue, Greenwich, Connecticut

Official site: https://flinngallery.com/

No trip to Greenwich would be complete without sampling the delicious food on offer. In addition to the upscale Thomas Hekelman (a French restaurant that offers vegan and gluten-free options) and L'Escale (another amazing French venue with impeccable views), you'll find mid-priced fare at the tasty, no-frills Thai Basil and the uber healthy and chic Granola Bar .

While you're scrounging for food, don't miss the small but amazing By the Way Bakery . Located on West Putnam Avenue (just near the top of Greenwich Avenue), this gluten-and dairy-free phenomenon offers the most delicious cakes, cookies, and muffins you'll ever eat. Seriously! You won't even realize they're gluten-free. Plus, they're all made lovingly the old-fashioned way, by hand in small batches. No wonder the treats taste so fresh!

The Montgomery Pinetum Park is a relaxing natural wonderland located near the Cos Cob section of Greenwich. A wooded beauty containing spectacular species of trees (including weeping hemlock and Japanese threadleaf maples), this is a popular attraction for those looking for a peaceful respite.

Pack a picnic and enjoy it in this large public park, hike the 1.9 miles of trails, or gaze at the view from the Joseph Hartman Outlook . Be sure to wear bug spray in summer and good walking shoes, as the path can get a bit rocky and muddy in places.

This park is spectacular when the fall foliage is in full bloom, but it is closed from mid-November to mid-March, so plan your trip accordingly. Don't miss the Garden Education Center and Greenwich Town Greenhouse .

Visiting with your favorite four-legged friend? Bring him (or her) along, but be sure to use a leash.

Address: 130 Bible Street, Cos Cob, Connecticut

Few activities can beat cruising along Greenwich Harbor on a bright, sunny day. In addition to feeling the saltwater breeze tickle your face, you'll be granted magnificent views of the Greenwich shores, and a relaxing tour of the neighboring area.

Two miles off the Greenwich coast lie two islands: Great Captain Island and Island Beach . During the summer months (from early June through mid-September), three ferries depart from Arch Street on their way to these enticing isles.

Tickets are available from the Arch Street Ferry Dock , but you'll need either a resident seasonal park pass or a single-entry park pass in order to buy them. The Cruise to Nowhere is particularly popular. Consisting of a two-hour tour of the area, this rejuvenating cruise is one of the best things to do in Greenwich.

Address: 100 Arch Street, Greenwich, Connecticut

Official site: https://www.greenwichct.gov/641/Ferry-Service

A haven for commuters to New York City, Greenwich has surprisingly few hotels on offer. Remember, though, this is a relatively small town. As is to be expected, the accommodations are on the higher end, with no budget hotels in the immediate vicinity.

Luxury Hotels:

• The Delamar Greenwich Harbor Hotel is a luxury hotel brimming with charm. Situated directly on the water, this hotel offers a true respite from the everyday grind. With spectacular views of the Long Island Sound, a relaxing spa, the delicious L'Escale restaurant, and top-of-the-line service, you're in for a treat at this beautiful spot.
• Homestead Inn-Thomas Henkelmann is home to the award-winning French restaurant we mentioned earlier (Thomas Henkelmann). It also boasts a beautiful piece of perfectly manicured property situated on the Belle Haven Peninsula. The décor is elegant and lush, perfectly blending old-world charm with the best of new-world luxury.

Mid-Range Hotels :

• Designed with the business traveler in mind, The J House Greenwich boutique hotel boasts high-tech rooms to help get you connected quickly, a spa to unwind in, and a great restaurant featuring live music weekly from Thursday through Saturday.
• A lovely bed and breakfast, Stanton House Inn is as charming as it is comfortable. Decorated in a cozy country style, the rooms are bright and airy, and the breakfast is delish. There's even a swimming pool to enjoy during the warmer months.

More Related Articles on PlanetWare.com

Explore Connecticut: While you're in the Nutmeg State, make time to check out these top-rated tourist attractions in Connecticut . And don't miss out on this state's best feature: Its small towns. These top-rated small towns in Connecticut are worth a look. One of our favorite spots is the seaside town of Mystic .

Make a Weekend Out of Your Connecticut Stay: Why head home when there's so much to see? These weekend getaways in Connecticut make it easier to decide where to spend a night or two away. Those who adore the shore, will love these beautiful beaches in Connecticut . And if you are looking for a little more action, city lovers will enjoy a stay in Hartford , Stamford , or New Haven .

More on Connecticut

• Skip to primary navigation
• Skip to main content
• Skip to primary sidebar
• Skip to footer

TravelAwaits

Our mission is to serve the 50+ traveler who's ready to cross a few items off their bucket list.

How To Spend An Amazing Day In Historic Greenwich

GREG PATTON / Shutterstock

• Connecticut
• Destinations
• United States

Greenwich, Connecticut, is just a 40-minute ride on the Metro-North Railroad’s New Haven Line from New York City’s Grand Central Terminal. Not simply a bedroom community of Manhattan, Greenwich offers history, art, culture, food, shopping, and amazing scenery all wrapped up in an appealing and elegant package. It consists of a charming downtown, historic neighborhoods, and a “backcountry” full of golf courses, horse farms, reclusive celebrities, and financial titans.

It’s easy to spend an amazing day in historic Greenwich. Here are just a few ideas.

What To Do In Greenwich

Greenwich surprises many visitors who think of it as a sleepy little town full of quaint old buildings. In reality, it’s a hive of activity with lots to do.

Greenwich Historical Society

Check Out The Bush-Holley House

Art lovers will enjoy this historic center of American Impressionist art. The Bush-Holley House held the first art colony in Connecticut and originally served as a boarding house in the Cos Cob neighborhood. John Henry Twachtman, Theodore Robinson, J. Alden Weir, Childe Hassam, Ernest Lawson, other prominent Impressionists, and scores of students flocked there to hone their craft, especially painting in the open air.

The Greenwich Historical Society keeps the history and art alive with exhibits, artifacts, tours, and a new museum building showcasing even more Greenwich history.

Visit Bruce Museum And Bruce Park

We love exploring indoors and out, and the Bruce Museum and Bruce Park offer double the fun. Start inside with the incredible museum that integrates art, natural and global environmental history, mineralogy, a live marine tank, and more. The artwork includes pieces by the Impressionists of the nearby art colony and sculptures by Auguste Rodin, Hiram Powers, Frederick MacMonnnies, and others.

This hilltop delight resides within Bruce Park, a public park with fascinating geological elements called gneiss outcrops. These metamorphic rock pieces jutting out of the ground were formed some 450 million years ago within the Earth’s crust. The park is a beautiful place to stroll by ponds with geese, ducks, and an occasional pair of swans. Spring flowers add color, while summer sees gorgeous rose gardens in bloom.

SBWorldphotography / Shutterstock

Picnic At Greenwich Point Park (Tod’s Point)

Greenwich Point Park , known by locals as Tod’s Point, offers a gorgeous beach for swimming and sunbathing, hiking trails, bird-watching and wildlife viewing, paddleboarding, kayaking, canoe rentals, and incredible spots for picnicking. You can even look across the Long Island Sound to the New York City skyline. You can also enjoy fishing, boating, cycling, windsurfing, and more. Fill your cooler and basket to enjoy a picnic and relish the beauty of this 147-acre beachy wonderland.

The park charges non-residents a fee during peak tourism season (May through October) but not during the off-season, when it’s also beautiful.

Tour The Greenwich Historic Districts

Greenwich has a rich history, and architecture fans can experience much of it through the area’s built environment. Many of Greenwich’s historic communities are noted for their significant structures, residents, events, and landmarks. From Putnam Hill’s grand buildings to the working-class Historic Fourth Ward District, Greenwich’s historic districts include significant preservation efforts. Be sure to stop by Christ Church, featuring Tiffany stained glass windows, and Knapp’s Tavern , which once hosted George Washington.

Experience The Sport Of Kings At The Greenwich Polo Club

The “sport of kings” is great fun, and there just aren’t that many places to watch a real live polo match anymore. Head to the Greenwich Polo Club and watch the horses and players compete in high-goal matches open to the public. Sundays are game days, and matches start at 3 p.m. Seating options range from lawn seating all the way up to grand cabanas for 50 guests. Food and drinks are available from caterers and gourmet food trucks, or you can bring a small picnic for yourself. A local favorite backcountry activity, a polo match makes for a memorable afternoon.

Look For Wildlife At The Greenwich Audubon Center

We enjoy hiking, bird-watching, wildlife viewing, exploring native wildflowers and plants, and supporting nature sanctuaries. So visiting the 258-acre Greenwich Audubon Center is one of our favorite things to do.

The Byram River flows through the main sanctuary, where you’ll find 7 miles of trails through forests, fields, lakes, streams, and stone homestead walls. Look for river otters, deer, coyotes, squirrels, wild turkeys, and other local critters. Plenty of birds like ducks and bluebirds make their home here, and you might just spy migrating birds like owls in the fall. For fun, pick up a letterbox activity sheet from the desk and see how many hidden boxes you can find along the trail.

Greenwich Parks & Recreation

Take A Ferry Ride

Diana lived in Greenwich for a time and so can offer a true insider tip. If you visit between June and September, take a ferry ride from the Arch Street Dock in Greenwich Harbor. You can take a “Cruise to Nowhere,” a peaceful 2-hour ferry tour of the Long Island Sound. Or stop at one of the two islands, the larger and more interesting being Great Captain Island with its granite lighthouse and wonderful walking trails.

Explore Old Greenwich

Greenwich’s backcountry is filled with mansions and sprawling estates owned by reclusive celebrities and hedge-fund billionaires. Another neighborhood worth exploring is Old Greenwich , the oldest established neighborhood in the area, dating to 1640 when the founding families bought the land from Native Americans. There’s a lot of history in this quiet and charming neighborhood — one of America’s 100 richest places according to Bloomberg.

Explore the beautiful First Congregational Church, the Perrot Memorial Library, and Binney Park. Shop the boutiques along Sound Beach Avenue and grab a bite at the Beach House Cafe , Le Fat Poodle , or the Old Greenwich Social Club .

Where To Eat In Greenwich

One of our favorite things about Greenwich is the abundance of delicious, authentic, and creative cuisine. Ethnic bites, modern culinary experiences, and hearty New England fare are all readily available.

Elm Street Oyster House

This incredible spot has received accolades for decades, and rightly so. In addition to the namesake oysters, Elm Street Oyster House has an excellent raw bar, fabulous seafood platters, and signature dishes to please every palate. Their extensive wine list makes it easy to pair outstanding food and beverages at this casual and welcoming local favorite.

You’ll find bold flavors in Greenwich restaurants. Nowhere is this more evident than in the Mediterranean cuisine at Douro , named for the home region of Chef Rui Correia. Located on Greenwich Avenue, the main downtown shopping and dining strip, Douro delights the taste buds with modern interpretations of Portuguese, Italian, Greek, and Middle Eastern dishes. From pitas and paella to piri-piri chicken and pasta, the food is as inviting as the inspiration from which it comes.

Meli-Melo Creperie

Meli-Melo Creperie is a Greenwich institution. This darling bistro and creperie is the perfect spot to refresh yourself with a delicious salad, freshly made soup, or specialty sandwich. Of course, if you’re a crepe fan, you will find much to love, from savory crepe classics with brie and herbs to sweet crepes with caramelized apples, chocolate sauce, and vanilla ice cream.

There are many other exceptional places for Italian, Chinese, Mediterranean, French, Greek, and classic New England food, especially along Greenwich Avenue.

Where To Shop In Greenwich

If you’re looking to spend an amazing day in historic Greenwich, Greenwich Avenue will provide you with more than enough to satisfy your craving for shopping.

Tiffany & Co. is a stunning store that will grab your attention with its unique clock and logo visible from the street. Other shops adorning Greenwich Avenue include Lynnens with luxury linens for the home, Petticoat Lane with ladies’ lingerie, Richards with apparel and more, and Michaelangelo of Greenwich with unique silver, crystal, and other gifts.

While you’re there, take a stroll and enjoy the incredible architecture of the Old Town Hall, Greenwich Post Office, Saint Mary’s Church, and Greenwich Town Commons.

Where To Stay In Greenwich

Greenwich loves luxury, so it’s easy to find amazing places to stay during a visit.

The Delamar Greenwich Harbor Hotel is perfect for those who want amazing waterfront views plus attentive service in an elegant boutique.

The Hyatt Regency Greenwich stands as an impressive testament to old-world grandeur combined with modern amenities and comfort.

If you love modern decor and amenities, then The J House will please you, with iPads in every room, contemporary fine art, and poolside cabanas.

The Stanton House Inn provides a bit of classic New England romance in a charming bed and breakfast setting near downtown.

