virginia history road trip

Virginia & Washington DC Road Trip: Awesome History, Famous Sights

By: Author Rob Taylor

Posted on Published: June 14, 2021  - Last updated: August 22, 2023

There’s nothing like a Washington DC and Virginia road trip. We often talk to our kids about how important history is, even when it’s been whitewashed and edited, and as such we visit a lot of historic sites on our travels. Washington DC and Virginia hold an incredible number of important sites and stories, so this road trip route will take you through a good portion of the Revolutionary War and growth of our nation.

Jump to our Washington DC and Historic Virginia road trip itinerary

I love this road trip route for many reasons, and one of them is that I remember doing it as a kid. I’ve since gotten to relive this road trip with my own children. There’s something about being able to see the places you’ve learned about in school, or to be able to explain to kids that “This is where…” 

For my family, this was really fun, and a first-timer trip to the National Capital region . This was also the first time either of our kids genuinely were interested in history. They even wanted period costumes… but you’ll have to decide if that’s right for you.

Check out our Road Trip Planning Tool to set up your itinerary AND BUDGET

Washington DC Through Virginia Route

Washington DC is located between the states of Maryland and Virginia. It’s easiest to start the road trip to Virginia Beach in DC because there are three airport options, all with lots of direct flights from nearly anywhere in the USA or Canada.

You can fly into Washington Dulles (DUL), Washington Reagan (DCA) or Baltimore Washington International (BWI) airports. All have all major car rental brands and are easy launch pointed for a Virginia and Washington DC road trip.

Whether you want to start in DC and head south or go from Virginia Beach to Washington DC, the route along I-95 is the fastest for your big travel day. For the fun part of the drive with all the interesting stops and activities, you’ll be on Virginia state highways for most of it.

How long does it take to get from Washington DC to Virginia’s Historic Triangle?

Virginia’s Historic Triangle is the biggest draw of SE Virginia. We love it! This area include Jamestown, Yorktown and Colonial Williamsburg . It’s about four hours drive or less from Washington DC to Williamsburg, and you’ll find lots of easy stops along the way to break it up if you like.

Once in the Williamsburg area, you can stay in town or continue down toward Newport News or Virginia Beach. There are countless things to do in the area, so if you can plan an extra day to explore on your own, do it!

Something to consider when planning how long of a drive you’ll have is traffic. DC traffic can be epic. Leave the Washington DC area to head south before 3:00 pm if you want an okay drive. Once the traffic begins, you’ll be adding potentially more than an hour to the drive.

How long does it take to drive from Washington DC to Virginia Beach?

If you’d like to drive from Washington DC to Virginia Beach, it’s a solid four hours. If you map it you may see a drive time of 3.5 hours, but that’s not realistic. Between needing to make stops for the bathroom, food, and random points of interest it’s going to take at least four hours.

Where should I go on a road trip in Virginia?

This is the part I love when writing about road trips. I love finding all the best things to do, especially in historic places like Virginia and Washington DC. Pick and choose from the following, but remember that the best way to get a sense of place is to not just see the top sights, but to meet the people. Enjoy small restaurants and pop into the shops you see. You’ll be glad you did.

You’ll see there are a ton of both Revolutionary and Civil War historic sites. These are very good stops to make on a Virginia road trip, as they provide tons of information about the area and how it fits into the overall history of the United States.

Another type of stop you may find along the Washington DC to Virginia Beach route is historic or Antebellum home sites. I would approach these historic road trip stops with caution. Although the way history is presented is becoming more accurate and less whitewashed, plantation houses still tend to paint slavery or the Civil War as less evil than it actually was. You find this a lot if you do a North Georgia small towns trip and visit privately owned homes, but Civil War battlefields and National Park sites give a pretty accurate depiction of the history of the USA.

What is there to do in Washington DC near Virginia?

Washington DC is directly across the Potomac River from Virginia. You’ll find that you can actually walk into DC from Arlington, Virginia, or you can take the Metro trains from nearly anywhere else around Northern VA. From the Tidal Basin, which is the PRIME place to see cherry blossoms in Washington DC , to the west end of the National Mall, it’s easy to access some of the best of DC from Virginia.

If you’re staying in Fairfax or Vienna for your time visiting Washington DC, you’ll have lots of Metro stops to choose from depending on what things you choose to do each day. There are some wonderful hotels in Washington DC , but stay where is right for your budget.

THERE IS NO NEED TO DRIVE INTO WASHINGTON DC. There, I just saved you hours each day. Wherever you stay, you really don’t need a car in Washington DC. If you’re ending your Virginia/DC road trip here, you can even take boat down to Mount Vernon for a day trip. No car needed.

Washington DC & Historic Virginia Road Trip Itinerary

Alright, here we go. This road trip plan goes from Washington DC to Virginia Beach and then you make all the fun stops for things to do as you drive north. If you happen to be driving up to Virginia from the South, just start at Day 2 and work your way up, and visa versa if you’re driving down from New York or Pennsylvania or something.

This and many more road trip itineraries can be found in my book, The Road Trip Survival Guide . Get your copy HERE!

Start :  Fly into either Washington Regan (DCA), Washington Dulles (IAD) or Baltimore Washington International (BWI), as this is where your loop road trip will end. If you would like to do a straight shot, fly into Newport News (PHF) and then out of a Washington DC area airport.  Depending on your origin, Baltimore (BWI) may also be an option instead of DCA or IAD, as there seem to be more direct flights to BWI from Washington and Oregon for some reason.

Day 1:   Washington DC to Virginia Beach Drive

Drive from the Washington DC area south to the Newport News region of Virginia. It’s always best to get some beach time to start a vacation, so begin with Virginia Beach and begin your road trip with relaxation and fun. There’s a boardwalk and wonderful townsite to entertain you. So much fun stuff to do at Virginia Beach ! It’s the perfect way to start your trip feeling refreshed.  Virginia Beach with kids is a blast, especially in summer.

Sleep in:   Virginia Beach

Day 2:   Shark Tooth Hunting and Historic Jamestown

After breakfast, make your way to Chippokes Plantation State Park to do some kayaking or tour the Antebellum mansion and farm. This is also a place known for finding megalodon shark teeth, so keep your eyes out! Next, visit Bacon’s Castle, the oldest brick home in North America, before you drive onto the very small (free) ferry from Scotland to Jamestown.

Tip: if you have built extra days into your itinerary, enjoy some time in Norfolk, Virginia before heading to Jamestown and Williamsburg. There are lots of things to do in Norfolk !

At Jamestown Settlement, enjoy the very comprehensive museum detailing the history of the area and then wander through the settlement, including touring the sailing ships. Make a reservation for dinner at the King’s Arms Tavern in Colonial Williamsburg for an historic meal by candlelight. 

Get your Jamestown / Yorktown 7 day passes here!

Sleep in: Williamsburg

Day 3:   Best of Colonial Williamsburg

Immerse yourself in living history with a full day at Colonial Williamsburg. Visiting the Governor’s Mansion, Capitol Building and the many smithing shops, this is a fun day full of unique experiences. If you finish Colonial Williamsburg early, you can drive over to Yorktown to visit the American Revolution Museum and stroll along the riverwalk.

Head back to the town of Williamsburg to find dinner, winding out your day with a ghost tour by candlelight.  Our favorite dinner spot in Colonial Williamsburg is the Kings Arms Tavern. Amazing historic food and you dine by gaslamp or candlelight.

Sleep in:   Williamsburg

Bonus: if you have the time, add a day at Busch Gardens Williamsburg. It’ll be fun to mix a day of rollercoaster thrills to your Virginia / DC road trip!

Get Busch Gardens Williamsburg tickets here!

Day 4:   Historic Homes and Mount Vernon, George Washington’s House

Head north to Westmoreland State Park (one of the prettiest Virginia state parks ) for exploring more of the coastal marsh area by kayak or look for shark teeth in one of the most concentrated fossil areas in Virginia. Plan a visit to Stratford Hall if you need another living history experience or if you just want to wander the grounds of this amazing estate.

After some lunch in Montrose, visit George Washington’s Birthplace National Historic Site. Leaving this rural part of Virginia, make your way to Mount Vernon, George Washington’s home, for one last historic tour. 

Book a Mount Vernon & Historic Alexandria tour here! this leaves from the Alexandria/DC area

Sleep in:   Fairfax or Alexandria

Day 5:   Raging Waterfalls and the Space Shuttle

Find breakfast in town before you head west to Manassas . Even though this Virginia / Washington DC road trip focuses on the Revolutionary War, the first major battle of the Civil War happened at Manassas, and it’s worth visiting for a different look into history.

By lunchtime, head north to Great Falls Park, where you’ll walk along the raging, epic rapids of the Potomac River. This is really gorgeous in the fall, a wonderful place to see some of the best fall colors in a National Park.

Your next stop is the Udvar Hazy Air and Space Museum, a Smithsonian affiliate. Here you’ll get to see all kinds of aircraft and even a Space Shuttle! Head to downtown Alexandria to wander around Old Town and the waterfront, eventually getting dinner in the historic quarter. 

Sleep in: Fairfax or Alexandria

Day 6/7:   Explore Washington DC Sites and Museums

The next day or two is spent exploring Washington DC , the nation’s capital. You no longer need a car as you can take the Metro wherever you need to go, including back to the airport (DCA, IAD, BWI). Visit the greatest museums in the USA as you spend time in the many Smithsonians.  Top choices:

• Museum of Natural History
• Museum of American History
• Museum of African-America History and Culture
• Museum of the American Indian
• American Art Museum
• National Portrait Gallery

This is a lot of museums, so pace yourself and know that you don’t have to do or see them all. 

In addition to the museums, there are also fascinating sites and tours to do including Ford’s Theater, the National Capitol and the Washington Monument. Visit the United States Botanic Garden, walk the National Mall, and make your way to the Tidal Basin for the Jefferson Memorial. To do it all, you need three or four days, but two days is also plenty if you choose what’s most important to you. 

Sleep in:   either continue where you’ve been staying or switch to a hotel IN Washington DC.

Depart:  take the train to your departure airport. If you are continuing to explore the National Capital Region, it is easy to head north into Maryland or New Jersey, and Philadelphia is also rather close and an easy edition to your road trip.

We hope you have a great trip and discover some new aspects of US history you didn’t know about before. Drive safely and check back often for fresh road trip plans!

AAA Magazines

Take a history road trip in virginia to explore u.s. heritage.

By James F. Lee

May 05, 2021

At the top of the original Cape Henry Lighthouse in Virginia Beach, after climbing 90 feet of winding metal staircase, I looked out at the Atlantic Ocean and Chesapeake Bay. The sky appeared milky in the hazy sunshine, and a few pleasure boats bobbed on the waves. Commissioned by George Washington, this lighthouse has stood here since 1792, overlooking the spot where storm-tossed settlers from England landed in 1607 and claimed this land for King James I.

Those settlers seeking freedom and fortune didn’t know it, but they started a process that led to the creation of the United States of America and the republic that exists today. To get an idea of how it all happened, I drove along 171 miles of Virginia highway and back roads through 400 years of history, starting in Virginia Beach and ending just north of Richmond. It was a journey of discovery that told me much about our nation’s evolution over the four centuries.

The legacies of the people who inhabited these sites live on today, not just in the United States but around the world.

Mile 1: Cape Henry Lighthouse, Virginia Beach

The federal funding for the original Cape Henry Lighthouse (left) was authorized by George Washington and overseen by Alexander Hamilton. | Photo by RosaIreneBetancourt 12/Alamy Stock Photo

This 90-foot octagonal sandstone lighthouse topped by a glassed-in lantern room was the first public works project initiated by the fledgling U.S. government. “It’s the real thing, not a replica. It’s the actual first,” says Fred Pringle, from Pataskala, Ohio, and a member of the United States Lighthouse Society. “And it has a great view.” (A second, still-active lighthouse nearby, a black-and-white cast-iron tower, was completed in 1881 but is not open to the public.)

Info: Cape Henry Lighthouse is located within Joint Expeditionary Base Little Creek–Fort Story. Show identification at the gate, then board a shuttle to the lighthouse. No firearms are allowed on the base. Original-lighthouse general admission, $10. 583 Atlantic Avenue, Fort Story, Virginia Beach; (757) 422-942.

You may also like:  A winter getaway to Virginia Beach

Mile 64: Historic Jamestowne, Jamestown

A statute of Captain John Smith, one of the first settlers of Jamestown, is located within the outlines of the original James Fort. | Photo by Parker Michels-Boyce

Two weeks after the 1607 landing at Cape Henry, 104 Englishmen and boys arrived at an island on the James River and established Jamestown , the first permanent English settlement in North America. Recent digs have located the original fort site that had long eluded archaeologists. Another dig revealed bones that archaeologists believe may be the remains of Sir George Yeardley, who presided over the first meeting of the Virginia Assembly here in 1619. That same year, Yeardley purchased some of the first enslaved Africans in the Virginia colony. If the bones are Yeardley’s, they would provide a tangible link to the sad paradox of U.S. history: self-government and slavery. Many artifacts unearthed here are displayed at the Archaearium, including armor, tools, coins, children’s toys, religious objects, and even skeletons of early settlers.

Info:  A museum at the Historic Jamestowne Visitors Center chronicles Jamestown Island from prehistory to the present. Tours are offered daily. Adult admission, $25. 1368 Colonial Parkway, Jamestown; (757) 856-1250.

Mile 72: Smith’s Fort Plantation, Surry County

Guests can join Smith’s Fort guides for a walking tour on Friday, Saturday, and Sunday. | Photo by Parker Michels-Boyce

After leaving Jamestown, I crossed the James River to Surry County aboard the Jamestown–Scotland Ferry, a free car ferry run by the Commonwealth of Virginia. In 1609, John Smith, president of Jamestown Colony, and a company of men crossed near here by boat to build a fort not far from the ferry landing. Smith never completed the fort. All that remain are a mound and a trench on a heavily wooded bluff.

“These are what’s left of the oldest existing aboveground English structure in all of North America,” said Tom Forehand, site coordinator at Smith’s Fort Plantation . The site sits on land that once belonged to Pocahontas’ father, Chief Powhatan, who gave the surrounding 2,000 acres as a dowry gift upon her marriage to John Rolfe in 1614.

Near Smith’s Fort is a small manor house built by the Faulcon family around 1765. Period furnishings reflect the lifestyle of Virginia’s emerging middle class, many of whom, including the Faulcons, would take up arms in the patriots’ cause in the American Revolution.

Info:  Self-guided exterior audio tours, $5 per person or $10 per vehicle, which includes a 1-mile round-trip hike to the 1609 fort site. Guided tours, $10, includes trail to the fort site. Open Friday–Sunday. Check website for guided tour availability. 217 Smith Fort Lane, Surry; (757) 294-3872.

Mile 82: Bacon’s Castle, Surry County

Built in 1665, Bacon’s Castle is the oldest standing brick dwelling in North America. | Photo by Parker Michels-Boyce

It’s strange that the eastern Virginia countryside is home to a mansion that looks as if it’s right out of Jacobean England (1603–1625). Curvilinear Flemish gables adorn the roof, and rare triple-stacked chimneys set at an angle stand on either end. Completed in 1665, the house is the oldest standing brick house in North America, and one of only three Jacobean structures in the Western Hemisphere. 

Bacon’s Castle is actually a misnomer. It is not a castle. Nor did Nathaniel Bacon, for whom it is named, likely ever set foot in it. Bacon led a revolt against the Virginia Colony in 1676. His troops occupied and gutted dozens of homes owned by Loyalists, including this one.

The human touches resonated with me … a child’s note scrawled on a playroom wall: this day i am sick, sept 20, 1886. And a love letter and poem etched on a pane of glass that was written by Dr. Emmett Robinson to his wife, Indiana Allen Henley Robinson.

Info:  Visitors can also tour Bacon’s Castle’s 17th-century English garden. General admission, $10. 465 Bacon’s Castle Trail, Surry; (757) 357-5976.

Mile 142: The John Marshall House, Richmond

The home of former U.S. Chief Justice John Marshall features the largest collection of the family's heirlooms. | Photo by Parker Michels-Boyce

This brick Georgian-Federal house in downtown Richmond was John Marshall’s home from 1790 until his death in 1835. As chief justice of the United States from 1801 to 1835, Marshall made the judiciary the coequal branch of the federal government that it is today. “The original settlers wanted to build a society based on economic freedom and the rule of law,” said John Pagan, professor emeritus of law and history at the University of Richmond. “John Marshall interpreted the Constitution as the framers’ attempt to achieve those goals.” In a way, his views embodied the dreams of those settlers who landed at Cape Henry in 1607. 

During my visit, I learned that Marshall was a slave owner and an ardent Federalist. He was devoted to caring for his wife, Polly, who suffered from melancholia. He also was an avid quoits player. Former site coordinator Ashley Ramey pointed out the round metal quoits rings that players try to toss onto metal stakes. They’re on display in a small room interpreted as the room of Robin Spurlock, one of Marshall’s slaves. Marshall particularly enjoyed Spurlock’s quoit punch, a powerful blend of rum, cognac, and Madeira. 

Simple things, such as Marshall’s shaving kit, spoke to everyday life in that time. I also viewed a letter from George Washington, Marshall’s hero, offering him the attorney-generalship. Marshall turned him down; he had to tend to Polly and to his law practice.

Info:  General admission, $10; virtual tours, $10–$15. 818 E. Marshall Street, Richmond; (804) 648-7998.

You may also like:  African American history museums and sites in Virginia

Mile 171: Patrick Henry’s Scotchtown, Beaverdam

Patrick Henry is said to have conceived his famous “Give Me Liberty” speech in Scotchtown, the only original standing home of his that’s open to the public. | Photo courtesy Beltway Photos

I continued northward to Patrick Henry’s home . The Founding Father bought this 1719-era house in about 1770 and while living here, he may have written his “Give Me Liberty” speech, really the only thing I’d known about the man. Henry delivered that speech while deeply grieving the death of his first wife, Sarah, just a month earlier, said interpreter and site coordinator Susan Llewellyn. The place presents a comprehensive picture of Henry, the plantation owner, lawyer, family man, and politician. “Too often he is reduced to a caricature—the angry orator,” Llewellyn said.

Henry lived here until 1778 and served as Virginia’s first post-colonial governor. He had 17 children by two wives, and most of his possessions were divided among his heirs. Among Henry’s items remaining in the house are a chair in the master bedroom, a tea caddy in the parlor, and a map table owned by his father, John.

Henry’s influence, like Marshall’s, lingers long after his death. A small museum in the house shows how his ideas of liberty, drawn from the Enlightenment, have affected the modern civil rights movement, and may have influenced the protests at Tiananmen Square in 1989 and even the Arab Spring just a decade ago.

Info:  General admission, $10. Self-guided smartphone tour, $5 per person or $10 per vehicle. 9 a.m.–5 p.m. Friday and Saturday, 11 a.m.–5 p.m. Sunday. Interior guided tours for private groups of eight or fewer. Check website for availability. 16120 Chiswell Lane, Beaverdam; (804) 227-3500.

For more information:

Preservation Virginia , founded in 1889 as the Association for the Preservation of Virginia Antiquities, owns and operates these six sites. The nonprofit advocates for the preservation of Virginia’s cultural, architectural, and historic heritage. 204 W. Franklin Street, Richmond. (804) 648-1889.

James F. Lee is a freelance writer who has written for   the  Washington Post ,  Los Angeles Times,  and  Boston Globe .

You may also like: 

• Visit the homes of our country’s Virginia-born presidents
• Explore Virginia’s military history at these 6 museums

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The History Mom

Making history your story

Virginia Road Trip

If you want to take your children on a trip through American history, one of the best places to visit is Virginia . From America’s earliest days to its most recent historical events, a week-long road trip through the heart of Virginia is a must-do for all Americans. While not a native Virginian, I’ve lived here since 2000 and feel as if it’s home. There’s so much to see that you might want to make it a 2-week stay!

Be sure to download the Virginia History Trails app before your visit!

If you have a specific interest in presidential or first lady history, be sure to check out my Virginia Presidential Sites Road Trip post as well!

Day 1: Journey along the James

Fly into Richmond International Airport, rent a car, and drive east to Williamsburg (1 hour drive). Ignore GPS and take the scenic way, Virginia’s historic Route 5, along the James River. Be sure to download the GPS-enabled Historical Highway Markers tour for the trip!

Stay: Kingsmill Resort , Williamsburg: Reserve at least three nights at this expansive, family-friendly resort along the James River. Your kids will love the lazy river at the pool, and you’ll love the option of staying in a condo with a kitchen – a necessity on a long trip with kids! 

Eat: On your drive, stop for lunch at one of my favorite restaurants, Upper Shirley Vineyards , for an amazing picnic right on the James River. It’s a perfect stop to get the wiggles out after a long plane or car ride! For a casual dinner, eat at the award-winning Pierce’s Pitt BBQ before hotel check-in.

Do: Driving along Route 5, stop at one of the historic plantations. My favorites are Berkeley Plantation or Shirley Plantation . Civil War enthusiasts should visit the Malvern Hill Battlefield (part of the Richmond National Battlefield Park ) along the way.

Day 2: Ye Olde Colonial Times

Drive into Colonial Williamsburg and park at the Visitor Center. You can walk or take a shuttle to all of the historic attractions along Duke of Gloucester Street. Be sure to read my review to plan your day! If you have small children, plan for a half-day of historic fun before coming back to the hotel for naps and pool time. There is a lot of walking in the colonial area so be sure to bring strollers as needed! Also note that this day will be spent mostly outside so plan accordingly!

Eat: Have an authentic 18th century lunch at Chowning’s (pronounced “Chewnings”) Tavern. Don’t forget to visit the Raleigh Tavern Bakery for ginger cookies! For dinner, on your drive back to the hotel, stop at Old City Barbeque where you have to get the smoked pimento cheese appetizer!

Do: For non-historic fun, visit Kidsburg or Go Ape! Treetop Adventure

Day 3: Where the “World Turned Upside Down”

Get your Hamilton: The Musical soundtrack playing as you spend the day in Yorktown. From one of the best museums in the country to the actual site where Hamilton told his soldiers to “take the bullets out your guns,” this little town is a treasure trove of history. Be sure to read my review to plan your day. 

**Pro tip – Buy the combo pass as you’ll be visiting the sister museum in Jamestown tomorrow**

Eat: The lovely riverwalk has several restaurants right on the York River, perfect for lunch with a view! For dinner, go back to the hotel or eat at Busch Gardens .

Do: If you only spend a half-day at Yorktown, spend the early afternoon or evening at Busch Gardens , where you can “visit” other countries. It’s my kids’ favorite theme park!

Day 4: Capital to Capital

Check out of the hotel and drive to Jamestown – Virginia’s first capital (20 minutes). Visit the awesome Jamestown Settlement Museum and Historic Jamestowne (read my review to plan your day). Be there right when it opens and plan to stay through lunch. Drive through Richmond – Virginia’s capital (1 hour from Jamestown) on your way to your destination of Charlottesville (1 hour from Richmond). 