And, for a touch of Europe in Greenwich, consider the Homestead Inn-Thomas Henkelmann , which has won praise for its sophisticated architecture, design, and integrated art and artifacts.

It’s easy to spend an amazing day (or longer!) in historic Greenwich, where you can explore both the past and the present of this gorgeous and interesting New England town.

For more to see and do in Connecticut, visit this page .

Diana Laskaris and Sue Reddel are the Co-Founders of Food Travelist . They travel the world and find the best food every destination has to offer. They've tried it all. From Michelin starred fine restaurants to tasty street food on a stick. They hope to bring the world just a bit closer together by sharing a meal and learning about different cultures and ourselves through food and drink. They are both Certified Culinary Travel Professionals and frequent authors of articles about food & travel.

Top Things to Do in Greenwich, CT

Places to visit in greenwich, tours in and around greenwich.

New York City bus and boat tour

Private New York City Helicopter Tour for Couples from Westchester

Manhattan Helicopter Tour from Westchester (Shared)

New York in One Day Guided Sightseeing Tour

New York City Sightseeing Bus Tour and Boat Ride

Private NYC Helicopter Tour from Westchester for 2-6 People

Manhattan Architecture Yacht Cruise

Statue of Liberty and Ellis Island Tour: All Options

SUMMIT One Vanderbilt Experience Ticket

Official NYC Horse Carriage Rides in Central Park since 1979 ™

Top attractions in greenwich.

Other Top Attractions around Greenwich

What travellers are saying

• Bruce Museum
• Greenwich Avenue
• Audubon Center
• Greenwich Polo Club
• St Mary Church
• Bringing The Greenback
• Babcock Preserve
• Greenwich Parks & Recreation
• Cos Cob Park
• Diane's Books

18 Best & Fun Things To Do In Greenwich (CT)

By: Author Travel Around

Posted on Last updated: August 8, 2022

Are you planning to go on a visit to an affluent city with many unique attractions? Then you’ve got to check out Greenwich, Connecticut?

Greenwich tops the list of Connecticut’s wealthiest communities, filled with great attractions and a variety of fun activities.

This coastal town in Fairfield County is simply the best place to be for those looking for a more upscale place to use as a home base for a fun-filled weekend. From historic cabins to pristine beaches. It has great attractions and a variety of fun activities.

The Greenwich of Connecticut’s Gold Coast dominates the list of the most liveable places in America.

It is also a city of big money, with the wealthiest communities in the country and a stronghold of investment companies and hedge funds.

To give you an idea of ​​what we’re talking about, the town has its own polo club that attracts thousands of spectators on Sundays in the summer, and the local library has an art gallery.

We can easily say that Greenwich is one of the unique attractions in the south of the state of Connecticut!.

Decide where to start with our list of the top Greenwich attractions and things to do.

Things To Do In Greenwich

1. shopping on greenwich street.

Greenwich Market

When you’re in Greenwich, you can shop with the locals. With this activity, you explore the luxury of this remarkable city.

Greenwich Street is the city’s response to a major road or highway. It is surrounded by vibrant window boxes decorated for the holiday season, and shops have pretty tempting offers.

Putting your savings aside and shopping for the best and exquisite products on this upscale street is one of the best things to do in Greenwich.

As expected for this smart city, many stores have big names and expensive price tags. We’re talking about stores like Apple, Hermès, and Saks Fifth Avenue.

There are also slightly cheaper options: Lululemon and Shoes ‘N’ More, for example.

Half the fun of Greenwich Avenue is strolling the streets, watching the yoga moms and fine-haired men and women rushing to their next dates. If you’re a bit hungry after practicing all this elaborate treatment?

Greenwich Street is full of mid-and high-end cafes and restaurants, so satisfy your need.

Address: Downtown, Greenwich, CT, 06831, United States .

2. Greenwich Point Park

Facebook / Greenwich Point Park

Greenwich Point Park is a beautiful 147-acre park. It stands at the tip of a peninsula that descends into Long Island Sound. Visiting this upscale place can be a bit tricky, but the park is totally worth visiting.

It has a long golden beach that offers views of the Manhattan skyline and a lovely setting to relax by the sea.

There are also many hiking trails and discounts for those who want to relax with refreshments or a meal.

The garden also offers showers, grills, a covered pavilion, and many other activities that it’s very easy to spend the entire day in the park.

Sunsets at Greenwich Point Park are breathtaking, and on a clear day, you can see the Manhattan skyline from the beach.

For the most part, fishing, flying kites, surfing, and windsurfing are popular activities in the park, as are swimming in calm shallow waters.

In addition, Greenwich Park has its marina and boat storage facility for residents. Lifeguards patrol the beach every time, so you’re in safe hands.

There are also changing rooms and two snack bars right behind the shower.

In pure Greenwich style, the park has exclusivity to it.

Visitors need a beach pass.,and It can only be purchased on weekdays in one of the two houses in town. Without this pass, beach guests would be turned off.

So much hassle, right? Wrong.

Here’s the good news: From November to March, there is free admission for everyone!

Ready to have a great time? Come here with your significant other and your family.

Address: 11 Tods Driftway, Old Greenwich, CT 06870, United States

3. Visit Bush-Holley House

Bush-Holley House

Greenwich Historical Society is a hidden gem off busy I-95 in the Cos Cob neighborhood; the Greenwich Historical Society is well worth a visit.

The gardens are beautiful, lined with roses and complete with grapevines, a wonderful sight when in full bloom.

The main building houses huge museum galleries with paintings by members of the Cos Cobb artists’ colony and a collection of works displayed in rotating exhibitions.

Strolling around this beautiful establishment is undoubtedly one of the best things to do in Greenwich.

Here, you will also find a library, rooftop terrace, shop, and a lovely cozy café.

The Greenwich Historical Society is also home to the Bush Holly House Museum .

This house is a fascinating piece of American cultural history built in the early 1700s.

It is originally owned by the Bush family. However, the Holly family purchased the house and used it as a guest house for artists and writers in the late 19th century.

The house is beautifully maintained, and from Wednesday to Sunday, you can visit it in the afternoon to learn about its colonial and artistic past.

Incredibly, many objects depicted in famous Impressionist works can still be found at the home as if they were left there yesterday.

A more interesting fact about the house is that. Entry is free on the first Wednesday of the month!

Address: 47 Strickland Road, Cos Cob, Greenwich, Connecticut, 06807, United States.

 4. Bruce Museum

Eveninct. / Flickr

The Bruce Museum was founded by textile magnate Robert Bruce (1822-1908). He bequeathed the house to the city and requested that after his death, it would be turned into a museum.

This Bruce Museum currently occupies a well-appointed one-story building across from Bruce Park.

Besides, the museum always urges you to stay for something new with changing exhibitions.

You can find everything from sculptures and photographs to Chinese brushstrokes and giant geodes inside the great exhibition space.

Likewise, it has an impressive sculpture collection with works by Auguste Rodin and Frederick MacMonnies, and Hiram Powers.

Above all, this museum also has a science wing with permanent exhibits as each object tells a story about science, the earth’s minerals, anthropology, and life between the tides.

Featuring interesting exhibits, these engaging exhibits educate visitors about the Earth’s environmental history and contemporary concerns around the world and on the Connecticut coast.

Most locals have fond memories of visiting the Bruce Museum as children. It, however, has more than enough appeal for adults, too.

Address: 1 Museum Drive, Greenwich, CT 06830, United States

5. Greenwich Audubon Center

Greenwich Audubon

The Greenwich Audubon center is a beautiful and relaxing place for a day trip. Whether you are looking to stroll around this lovely establishment, it is one of the best things to do in Greenwich.

Here, you’ll experience the peace, calm, and serenity of nature, and you’ll also get environmental education; you will find it all here.

The Audubon center is one of Greenwich’s top attractions. Offering miles of walking trails and plenty of places to stop and watch birds.

Make sure to pack binoculars; coupled with that, grab a good camera, so you don’t miss a thing.

The center consists of 285 hectares of land. Besides, this place is home to a variety of species of native plant flora and different animal species.

Likewise, in this building, you will find a nature store full of beautiful gifts.

The Perch Coffee Lounge is the perfect place to unwind after you’ve spent some time watching birds fly and perch.

This bright and quiet space in the Training Center includes a reading area and a nature theater with documentaries and live feeds from bird camera recordings.

The Audubon Center is just simply unique.

Explore seven miles of hiking trails that take you through hardwood forests and historic fields, past a lake, waterfall, streams, and ponds.

It includes a welcome center, a gallery, gift shop, and children’s study room are on the main reserve, and there’s a delightful array of conservation-themed events throughout the year, such as B—high People’s Guard.

There is always something exciting to do when visiting the Greenwich Audubon Center!

Address: 613 Riversville Rd, Greenwich, CT 06831, United States

6. The Greenwich Polo Club

Have you ever wanted to see a real game of polo?

Then your prayers just got answered. Polo games are available at the Greenwich Polo Club every Sunday from June through the end of August.

Being Greenwich, these games don’t take place in boring farmland. In short, the lawns are cut immaculately, and the surroundings are beautiful.

Greenwich Polo Club is considered one of the “Elite Polo Sites of the World” and is home to the White Birch Polo Team, one of the most successful teams of all time.

Generally, guests arrive at the games in their best clothes, so expect the guys to wear colorful pants, narrow shorts, and women in heels and zips.

You also want to dress appropriately but strive for comfort.

You can stay here for a few hours and enjoy the sport.

At the same time, Food-wise, the place has a great selection of food.

A bit of advice-You should arrive early and be as close to the field as possible. This way, chairs or other umbrellas won’t block your view of the games when the games begin.

Address: 1 Hurlingham Drive, Greenwich, CT 06831, United States

7. The Historic Greenwich Avenue

Historic Greenwich Avenue

As you know, Greenwich Avenue is the heart of this luxurious city.

Besides the many luxury shops, cafes, and restaurants, the historic buildings are so impressive that they whisper to your ears and invite you to take pictures.

The iconic structure stands stoically on Greenwich Street, in front of impressive colonnades and is enclosed in a large copper ring.

Constructed in 1905, this stunning building is currently listed on the National Register of Historic Places and is now home to the Greenwich Senior Center.

It is designed in the Beaux arts style. And It is worth visiting.

Greenwich Avenue also stands out as a shopping destination for luxury department stores, galleries, designer stores, and chic bakeries mixed with homely names like Apple and Sephora.

There is no shortage of restaurants along the way, whatever your taste or budget is.

Address: 310 Greenwich Ave, Greenwich, CT 06830, United States

8. Putnam Cottage

Alexia / Wikimedia Commons

This delightful colonial red “hut” at the top of Putnam Hill is hard to miss.

Putnam Cottage on Old Boston Post Road dates back to 1690 and has an exciting story to tell.

The house was originally built for Timothy Knapp in the 17th century and was used as a meeting place for local Freemasons.

However, it gained its fame during the War of Independence. The occupier, General Israel Putnam, succeeded in a heroic escape from the British at this point.

As a matter of fact, it is said that General Washington dined as a guest at Putnam Restaurant.

Today’s Putnam Cottage adorns the Boston Post Roadside. (it’s called Putnam Street in this part of Greenwich) and especially welcomes school groups to explore the three main rooms, the picturesque vegetable garden, and the trailer shed in the back.

The interior is decorated as if no time had passed, taking visitors back to the 18th century. So visitors can relive history in the present here.

Putnam Cottage has been preserved in bright red as a revolutionary pub museum and is usually open for tours once a month.

It is also considered one of the major attractions of Greenwich.

Cabin tours are offered by volunteer members of Putnam Hill Chapter and visiting must be arranged in advance, so call before you arrive.

Address: 243 East Putnam Avenue (also known as US Route 1), Greenwich, Connecticut, 06830, United States

9. First Presbyterian Church of Greenwich

First Presbyterian Church

On the corner of West Putnam Avenue and Lafayette Place, Greenwich, Stands The First Presbyterian Church , which is a beautiful sight to behold.

It is visible from busy Putnam Street and Greenwich Street. The elegant white tower adds a touch of beauty to the city’s largest shopping district. The sight of this tower is also unbeatable during sunset, especially since it can be seen from Greenwich Street.

The impressive stonework of this picturesque 19th-century building stands proudly. Its arm-branched with an impressive array of large, mature trees.

In the spring, cherry blossoms appear next to the gray stone, inviting you to stop and take a picture.

Inside the building is amazing. The high vaulted ceiling and stained-glass windows are among the church’s best features.

The wonderful device stands behind Altar and plays music to calm weary souls.

You can experience so much of this marvelous wonder, the peace, the beauty, and the tranquility at this church

Address: 1 West Putnam Avenue, Greenwich, Connecticut, 06830, United States 

10. The Babcock Preserve

Babcock Preserve

The Babcock Preserve is a natural wonderland. Nature’s beauty is tucked away in Greenwich. It is a great place to spend an hour or two to visit.