Stay: Boar’s Head Resort , Charlottesville: Spend at least two nights at this luxurious, child-friendly resort in the college town of Charlottesville.

Eat: A unique lunch experience is Charly’s Airport Restaurant at the tiny Williamsburg airport. You can watch private planes taxi on the runway while eating! Our plane obsessed kids love it here! Grab a snack in Richmond at Sally Bell’s – its upside down cupcakes are my favorite! For dinner, eat at the hotel or do our family’s favorite after a long day of travel – room service!

Do: After Jamestown, drive through Richmond . For a driving audio tour, download this app . Choose one or two of my recommended stops: Richmond National Battlefield Park and American Civil War Museum for Civil War enthusiasts, Virginia Museum of History and Culture , Black History Museum and Jackson Ward walking tour, Historic St. John’s Church (especially if a reenactment is on the schedule!), and the grounds of the Virginia Capitol . For non-historic fun, your kids will love the hands-on Science Museum of Virginia ! 

Day 5: Mother of Presidents

The Charlottesville area was the home of three of our nation’s first five Presidents, and Virginia is known as the Mother of Presidents (8 and counting!). Start out the day by visiting Thomas Jefferson’s home, Monticello (be sure to get tickets well in advance!). After lunch, visit James Monroe’s nearby home, Highland , only 10 minutes away, and then tour Mr. Jefferson’s masterpiece – the University of Virginia . If you’d rather see James Madison’s home, Montpelier , it’s just a 45 minute drive away (highly recommended in the fall – it’s gorgeous there!).

Eat: After touring Monticello, stop at the next door Michie’s (pronounced “Mickie’s”) Tavern for hearty southern fare. Drive up the mountain to Carter Mountain Orchard for a snack break – its apple cider donuts are amazing! For dinner, eat at the downtown mall (pedestrian zone) in Charlottesville. If you did the side trip to Montpelier, eat at the famous Gordonsville BBQ Exchange .

Do: Touring the Presidential homes will take the whole day. If you have young children, don’t miss Monticello but skip Highland and Montpelier. Take them to the nearby Carter Mountain Orchard or Chiles Peach Orchard to pick their own fruit instead! Be sure to check what’s in season before going. 

Day 6: Civil War to Civil Rights

Leave Charlottesville and drive to Appomattox Courthouse (1.5 hour drive). Visit Appomattox Court House National Historical Park and the American Civil War Museum – Appomattox branch . Drive to Farmville (35 minute drive) for lunch and evening activities.

Stay: Hotel Weyanoke , Farmville: This newly opened boutique hotel in quaint downtown Farmville has an amazing rooftop terrace! 

Eat: Farmville has a cute downtown with several good restaurants. We love the kid-friendly Macado’s or check out these other options .

Do: After lunch, rent bicycles and head out on the High Bridge Trail. Read my review here for more details! Then tour the Moton Museum to learn about Farmville’s important place in Civil Rights history. There’s also a Civil Rights walking tour throughout downtown Farmville.  If you have a World War II history buff in your family, take a short detour to Bedford (1 hour west of Appomattox) to visit the National D-Day Memorial before driving to Farmville.

Day 7: Saying Goodbye

Drive from Farmville to Richmond International Airport (1.5 hour drive). Depending on time, you can retrace the route of Lee’s Retreat during the last week of the Civil War or add in a visit to Petersburg National Battlefield Park .

If you have more than a week, consider adding in a trip to the Washington, DC area or Virginia Beach! Both are 3 hour drives from Farmville and have many fun, historical things to do!

This itinerary barely scrapes the surface of all of the historical sites in Central Virginia but gives you a good overview of its importance in American history. From the earliest English settlers in 1607 to important Civil Rights events, Virginia truly is for history lovers!

Helpful hints:

• Weather: Virginia has four full seasons. Summer can be very HOT, especially in Williamsburg and Richmond. Drink lots of water, and plan for pool time at the hotel!
• Traffic: Traffic shouldn’t be a huge problem in Richmond, Charlottesville, or Farmville. I-64 to Williamsburg is usually very crowded, particularly in the summer. Stick to my itinerary and take the scenic Route 5 to avoid most traffic.
• Crowds: Colonial Williamsburg and Monticello are the main places where you will run into crowds. Reserve tickets in advance and plan accordingly.
• Transportation: Richmond International Airport is one of the easiest airports to navigate. To do this tour, you will need a car.
• To prepare for your trip, be sure to check out our local NBC station’s podcast, How We Got Here . It’s fabulous and would be a perfect listen on this road trip!

Books to Read:

I’ve compiled a list of my favorite books about Virginia at my Bookshop.org shop (affiliate links).

A few not found on Bookshop.org are (these are Amazon affiliate links):

• The River Where America Began: A Journey Along the James
• Dear America: When Will This Cruel War Be Over?

Share this:

• 17th century
• 18th century
• 19th century
• 20th century
• African-American history
• American Revolution

Published by Jayda Justus, The History Mom

Jayda B. Justus is the creator/writer of the blog, The History Mom, where she provides detailed reviews of US and European historical sites for families with corresponding book recommendations. She loves interacting with the bookish world on Instagram as @thehistorymom, especially #bookstagram, and has appeared as a guest on several podcasts, blogs, and media outlets. Her favorite genres to read are historical fiction and nonfiction, but she also loves contemporary and historical romance and women’s fiction. Hailing from the historic town of Kings Mountain, North Carolina, she is a former legislative director for a Member of Congress and now lives in Richmond, Virginia with her family where she spends her days working on her first novel. Visit her at The History Mom (https://thehistorymom.com). View all posts by Jayda Justus, The History Mom

4 thoughts on “ Virginia Road Trip ”

• Pingback: Virginia – The History Mom

THANK YOU! I am 83 and my daughter and I have been traveling together since my wife died in 2010. Lots of Europe. Now we are focusing on the US. She is a docent at the Benjamin Harison House in Indianapolis so we are now focusing on presidential sites and of curse Virginia is WONDERFUL. My grandson has a display of the Miami Indian Language at the National History Museum in D. C. with a full-size photo of him. We plan to see that and then spend a week or so in Virginia visiting presidential sites. My local library showed me your northern route and it’s going to be very helpful. I’m just now searching your site for other info and am finding lots of helpful things. Question: Do you have a map showing the suggested route(s) to visit other presidential sites in Virginia? Any info you can provide is much appreciated. We hope to make our trip this coming mid-September — while I’m still healthy enough!

• Pingback: Washington, DC – The History Mom

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Enewsletter, eight scenic drives for virginia history.

It can be argued that any drive through Virginia is a historical one, but perhaps these eight drives are extra loaded with historical attractions and beautiful scenic opportunities. In Central Virginia you can pick up routes that take you north to south and east to west,  highlighting a great amount of history along the way.

Journey Through Hallowed Ground

A trek down US Route 15 will put you on the  Journey Through Hallowed Ground , one of the most historically significant drives in America.  All said, the drive covers ground from Gettysburg to Monticello, and is considered a National Heritage Area.  Learn More

Road to Revolution Heritage Trail

Photo Credit: Bill Crabtree Jr.

The  Road to Revolution Heritage Trail  highlights the life and times of Patrick Henry, the great orator and Virginia's first Governor. The trail covers a wide expanse of Virginia in the Richmond region and spreads into Coastal Virginia and the Chesapeake Bay. Along the trail you'll see St. John's Church in Richmond, the site of Henry's famous "Give Me Liberty or Give Me Death" oration; Red Hill in Brookneal, Henry's last residence and burial site; Hanover Courthouse, the launch site of Henry's political career; Studley in Mechanicsville, Henry's birthplace; and 17 other sites.  Trail Map

Civil Rights in Education Heritage Trail

Photo Credit: Beth Furgurson

Dip into Southern Virginia from Richmond to explore the  Civil Rights in Education Heritage Trail . Centered around the Robert Russa Moton Museum in Farmville, the trail covers 300 miles and 41 sites that touch on the civil rights in education struggles of Black  Americans, Native Americans and women from the 18th to 20th centuries. Learn More

Jamestown Discovery Trail

Shirley Plantation is just one of the beautiful plantations you'll find around the Jamestown Discovery Trail

Also from Richmond, but headed east, is the  Jamestown Discovery Trail  that follows US Route 5. Sites along the way include plantations, presidential homes, Native American settlements, and ends at Jamestown Settlement and Historic Jamestowne. If you find yourself in Southwest Virginia, you could be easily traversing multiple trails at once.

Coal Heritage Trail  

The Dickenson County Coal Miners Memorial is on the Coal Heritage Trail

The  Coal Heritage Trail  incorporates seven counties and the city of Norton to take in 300 miles of coal industry related historical sites and the additional locations that demonstrate the influence of coal on the region. The town of Appalachia is can be considered somewhat lost in time as it has preserved its place as a hub for eight surrounding coal camps dating from the 1800s to early 1900s. See coal equipment and related articles at places like the Harry W. Meador Coal Museum in Big Stone Gap and the Pocahontas Exhibition Mine and Museum in Pocahontas.  Trail Map

Crooked Road Heritage Music Trail

The Crooked Road, Photo Credit: Earl Neikirk, @neikirkimage

The  Crooked Road Heritage Music Trail  winds through this area, too, and focuses on the musical history of the region. Nearly 100 attractions invite you to come tap your toes and get in the know.  Learn More

Wilderness Road: Virginia's Heritage Migration Route

The  Wilderness Road: Virginia's Heritage Migration Route  captures the primary route taken by western settlers as they moved down the Shenandoah Valley and into the Southwest Virginia area. A total of 23 localities on this trail down US Route 11 and into the Blue Ridge Highlands gives you plenty of options for a weekend trip.  Trail Map

Virginia Civil War Trails

Gloucester Courthouse

Across all of Virginia are the Virginia Civil War Trails . Branching off this way and that, the trails follow different campaigns of the American Civil War.  Hundreds of miles to conquer and plenty of time to do it, we hope! Make your plans to get on the roads and see something new.

Casey Higgins

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History Lovers Virginia Road Trip

When to Road Trip Virginia:

Virginia is packed full of history and you can enjoy it in any season, but if you want beautiful trees in the background of your historic home photos, you’ll probably want to visit between March and October.

The mountains of Virginia have a lot to offer! We love historic sites just as much as we love hiking and off-roading, so we have written two road trips for Virginia. Check out our Hiking & Offroading Virginia Road Trip here. For both 4 day Virginia itineraries, we’ll start our road trip in Luray, visiting Shenandoah National Park, Charlottesville, Natural Bridge, and Roanoke.

Day 1 – Luray

3.5 hours of driving

Luray Caverns

Not only is Luray Cavern the home of the largest caverns in the eastern US, but your ticket also includes entry to Shenandoah Heritage Village. Wander the historic 19 th century farm buildings before stopping in at Toy Town Junction or the Car and Carriage Caravan Museum.

Some additional things here you might enjoy: Garden Maze, Rope Adventure Park, and the wooden Virginia LOVE sign.

Skyline Drive and Shenandoah National Park

Enter Shenandoah National Park at Thornton Gap and enjoy a scenic 2.5 hour drive to Rockfish Gap in Waynesboro.

Drive to Charlottesville

Leave the national park and drive 30 minutes to Charlottesville. Walk the Downtown Mall and have dinner at one of the many restaurants on this brick pedestrian street.

Stay overnight at one of the beautiful historic inns like Oakhurst Inn or Dinsmore Inn at the University.

Day 2 – Charlottesville

2 hours of driving

University of Virginia Campus

Grab coffee and spend an hour walking through this historic campus. You won’t want to miss the Rotunda, Edgar Allen Poe Room, University Chapel, or the Memorial to Enslaved Laborers.

Presidential Homes

Drive just a few minutes out of town to Thomas Jefferson’s home Monticello and James Monroe’s Highland. Spend the afternoon learning about these two presidents, their historic properties, and the enslaved people who worked there.

Some additional things you might enjoy in this area: Carter Mountain Orchard or one of the area’s many wineries.

Drive to Natural Bridge

Continue south to Natural Bridge, taking the Blue Ridge Parkway Scenic Drive if time allows. Stay overnight at the Inn at Forest Oaks or the Natural Bridge Historic Hotel.

Day 3 – Natural Bridge

1 hour of driving

Natural Bridge State Park

One of the most incredible rock formations in the entire state, the 215-foot-tall bridge shaped limestone gorge is a must-see. After descending 167 stairs from the Visitor Center, the bridge is just a short walk away. This is a popular spot in the summer months, so we recommend going early. And don’t miss the beautiful nature mural LOVE sign near the steps.

Lunch at The Pink Cadillac Diner

Indulge in some 50s nostalgia and maybe a milkshake while you have lunch at the Pink Cadillac Diner.

Some other things you might enjoy in this area: Virginia Safari Park, Caverns at Natural Bridge, and Dinosaur Kingdom II.

Drive to Roanoke

Take the highway or the Blue Ridge Parkway to Roanoke. If you arrive early enough, head up Mill Mountain to see the Roanoke Star. This iconic spot is also a beautiful overlook of the city. Take a walk around the wildflower garden and pop into the discovery center to view their interactive exhibits.

Stay overnight at Hotel Roanoke or The Liberty Trust, a historic bank transformed into a stunning hotel.

Day 4 – Roanoke

Historic spots in town.

Grab some breakfast at Scratch Biscuit Company and do a little antiquing at Black Dog Salvage. Don’t miss the beautiful Stone House next door. Nearby the Mountain View Recreation Center is now housed in a beautiful historic home.

You’ll want to be sure to visit the Hotel Roanoke (or perhaps have stayed there overnight). Nearby you’ll also find Taubman Museum of Art or if you enjoy beautiful old churches, St. Andrew’s Catholic Church.

Some other things you might enjoy in Roanoke: Mill Mountain Zoo, Treetop Quest, Blue Cow Ice Cream, the free Star Line Trolley, Virginia Museum of Transportation, or a longer drive on the Blue Ridge Parkway.

Extend the Trip

History lovers will find plenty of options to extend their Virginia road trip to 5 days or even longer: Spend an additional day in Charlottesville, so you can take your time at each site. Add a stop in Lynchburg to see Poplar Forest, the private retreat of Thomas Jefferson and UNESCO World Heritage Site. Add a stop in Richmond to see Belle Isle Park, the Maymont Gardens, or Agecroft Hall. End the road trip in Williamsburg, Yorktown, and Jamestown to see historic colonial and early settlement sites.

Find more Virginia Itineraries: 4 Day History Lovers Virginia Road Trip 4 Day Hiking & Off-Roading Virginia Itinerary Charlottesville 3 Day Itinerary Lynchburg 3 Day Itinerary Roanoke with Kids Big Levels Off-Roading 3 Virginia Campgrounds

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Colonial Williamsburg

The world’s largest living history museum

   Located in Coastal Virginia

  Open daily

   Save 10% on America’s Historic Triangle Ticket

Colonial Williamsburg is the world’s largest living history museum, bringing to life the years leading up to the American Revolution. See what life was like under British rule for 18th-century Virginians in the colonial capital and discover the place where the ideas of America were formed.

Can’t-Miss Activities

Tour the Capitol. Dive into the founding principles of our government. Take a guided tour of the  Capitol  and learn about your rights and responsibilities as citizens of a new republic. 

Tour the Governor’s Palace. Explore the seat of Royal power in 18th-century Virginia with costumed interpreter tour guides. 

Meet a Nation Builder. Nation Builders portray real historic figures associated with 18th-century Williamsburg who made significant contributions to the American story. Hear the stories of these recognizable figures as well as those not found in history books. Check the  events calendar  to see who you’ll meet.

Meet Tradespeople. Expert tradespeople practice 18th-century crafts such as blacksmithing, weaving, and carpentry throughout the Historic Area. Visit their trade shops and yards. Check the events calendar and  toggle to “Sites”  to see what’s open, or look for the Grand Union flag out front of open sites.

Take a Carriage Ride. Take a horse-drawn  carriage ride  through the colonial capital.

Visit with Archaeologists. Discover how research and archaeology inform everything you experience in the Historic Area at the archaeology excavation at  Custis Square , open Monday through Friday

See the Art Museums exhibitions. Check out the exhibitions at the newly expanded  Art Museums of Colonial Williamsburg  with more of the collection on display than ever before. You can even take an  audio tour  created by teens, featuring 10 must-see items.

Meet American Indian Interpreters. Native nations came to Williamsburg regularly in the 18th century to discuss matters of trade, warfare, and diplomacy.  Meet with the interpreters at the Palace  to learn about the diverse cultures of Native peoples who played a role in creating a new country.

Save 10% on America’s Historic Triangle Ticket

Ticket is valid for 7 consecutive days of unlimited admission to Colonial Williamsburg, Jamestown Rediscovery at Historic Jamestowne, Jamestown Settlement, American Revolution Museum at Yorktown, and Yorktown Battlefield.

COVID Safety Precautions

Face Coverings

Fully-vaccinated guests are not required to wear masks indoors or outdoors. One exception is that all guests, vaccinated or non, will be required to wear masks on all Colonial Williamsburg shuttle buses, in accordance with public transportation policies.

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Save at the historic sites featured in our road trip.

This website was created in collaboration with:

Jamestown Settlement

Jamestown Rediscovery at Historic Jamestowne

American Revolution Museum at Yorktown

James Monroe’s Highland

Thomas Jefferson’s Monticello

James Madison’s Montpelier

George Washington’s Mount Vernon

George Mason’s Gunston Hall

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Trip Planning

7 days in virginia: road trip itinerary with packing suggestions.

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You could spend weeks traveling in Virginia, but for the visitor who wants an introduction to the entire state, below is a seven-day road trip itinerary starting and ending in Richmond, the capital and closest city to the airport. 

This itinerary hits some of the most famous tourist attractions, but leaves out many. This is partly to give you a few off-the-beaten-path experiences and partly to cover as much geographic area as possible within a week.

Following this itinerary, you will visit Richmond, Colonial Williamsburg, Charlottesville, Farmville, Abingdon, and Grayson Highlands State Park. This itinerary will not take you to the beaches or the American Shakespeare Center.

This itinerary is designed to give you a focus each day while also allowing you time to walk through neighborhoods, explore attractions you learned about along the way, and in general, not have every minute planned out. 

Virginia Road Trip Itinerary Breakdown

• Trolley Tour
• Self-Guided Street Art Walking Tour
• VA Museum of Fine Arts
• Day 2: Colonial Williamsburg
• Grand Caverns
• High Bridge Trail State Park
• R. R. Moton Museum
• Barter Theatre
• Day 6: Grayson Highlands State Park
• Valentine Museum
• Edgar Allan Poe Museum
• Riverfront Canal Cruise
• Riverfront Canal Walk

Day 1: Richmond

About Richmond

Richmond is the capital city of Virginia and offers many museums, restaurants, festivals, and outdoor activities.  You could easily spend a whole week exploring the greater Richmond area, but this itinerary will give you a taste of what’s available. The listed activities were selected from those available year-round.

As a side note, Richmond, Virginia is locally often abbreviated to RVA. You’ll see this abbreviation used in many festival titles and other local advertising.

Packing Suggestions

• Jeans or trousers (hiking pants are fine)
• Plain top (long sleeves for winter)
• Jacket or cardigan (for air-conditioned buildings or as a mid-layer in winter)
• Comfortable walking shoes (sandals are good for summer)
• Warm coat, gloves, and hat (winter) – Here are some cold weather packing tips to help.

You’ll see students dressed in pajama pants, politicians in suits, and everything in between, so dressing in nicer casual clothes should serve you for all the places in this travel plan. Also note that it is rare to see people in non-Western clothing in Richmond, so be prepared for stares and questions if you dress in non-Western clothes. 

The summers are very humid, so quick-dry, breathable clothing is most comfortable. You may want to pack a rain jacket. The James River runs through Richmond and the city often gets rain, but few people use an umbrella. Most people get wet or wear a rain jacket.

• Get the Virginia trip packing list here.

Your Day in Detail

Be prepared to pay for parking in downtown Richmond. There are websites to help you plan where to park and how much it will cost.

Today, you’ll be taking a trolley tour (be sure to buy tickets in advance) to get a feel for the layout of downtown.

• Alternatively, try out a guided segway tour instead!

After the trolley tour, go on a self-guided walking tour and see some of Richmond’s murals and other street art. Depending on when you’re in Richmond, you might even get to visit the RVA Street Art Festival and watch artists at work.

For lunch, head to the VA Museum of Fine Arts. This museum has a restaurant and a cafe. There is a paid parking garage on site that typically has ample availability.

Plan to spend all afternoon at this museum. Even the free exhibits can take hours to walk through. Besides paintings, there are objects from African countries, jewelry from the United States, and more. The free, permanent exhibits mostly feature art from Europe and the United States, but the paid, temporary exhibits come from around the world.

After leaving the museum, find street parking near a restaurant for supper or head out of downtown for restaurant options that are more likely to have free, onsite parking.

Book a Tour in Richmond

Day 2: colonial williamsburg, charlottesville, and travel day.

• Drive to Williamsburg (About 1 hour without traffic)
• Visit Colonial Williamsburg
• Drive to Charlottesville (About 2 hours without traffic)
• Walk through the Historic Downtown Mall (From here, it’s easy to explore downtown and the square that was the site of the 2017 riot.)

About Colonial Williamsburg and Charlottesville

Colonial Williamsburg is an entire village dedicated to colonial history. You will need to purchase tickets for building tours. There is plenty of free parking at the Visitor Center. From there, you can take a complimentary shuttle to the historic district.

Charlottesville is the home of the University of Virginia, founded by Thomas Jefferson in 1819. Downtown Charlottesville is also the site of the 2017 white supremist rally that turned into a deadly riot. This riot made national news and pushed race conversations into the forefront of American consciousness.

Expect to pay for parking in downtown Charlottesville.

• Warm coat, gloves, and hat (winter)
• Small backpack
• Reusable water bottle

Be sure to wear comfortable walking shoes, especially in historic Williamsburg where some streets have cobblestones and you will be walking a lot. You may want to pack a water bottle, sunscreen, and a raincoat.

You can also pack a picnic lunch. Here are some ideas to help with packing food when traveling .

Today, you’ll drive about an hour from Richmond to Colonial Williamsburg. Depending on the day of the week and what time of day you leave Richmond, your drive may take longer if you get caught in morning traffic. 

Pay attention to your route, as some may have tolls and if you don’t have an EZ-Pass, you may need cash or exact change.

Stop at the Colonial Williamsburg Visitor Center and buy tickets. Plan your itinerary, if you haven’t already. Catch the free shuttle to the historic district. 