With 300 acres and 11 miles of trails, this green preserve is Greenwich’s largest park and is an ideal spot for hikers.

Open year-round from sunrise to sunset, the paths in this large park are special. They are also pretty straightforward as regards directions, but it is still a good idea to take a picture of the map before entering the forest.

When you visit this place, your efforts in coming here will be rewarded with gorgeous scenery, flowing streams, muddy swamps, and a variety of plant and animal flora and fauna.

If you look closely, you may see a deer or two.

For an afternoon picnic, Babcock Preserve in Greenwich offers 300 acres of woodland, an extensive network of trails and a variety of beautiful plants, species and delightful animals in nature.

This preserve is the largest urban park in the area and is an ideal destination for nature and outdoor enthusiasts.

This park is located off the Merritt Parkway. so next time you’re visiting Greenwich, grab your walking shoes, grab a Babcock Preserve trail map and get the heartbeat of the race!

Address: Greenwich, CT 06831, United States 

Want to explore more of Connecticut Cities? Why not check our lists of things to do in Bridgeport , things to do in Hartford , and things to do in Danbury ?

11. Flinn Gallery

Flinn Gallery

Here at the Flinn Gallery is a small but impressive space. It can sometimes be a little hard to find the vibrant Flinn Gallery, but it’s absolutely worth visiting!.

It is located at the top of the Greenwich Library.

There are some signs in front of it. Go through the library doors and take the elevator or go up the stairs to find the place.

Inside you’ll find a large selection of works, including from regularly changing exhibitions.

Each fair usually lasts about three months, so there is enough time to make up for lost time. There is also lots of interest to see, from landscape paintings to historical pieces left to the library for print and acquired by the library between the 1950s and 1990s.

It goes without saying that the Greenwich Public Library should have an art gallery of its own and it has an amazing one!

Meanwhile, the non-profit, volunteer-run exhibition venue displays art from a variety of media, genres, regions, and eras.

The artwork is often for sale, and the profits fund several programs of the Greenwich Library.

Address: Greenwich Library, 101 West Putnam Avenue, Greenwich, Connecticut, 06830, United States. 

12. Great local food at By The way Bakery

By The way Bakery

No trip to Greenwich would be complete without sampling delicious food.

Besides the exclusive Thomas Hekelman (French restaurant with vegetarian options(and gluten-free) and L’Escale (another great French spot with impeccable views), you’ll find mid-range fare at Thai Basil that’s delicious, unfussy, and very healthy. And here you can also get smart granola bars.

When looking for food, don’t miss this small but superb bakery – By The Way Bakery.

Believe me, this is the best gluten-free bakery!!

This gluten- and dairy-free phenomenon is located on West Putnam Avenue (near the top of Greenwich Street), and serves up the most delicious cakes, cookies, and cakes you’ll ever eat. Seriously! You won’t even realize that they are gluten-free.

In addition, it is all made by hand in small batches the old-fashioned way. No wonder it tastes so fresh!

Address: 19 E Putnam Ave, Greenwich, CT 06830, United States

13. Montgomery Pinetum Park

Photo by Kendra Petrone

Montgomery Pinetum Park is a relaxing natural wonderland near Cos Cobb in Greenwich.

It’s a Wooded beauty with stunning tree species (including black hemlock and Japanese maple). This is a popular attraction for those looking for a quiet getaway.

Pack a picnic and have fun at this large state park, hike two miles, or take in the view from Joseph Hartman Outlook.

Make sure to wear duck spray and good walking shoes in summer, as the trail can get rocky and muddy in places.

This park is amazing when the foliage is in full bloom, but it is closed from mid-November to mid-March, so plan your trip accordingly.

Don’t miss the Garden Education Center and the Greenwich Town Greenhouse. Are you visiting with your four-legged best friend? You can take him (or her) with you, but ensure you use a leash.

Address: 14 130 Bible Street, Cos Cob, Greenwich, Connecticut, United States

14. Ferry ride and Great Captain Island

Ferry ride and Great Captain Island

Few activities can beat a cruise on the island.

Similarly, the length of Greenwich Harbor on a clear, sunny day. It’s just simply remarkable.

Not only will you feel the saltwater breeze on your face, but you’ll also enjoy the beautiful views of the Greenwich Coast and a relaxing tour of the vicinity.

Two miles off the coast of Greenwich are two islands: Great Captain Island and Island Beach.

During the summer months (early June to mid-September) three ferries depart from Arch Street to these attractive islands.

Great Captain Island is the top of the two destinations and has a dazzling granite lighthouse that dates back to 1868.

After disembarking, explore the hiking trails of Island B. Also enjoy oak and walnut trees, bird watching, picnic or relax in one of the beach areas.

Island Beach (formerly Little Captain Island) is also a state park.

The original owners donated the park to the locomotive in 1918 and it is best known for its 300-foot sandy beach on the eastern and western shores.

Tickets are available at the Arch Street Ferry Dock, but you’ll need a seasonal park pass or a single-access park card to purchase them.

The Cruise to Nowhere trip is especially popular. Consisting of a two-hour tour of the area, this rejuvenating excursion is one of the best things to do in Greenwich.

Long Island Sound

From June to September, head to Arch Street Ferry Terminal to catch the boat to one of the Greenwich Islands in Long Island Sound.

Generally, these run hourly or half-hourly, and as expected, there are more calls on the weekends.

Address: 100 Arch Street, Greenwich, Connecticut, United States 

15. Fjord Fish Market

Fjord Fish Market

If you want to know exactly where your seafood comes from, a visit to Fjord Fish Market is just perfect.

There is an excellent selection of first-class cod, oysters, crayfish, and wonderful seafood delicacies. Oh, not to mention the lobsters, salmon, prawns, and much more.

You can also have delicious, fresh meals ready whether you prefer fish and chips, oysters or lobster rolls, filet sandwiches, Cajun halibut, grilled salmon, pokemon, or sushi.

In short, it’s a place to explore seafood to the fullest. Who knows, you might try something new and light your taste buds on fire.

Address:158 E Putnam Ave, Cos Cob, CT 06807, United States

16. Diane Books

Diane’s Books is a 30-year-old local bookstore the size of a public library.

The store claims to have the largest selection of family notebooks in the United States. In other words, they’re the biggest and best in this regard.

The book store also has great and friendly staff who are happy to answer questions and point you in the right direction.

If you’re only visiting Greenwich, you can have your books mailed to you, and the store also offers a free gift-wrapping service.

Of course, kids will love Diane’s books, but there’s also plenty that adults love, including visits from famous authors.

In September 2018, Beatrice Williams, Lauren Willig, and Karen White (Ocean of Glass) came to visit.

Address: 8 Grigg St A, Greenwich, CT 06830, United States

17. Greenwich Botanical Center

Greenwich Botanical Center

The Greenwich Botanical Center is housed in Montgomery Pinetum Park. Which is a public park located in more than 100 acres of jungle Lush.

The center is housed in a beautiful horticultural building with an interest-inducing greenhouse.

When you visit here, you can engage in gardening, special events, classes, exhibitions, and volunteer activities.

It was once the property of businessman Colonel Robert Montgomery, who planted rare coniferous trees on his land.

Not to mention, the place is famous for the rare conifers that adorn the land.

The forest contains paths along with beautiful mature trees, and it features a variety of plant specimens and wildflowers that come alive in spring and early summer.

You can reserve a pool deck, benches, picnic tables, and a barbecue grill point.

In addition, this place borders Pomerance Park, which has a beautiful pond nestled in a rugged forest.

Address: Bible St, Cos Cob, CT 06807, United States

18.  Donald M. Kendall Sculpture Gardens

Donald M. Kendall Sculpture Gardens

Spend a day shopping at another exciting art attraction. Donald Kendall Sculpture garden is located on the campus of PepsiCo’s corporate headquarters.

The Garden is named Donald Kendall after the former chairman and CEO of PepsiCo.

He was responsible for the elegant sculpture gardens, which is located on approximately 168 acres of well-kept land, and superimposed with 45 works by pioneering sculptors of the 19th and 20th centuries.

From late March till late October, you can tour the art of Rodin, Alberto Giacometti, Barbara Hepworth, Alexander Calder, Henry Moore, Joan Miro, Claes Oldenburg, and also Max Ernst, to name a few.

Final Remarks

There you have it, the very best and most fun things to do in Greenwich, Connecticut.

We hope you find this list very helpful.

And above all, ensure you enjoy your tour to the fullest!

11 Top Things To Do In Greenwich, Connecticut

(This article has affiliate links to products which we may make commission from at no extra cost to you.)

Looking for things to do in Greenwich, Connecticut? This beautiful town is known to be one of the richest in America. So whether you are stopping by as a part of a day trip from NYC or staying overnight, to help you plan better, lets take a look at what to do in Greenwich.

Greenwich is a tourist attraction in and of itself. Greenwich and its neighbouring towns, which are both located on the shore of Long Island Sound, provide a diverse range of activities. This picturesque village is in the ideal position for anybody looking to go away for a few days. A recurring feature of Greenwich magazine is that it is one of the most charming towns in Connecticut, and other adjacent towns are no exception. Greenwich is also a great place to stay for a longer period to discover the hidden beauties of the surrounding region. Escape to this tranquil location to get away from the stresses of daily life.

No matter whether you and your family prefer shopping, seeing the marvels of nature, or trying out new eateries, there is something for everyone here. Following is a list of the top things to do in Greenwich, Connecticut, that we have hand-picked for every kind of tourist to enjoy. When it comes to arranging an amazing holiday, local knowledge is essential.

Best Things To Do In Greenwich, Connecticut

1. enjoy the beach at greenwich point park.

One of the reasons why so many big-city power players have opted to migrate to Greenwich is because of the beautiful natural environment that the town has to offer. Greenwich Point Park, for example, is a wonderful example of this.

This waterfront park has a gorgeous beach as well as paths for walking, bicycling, running, and other activities that provide breath-taking vistas, such as the route that goes to Tod’s Point, which is regarded as one of Connecticut’s most beautiful sites. Non-residents must get a visitor’s permit before entering Greenwich Point Park, so prepare to do so ahead of time.

2. Visit the Putnam Cottage

One of the most popular things to do in Greenwich is to visit the Putnam Cottage. During the American Revolution, this location was known as Knapp Tavern. It is believed to be the location where Revolutionary War General Israel Putnam began his journey to escape the British. He rode his horse straight over a cliff and won his place on the Greenwich town seal in one fell swoop since the British were unwilling to take such a risk.

Putnam Cottage is located in the Putnam Hill Historical District of town, directly on the Post Road, and it is open for visitors on Sundays from 1 PM to 4 PM.

3. The Bush-Holley House & Greenwich Historical Society

This was the location of the first art colony in Connecticut and a former hub of American Impressionist painting, as well as the first art colony in the United States. You can take a guided tour of the historical houses and the very famous exhibits of the time of the New Nation and the other one is in the Cos Cob Art Gallery.

The guided tour will take you back to those ancient times and make you feel nostalgic. Visiting the ancient houses and lawns on the grounds is highly recommended.

4. Greenwich Polo Park

Have you ever longed to go to a polo match in person? Every Sunday from June until the end of August, you may go to Greenwich Polo Park and watch the game. These matches do not take place on a drab farmer’s field, as is customary in Greenwich. The yard is perfectly mowed, and the surrounding area is breathtakingly gorgeous.

Greenwich Polo Park is regarded as one of the world’s “top high-polo grounds,” It is the home of the White Birch polo team, which is considered one of the most successful teams in history. Guests come to the games ready to impress, so expect to see males in tight, brightly colored shorts and ascots and ladies in high heels and fascinators, among other things.

You will want to dress correctly for the occasion while also aiming for comfort. It’s possible that you will be here for a few hours.

5. Attend to the Bells at First Presbyterian Church

When seen from the busy Putnam and Greenwich Avenues, the delicate white spire of the building gives a bit of beauty to the town’s principal commercial district. It is especially beautiful at sunset when viewed from Greenwich Avenue, which is a great vantage point.

This lovely 19th-century building’s outstanding masonry stands arm proudly in arm with an astonishing assortment of enormous, mature trees. The cherry blossoms bloom next to the greystone in the spring, beckoning you to stop and snap a picture. The inside of the structure is stunning.

The church’s main features are a lofty, vaulted ceiling and dazzling stained-glass windows. Behind the altar, a magnificent organ plays music to comfort tired spirits.

6. Hike in the Babcock Preserve

The Babcock Preserve, a hidden natural paradise near Greenwich, is a great spot to spend an hour or two. The biggest of the Greenwich parks, with 300 acres and seven miles of pathways to explore, this lush preserve is ideal for hikers.

The paths in this big park are clearly defined and open from dawn to sunset all year, but it’s still a good idea to snap a picture of the map before walking into the woods. Amazing vistas, babbling brooks, murky bogs, and a wide variety of flora and animals will be your reward for your efforts. You could glimpse a deer or two if you look attentively.

7. Flinn Gallery

The lively Flinn Gallery has had a makeover, and it’s all for the better. The modest yet attractive facility, which reopened in late November 2019, may be difficult to discover. It’s at the top of the Greenwich Library, with very little signage in front of it.

To locate a peaceful location, enter the library and either use the elevator or walk the stairs. Inside, there are several pieces on display, including those included in the often-changing exhibits.

8. Enjoy at Fab Local Eateries

No visit to Greenwich would have been complete without indulging in some of the delectable cuisines on offer. There are a variety of high-end dining options, including the upscale L’Escale , Thai Basil , and the chic Granola Bar , which are among the mid-range choices.

While you are out looking for food, don’t forget to stop at By the Way Bakery , which is little but wonderful. This gluten- and dairy-free sensation, which you can find on West Putnam Avenue (near the top of Greenwich Avenue), makes the most delectable cakes, cookies, and muffins you have ever had the pleasure of eating.

9. Take A Ferry Cruise

There are few things better than taking a cruise in Greenwich Harbor on a bright, sunny day. In addition to being able to feel the ocean wind touch your face, you will be treated to breath-taking views of the Greenwich coastline as well as a leisurely tour of the surrounding neighbourhood.

From early June to mid-September, three boats sail from Arch Street Dock on their route to these fascinating islands.

10. Bird-Watch at the Audubon Center

If you happen to be in the neighbourhood, the Greenwich Audubon Center is a nice and serene place to spend the day. No matter whether you are looking for peace or environmental education, you will find it here. The center, which is one of the most popular attractions in Greenwich, offers kilometres of hiking routes as well as lots of opportunities to stop and view birds.

Make absolutely sure you carry binoculars and a high-quality camera with you at all times so that you do not really miss anything important.

11. Spend A Delightful Time at Delmar

Magic at the Delmar is an unforgettable night of entertainment that takes place in one of the most beautiful boutique hotels in New England. The show features the latest sleight of hand and comedy magicians, as well as a variety of other surprises.

Attend a supper at L’Escale, the upmarket French restaurant on the premises of the Delmar, and then stay for a night of magic at the Delmar. Isn’t it great to know that there are locations to visit where you may anticipate the unexpected, especially in a world when so much is predictable?

So, these are the best things to do in Greenwich, Connecticut which you should not miss out. On further reading you will find more useful information to help you plan your trip.

General Information

Where to stay in greenwich, connecticut.

There are some fantastic accommodations available for a memorable stay in Greenwich. Below you will find our favourites and highly recommended ones;

Delmar Greenwich Harbor : Staying at the Delarmar Greenwich Harbor is itself a must have experience in Greenwich. All rooms are filled with luxurious amenities and boast amazing city or the harbor views. This hotel also offers a relaxing full service spa and a world class fitness center. It also has a scenic private pier where guests are welcome to dock their boats. Other convenient facilities include complimentary breakfast, airport shuttle, babysitting/childcare services, onsite restaurant & bar, free parking and free WiFi connectivity. Click here to book your stay or to check out the availability at Delamar Greenwich Harbor .

Stanton House Inn : Stay in a slice of history! This Greenwich inn is one of the oldest hotels in the town. It beautifully blends modern interiors with a rustic feel. This property offers individually decorated rooms with terrace, private pool, garden views, fireplace and spa bath as per your selection. Other facilities includes, free parking, complimentary breakfast, free WiFi and a seasonal outdoor pool. Stanton House Inn is located only a kilometre distance from Greenwich Avenue – which also makes it a super convenient option. Click here to book your stay or to check out the availability at Stanton House Inn.

For those who are looking for a budget friendly stay, there are few in Greenwich’s neighbouring town, Stamford. Stramford is around 5 miles away from Greenwich and here you can find accommodations that may cost you less than $100 per night. One such budget friendly option is La Quinta by Wyndham . You can reach Greenwich by cab service or by train from Stamford station which is located only at a distance of 1.5 km from the hotel.

Essentials To Pack For A Trip To Greenwich, Connecticut

• Walking Shoes – A pair of comfortable walking shoes are a real saviour for long walks while you are exploring the town by foot. This one is our favourite pick from Sketchers .
• A good camera
• Sunscreen and a moisturizing lip balm
• Hand Sanitiser and wipes
• Rayban Sunglasses
• Reusable Water Bottle
• Selfie Stick Tripod
• Portable Power Bank
• Pacsafe Cross Body Bag

If you really want to get a sense of what Greenwich is about, the town has its own polo club, which attracts hundreds of people on Sundays during the summer months, and the local library also contains a great art gallery.

Shopping and eating on Greenwich Avenue, a plethora of open spaces, summer excursions to the islands of Long Island Sound, and an artistic heritage courtesy of the Impressionists of the Cos Cob Art Colony are just a few of the attractions in this town rich in history. So what are you waiting for? If Greenwich is not on your bucket list, it most certainly should be now!

You May Also Like Reading

• The Best Camping Places In The United States
• Best Places To Visit For A Summer Vacation In California
• 15 Most Beautiful Lakes In The United States
• 10 Stunning Islands In The United States You Must Visit
• How To Plan A Camping Trip For A Stress Free Adventure
• 15 Best Beach Bags For Moms

Share this:

• 11 Romantic Things To Do In Malibu For Couples
• 11 Top Things To Do In San Diego With Kids

cheerfultrails

Anjali Wadhwa (cheerfultrails) is a travel consultant and enthusiast who has traveled to 15+ countries. She shares about her explorations through her writings. You will find detailed itineraries, best travel tips and well experienced recommendations for food, transportation and hotels on her blog.

Leave a Reply Cancel reply

This site uses Akismet to reduce spam. Learn how your comment data is processed .

Discover more from Cheerful Trails

Subscribe now to keep reading and get access to the full archive.

Type your email…

Continue reading

North America Chevron

United States Chevron

Connecticut Chevron

The Perfect Weekend in Greenwich, Connecticut

By Paul Rubio

All products featured on Condé Nast Traveler are independently selected by our editors. However, when you buy something through our retail links, we may earn an affiliate commission.

Just a 40-minute train ride from Grand Central Station , Greenwich, Connecticut typically lives in the shadow of New York City, overlooked as a tourist destination and branded little more than a wealthy suburb of the city. But this stately town on the New York-Connecticut border is hardly the doldrums of suburbia. Envy-inducing mansions rise on hillsides that are peppered with pre-Revolutionary historic sites. Manhattan represents—albeit in a lighter fashion—along Greenwich’s principal thoroughfare, “the Ave.,” which is punctuated by recognizable high-end retailers and upscale restaurants. Meanwhile, nearby Old Greenwich feels lost in time with 19th-century architecture and mom-and-pop stores. Best of all, though, is Greenwich’s unspoiled nature. Birdlife rules on Great Captain’s Island and beautiful beaches edge the uninhabited peninsula of Greenwich Point Park. At its core, this is New England inhabited by New Yorkers, where urbanites can take a breather.

Delamar Greenwich Harbor was ranked one of the top hotels in New England in this year's RCAs.

CHECKING IN

For your Greenwich home base, choose the family-owned, waterfront Delamar Greenwich Harbor , one of the top New England hotels in the 2016 Condé Nast Traveler Readers’ Choice Awards . Request a Harbor view room at the 82-key hotel, which is within walking distance of “the Ave.” and opposite the Arch Street ferry dock, the point of departure for seasonal service to Island Beach and Great Captain’s Island. There’s a generous pour of Laurent-Perrier champagne at check-in and complimentary wine and cheese on weekend evenings.

Alternatively, sleep among the mansions and manors of Belle Haven at Homestead Inn–Thomas Henkelmann . Henkelmann’s award-winning contemporary French restaurant anchors this Relais & Châteaux property, where his wife, Theresa, designed the 18 rooms of the 19th-century manor and carriage house. Grand Luxury Suites come adorned with singular antiques and artifacts (e.g. the olive green Room 124 with beaded African masks and hand-carved crown moulding from Morocco).

DAY ONE: SHOP THE AVE.

Get to Greenwich by early afternoon to avoid rush hour mayhem and to do a little shopping (it’s lights off at most stores by 6 p.m.). After check-in, stroll the mile-long Ave. with stops at Richards , a classic department store that remains family-owned; the sole U.S. outpost of Togas , a luxury Greek home textile store; Winston Flowers , a New England-based flower shop where floral displays transcend art; and Betteridge , a family jeweler in Greenwich since 1952 that’s nationally known for its watch collection.

For dinner, book ahead at l’escale for excellent ocean-to-table Mediterranean food and a side of the Greenwich “scene.” Executive chef and Frenchman Frederic Kieffer makes an amazing bouillabaisse Provençal (stocked with branzino, monkfish, scallop, rock shrimp, and mussels) and Duck “a l’Orange” with whipped rutabaga and Brussels sprout duck slaw. Pre- or post- dinner, grab a cocktail in the adjacent lounge, where each drink is named after a black-and-white film. (We love the “How to Marry a Millionaire”: house-made berry Belvedere vodka, elderflower liqueur, and lychee.)

The team behind l’escale plates a work of art.

DAY TWO: OLD GREENWICH & FINE DINING

Start your day by heading to Old Greenwich, a neighborhood dating to 1640, and its picturesque, single-street downtown. Grab breakfast to go or sit down for a bigger brunch at small-batch bakery and coffee roaster Sweet Pea's Baking Company . We’re still thinking about the banana crumb muffins, the Nutella doughnuts sprinkled with hazelnuts, and the caramel cinnamon buns topped with a scoop—no going back now—of cream cheese frosting. Walk the carbs off by weaving in and out of the mom-and-pop shops: Back 40 Mercantile , a new take on an old-fashioned general store, sells regionally made candles and ceramics and hyper-local products like “Ggachis,” handmade Tootsie rolls.

Drive south to Greenwich Point Park—known locally by the name of its most scenic lookout, Tod’s Point—for the all-season beaches of this unspoiled peninsula. (The New York City skyline is visible from here on a clear day.) If you're traveling with kids in tow, consider renting an oh-so-Old-Greenwich Dutch Box Bike (think: a bike-wagon hybrid from the Netherlands) to explore the park. In the warmer months, expect to spend more time at Tod’s Point, where the community sailing club offers kids’ sailing lessons and adults can rent paddle boards. (Note that a park/beach pass from the Department of Parks and Recreation is required during peak summer months.)

If the weather doesn’t cooperate, visit the Bush-Holley historic site , a house-turned-museum built in 1728 that later became the center of Connecticut’s first art colony in the late 19th century. This is where Impressionism took off in America with artists like Childe Hassam in residence.

Save your appetite for a multi-course meal at standout French restaurant Thomas Henkelmann . A recent menu included Perigord black truffles royale with Maine lobster bisque and lobster ragout (that's just the starter) and Atlantic Halibut filet in a potato crust. The warm Valrhona chocolate soufflé cake topped with house-made pistachio ice cream and candied pistachios didn’t disappoint, either.

Alex Erdekian

Jessica Puckett

Brunch gets an Iron Chef makeover at The National.

DAY THREE: BRUNCH & BROWSE

Finish off the weekend with a bit of pampering at The Spa at Delamar . Since it’s the best of its kind in Greenwich and often booked out by locals, we recommend scheduling a treatment in advance. Facials are the main draw here—and why wouldn't they be when they're named “Vitality of Glaciers Pamper Your Skin"?

Post facial or massage, grab brunch back where you started—on the Ave. Go to The National, the latest restaurant from celebrity chef and TV personality Geoffrey Zakarian, where breakfast classics get an Iron Chef makeover. (Sweet potato duck hash and omelets stuffed with marinated artichoke, piperade, ricotta salata? Yes, please.) A few bellinis or Bloody Marys later, walk over to the Bruce Museum of Arts and Science . This small museum makes a big impression with its world-class rotating art and natural history exhibitions, which, until July 16, 2017, includes “Last Days of Pangea: In the Footsteps of Dinosaurs,” highlighting pre-historic discoveries from the modern-day Connecticut Valley.

Recommended

Delamar Greenwich Harbor

Delamar West Hartford

North America Travel Guide

23 Best & Fun Things to Do in Greenwich (CT)

Greenwich town is perched in southwestern Fairfield County in Connecticut. It is famous for being one of the affluent towns in America.

Greenwich is Connecticut’s largest Gold Coast town, having a population of 63,518 as of the 2020 census.