Most of the outdoor Colonial Williamsburg attractions are wheelchair accessible, but many historic buildings are not. There are accessible restrooms throughout the historic district. Foldable, manual wheelchairs may be rented from the Visitor Center.

Enjoy a morning in colonial Virginia, then eat lunch at one of the many restaurants ranging from fine dining to grab-and-go cafeteria style or sit outside with your packed picnic. Visit one more attraction, then take the shuttle back to the Visitor Center to start the drive to Charlottesville.

Without traffic delays, expect a 2-hour drive from Colonial Williamsburg to Charlottesville. Again, plan your route carefully if you need to avoid tolls. 

After checking in at your hotel, go downtown (expect to pay for parking) and visit Market Street Park. There are websites that can help you plan where to park. 

Market Street Park is important to 21st-century U.S. history. It is the site of the 2017 riot and the site of the statue of Robert E. Lee, removed in 2021, that sparked discussions and protests across the nation and that led to the removal of more statues of Confederate soldiers in Virginia. 

From Market Street Park, it is a short walk to the outdoor Downtown Mall where you can browse shops and eat supper at one of the many restaurants. 

Be aware that there are few benches in downtown Charlottesville and you will need to go to the public library (across the street from Market Street Park), a restaurant, or a convenience store to use the restroom.

Book a Tour in Colonial Williamsburg

Day 3: charlottesville, grand caverns, and travel day.

• Drive to Grottoes, VA (About 1 hour without traffic)
• Grand Caverns (Tickets must be purchased in advance.)
• Drive to Farmville (About 2 hours without traffic)

About Monticello and Grand Caverns

Monticello was Thomas Jefferson’s plantation home in Charlottesville. You will need to buy tickets if you want to see the house, but parking and walking around some of the grounds is free. 

The Thomas Jefferson Foundation recommends planning at least three hours to explore the grounds and take a house tour.

Grand Caverns, near the town of Grottoes, is a National Natural Landmark and the oldest continually operating show cave in the United States. It is less well-known than Luray Caverns, farther north in Virginia, but it is still a spectacular cave to visit. It is about one hour’s drive north of Charlottesville. 

Reservations are required; you will need to buy tickets in advance. Note that children under age three are not allowed on Grand Cavern tours. Tour lengths range from 70 minutes to four hours. There is no accessibility information on their website.

• Jacket or cardigan (for Grand Caverns)
• Comfortable walking shoes (sneakers are best for the caverns)
• Small backpack (for Monticello)
• Reusable water bottle (for Monticello)

Be sure to wear comfortable walking shoes. You may also need sunscreen or a rain jacket at Monticello. You will not be allowed to eat or drink in Grand Caverns.

You’ll start the day by driving to Monticello and exploring the grounds while waiting for your tour to start. 

The house at Monticello is accessible to small wheelchairs. Wheelchairs of the correct size are available upon request. Contact Monticello for accessibility questions. 

Monticello has a grab-and-go café, you may bring a picnic to eat on the grounds, or you can grab lunch in Charlottesville.

An alternative to visiting Monticello is walking through the University of VA campus. This is free and will take less time than a visit to Monticello, but nearby parking may be difficult to find, there are no public restrooms, and you may need to search for a pathway that is accessible to mobility devices.

After lunch, drive an hour north to Grottoes, where you will have already reserved a tour time of Grand Caverns. Be sure to wear comfortable shoes and a jacket for the cavern tour. 

After admiring the caverns, head south on the two-hour drive to Farmville, where you can eat supper and window-shop the furniture stores lining Main Street.

Book a Tour in Charlottesville

Day 4: farmville.

• R. R. Moton Museum (By appointment only)

About Farmville

Farmville is in a rural farming community and the home of Longwood University. The town played an important role in the mid-20th-century civil rights movement, as well as being a home of Dorothy Vaughan of Hidden Figures fame. 

Besides locations important to the civil rights movement, the town has live theater, a free art museum (Longwood Center for the Visual Arts), and live music at various restaurants.

There is some street parking and plenty of free parking near downtown, but you may need to walk a few blocks to get from public parking to Main Street. Be alert to parking spots that require a parking permit. 

The town has few benches and some streets are on hills. The shops and restaurants vary in their ability to accommodate wheelchairs. There are public restrooms in the downtown square off of Main Street, but they are sometimes locked. You may need to go to a restaurant or Wal-Mart to find restrooms.

• Hiking pants or trousers
• Comfortable walking shoes (sneakers are best for High Bridge Trail)
• Small backpack (for walking High Bridge Trail)
• Reusable water bottle (for walking High Bridge Trail)
• Hiking snacks

Farmville has a more relaxed, outdoor clothing style than the cities, so dress to be comfortable. Be sure to wear comfortable walking shoes and prepare for the weather when walking High Bridge Trail.

Start your day with a walk on part of High Bridge Trail, a 31-mile-long converted rail bed. 

Instead of walking, you can rent a bicycle from a shop downtown and access the trail right across the street. It is a 4.5-mile (7.2 km) ride to the bridge from downtown. 

If you are walking the trail, drive to the Camp Paradise Road access point and bring cash for the parking fee. From this parking lot, it is an easy walk to the famous bridge – one of the longest recreational bridges in the United States and sitting 125 feet (38 meters) above the Appomattox River. 

Be aware that the Camp Paradise access point only has vault toilets. There are few rest benches along the trail, but it is accessible to wheelchairs that can manage packed sand. 

Picnic on High Bridge or return to Farmville for lunch, then arrive at the R. R. Moton museum by your appointment time. This museum is adjacent to the site of a student walkout to protest poor learning conditions at the all-Black school in the 1950s. This walkout led to Farmville being one of the key destinations in the legal battle for school integration. When you make your reservation, ask about accessibility in the museum.

Take the rest of the afternoon and evening to relax or check out a free music event at Longwood University or a local restaurant. If live theater is more your style, the Waterworks Players may have a play on.

Day 5: Travel Day and Abingdon

• Drive to Abingdon (About 3.75 hours without traffic)
• Catch a show at the Barter Theatre

About Abingdon

Abingdon is a small arts town in southwest Virginia and is a jumping off point for many outdoor recreational adventures , including the multi-use Virginia Creeper Trail. The town claims to have more restaurants per capita than New York City and offers multiple music venues, being a prime stop along the 300-mile Crooked Road Heritage Music Trail.

Hiking and outdoor apparel will be right at home in Abingdon. Bring a jacket as evenings, even in high summer, can get chilly. Because Abingdon is located at the start of the Virginia Creeper Trail, don’t be surprised to see people of all ages and body types wearing spandex cycling clothes. This mountain town is a down-to-earth, practical place where you should feel comfortable wearing what’s practical and feels good.

After breakfast in Farmville, you’ll drive southwest past Roanoke to Abingdon. Without traffic, this drive takes just under four hours. 

When you arrive in Abingdon, stop by the Visitor Center for a restaurant recommendation, have lunch at one of the town’s many restaurants, then stretch your legs with a stroll down historic Main Street.

Check in at your hotel and have a rest before heading out for supper and a night at the Barter Theatre. You’ll have gotten tickets in advance, so you can park in the theater’s lot and enjoy an evening of regional music. The Barter Theatre has handicapped parking and tickets specifically for seats that accommodate wheelchairs, as well as other assistive options.

Day 6: Travel Day and Grayson Highlands State Park

• Drive to Grayson Highlands State Park (About 1 hour without traffic)
• Hike up the mountain and see the wild ponies.
• Drive to Richmond (About 5 hours without traffic)

About Grayson Highlands State Park

Grayson Highlands State Park is near two of Virginia’s highest peaks and offers scenic mountain views of peaks more than 5,000 feet high (1,524 meters). The park is considered the best bouldering site in Virginia and offers access to the Appalachian Trail.

Ponies were introduced in 1974. These small, stocky ponies are wild and should not be approached, petted, or fed, but they are ruggedly beautiful.

This stop is the most rugged and physically demanding of the itinerary.

• Jacket (consider a water-resistant one)
• Sneakers for hiking
• Hiking snacks – Use this guide on packing snacks in your carry-on for ideas.

Wear clothing and shoes that are comfortable for hiking up a steep mountain. Because of the elevation, you may want sunscreen, even when it’s cloudy. The weather can change quickly on mountain slopes, so check the forecast and be prepared for harsh sun, cold winds, and heavy rain all in the same day.

After breakfast in Abingdon, you’ll drive about an hour to Grayson Highlands State Park. Remember to bring cash for the parking fee. Pick up a map at the payment station, plan your route, and enjoy a steep, beautiful walk up the mountain. Bring hiking snacks and picnic beside the trail while enjoying the mountain views. If you’re lucky, you might see the park’s famous ponies, but don’t feed or pet them!

If you’d prefer not to visit a rugged mountain park that is inaccessible to mobility devices, then an alternate destination is to drive from Abingdon to Roanoke and explore the shops and restaurants downtown. The Roanoke Star is a local landmark that gives a birds-eye view of the city. This park has wide, paved trails that appear to be fully wheelchair accessible.

After a tiring hike, get in the car and settle in for the five-hour drive back to Richmond. You’ll pass by Roanoke and Lynchburg, two of Virginia’s larger cities. These are good places to get gas, use the restroom, and grab a snack. Sheetz is a large convenience store chain in Virginia that typically has clean restrooms, plenty of gas pumps, made-to-order food, and is reasonably safe for women traveling alone.

Day 7: Richmond

• The Valentine Museum
• Riverfront Canal Cruise with History Narration (Seasonal, Tickets must be purchased in advance.)

Virginia’s capital city has so much to do that the itinerary ends with another day exploring this city. 

For the museums in the morning, jeans/trousers, a nice t-shirt, and sneakers will be fine. For the afternoon, check the weather forecast and dress accordingly.

Today is all about history! Start with the Valentine Museum, which is dedicated to preserving Richmond’s history. Museum tickets include parking validation (free parking) at select parking locations. 

The museum and restrooms are wheelchair accessible. Call ahead for assistance with finding accessible parking. The museum has standard wheelchairs for visitors’ use.

When you’re finished learning about local history, head to The Poe Museum to learn about this famous poet who claimed Richmond as his hometown. There is free off-street parking onsite. 

The Poe Museum’s website says that it is largely wheelchair accessible. When I visited, the museum did not appear to be wheelchair accessible as there are small steps to get into the buildings and space around the exhibits is limited. Their website recommends calling ahead to inquire about accessibility.

The museum’s website says that there are cats in the museum, but I did not see them on my rainy day visit in January 2023. If allergies are a concern, consider calling ahead to find out if the cats will be present.

After learning about Edgar Allan Poe, relax with lunch downtown, then head to your reservation for the Riverfront Canal Cruise. This 40-minute, wheelchair-accessible water tour of Richmond will give you a fresh perspective on the city. 

Afterwards, get some exercise with the 1.25-mile (2 km) Riverfront Canal Walk that goes along the James River. Access points are along almost every block and you will see public art, statues, exhibits, and locals along the way. This is more of a city park and much of the walk is wheelchair accessible, although benches may be few and there are no restrooms.

Try a new restaurant for supper, then head back to the hotel for a relaxing evening before you head home the next morning.

Other considerations when planning a road trip through Virginia

• Virginia does not have a good public transportation system . You will need your own vehicle.
• You will need to pay for parking in many cities, but smaller towns are more likely to have free public parking.
• The best places to find restrooms are in a sit-down restaurant (as a customer), a large gas station like Sheetz or WaWa, or a large retail or grocery store.
• Virginia is beautiful to visit in all seasons, but September and October are especially pretty and a more comfortable temperature than the summer months.

Is Virginia Accessible?