It is famous for its deluxe shopping area, a blissful art scene, and upper-class polo club. If you are searching for a place to have a relaxing day or weekend with your family, Greenwich has many parks to spend time outdoors and enjoy the fresh air.

The town is also ideal for planning a romantic getaway experience with your partner. The beach experience here is also fun. The occasion does not matter, as you will get the best of a vacation here. 

Are you planning an exploration of Greenwich? Here are the top things to do in Greenwich, CT.

Things to Do in Greenwich, CT

1. binney park.

Binney Park consists of 32 acres of nature adornments and recreational sites. It has a lot of fun activities for everyone and, as such, is a great site to visit with the family. 

The things to see here include a pond and a stream, which add to the overall beauty of this Park. To have a great feel of the lovely scenery, you can have a walk on its trail, which is filled with luxuriant greens.

You can check out their soccer field, baseball field, or tennis court if you love sporting activities.

Here is also an ideal setting to have a perfect romantic getaway experience with your partner in their pavilion. It also has a picnic area, so you can bring some tasty snacks and enjoy the best views. Exploring this Park is one of the fun things to do in Greenwich, CT.

Address: Greenwich, CT 06878, United States

2. Greenwich Point Park

Enjoy a fun time with the entire family at Greenwich Point Park . Get some laid-back experience close to the sandy shores and watch views of the crystal clear open waters.

Enjoy the chilly breeze from the sea while you eat some delicious snacks and read some of your favorite journals. You can allow your dog to play with the kids as you need no distractions when enjoying the tranquil sound of waves crashing against each other on the shore.

The kiddie’s play area is large enough to contain many children, and there are a lot of fun activities for them.

Safety is of the utmost importance here at Point park. As such, safeguards are always available to ensure the safety of visitors all through their stay there. There are changing rooms and restrooms available. 

It also has a nice spot to get involved in water activities, including kitesurfing, saltwater fishing, and windsurfing before you leave the Park. Make fun moments with the entire family at their picnic area.

Address: 11 Tods Driftway, Old Greenwich, CT 06870, United States

3. Donald M. Kendall Sculpture Gardens

Another interesting spot in Greenwich is the Donald M. Kendall Sculpture Gardens . You can spend a day browsing through all the lovely artistic items it has installed.

Donald M. Kendall Sculpture Gardens, named after its previous chairman and Ceo, Donald M. Kendall. is situated on the PepsiCo world headquarters.

Donald M. Kendall was the brain behind these beautiful sculpture gardens, nestled in a land area of 168 acres filled with 45 works from the best sculptors of the 19th and 20th centuries.

You can check out artworks by Rodin, Alexander Calder, Henry Moore, Claes Oldenburg, Max Ernst, Alberto Giacometti, Joan Miró, Barbara Hepworth, and others; these works are available from March till the end of October.

Address: 700 Anderson Hill Rd, Purchase, NY 10577, United States

4. Putnam Cottage

If you’re looking for what to do in Greenwich, CT, visit this attraction, especially if you’re a history and nature enthusiast.

Putnam Cottage, nestled in Putnam Hill, draws the attention of many tourists due to its unique history and elegant red appearance. It is said that during the Revolutionary War, George Washington came into the cottage with his troops.

The Putnam cottage is currently famous among locals and tourists from different parts of the world. Putnam Cottage showcases reenactments, exhibits, and tours that will take you back to the happenings of the 18th century. 

Also, check out the carriage barn and vegetable garden when you visit. If you want a group tour, ensure to make reservations.

Address: 243 E Putnam Ave, Greenwich, CT 06830, United States

5. Greenwich Avenue

One of the best things to do in Greenwich, CT, is to go on a shopping spree on Greenwich Avenue. You can make purchases of some luxury items that suit your taste.

Treat yourself to some luxurious shopping from the stores of Armani, Hermes, and other top-notch brand stores situated here.

You can also have some fun while gazing at the gorgeous displays of luxurious items in the shops. This destination is not all about its shops; it is also popular among tourists for having unique spots to treat their stomachs to delicious meals and have good moments with their family.

If you are worried about the shopping destination or have a delicious meal with your friends, make sure to visit Greenwich Avenue for a good time.

Address: Greenwich, CT, United States

6. Great Captain Island Lighthouse

One of the top things to do in Greenwich, CT, is to visit the Lighthouse at Great Captain Island. It is a playground and abode for various bird species, such as herons and egrets. The Great Captain Island is also part of a three-island group with Wee Captain and Little Captain.

The locals believe the three islands were named because of the fortunes buried there. But history waved it off, and records show that the islands took after the name of Captain Daniel Patrick. 

The island is perched Southside of the Greenwich coast and can be easily reached via ferry from the city. It is situated close to a shipping road with natural obstacles in proximity, bringing about the need for a lighthouse in the area.

The historic lighthouse was constructed in 1838. It is open to the entire public who wishes to explore its wall that has been tested by nature. It also features an Osprey nesting area where you will see them fly in from time to time.

Address: Greenwich, CT 06830, United States

7. Flinn Gallery

The Flinn Gallery is a countryside art gallery inside Greenwich’s Public Library. 

The Gallery is a Voluntary organization run by people keen on positively impacting people’s lives by giving them exposure to various modern art exhibitions and other art-related programs.

You can easily predict from the outside that this quaint Gallery accommodates various art displays linked to different timings, techniques, and genres.

Make sure to stop by the Flinn Gallery to see some smoking artworks from various artists. You can check their website before visiting to know which exhibitions will be newly featured. 

Address: 101 West Putnam Avenue, Greenwich, CT 06830, United States

8. Greenwich Audubon Center

If you want to enjoy some lovely outdoor greenery views, the Greenwich Audubon Center is one of the best places to visit in Greenwich, CT.

You can go for a calm walk in the middle of the Main Sanctuary’s 7-mile trail even as you enjoy the close rapport with nature. 

You can also gaze upon the various types of birds that fly over the hardwood forests and enjoy outstanding views of the lakes, streams, vernal pools, and old fields when you get to the end of this trail.

To equally help this cater to actualize minimal erosion on its trails, try to stay on the mapped-out walkway while hiking.

If you have kids who would love to learn about the ecosystem, bring them along. They can check out the Hilfiger Children’s Learning Center at Kimberlin Nature Education Center, which has nature-related activities, live animals, a wildlife observation window, a puppet theater, and natural history exhibits. 

Adults can as well learn from these well-planned exhibits that are available here.

Address: 613 Riversville Rd, Greenwich, CT 06831, United States

9. Greenwich Polo Club

If you are looking for what to do in Greenwich, CT, visit this Polo Club, especially if you have ever wanted to see a live polo match.

The Greenwich Polo Club is one of the world’s most prestigious high-goal polo clubs. Make sure to see a match during your stay here.

The Polo Club was founded in 1981 and is a place of abode for the White Polo team that has been topping the high goal polo company for more than 25 years.

A match is played every Sunday at the Club if you intend to see a polo game with friends. If you get famished during your stay here, you can check out the food truck available and get what to eat.

To have a much better experience if it is your first time seeing a polo game, you should go to the venue much earlier to get good seats.

Address: 1 Hurlingham Dr, Greenwich, CT 06831, United States

10. Byram Shore Park

The Byram Shore Park is available for visits during morning hours from 9 am till sunset. It is a perfect place to cool off by going swimming. The Byram Shore Park has lovely views; you can bring a camera to take stunning photos.

There is a public pool in the Park. If you want a larger space to play and swim, you can go swimming in the freshwater Byram Beach.

After a good time swimming, visit the bathhouses to freshen up. For an even more adventurous tour, you can check out the vast waters using a boat.

The Park also features a soccer field or tennis court. Feast on a barbecue with your friends and family. For a much better experience, make sure to use the picnic tables available. 

Address: 4 Ritch Ave W, Greenwich, CT 06830, United States

11. Greenwich Avenue Historic District

The district comprises architecture and infrastructures that have a history stretching back to the late 19th century and the beginning of the 20th century; a visit here takes you back to past events.

You can browse through the Beaux-Arts Architecture of the Gre Town Hall, also known as the Greenwich Senior Center, which was constructed in 1905 and was previously the primary setting for this town’s governing in 1977. The Have6 Building, which has the works of Richardson Romanesque, is another sight to behold.

If you want to soak yourself up in the history and adventures in this town, make sure to stop by the Greenwich Avenue Historic District.

12. Montgomery Pinetum Park

Another exciting place to be is Montgomery Pinetum Park, located in Greenwich. It is an ideal place to sit, relax and have a laid-back experience. At the same time, you enjoy the fresh, breezy wind from the lush green trees, which also offer scintillating views.

You can spend your afternoon with family and friends if you want to take some off from the busy city lifestyle and noise.

Have fun by taking a stroll along the gardens and trails and admiring the landscape’s natural beauty.

The Park is unavailable from mid-November till the middle of March; this allows you to plan your visit to the Park. Pets are also allowed in the Park but must be kept on a leash.

Address: Bible St, Cos Cob, CT 06807, United States

13. Grass Island Dog Park

Give your pet a nice treat by bringing them to Grass Island Dog Park . They will love it here as they get to play and run without their leash.

Do not be scared of losing your pet as the entire area is fenced, so the safety of your dogs is ensured. There are areas for small and massive dogs, so they can also play freely.

The Grass Island Dog Park also has a water supply for your dog’s wellness. This place attracts many tourists, who bring their dogs to enjoy themselves.

Address: Grass Island Rd, Greenwich, CT 06830, United States

14. Bush-Holley House

If you are an art enthusiast, one of the best places to visit in Greenwich, CT, is the Bush Holley House . It is an exciting place to be; enjoy the many things it has installed for you. 

The Bush Holley House was previously a boarding house used by artists and writers during the 19th century. It currently accommodates available exhibits for the general public to see.

You can stroll in the beautiful gardens as you receive some fresh air and participate in activities open to everyone throughout the year. Make sure to see the various exhibits here when you visit, as most of their displays tell our day-to-day life experiences.

Address: 47 Strickland Rd, Cos Cob, CT 06807, United States

15. Bruce Museum

If you are a historian or a lover of arts, don’t hesitate to visit Bruce Museum in Greenwich. The Museum is situated in the downtown area of Connecticut.

The Museum began showcasing paintings and sculptures produced by artists from the Greenwich Society of Artists in 1912.

The Museum artworks are from the 19th and 20th centuries and are produced by European and American artists. If you are a lover of arts, visiting this Museum should be a prerequisite for you when you are here.

Address: 1 Museum Dr, Greenwich, CT 06830, United States

Also check out our list of  things to do in Hartford  ,  things to do in Bridgeport , and  things to do in Stamford , for a fun vacation in Connecticut.

16. Club Sweat Greenwich

If you want to stretch your muscles and loosen up a little after hours of hiking and exploring various unique sites in Greenwich, check out Club Sweat Greenwich .

Club Sweat provides a new level of low-impact fitness that comes in various options, including off and on-the-machine practices.

What makes this place even more interesting are the various cardiovascular fitness programs, fun choreography, and the great music in the background that gives you that energy.

Your fitness level does not matter; their professional fitness instructors will guide and help you attain your fitness goals. The Club Sweat is a fun fitness place and should be a must-see during your stay in Greenwich.

Address: 1345 E Putnam Ave 2nd floor, Old Greenwich, CT 06870, United States

17. Griffith E Harris Golf Course

If you want a much better golfing experience in Greenwich, visit this non-private golf course.

The Griff, built in 1964, is an 18-hole Rober Trent Jones-designed course and is acknowledged as one of the top-tier golf courses in this town. The Griffith E Harris Golf Course hosted the Metropolitan Golf Association Public Links Championship in 2018.

 It has formerly hosted a PGA professional event. The Greenwich Magazine acknowledged the Griff as Greenwich’s hidden gem.

The Griffith E Harris Golf Course portrays more of a championship caliber, each with a separate hole consisting of four tees to accommodate different skill levels of golf players. It also has practice areas such as putting green, a chipping area with a trap, and a driving range.

Also on site is a Golf shop that provides you with the necessary gear and lessons you need; it also has a full-service restaurant.

Address: 1323 King St, Greenwich, CT 06831, United States

18. Tamarack Country Club

It is without a doubt; one can say that Greenwich has many beautiful golf courses that are worth seeing by anyone who loves golf. If you are an avid golfer, visiting the Tamarack Country Club should be a prerequisite during your stay here. 

The course features a 430-yard par four that comes with a bunker that is 30p yards out in the middle of the fairway. It also features a massive green space within a deep bunker right in front.

The golf course is perfect for anyone, no matter your skill level in golfing. So, if you are a novice, this destination has a great course to begin your golf journey.

To make golfing even more accessible, boys and men should wear collared shirts tucked in and a face cap.