• Virginia is not universally accessible.
• Attractions may be ADA-compliant (Americans with Disabilities Act), but still not be accessible to people using wheelchairs or other mobility devices. I suggest that you call each location and confirm that they can accommodate your needs. 
• You are more likely to find mobility accommodations than assistance with hearing and vision limitations.
• Towns and cities are unlikely to have benches along sidewalks or to have public restrooms.

Now you have an idea of the variety of activities Virginia has to offer! I hope this itinerary gives you a starting point for your road trip in Virginia. To learn more about Virginia tourism, visit Virginia.org .

For a carry-on only packing list, check out our Virginia Packing List post .

Written by Jill

Jill Hames is a freelance writer, musician, and ESL teacher who, at the age of four, said she wanted to learn every language in the world. She hasn’t managed that yet, but is proud to have taught herself enough Swahili to understand context from native speakers. She's too busy having fun with music and language to be found online.

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Road Trip: The James River, Virginia

Wind your way deep into American history and see the forces that shaped our nation.

Virginia's Lower Peninsula is a 400-square-mile (1,036-square-kilometer) finger of land sandwiched between the James and York Rivers and jutting into the Chesapeake Bay. It has the oldest continuous European settlements in the original 13 colonies.

Route 5, from Richmond, capital of Virginia, to Yorktown, where the Brits surrendered to U.S. and French forces in 1781, is a lovely two-laner skirting the James. Each bend in the road takes you deeper into American history. The drive is short, only 63 miles (101 kilometers), but it spans centuries.

Start in Richmond

Get acclimated at Richmond's American Civil War Center (490 Tredegar St.; tel. 1 804 780 1865; www.tredegar.org ), housed in a former Confederate foundry. Stoke up on the corn bread and fried fish smothered in Vidalia onions at Croaker's Spot (1020 Hull St., Richmond; tel. 1 804 269 0464), just up the street from the Maggie L. Walker National Historic Site (600 N. 2nd St.; tel. 1 804 771 2017; www.nps.gov/mawa ), devoted to a noted African-American businesswoman. Stay at the Berkeley Hotel (1200 E. Cary St., Richmond; tel. 888 780 4422; www.berkeleyhotel.com ), an upscale boutique hotel close to the capitol.

Leaving Richmond, capital of the Confederacy, drive east past Tobacco Row, where the mighty tobacco companies used to store their bales. Now the old brick warehouses lining the James house young professionals in "live-work" lofts. As you follow the James River downstream, you'll next encounter a series of glorious colonial-era plantations, each with spectacular grounds overlooking the river and each offering tours to visitors.

Shirley Plantation

The Shirley Plantation (501 Shirley Plantation Rd., Charles City; tel. 1 804 829 6322; www.shirleyplantation.com ), privately owned since 1638, maintains a busy calendar of events listed on its website. Today there's a polo match. Dozens of spectators in crisp khakis or seersucker suits tramp the playing field in rubber-and-leather duck boots. Bare-shouldered women in hats sip drinks under big tents, their laughter as light as a summer breeze. Swing music floats on the air. If it weren't for the trilling cell phones, this scene could be set in the 1940s. Take a guided tour of the main house, then show yourself around the gardens and original 18th-century outbuildings, which have their own exhibits.

Berkeley Plantation

Four miles (six kilometers) downriver from Shirley is the Berkeley Plantation (12602 Harrison Landing Rd., Charles City; tel. 1 804 829 6018; www.berkeleyplantation.com ). It exemplifies the aristocratic residences common on the peninsula. Established in 1619, Berkeley saw America's first official Thanksgiving, commercial shipyard, and whiskey still. It is the ancestral home to two Presidents (the Harrisons); the first ten Presidents visited here. You learn all this in the plantation's cellar, where the musty, chilled air scarcely dampens visitors' curiosity for the displays of a vanished time.

Outside, a gravel path leads to the Ladies' Winter Garden and the river beyond. Halfway there, turn around to view the main house built of bricks fired on the plantation and note the timelessness of the scene. Washington saw this. So did Lincoln. Back at the house, check out the kitchen, built apart from the main structure in the 17th century to prevent fires from spreading. Notice a cannonball lodged in the wall, courtesy of Confederate General J. E. B. Stuart. He missed his target—Union General George McClellan—but this bit of frozen violence is a reminder that lands around here were once killing fields.

Westover Plantation

Stop next at the Westover Plantation (7000 Westover Rd., Charles City; tel. 1 804 829 2882), which is the closest of them to the river. Built around 1730, it is regarded as one of the most outstanding examples of Georgian architecture in America.

Colonial Williamsburg

Further downriver, pull into the stately confines of Colonial Williamsburg, Virginia's 18th-century capital. With 88 original colonial structures (and 400 reconstructed ones), and populated by a staff of recreators trained in authenticity, the outdoor museum strives to relive the past. The famed colonial-styled Williamsburg Inn (136 East Francis St.) offers a serene landscape and high standards of customer service. For even more colonial flavor, book a room through the Colonial Houses program. Guests stay at one of 26 authentic homesteads furnished in authentic styles ranging from a room over a tavern to a full-size house (tel. 1 757 229 1000; www.colonialwilliamsburg.com ).

Williamsburg Eateries

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Williamsburg's several taverns are authentic but pricey. One favorite is Christiana Campbell's Tavern (120 Waller St.; tel. 800 TAVERNS). Don't expect sublime food, just superb atmosphere. A good eatery, among the cheapest, is the Golden Horseshoe Clubhouse Grill (410 S. England St.; tel. 1 757 229 2141). If negotiating Williamsburg's crowds proves tiring, the Green Leafe Cafe (765 Scotland St.; tel. 1 757 220 3405), a favorite watering hole of College of William and Mary students and profs, serves decent hamburgers and 30 draft beers.

Jamestowne, Jamestown Settlement, and Yorktown

The National Park Service and the Association for the Preservation of Virginian Antiquities jointly run Jamestowne ( historicjamestowne.org ), the actual site of Virginia's first settlement. But more fun is the nearby state-run Jamestown Settlement (tel. 888 593 4682; www.historyisfun.org ), with replicas of the three ships that brought the settlers from England. End the drive on the banks of the York River at Yorktown. It's full of history museums and such historical sites as the 1720s Custom House, believed to be the oldest in the country, and the Grace Episcopal Church, which is 300 years old and counting. Yorktown has B & Bs and guest cottages, along with a waterfront area with shops and restaurants.

Learn about Colonial Williamsburg at www.history.org ; vacation packages and lodging options are listed at www.visitwilliamsburg.com . For Richmond attractions, see http://www.richmondgov.com/ . For Yorktown attractions and a calendar of events, see www.yorkcounty.gov/tourism .

—Text by Andrew Nelson

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• HISTORY AND CIVILIZATION

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Explore the Old Dominion by car with these top Virginia road trips

Apr 17, 2022 • 5 min read

You could easily spend a few days exploring the many scenic overlooks, hiking trails, and picnic spots along Skyline Dr in the Blue Ridge Mountains © Rob IJsselstein / Shutterstock

From the mountains to the coast – with miles of rolling countryside, small towns and vibrant cities in between – Virginia offers a wealth of lovely landscapes to explore.

The commonwealth is fairly compact and crisscrossed by major interstates, making it ideal for day trippers. Whether you have just a few hours or a free weekend to fill, here are some of the best road trips in Virginia. 

Enjoy stunning mountain vistas on Blue Ridge Mountain scenic roadways

Front Royal to Roanoke; 225 miles

Searching for breathtaking mountain vistas? Two renowned Virginia roadways were literally designed for pleasure drives: the Blue Ridge Parkway and Skyline Dr . Both roads wind through the Blue Ridge Mountains , meeting at Afton Mountain at Interstate 64: Skyline Dr goes north through  Shenandoah National Park , while the Blue Ridge Parkway goes south all the way into North Carolina. (The Parkway is free; there is a $30 entrance fee for vehicles to use Skyline Dr.)

Both roads encourage leisurely drives, with speed limits ranging from 25 to 35 miles per hour. You could easily spend a few days exploring the many scenic overlooks, hiking trails, and picnic spots along the way, stopping for the night in nearby towns like Staunton, Lexington and Bedford.

Sip fine reds and whites (and bring a designated driver) on the Monticello Wine Trail

Barboursville to North Garden; 32 miles

With more than 300 wineries scattered across Virginia, you’re never far from a tasting room. There are dozens of wine trails to explore, but our favorites might be the Monticello Wine Trail . Situated among the rolling foothills of the Blue Ridge Mountains, this pastoral region is known as the birthplace of American wine. You’ll find 40 wineries in the compact area surrounding Charlottesville, most of them inspired by Thomas Jefferson’s vision of winemaking. Pippin Hill, Barboursville, Veritas, Keswick and King Family Vineyards are just a few of the many standouts. Download the Monticello Wine Trail Passport to track your progress, and claim a free wine glass after visiting 10 wineries. 

Travel back in time on the Colonial Parkway

Yorktown to Jamestown; 23 miles

Explore Virginia’s rich colonial heritage with a tranquil drive on Virginia’s short but sweet Colonial Parkway . The 23-mile drive connects the towns of Yorktown , Williamsburg , and Jamestown  – also known as the commonwealth’s “historic triangle.” The route is free of commercial development, meaning drivers (and cyclists) can enjoy unobstructed views of habitats ranging from coastal woodlands and tidal channels to marshes, ponds and rivers. Along the way, visit the site of America’s first permanent English colony at Jamestown, Colonial Williamsburg and the Yorktown Battlefield. Plan to stop for a meal or an overnight in Williamsburg, where the quaint historic district is packed with restaurants, hotels and shops. And if you need a break from all that history, the Colonial Parkway also takes you conveniently close to Busch Gardens and Water Country USA . 

Slurp Chesapeake Bay oysters along the Northern Neck

White Stone to Colonial Beach; 66 miles

For landlocked Virginians seeking a waterfront escape with a side of oysters, the Northern Neck is a bit of a hidden gem that’s typically quieter and less crowded than the coast. Part of Virginia’s River Realm , where the Rappahannock and Potomac rivers meet the Chesapeake Bay, the Northern Neck peninsula is peppered with charming fishing villages, historical sites, nature trails and pristine shoreline.

An easy road trip from both Richmond and DC , it’s the perfect place for getting lost on scenic back roads – although you may want to bring an actual map in case you lose cell service. Some must-dos for your itinerary: slurping oysters beside the water at Fish Hawk Oyster Bar at the Tides Inn , sipping wine at Dog & Oyster Vineyard in Irvington and hunting for ancient shark’s teeth at Westmoreland State Park . 

Escape the DC hustle on the Georgetown Pike and George Washington Memorial Parkway

Mount Vernon to Great Falls; 37 miles

One of the most popular road trips from DC and Northern Virginia , the Georgetown Pike and George Washington Memorial Parkway are two scenic roads just outside of the nation’s capital. The Georgetown Pike, which begins in the town of Great Falls, was in fact Virginia’s first scenic byway. The George Washington Memorial Parkway is managed by the National Park Service and was developed as a memorial to the country’s first president. Winding through dense woodlands and alongside the Potomac River, this route will take you through sites like Riverbend Park, Great Falls Park, Arlington National Cemetery , Lady Bird Johnson Park, Old Town Alexandria , River Farm and Mount Vernon .