For women, they should wear a sleeveless shirt with a collar, whereas shirts that are without collars should have sleeves. Attires relating to tennis and swimming are not allowed.

Address: 409 Greenwich Ave, Greenwich, CT 06830, United States

19. Neuberger Museum of Art

If you are an art enthusiast, check out the Neuberger Museum of Art , which is just 10 minutes away from Greenwich. CT.

The Neuberger Museum of Art is known to be one of the most expensive museums in the country. In 197, the Museum was built from a donation made by Roy Neuberger. 

It had about 108 items in its collection when it started but has now grown to have more than 6,000 unique items dedicated to 20th-century legends such as Georgia O’Keeffe, Edward Hopper, Willem de Kooning, Jackson Pollock, and many others.

The Museum also features a unique selection of African art, including sculptural works by Isamu Noguchi, Henry Moore, and Yayoi Kusama. Over the years, it has carried out exhibits of Congolese Kuba textiles, video artists Janet Biggs, Ray Spillenger, and Andy Warhol.

Address: 735 Anderson Hill Rd, Purchase, NY 10577, United States

20. First Presbyterian Church of Greenwich

If you are a Religious tourist seeking a place to have solitude and commune with the heavens, visit the First Presbyterian Church of Greenwich .

The First Presbyterian Church of Greenwich was founded in 1882. Their first service was done on Easter Sunday and in a public hall; since then, they have grown tremendously.

Over the years, the First Presbyterian Church has raised a high standard of worship as it is paramount for a Christian’s faith. The Church is dedicated to preaching God’s word to its congregation.

Aside from worship, Christian Education has been a significant concern for the First Presbyterian Church. To put this initiative into work, they established a Sunday School after the formation of the Church.

Address: 1 West Putnam Avenue, Greenwich, CT 06830, United States

21. Trails of Babcock Preserve

Hiking on the Trails of Babcock Preserve is one of the fun things to do in Greenwich, CT. It does not matter your skill level in hiking; exploring this trail is something you sure do not want to miss.

This Babcock Trail is the most expansive in Greenwich Parks. The attraction is perched on a landmass of 300 acres with about 7 miles of lengthy trail. 

Wear comfortable clothes and suitable shoes to make your hiking journey less stressful and easy. During the hike, make sure to relax your nerves and enjoy the incredible beauty of nature.

For a more memorable hike, you can be on the lookout for various kinds of local wildlife that pops out from nowhere.

Address: Greenwich, CT 06831, United States

22. C. Parker Gallery

Another exciting thing if you love artistic works is visiting this fantastic Gallery that offers a one-of-a-kind experience in Greenwich.

The artworks here range from collectibles and countryside to investment grade. There are lots of exciting items to see that will pique your interest.

The person in charge of the Gallery, Tiffany Benincasa, is well grounded in art. The C. Parker Gallery is a great place to be, with many fascinating things to find.

They have friendly staffs that will guide you every step to ensure you discover that artwork you so desire to have.

23. Diane’s Books

Diane’s Books , which has existed for 30 years, is a local bookshop comprising various sections of a general library. 

The shop has the most extensive family books in the United States. It also has a vast, welcoming staff to cater to all your needs and questions when you visit the library.

If it is your first time visiting Greenwich, you can make arrangements with the bookshop to have your books shipped; they also provide visitors with a gift wrapping service.

The children are not left out, as there are various exciting books for them to read. Visitors can also get to see their famous authors visiting the library as well. Beatriz Williams, Karen White (The Glass Ocean, and Lauren Willig once paid a visit in September 2018.

Address: 8 Grigg St A, Greenwich, CT 06830, United States

Meet the top attractions in Connecticut, here is a guide on the top things to do in Norwalk ,  things to do in Milford , and the  best things to do in Danbury .

Plan Your Trip to Greenwich

Are you searching for a place to have a scintillating vacation experience with your loved ones? or go on an incredible outdoor adventure? Greenwich, CT, is one of the ideal vacation destinations for you.

Greenwich features great historical attractions, parks, and museums to make your vacation fun and interesting.

Have a fun trip!

When you purchase through links on our site, we may earn an affiliate commission. Details here .

Fun Things to Do in Greenwich CT with Kids

Judy Antell

Greenwich Connecticut is close enough to New York City that it is on a commuter rail line, but far enough away that New Yorkers can spend a weekend here to escape the city. And for families, the town offers a wealth of activities. Here are some of the fun things to do in Greenwich, CT with kids.

The writer was hosted by the Delamar Greenwich Harbor hotel. Opinions expressed are her own.

Since the start of the pandemic, short road trips have become more popular. And now, with gas prices surging, staying close to home is an even better idea. So New Yorkers looking for a family weekend away, should head to Greenwich.

Greenwich is more than a town filled with hedge fund managers. It has a thriving arts community and many free and low cost activities. It’s definitely one of the best places to visit in Connecticut .

Just over the New York state border from Westchester County, Greenwich, Connecticut is also easy to get to by public transportation. It has three stops on MetroNorth, so New Yorkers without cars can get here in about an hour from the middle of Manhattan. And if you’re from further away, Greenwich can be home base for day trips to NYC . But don’t forgot to add to your itinerary all the fun things to do in Greenwich, CT with kids.

Read More: 18 of the Best Things to Do in Connecticut

Go for a Hike

Montgomery Pinetum in Cos Cob has miles of trails. Some hiking trails are paved, so you can use a stroller. Be sure to look for the stone hut and remains of a stone building.

The Greenwich Botanical Center , on the grounds of the Montgomery Pinetum, has low cost family events. Parking and admission to the Pinetum and Botanical Center are free.

SheBuysTravel Tip: There is no food for sale so bring your own snacks or lunch and drinks.

Take Another Hike

The Babcock Preserve has a 4.1 mile loop trail that allows dogs and horseback riding. Be careful where you step! [don’t worry – horseback trails are separate from hiking trails]. You will see wetlands, forests and wildlife.

Babcock Preserve has a picnic area at the entrance. You can hike to a waterfall and look for river otters, rabbits and horned owls, along with ancient trees and wildflowers.

Read More: Want more CT fun? Check out the best things to do in Hartford !

Bruce Museum

This art, natural history and science museum has been undergoing a huge renovation, with more than double the old gallery space. For the first time, the Bruce Museum will have a sculpture gallery.

The main floor art galleries will always be free and the Bruce will also finally have a restaurant. The Bruce’s permanent collections include mineral and rocks, fossils, gowns from the 1830s to present, decorative arts and American and European paintings and sculptures from the nineteenth and twentieth centuries.

SheBuysTravel Tip:  The Bruce Museum offers free admission on Tuesdays. 

This park, adjacent to the Bruce Museum, has a huge playground. There are walking trails. This is also the place to ride bicycles.

Greenwich Audubon Center

Greenwich Audubon Center , part of Audubon Connecticut, has seven miles of hiking trails. The center is a great place for bird watching and has a fall festival to watch migrating birds.

The interactive Hilfiger Children’s Learning Center in the Kimberlin Nature Education Center reopened after my Greenwich trip. The green Education Center uses recycled materials and geothermal heating and cooling. The learning center has natural history exhibits, a puppet theater, story corner, live animals and a wildlife observation window.

SheBuysTravel Tip: Pick up a Letterbox Activity Sheet to find the hidden boxes on the trails.

Greenwich Point Park / Tod’s Point Beach

Greenwich Point Park, also known as Tod’s Point Beach, has a large white sand beach and walking trails through a forest. On a clear day, you can see the Manhattan skyline. The beach is also a path for migratory birds.

Tod’s Point Beach, in Old Greenwich, is open to everyone from November – April only. Non-residents can buy day tickets from May- October.

SheBuysTravel Tip: Make friends with a resident, who can bring you in to Tod’s Beach during the season.

Great Captain Island

You have to take a ferry to this island beach, which is part of the fun. Ferries run seasonally, from the Arch Street Ferry Dock, and you need to buy both a ferry ticket and park pass to visit.

Great Captain Island is more than just a beach. There is a 911 Memorial, a bird sanctuary and a historic lighthouse built in 1868. You might see nesting egrets and herons and an osprey nesting platform.

SheBuysTravel Tip: Bring binoculars .

Greenwich Avenue Shopping

Depending on the age of your kids, this can be a highlight. Greenwich Avenue shopping runs the gamut from the  Funky Monkey toy store to designer bags on the (not very) cheap at The RealReal consignment shop. What does it say about my life choices that even heavily discounted, I still could not afford one of the handbags sold here on consignment?

Other store include an Apple store, Saks Fifth Avenue, Hermès, (don’t even ask about those prices) Sephora and Lululemon. When my girls were teens, this strip would have been their jam. There’s also a Tesla showroom.

Historic buildings on Greenwich Avenue include the Beaux Arts Town Hall, built in 1905, and the RH Greenwich – The Gallery at the Historic Post Office. Even if you aren’t shopping for home furnishings, check out the 1917 neoclassical building, which has a courtyard, second story conservatory and rooftop garden.

Read More: CT’s Silver Sands State Park and the Buried Treasure Legend

Greenwich Polo Club

At the Greenwich Polo Club you will realize that you are not in Kansas anymore, or Manhattan. Go on a Sunday to see one of the public matches. Matches start at 3pm, but go early to walk around. The Sunday matches start in June and are on most Sundays through September.

For families, get the least expensive east lawn seating. Bring a blanket or low chairs and a picnic lunch. There is also food for sale, including from a food truck.

SheBuysTravel Tip: Bring a hat and sunscreen! There is no shade.

Chelsea Piers

Chelsea Piers in Stamford, like the Chelsea Piers in Manhattan, offers a variety of drop-in sessions for kids and adults. There are pools with big slides, rock climbing with ropes and a giant trampoline. There is also n indoor gym for little kids, ages six months to five years.

SheBuysTravel Tip:  Reserve in advance; although there are walk-in slots, they are limited and you don’t want to disappoint your kids or your husband.

Greenwich Historical Society Bush–Holley House

This National Historic Landmark and historic house museum in Cos Cob dates to 1728. Children (and adults) might be surprised to learn that one of the early owners was also a slaveowner. You can only see the Bush-Holley House by guided tour, Wednesdays through Sundays.

The Bush-Holley House served as a center of the Cos Cob Art Colony. There are beautiful gardens to explore. And in warm weather, the Music on the Great Lawn concert series is ideal for a family picnic. There is live music from 6:30 – 8pm and you can bring your own food.

SheBuysTravel Tip: The Bush-Holley House has free admission on the first Wednesday of every month.

Maritime Aquarium in Norwalk

Just a short drive from the town of Greenwich, The Maritime Aquarium at Norwalk can take a full day to see everything. You can see meerkats, Long Island Sound otters, sharks and jellyfish. There is a shark and ray touch pool and an interactive discovery zone for young kids. Be sure to see the seal feeding demo, which takes place throughout the day.

Marine Life Encounter Cruises are two hour and a half boat trips on the Long Island Sound. You have to be at least 42 inches tall to take the tour, and the boats are not handicapped accessible. If you don’t have enough time, you can experience the marine wildlife in the 4D theater.

SheBuysTravel Tip: Avoid parking fees and traffic; take the MetroNorth the short ride to Norwalk and walk a few minutes to the aquarium. Children under five are free; kids from ages five to 11 pay $1.

Spas in Connecticut

The Delamar Greenwich Harbor has a full array of massages, facials and body care, plus a nail salon. If you stay at the hotel, one parent can watch the kids while the other gets a relaxing treatment. I got a massage and was thrilled with how quiet and relaxing the spa was. Often at NYC salons, a white noise machine can’t quite block the bustle of the city. Here, it was quiet and soothing. H House spa offers CBD massage therapy in addition to more traditional treatments. Chelsea Piers also offers massages.

The Bruce Museum Seaside Center

This offshoot of the Bruce Museum is in Greenwich Point Park. It is open seasonally, from late June to early September.

The Seaside Center focuses on  nature and is housed in a lovely Queen Anne-style building.

More to see

The historic site, Putnam Cottage, on the old the Boston Post Road, was known as Knapp’s Tavern. Knapp’s Tavern housed General Putnam and hosted General Washington during the Revolutionary War. And in summer, Perrot Memorial Library in Old Greenwich has an annual series of free Movies in the Park in Binney Park.

Where to Stay

I spent two nights at the Delamar Hotel , where we borrowed the free bicycles and rode around Bruce Park and Greenwich Avenue. The hotel offers free parking, an electric vehicle charging station and has a Tesla that will take you within a three miler radius for free (though Tesla’s have self-driving capabilities, this one will be driven by a hotel employee).

In warmer weather, the hotel offers cruises on the Long Island sound on its electric motorboat or its historic steamboat, the oldest working ship in the country.

The hotel has broad family appeal. It loans out board games for all ages, lights a fire pit in the evenings outside and has live music Friday evenings. And of course the daily continental breakfast has enough food to set you on your way each day. There is yogurt, whole fresh fruit, pastries, juice and granola bars. And the coffee, tea and hot chocolate in the library are available all day.

You can walk from the hotel to Bruce Park and the Bruce Museum, Greenwich Avenue restaurants and the train station.

The Delamar is also dog friendly. We even saw a well behaved pup eating inside the hotel’s destination restaurant, l’Escale.

Where to Eat in Greenwich

Greenwich Avenue has many casual (though not inexpensive) places to eat. We had lunch at Meli-Melo Creperie where the toddler next to us had a full blown tantrum and the staff gamely tried to cheer him up.

We had a tears free meal, with homemade soup (every day there are at least a dozen choices, with many vegetarian) and a delicious buckwheat crepe with roasted onions, goat cheese, olives, capers and roasted tomatoes.

Explore Greenwich

Plan Your Trip to Greenwich: Best of Greenwich Tourism

Essential greenwich.

Greenwich Is Great For

Eat & drink.

Art & history

• Mediterraneo
• Elm Street Oyster House
• Tony's at the J House
• Blackstones Steakhouse
• Greenwich Avenue
• Bruce Museum
• Audubon Center
• Greenwich Polo Club
• Putnam Cottage

Plan your visit

Plan your visit to explore our galleries and experiences.

Admission & hours

Buy tickets for our museum, events, and tours

Exhibitions, tours & events

See what's currently going on at the Bruce

How to get here

Visitor Guidelines

The Bruce Café

Bruce Museum Seaside Center

Share with a friend

Art Science Wonder

Where Science is Alive and Art Inspires

About the bruce

Our history, our people and more

Our gift shop, online

Coming Soon!

• Make Campaign

Great Captain's Island

The island has been preserved in its natural state with many different speciies of birds. Visible across the lagoon in June and July are large colonies of nesting egrets and herons. Near the handsome lighthouse, you can spot an osprey nesting platform.

Don't miss the sight of the giant boulders below the lighthouse, a highly visable reminder of the glacier's power to move and shape the Connecticut shoreline. A trail system has been laid out to afford sanctuary for wildlife as well as to permit visitors to enjoy scenic vistas of the Long Island Sound.

The western portion of the island is reserved for active recreation with swimming permitted in posted area, picnic tables, grills and restrooms.For over a century this picturesque island with its crescent shape beaches located about a mile off the Greenwich shore was vigorously claimed by both New York and Connecticut. In 1879, the dispute finally resolved with the island was now under Connecticut's jurisdiction.

Access to the island is by private boat and public ferry. Ferry service varies with the tide.  During the summer months, there is a ferry service from the landing at Roger Sherman Park (off Arch St.). Parking available at the Island Beach lot across from Arch Street.

Visit the following website for ferry rates:

http://www.greenwichct.org/upload/medialibrary/d27/2015%20Summer%20in%2…

Arch Street Ferry Dock Greenwich , CT 06830 United States

Map & Directions

visit website

While You're in the Neighborhood

Travel planning assistance 888-CTvisit (288-4748)

Connecticut Office of Tourism

450 Columbus Blvd., Suite 5 Hartford, CT 06103

• Resources & Links
• Privacy Policy
• Disclaimers

© 2024 Connecticut Office of Tourism

• Media/Press
• Email Sign Up
• Partner Login

• Connecticut winter getaways Things to Do in Greenwich, CT | Greenwich CT Visitor's Guide

10 of the best things to do in Greenwich, CT, in winter

• August 16, 2023
• Connecticut winter getaways , Things to Do in Greenwich, CT | Greenwich CT Visitor's Guide

Nestled next to Long Island Sound at the southernmost point in the region, it makes sense.

So the extreme temperatures, and even much of the snow, doesn’t hit the Connecticut shoreline the way it does other parts of the state and other New England winter getaways .

While that may cut down on the snowy photo ops, it makes getting around way easier to plan and avoid surprises.

So while New Englanders in other states hunker-down for the winter from November to as late as early May, locals in Greenwich have more of a social life through the winter.

And while other towns in New England either shut down for the winter, or are solely focused on skiing, there are so many things to do in Greenwich, CT, in the winter .

Things to do in Greenwich CT in Winter

Greenwich has a unique setup, with different neighborhoods spread-out over a landmass larger than metropolitan Paris. Which means that each little village in Greenwich has something going on all winter.

Things to do in downtown Greenwich, Connecticut, in winter

Greenwich Avenue

Even in the winter, Greenwich Avenue and the surrounding shopping district features high-end restaurants and upscale boutiques. It’s one of the most unique attractions in all of southern Connecticut .

If shopping while on Connecticut winter getaways sounds ideal to you, go no further than Greenwich Avenue.

But winter is also a perfect time to:

• Relax and chat with passersby at Greenwich Common
• Check out an art gallery, or
• Stop-by the Veteran’s Memorial honoring those who fought in Vietnam, Korea, and World War II

Be sure to grab something warm for while you wander at the CFCF coffee shops.

Winter Shopping on Greenwich Avenue

While Greenwich Avenue is known for its globally-known luxury retailers, there are more than a few unique and local outfitters here as well.

Some great stores to visit in the winter include:

• Richards , a family-owned, classic department store
• McArdle’s , a family-owned flower shop that typically goes all-out for the holidays
• Betteridge , a jewelry store that started locally in Greenwich in 1952 before gaining national recognition for its watch collection
• Diane’s Books , our local bookshop with a small-town feel and great reading recommendations from the staff

Winter Dining on Greenwich Avenue

Once you’re tuckered-out from shopping (or need a pick-me-up), there are plenty of fantastic dining options on Greenwich Avenue and throughout downtown Greenwich .

Méli-Mélo , a local favorite since 1992, is our regular recommendation for lunch on Greenwich Avenue. When this bistro first opened, the tiny space was perfect for warming-up on a cold winter day. Today, their crépes, soups, sandwiches, and croque monsieurs in a much enlarged space still do the trick.

Other cozy places to eat include The Ginger Man , which features an impressive fireplace in one of its dining rooms to match the New England tavern feel.

Wintry Spa Days in downtown Greenwich

Let’s face it:

No one really wants to be outside for long in the winter.

So winter months are the time to do all the things you avoid in nicer weather so you can soak up as much sun as you can.

But now that it’s cold, it’s time to pamper yourself on one of the best winter getaways from NYC !

And what better way to do so than with a spa day?

Head to one of the many lovely and relaxing spas in downtown Greenwich while you’re here. Or book one of the bed and breakfast spa services we offer at our inn.

Museums in downtown Greenwich

If the weather’s not cooperating, walk down to the bottom of Greenwich Avenue.

There, where the road changes names to Steamboat Road and meets the harbor, sits a historic mansion on a hill.

Bruce Museum

The Bruce Museum is a small-town museum with world-class rotating art and natural history exhibits. Older locals are always nostalgic for the monkeys that used to reside here, but the not-too-distant future is packed with major renovations and expansions. After the unveiling, it’ll be sure to keep visitors busy all day.

Bush-Holley House

While the most famous, the Bruce Museum is not the only choice for museums in Greenwich . Another is the Bush-Holley House historic site in nearby Cos Cob . The house was first built in 1728, but is most famous for being the home of Connecticut’s first Impressionist artist colony at the end of the 19th century. Such famous artists as Childe Hassam spent some time in residence here, painting the local scenery.

Greenwich Library

And Greenwich Library may not officially be a museum, but it’s as well-funded and as large as many modern museums. The main branch of Greenwich Library boasts a beautiful balance between modern architecture and the original edifice, a former department store. Visitors can enjoy a gourmet cafe on the lower level, the Flinn art gallery, and loads of media and resources.

Things to do in Greenwich, CT, in winter at night

After finishing dinner on The Ave, the bars are calling for a warming wintry beverage before heading to bed.

But if you’d rather spend a few hours avoiding liquor, head to the movie theatre in Greenwich Plaza at the corner of Greenwich Avenue and Railroad Avenue. While the three theaters are not the largest in the area (and passing trains can sometimes add or detract from the experience, depending on the movie), the full-service coffee and snack bar are top notch.

Nearby Port Chester and Stamford have even more, and larger movie theatres, if you’re willing to go the extra mile.

But there are admittedly more options in Stamford if you’re looking for things to do in or near Greenwich, CT, at night during the winter.

Things to do in Old Greenwich & Riverside, CT, in winter

A walk down Old Greenwich’s main street will make you feel as if you’ve stepped back in time. Between it’s mom-and-pop stores and 19th-century architecture from when this was a beach resort town called Sound Beach, it’s worth a visit, even in winter.

Some of the local shops worth checking out in Old Greenwich include:

• Back 40 Mercantile , a modernized old-fashioned general store that sells hyper-local products including ceramics and candles
• Sweet Pea’s Baking Company , a small-batch bakery and coffee roaster
• Images of Greenwich , a beautiful and locally-owned art gallery on the main strip

Once you’ve finished shopping, dining, or walking through the winter wonderland of Binney Park, head south along Sound Beach Avenue. Then, follow the signs for one of the best parts of the Greenwich experience, regardless of the season.

Outdoorsy winter activities in Greenwich, CT

Back when Greenwich was still largely a farming town, many wealthy and influential families began to migrate here.

Back then, it was relatively cheap to purchase large chunks of farmland and build estates.

And once those families died off or left, they often deeded huge parcels to the town as parks and spaces to enjoy largely undisturbed nature.

Well, as undisturbed as an area that used to be 70% farmland can be.

And while the Island Beach Ferry only runs in the summer , the many other parks are splendid in the winter.

Greenwich Point Park

Because, with so few people visiting, you can enjoy a quiet walk along the windy, winter beach undisturbed except the occasional friendly dog.

Speaking of which, non-residents need to buy passes the rest of the year, but not in the winter. So you can stay at our dog-friendly bed and breakfast and both enjoy the beach in the wintertime!

Need some ideas of what to do while you’re here, on a pet friendly getaway , or not?

Check out this video from INGreenwich of their list of favorite things to do at Tod’s Point in the winter :

But be sure to walk to the southwestern most point of the park to see the Manhattan skyline on a clear day.

Greenwich Point Park makes our list of the best free things to do in all of Connecticut , thanks to winter visits, in fact.

Audubon Greenwich

Sprawling along Greenwich’s border with Armonk in the North Greenwich neighborhood is seven nature sanctuaries on 686 acres.

These diverse wetlands and forest habitats are an ideal place for a winter hike.

Mianus River State Park

Waterfalls, ruins, rock bridges, and miles of hiking trails are major draws to Mianus River State Park, even in winter. This park is big enough to get lost in (and this writer has, on multiple occasions) while still fairly accessible from the more populated parts of town at its location straddling the Greenwich and Stamford border.

Ideally situated, it is without question one of the best state parks in all Connecticut , let alone our corner of the state.

Babcock Preserve

This park is the largest in Greenwich. Situated above the Merritt Parkway and the town reservoir off of North Street, the 4-mile loop of trails in Babcock Preserve is great for new hikers. The low elevation trails (under 300 feet difference) are great for all abilities, but remember to share the trails with horseback riders and cross-country skiers.

This is a much more manicured park than the others on this list. It offers easy, paved walks with labelled trees (Mr. Bruce was a tree aficionado). The scenic views include one of Long Island Sound, a point that is commonly used by journalists wanting to highlight Greenwich mansions without risking trespassing.

Winter Festivals in Greenwich

There are more than a few winter festivals in Greenwich and Connecticut to check-out on any given year. That said, there’s one big one annual winter festival in Greenwich.

The Greenwich Reindeer Festival takes place from the end of November (starting the weekend after Thanksgiving in CT ) through December. While activities change each year, common ones at this family-friendly event include:

• Photos with Santa
• Balloon artists
• Train and carousel rides
• Dance demonstrations by the Greenwich Conservatory of Classical Ballet

Even more winter activities in Greenwich, Connecticut

Then Greenwich may not be the ideal winter getaway for you. And there are plenty of fantastic skiing resorts near New York City (and us) that are a reasonable driving distance away.

But there are other ski destinations in the state, if you’re searching for winter activities in CT like skiing.

If you’d rather not slide down a hill at disturbing speeds, there are less dangerous ways to enjoy your winter here in Greenwich.

Dorothy Hamill Skating Rink

Named after the famous figure skater who left Riverside to compete in the Olympics, the Dorothy Hammill Skating Rink is the place to be for figure skating, hockey, and recreational ice skating .

Capitol Theatre

Just over the border from Greenwich in Port Chester, NY, is a historic landmark in the music world.