Go from beach to beach along Virginia’s Eastern Shore

Norfolk to Chincoteague; 112 miles

A little sliver of Virginia floating between the Chesapeake Bay and the Atlantic Ocean, the  Eastern Shore  is a wild stretch of coastline dotted with charming towns and abundant farmland. Start your drive in Norfolk, where you’ll hop on the 17.6-mile Chesapeake Bay Bridge-Tunnel – known as one of the seven man-made wonders of the world. Once you’ve crossed the bridge, US Rte 13 will take you all the way up the Shore, with quick and easy detours along the way.

Be sure to stop by Kiptopeke State Park for beachcombing and kayaking, then swing by the historic town of Cape Charles for fresh-caught seafood at The Shanty before a walk on the public pier or Bay beach. A bit farther up the road, Onancock is a good stop for coffee and shopping. Then wrap up your road trip in Chincoteague and Assateague , where you can cap off your journey by admiring the island’s famous wild ponies.

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From Coast to Mountains: Virginia Road Trip Highlights

Virginia is the ultimate destination for your next adventure-packed road trip. Whether you’re into history, gorgeous landscapes, or drool-worthy Southern cuisine, the Old Dominion has got you covered. Take your pick and dive into the fascinating stories of the past in historic towns, soak up jaw-dropping views on scenic byways, or stuff your face with mouthwatering local treats in charming culinary hotspots.

Whatever route you choose, Virginia serves up a smorgasbord of unique attractions that will satisfy your wanderlust and leave you craving more. Buckle up and get ready to experience the charm, culture, and flavors that make Virginia road trips the ultimate playground for adventure seekers!

Hop in your car and cruise through the vibrant capital city of Virginia , renowned for its thriving arts scene, captivating architecture, and museums. With a whopping 900 restaurants at your disposal, you’ll never go hungry in Richmond. Plus, the city offers an array of kid-friendly activities, including the Children’s Museum of Richmond and the Science Museum of Virginia , ensuring the whole family has a blast. 

As an added bonus, Richmond’s strategic location means it’s within a day’s drive from half of the U.S. population, making it a convenient and exciting getaway. Oh, and did we mention that Richmond is a key stop on Virginia’s Craft Beer Roadtrip ? Embark on a 500-mile beer crawl and sample the finest brews the state has to offer. Cheers to a Virginia road trip full of flavor and fun!

Williamsburg

Embark on a scenic drive southeast and find yourself transported back in time as you arrive at Colonial Williamsburg . This meticulously restored 18th-century town is a mesmerizing living history museum that immerses visitors in the early days of America. Stroll through its charming streets, interact with costumed interpreters, and witness captivating reenactments that bring history to life. 

Just a stone’s throw away, you’ll discover the fascinating Jamestown Settlement , where you can delve deeper into the story of the nation’s earliest English settlers. But if you’re seeking an outdoor adventure, fear not! Virginia has you covered. Lace up your hiking boots and explore the breathtaking wonders of Great Falls or Shenandoah National Park , where gorgeous landscapes and unforgettable trails await.

Speaking of trails! Don’t forget to check out the new Virginia Peninsula Wine Trail , including a stop at the Williamsburg Winery!

Virginia Beach

Point your wheels east towards the sun-drenched shores of Virginia Beach , then continue south to the captivating Outer Banks of North Carolina. Virginia’s coastal gem, Virginia Beach, beckons with its sandy beaches, vibrant boardwalk , and an impressive lineup of award-winning craft breweries. Dive into the energetic beach scene, catch some waves, or indulge in thrilling water sports activities that will get your adrenaline pumping. 

Along the way, make sure to take a pit stop at the ViBe Creative Distric t, where you can immerse yourself in the local arts and culture scene. For nature lovers, a hike through the picturesque First Landing State Park is a must, boasting over 200 beachfront campsites for those seeking an overnight adventure. So grab your sunscreen and let the coastal breeze guide you on a road trip to remember.

Nestled perfectly along the path of Interstate 81 and the picturesque Blue Ridge Parkway , Roanoke beckons road trippers to embark on an unforgettable journey through the enchanting Blue Ridge Mountains . This scenic route, spanning an impressive 469 miles, serves as a stunning connection between Virginia’s Shenandoah National Park and North Carolina’s Great Smoky Mountains National Park. As you traverse this awe-inspiring road, make sure to pause and cast a line in one of the state’s exclusive trout fisheries, where the thrill of reeling in a catch awaits. 

For those seeking an adrenaline rush, consider renting mountain bikes and exploring the captivating trails that wind through The George Washington National Forest . And if you’re up for a unique underground adventure, don’t miss the opportunity to go caving at the remarkable Grand Caverns . Roanoke and its surrounding areas offer an abundance of natural wonders and thrilling activities for every road trip enthusiast.

Northern Virginia

Driving through Northern Virginia is like diving into a treasure trove of captivating destinations and diverse experiences. Start your adventure by exploring the historic streets of Alexandria , where colonial charm meets modern sophistication. Then, venture into the bustling metropolis of Arlington , home to iconic landmarks like the Pentagon and Arlington National Cemetery . As you continue north, immerse yourself in the scenic beauty of the Shenandoah Valley, with its rolling hills and picturesque vineyards. 

Don’t miss the opportunity to visit charming towns like Middleburg and Leesburg , where you can indulge in wine tasting and boutique shopping. Finally, reach the stunning Shenandoah National Park, offering breathtaking vistas and hiking trails that lead to unforgettable adventures. Northern Virginia has it all, promising a road trip filled with history, natural beauty, and a touch of urban excitement.

Virginia Road Trip Adventures

Virginia’s road trip highlights provide us with unforgettable memories and a deep appreciation for the state’s captivating charm. Whether you’re a history enthusiast, a nature lover, or a culinary explorer , Virginia is a road trip paradise that promises to satisfy every traveler’s wanderlust. So pack your bags, hit the road, and let Virginia’s coast-to-mountains journey unfold before you.

This article From Coast to Mountains: Virginia Road Trips originally appeared on Wander With Alex . Photo Credit: [@Wavebreakmedia/DepositPhotos]

ABOUT THE AUTHOR

Chelsea DeAngio is a freelance writer based in Greensboro, NC. Inspired by a rootless childhood as a Navy brat, she enjoys traveling every chance she gets. Pop culture often drives her trips. Whether channeling her inner Lady Mary at Highclere Castle in the UK or noshing on nachos at Showgirls filming locations in Vegas, Chelsea is always in search of a little silver screen glitz.

10 Best Road Trips in Virginia

 Michael Jimenez / Getty Images

A patchwork of scenic natural beauty and abundant cultural and historic sites, Virginia offers many outstanding opportunities to enjoy a road trip or scenic driving tour. In addition to five designated National Scenic Byways, there are several themed heritage and history trails to explore with a day trip, weekend getaway, or full vacation road trip itinerary. Few states in the U.S. can compare to Virginia when it comes to mixing breathtaking landscapes with early American history.

The Blue Ridge Parkway

Pierre Leclerc Photography / Getty Images

Designed as a recreational motor road connecting Shenandoah National Park and Great Smoky Mountains National Park, the scenic Blue Ridge Parkway is a designated "All-American Road," the highest distinction that is given by the Department of Transportation—meaning the road is unique in the country and is a tourist destination in itself. Following the high crests of the central and southern Appalachian Mountains for 469 miles in Virginia and North Carolina, the Parkway is the most visited unit of the National Park System.

The Virginia portion of the Blue Ridge Parkway is 217 miles long and much of it travels through the George Washington and Jefferson national forests. Popular places to stop in Virginia include a recreated mountain farm near Humpback Rocks, James River, Peaks of Otter, Rocky Knob Mabry Mill (the most photographed Blue Ridge Parkway site), and the Blue Ridge Music Center.

Skyline Drive

Skyline Drive follows a north-south route along the crest of the Blue Ridge Mountains for 105 miles through Shenandoah National Park and is the only public roadway through the park. One of the country's most picturesque drives, Skyline Drive features 75 overlooks with scenic vistas of the Shenandoah Valley to the west or the gently rolling hills of the Virginia Piedmont to the east.

Travel along Skyline Drive is leisurely with a speed limit of just 35 miles per hour, taking about three hours of driving time from beginning to end in good conditions. Although Shenandoah National Park is open year-round, portions of Skyline Drive sometimes may need to be closed because of inclement weather. There are four entrances to Shenandoah National Park, including​ Front Royal near Routes 66 and 340, Thornton Gap at Route 211, Swift Run Gap at Route 33, and Rockfish Gap at Routes 64 and 250. The Rockfish Gap entrance is also the northern entrance to the Blue Ridge Parkway.

The Colonial Parkway

WMay / Getty Images

While only 23 miles long, the Colonial Parkway spans 174 years in terms of colonial history by connecting the historic sites of Jamestown, Colonial Williamsburg, and Yorktown, known as America's Historic Triangle . The Parkway is part of Colonial National Historical Park, a multifaceted unit of the National Park Service.

With a speed limit of 45 miles per hour, total travel time to drive the Colonial Parkway is about 50 minutes; however, most visitors will want to spend a day or longer exploring the interesting archeological sites, living history attractions, monuments, and battlefields that this fascinating historic area offers. Other popular things to do include guided tours, hiking and biking, nature watching, shopping, dining, and more.

George Washington Memorial Parkway

Mariordo / CC BY-SA 3.0 / Creative Commons

Located primarily in Northern Virginia, the George Washington Memorial Parkway winds along a route that follows the picturesque Potomac River from Mount Vernon at the southern terminus northward to Great Falls, Virginia. Carefully planned and designed as a grand gateway to the nation’s capital, the road passes directly by Washington, D.C. This landscaped parkway connects a number of naturally and historically significant sites, including many of the country's most iconic monuments and memorials.

Just a few highlights to explore and enjoy along and near the George Washington Memorial Parkway include Mount Vernon Estate and Gardens , Historic Old Town Alexandria, The National Mall in Washington, D.C. , Arlington National Cemetery and Arlington House, and the U.S. Marine Corps War Memorial . In addition, there are several scenic parks, walking and biking trails, and wildlife preserves. The entire length of the parkway is only 25 miles, but considering all of the places to stop along the way, you could easily spend a couple of days in the area, or more if your itinerary includes Washington, D.C.

Keep in mind that the George Washington Memorial Parkway is a major commuter route in and out of Washington, D.C. Weekday rush hour traffic is very heavy and should be avoided when planning your road trip itinerary. The worst of the rush hour usually lasts in the morning from about 6 a.m. to 10 a.m. and in the afternoon from about 3 p.m. until 7 p.m.

Journey Through Hallowed Ground National Scenic Byway

Martin Falbisoner / CC BY-SA 3.0 / Creative Commons

Designated a National Scenic Byway in 2009, the Journey Through Hallowed Ground National Scenic Byway extends 180 miles through the states of Virginia, Maryland, and Pennsylvania in a zone known as the Journey Through Hallowed Ground National Heritage Area. The entire region is famous for its countless historic sites and the route is essential for anyone with a serious interest in American history. You'll pass through battlefields from the Revolutionary, French-Indian, 1812, and Civil wars; over 50 historic villages; important stops on the Underground Railroad; nine presidential homes; and more.

The route starts in Charleston, Virginia, at Thomas Jefferson’s Monticello and continues north to Gettysburg, Pennsylvania . To drive straight through takes about three and a half hours, not including time to stop at the numerous places along the way. Plan out which places you must see before embarking, because stopping at them all would take you weeks.

The Crooked Road Music Heritage Trail

Virginia State Parks staff / CC BY 2.0 / Creative Commons

Celebrating and preserving the heritage of authentic mountain music, The Crooked Road is Virginia's Music Heritage Trail. Meander along the winding roads through 10 counties in southwestern Virginia's Appalachian region while exploring the roots and traditions of old-time mountain music. Enjoy country music jams on the porches of local shops and restaurants, browse the workshops of luthiers and fiddle makers, and experience the unique culture and heritage of the region.