First opening in 1926 as a concert venue, the Capitol Theatre has hosted some American musical greats including:

• Janis Joplin (who wrote Mercedez Benz at a bar nearby )
• The Grateful Dead (many Dead Heads claim that their shows there were the best ever performed )
• David Bowie
• The Rolling Stones

After closing to live music for a few decades, the Capitol Theatre reopened in 2011 and is again a great place to experience live music performances in person.

And it’s near the Port Chester train station and all the other best things to do in Port Chester, New York , so getting there and back without drinking and driving is totally doable.

Things to do in Stamford, CT, in the winter

Nextdoor Stamford, Connecticut, adds an entire layer of additional winter things to do on your winter getaway to Greenwich.

Stamford Breweries

Two of the top Connecticut breweries are sitting just over the border in Stamford, waiting for you to enjoy them. Half Full Brewery is close to Old Greenwich in the Southside neighborhood. Meanwhile, Lock City Brewery is a little further away from Greenwich, in the Glenbrook neighborhood. Both are fun, casual gathering spots for visitors looking to sample some local brews.

Students in high school would skip class to attend tapings of daytime shows like Jerry Springer and Maury. The Rich Forum is where those shows and many more, including Judge Jerry, are still taped.

If nothing else, being part of the live audience screaming over results of a paternity test of people you don’t know is something different to do.

The Palace Theatre at the Stamford Center for the Arts

The Palace Theatre is in the same location as the Rich Forum, if you’re looking for slightly classier entertainment.

Architect Joseph W Lamb designed this as a vaudeville theatre for its opening in 1927. It’s since been renovated, and its historic Greek-style theatre is a great showcase for the performing arts.

Bedford Street

A historic stretch of Americana in Connecticut , Bedford Street has survived over a century of depressions, recessions, and pandemics. Plus, the most dangerous threats to historic streets of all development and redevelopment.

Some of the major attractions that are perfect for a wintery day on Bedford Street include:

• The Avon Theatre is a historic landmark movie theatre showing special previews, documentaries, and independent films.
• Ferguson Library is a book lover’s dream in a historic library.
• Stop into Lorca nearby on Bedford Street in Stamford if you need something to warm you up while you’re there.

Still planning a trip after looking at our list of things to do in Greenwich, CT, in winter?

Keep exploring our website for more in-depth guides to other cute towns in Connecticut .

For planning winter escapes, check-out:

• The best places to visit in Connecticut for winter getaways
• Top winter activities in CT , and where to do them
• All of the best things to do in Connecticut in December
• Our guide to winter in Connecticut

Or you can get the full list of attractions, activities, and things to do in our town when you download the free Visitor’s Guide to Greenwich, Connecticut .

Winter Retreat: Unwind and Stay in Greenwich, CT

As winter blankets Greenwich, Connecticut, Stanton House Inn offers a cozy retreat for respite from the cold. Our historic bed and breakfast mansion offers rooms with a gas fireplace in-room . So you’re sure to enjoy a cozy sanctuary to bask in the soothing ambiance. You can also relax in a cozy library atmosphere to read or explore a well-curated collection of books, records, and board games.

The cozy atmosphere of our historic dining room allows you to unwind and plan your day’s adventures. Enjoy indulgent comforts such as afternoon tea and continental breakfast in front of the antique fireplace. The fireplace in the library allows you to immerse yourself in the literary world. Stanton House Inn’s great location lets you explore charming shops and restaurants on Greenwich Avenue. It’s an ideal winter walk to avoid snowy roads.

Embrace the magic of winter in Greenwich, CT, and make Stanton House Inn your home away from home this winter. Here, you can relish in fireside comforts, indulge in culinary delights, and explore the town’s wintry charms. And all while enjoying the inviting warmth and hospitality that awaits you at our historic bed and breakfast mansion .

Or explore our list of the best hotels in Greenwich, CT , if you’d prefer something a little more conventional.

Update and republished: August 16, 2023

Related posts:

Leave a Reply Cancel Reply

Your email address will not be published. Required fields are marked *

Name  *

Email  *

Add Comment  *

Save my name, email, and website in this browser for the next time I comment.

I accept the Privacy Policy

Post Comment

These Are The 12 Most Beautiful Towns In Connecticut You Should Visit

• Key takeaways:
• Connecticut offers a variety of beautiful small towns with charming natural and historic beauty, including Kent, Chester, and Essex.
• These towns provide a range of activities such as hiking, visiting state parks, exploring local restaurants and shops, and enjoying the scenic waterfronts.
• Each town has its own unique character and attractions, making them ideal destinations for day trips or longer weekend getaways.

Besides its delightful New England charm, Connecticut offers a lot of fun things to do that can be seen everywhere, from its picturesque beachy scenery to its forested hills and its rolling farmland to its mountains, rivers, and seaside waterfronts. And there’s no better way to appreciate the state’s signature beauty than by checking out one of its most beautiful small towns—here are some of the very best.

UPDATE: 2023/09/04 13:26 EST BY NICHOLAS MAYAMBA

Most Beautiful Towns In Connecticut To Visit

Connecticut is a lovely New England state with charming small towns that place tourists in the middle of nature. From lush forests to sprawling lakes, this updated article highlights the prettiest towns in Connecticut worth checking out.

Related: 10 Most Beautiful Hikes You Can Do In Connecticut

Famous for its fabulous fall foliage , Kent is a quaint Connecticut charmer whose lush scenery is a sight to behold—and not just when the leaves are at their best and brightest. A lovely town center completes this picture-perfect New England town, while a plethora of nearby outdoor attractions means there’s always something to see and do.

• Things To Do: Macedonia Brook State Park; Kent Falls State Park; Bull’s Bridge; House of Books; Kent Falls Brewing Co.
• Wine & Dine: Kingsley Tavern; Swyft; Sophie’s Restaurant & Bakery
• Stay The Night: The Victorian; Fife Country Inn

Its rolling hills and scenic Connecticut River setting make Chester a quaint rural retreat full of natural and historic beauty. But that’s not all: once a hub for shipbuilding and milling, the picturesque town is now home to an up-and-coming local art and culture scene that’s all Main Street USA charm.

• Things To Do: Gillette Castle State Park; Pattaconk Reservoir Trail; Little House Brewing Company; Godspeed Musicals at the Terris Theatre; Chester-Hadlyme Ferry
• Wine & Dine: The Village Bistro; Grano Arso; Thai Riverside
• Stay The Night: Copper Beech Inn (10 minutes); Boardman House (15 minutes)

The coastal town of Westport is all seafront scenery and colonial charm—and perfectly placed for a road trip to the Big Apple (50 miles away!), It’s the perfect weekend getaway from the city. Brimming with small-town beauty, Westport also has plenty of attractions to entice vacationers who like their R&R with a side of creativity and culture.

• Things To Do: Westport County Playhouse; Westport Museum for History and Culture; Compo Beach; Earthplace; Sherwood Island State Park
• Wine & Dine: Rive Bistro; Little Barn; Pane e Bene
• Stay The Night: The Inn at Longshore; Hotel Zero Degrees (10 minutes)

Colonial charm meets waterfront beauty in the pretty Connecticut town of Essex. The perfect place for both day trips and (long) weekends, visitors will enjoy strolling the picturesque harbor, admiring the historic architecture, and enjoying the fun shops and restaurants in the town center of this cozy rural retreat.

• Things To Do: Essex Steam Train & Riverboat; The Pratt House; Connecticut River Museum; Falls River Preserve; The Pratt House
• Wine & Dine: Scotch Plains Tavern; Carlson’s Landing; Tap Room at The Griswold Inn
• Stay The Night: The Griswold Inn; Old Lyme Inn (10 minutes)

A charming historic district—including the second-longest green in New England —gives the seafront setting of Milford quintessential small-town vibes. Full of character and idyllic beauty, plenty of eclectic shops and eateries are here to keep visitors busy when they’re not out on the water (or simply admiring its beachy beauty).

• Things To Do: Old Town Milford; Milford Historical Society House Tours; Silver Stands State Park; Eisenhower Park; The Coastal Audubon Center at Milford Point
• Wine & Dine: Founder’s House Pub & Patio; Bonfire Grille; Bridge House Restaurant
• Stay The Night: Homestead Inn; The Blake Hotel (20 minutes)

Wethersfield

An idyllic natural setting complete with tree-lined streets and lush landscapes makes Wethersfield one of the most beautiful towns in Connecticut—and the rural retreat. But there’s more to this beauty than meets the eye; the small hamlet also has a storied past, evident in everything from its plethora of architectural wonders to its many historical heritage sites,

• Things To Do: The Broad Street Green; Wethersfield Heritage Walk; Heritage Way Bike Route; Heirloom Market; Old Wethersfield Historic District
• Wine & Dine: The Charles; Lenoci’s Italian Kitchen; Kaliubon Ramen
• Stay The Night: Silas W. Robbins House; Goodwin Hotel (10 minutes)

Though just a short train ride from NYC, the cozy Connecticut town of Greenwich is all small-town charm: from its historic buildings to its Main Street USA vibes. But Greenwich’s location near the Big Apple also gives it a somewhat metropolitan flair seen throughout its distinctive local shops, boutiques, and eateries.

• Things To Do: Greenwich Avenue and Historic District; Greenwich Point Park; Putnam Cottage Tour; Babcock Preserve; The Flinn Gallery
• Wine & Dine: Le Fat Poodle; L’escale Restaurant & Bar; Elm Street Oyster House
• Stay The Night: Delamar Greenwich Harbor; The J House Greenwich

RELATED: This Quirky Connecticut Book Barn Might Be The Place For Book Lovers

With a location at the foothills of the Berkshires and housing much of Mohawk State Forest, it’s no surprise that Cornwall is famed for its scenic natural setting. And this forested beauty is not just easy on the eyes, it’s an epic outdoor playground, too—complete with plenty of year-round recreation opportunities for everything from biking to skiing.

• Things To Do: Mohawk Mountain Ski Area; Mohawk State Forest; West Cornwall Covered Bridge; Housatonic Meadows State Park; Bike the Western New England Greenway
• Wine & Dine: frank.food company; The Village Restaurant (10 minutes); When Pigs Fly South Southern BBQ (15 minutes)
• Stay The Night: Cornwall Inn; Winvian Farm (20 minutes)

Old Saybrook

Quintessential New England waterfront vibes abound in the pleasantly idyllic Old Saybrook . Think all the frills of a harbor town, like timeless charm, scenic seaside beauty, and locally-owned storefronts that make this welcoming community perfect for a day away—or a long (relaxing)weekend stay.

• Things To Do: Harvey’s Beach; Fort Saybrook Monument Park; Visit Essex Village; The Katharine Hepburn Cultural Arts Center; Rocky Neck State Park
• Wine & Dine: Alforno Trattoria; Little Pub Old Saybrook; The Essex
• Stay The Night: Water’s Edge Resort & Spa; Saybrook Point Resort & Marina

RELATED: It's Rumored That Captain Kidd's Famous Treasure Can Be Found On This Connecticut Island

Though the bustling CT town of New Haven is right on its doorstep, the picturesque and pretty Branford has a distinctly charming small-town feel that can be seen everywhere, from its bucolic beaches to its stately homes. From basking in beachy vibes to trekking the town’s scenic trail, this lovely suburb has it all.

• Things To Do: Branford Trail; Cruise to Thimble Islands; Shore Line Trolley Museum; Branford Point Beach; Stony Creek Brewery; Branford Supply Pond Park
• Wine & Dine: Home; Rosso Vino; Mosaico Cuisine
• Stay The Night: Owenago Inn; Thimble Islands Bed & Breakfast

Tourists will be hard-pressed to find a more charming Connecticut town than Mystic. Its rich maritime heritage is evident at every street corner, from the numerous sea-related museums that dot the town to the different annual events honoring boats and pirates. Whether looking to stay on dry land or venture out at sea, there are endless fun things to do in Mystic .

• Things To Do : The Seaport Museum, Olde Mystic Village, The Mystic Aquarium, Historic Ship Nautilus & Submarine Force Museum, Mystic Downtown Marina, Mystic Museum of Art
• Wine & Dine: Mystic Pizza, Trattoria Amalfi, The Mariner
• Spend The Night: Hilton Mystic, Steamboat Inn, Taber Inn And Suites

A sweet escape from the rigors of daily urban life, this sleepy town in the Connecticut countryside offers a therapeutic dose of natural beauty and small-town charm. Surrounded by sprawling hills and sparkling waters, Colebrook is the perfect playground for nature lovers and comes to its own during fall when hues of yellow, red, and orange highlight its lushly forested spaces.

• Things To Do: Lake Triangle Dam, Algonquin State Forest, Colebrook River Lake, Peoples State Forest
• Wine & Dine: Barnstormer's Burgers & More, Colebrook Store
• Spend The Night: Days Inn by Wyndham Torrington, Royal Coachman Tavern