For a brief Crooked Road sampling, several sites are located near the Blue Ridge Parkway, making this a convenient and unique Blue Ridge Parkway side trip. Or, plan an in-depth experience to visit many sites along the approximately 300-mile trail during a weekend or longer driving tour. It winds through Southwest Virginia, starting in Franklin County and continuing along the southern border until wrapping back up toward Dickenson County.

Virginia Wine Trails

 Andreas Korth / Getty Images

Home to six American Viticultural Areas (or AVAs) and over 200 wineries, Virginia's many wine trails offer an array of options for a memorable driving tour. Wine trails are located in every region of the Commonwealth, from the Eastern Shore to the western mountains, near charming towns, historic sites and attractions, and scenic vistas. You just have to choose which area stands out most to you.

Although wine trails may be explored all year long, the month of October— designated as Virginia Wine Month—is one of the best times of the year to plan a Virginia wine trails road trip. In celebration of Wine Month, there are many unique wine experiences, wine festivals, winery tours, and travel packages planned across the state throughout the entire month. The number of options is dizzying, so choose an area to focus on and then look into that zone's top wineries .

Virginia Civil War Trails

Brian W. Downs / Getty Images

As home to the former capital of the Confederacy and the sites of the first and final major battles of the American Civil War, Virginia has a significant number of key Civil War sites . The Virginia Civil War Trails program consists of five interconnected campaign driving tours across the state, featuring hundreds of landmarks and significant places that are available to visit. Trail routes and stops are marked with interpretive markers and informational trailblazing signs.

The routes are organized by historical events rather than geography, so you can choose to follow the progression of the Peninsula Campaign or General Lee's Retreat, for example. Guides are available to download for free, so you can meticulously follow the route you choose and have all of the information you need at your fingertips.

Eastern Shore of Virginia and the Chesapeake Bay Bridge-Tunnel

Dennis Govoni / Getty Images

The Virginia portion of the Delmarva Peninsula stretches leisurely along Route 13 from Chincoteague in the northern section to Cape Charles at the southern end, near the Chesapeake Bay Bridge-Tunnel. Visit the famous wild horses of Chincoteague and Assateague , explore quaint coastal villages, enjoy fresh local seafood, and visit a few wineries.

If time permits, plan to include an overnight visit to Tangier Island for a uniquely Virginia experience. The famous 17.5-mile Chesapeake Bay Bridge-Tunnel is well worth a drive across at the start or end of your Eastern Shore road trip.

James River Plantations

Walter Bibikow / Getty Images

Virginia State Route 5, which connects Richmond and Williamsburg, provides a glimpse of yesteryear as it winds along the scenic banks of the James River past several gracious and storied historic plantations, known collectively as the James River Plantations.

Having survived three wars, these preserved James River manor houses and plantations recall the sophisticated lifestyle of wealthy Virginia gentleman farmers. Each home is privately owned and sets its own operating hours and admission prices, so check individual webpages to confirm visiting information before you head out.

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Discover the best that Southern USA has to offer! Hidden gems, vibrant cities and more!

15 Fun Virginia Road Trips For Your Bucket List

June 3, 2021 //  by  Southern Trippers

There are so many Virginia road trips to enjoy whether you love to explore nature, visit cities, or have niche interests and hobbies. Virginia really has something for everyone!

They say “Virginia is for lovers,” but it is also for history buffs, hikers, foodies, and bird-watchers. There are plenty of Virginia road trips perfect for couples, families, or friends to make memories.

If you have a few days or even a week or more to spend in this beautiful Southern state, you should plan a road trip to make the most of your time and ensure you see everything you want. What are you waiting for? Here are some Virginia road trip suggestions to help you start planning an epic trip!

Small Towns In Virginia Road Trip

Highlights:.

There are so many cute, small towns in Virginia . It would be easy to make a fun road trip itinerary incorporating these places if you love small-town vibes. Start your trip in the mountain town of Roanoke. Hike to the famous Mill Mountain Star for amazing views of this town nestled in the mountains. Then, check out downtown and enjoy shopping and eating out.

Next, check out Lynchburg. Found on the James River and surrounded by mountains, this Virginia small town is full of civil war history. There are over forty miles of trails that loop through the town perfect for walking or bike riding.

Lexington is a college town in the Shenandoah Valley. This small town has many historic sites and museums as well as plenty of boutiques, art galleries, antique shops, and local restaurants and cafes. There are also great trails for biking.

End your small town Virginia road trip in Alexandria, just south of Washington D.C. and next to the Potomac River. With beautiful brick sidewalks and buildings dating back to the 18th and 19th centuries, you will find yourself in one of the cutest small towns in Virginia. This is where George Washington lived for part of his life and there is plenty of colonial history.

Haunted Virginia Road Trip

• Wythe House, Williamsburg
• The Boxwood Inn, Newport News
• Cold Harbor Battlefield, Mechanicsville
• Bacon’s Castle, Surry

Virginia is a very old state and there are many historic buildings found here. With a history involving slavery and wars, there are sure to be lingering ghosts. There are many infamously haunted places in the South , and Virginia has its fair share for you to explore. Anyone interested in being spooked or in paranormal investigations will want to take some haunted Virginia road trips.

Williamsburg is a colonial city with a few haunted sites including the Wythe House which dates back to 1753. In 1779, Lady Ann Skipwith died here unexpectedly, but she did not leave. Maybe she stuck around to haunt her husband who married her sister.

The Boxwood Inn in Newport News is another spooky location filled with up to seven ghost residents. After being built in 1896, the building has gone through many stages. Today, visitors can expect a spooky encounter if they chose to walk the halls.

The Battle of Cold Harbor took place in 1864. Since thousands of soldiers died here in such a violent way, it makes sense that some still walk here. Visitors to the battleground have reported seeing lights, smelling gunpowder, or hearing horses.

Lastly, make sure to visit Bacon’s Castle in Surry County. During the home’s long and sordid history, many enslaved people died here which might have lead to it being haunted. If you visit this 1650s era building, do not be surprised to hear strange sounds or see objects moving on their own.

Virginia Waterfalls Road Trip

• Great Falls Park
• Upper White Oak Falls
• Dark Hollow Falls
• Devil’s Bathtub
• Cascade Falls
• Stiles Falls

There are dozens of amazing waterfalls dotted throughout Virginia. You could easily do a weekend getaway to find some or make it a longer trip to see even more. No matter which waterfalls you travel to, you will find gorgeous scenery. This is one of the prettiest road trips in Virginia.

Start your Virginia waterfalls road trip at Great Falls Park on the Potomac River and on the border with Maryland. The waterfalls here are not very big, but they are dramatic. If you want, you can get a kayak out on the water and paddle through the white water. There are also hiking trails with great overlooks.

After Great Falls, head to Shenandoah National Park. This beautiful location is a suggestion on many of these road trip lists. There are a few notable waterfalls here to discover, including Upper White Oak Falls and Dark Hollow Falls.

Devil’s Bathtub is a unique waterfall that runs into a pool in a gorge. If you don’t mind cold water, you can go for a dip after the hike there. You can find Cascade Falls by hiking a relatively easy four-mile round-trip trail. Stiles Falls is a 40-foot waterfall found at the end of a picturesque four-mile, round-trip hike.

Coastal Virginia Road Trip

• Virginia Beach
• Cape Charles
• Assateague Island National Seashore

Virginia is on the Atlantic coast and while there are not a ton of beaches, there are plenty of cute coastal towns to visit. A coastal Virginia road trip is bound to a be fun and memorable. Begin in Virginia Beach, the biggest beach town in the state. Here you will find great family-friendly beaches and unique attractions.

Next, head over to nearby Norfolk. Best known for its military base and large port, there are a ton of fun things to do here for everyone. If you like seeing shows or operas, check out Chrysler Hall and the Virginia Opera. You might also enjoy the Chrysler Museum of Art or the National Maritime Center where you can find the world’s largest battleship.

Drive the iconic Chesapeake Bay Bridge Tunnel to reach the small town of Cape Charles. This cute, coastal town is a great place to find a quaint B&B or camp. Spend time here fishing, boating, or exploring the nature that surrounds the town.

Keep heading north to the Assateague Island National Seashore. You will find the idyllic seaside town of Chincoteague, wild ponies, and miles of beaches perfect for fishing and water sports.

Virginia National Parks Road Trip

• Shenandoah National Park
• Chincoteague National Wildlife Refuge
• Cumberland Gap National Historical Park
• Booker T. Washington National Memorial

There are a bunch of national parks and memorials within Virginia to visit whether you are into nature, history, or a mix of both. Shenandoah National Park is one of the most visited natural areas in Virginia. With amazing hiking trails, pretty waterfalls, and gorgeous overlooks, you will have fun exploring and camping in this park.

The Chincoteague National Wildlife Refuge is the place to go to see birds and wild horses. The famous Chincoteague ponies are the descendants of horses that belonged to early Spanish settlers. Now you can find these majestic animals wandering on the beach.

The Cumberland Gap National Historical Park is a mountain pass that was used by Native Americans, pioneers, and settlers. In the Civil War, both sides fought to control the pass. Now you can hike in the footsteps of famous people like Daniel Boone and visit the historic Hensley Settlement.

There are many famous homes to find in Virginia, including the farm where Booker T. Washington was born. While he was born a slave, he went on to become one of the most influential Black men of his time. At the Booker T. Washington National Memorial, you can walk the quarter-mile Plantation Trail and see where Washington lived as a child.

Epic Nature Road Trip

• Luray Caverns
• Natural Tunnel
• Great Dismal Swamp

Virginia is full of epic nature, and it is not all in Shenandoah National Park! Go in search of some unique and hidden gem areas where you can become one with nature. You will fall in love with the amazing Luray Caverns. Their cathedral-sized rooms hold grand stalactites and stalagmites and even a lake.

The Natural Tunnel near Duffield runs 300-yards through the Appalachian Mountains. The tunnel is so large, that it has been used as a train route since the late 1800s. You can take a tour into the depths. If you visit around Christmastime, then check out the light display they create inside.

You might not pair Virginia and swamps in your mind, but the Great Dismal Swamp is found in this state and is worth a visit. This is a great place to see wildlife, including birds, deer, black bears, bobcats, and river otters. The preserved forests and marshland are a great place to get lost.

Abandoned Places Road Trip

• Swannanoa Palace
• Fleetwood Church
• DeJarnette Center

If you like exploring abandoned places, there is a Virginia road trip in the making for you! Urban exploration is a popular hobby for many people. Some like to photograph eerie, abandoned places while others like the thrill of walking through these creepy areas. When you visit abandoned places in Virginia, make sure to be safe and follow the law!

One of the best abandoned places to visit in Virginia is Swannanoa Palace in the mountains of Afton. You can take tours of this 1912 palace and witness its grandeur. It is not as decrepit as some of the other places included in this abandoned places road trip but it is definitely worth the visit. It is said to be haunted as well!

Next, Fleetwood Church in Brandy Station is a colorful, wooden structure partially hidden by trees. This church was built in 1850 and stood watch over a Civil War battle. Now it stands with peeling paint and ghosts hiding inside.

In Staunton, you will find the DeJarnette Center, an old sanatorium that practiced eugenics. The building has a long history that began in the 1930s. It has stood empty and formidable since the ’90s.

Presidents of the USA Road Trip

• Mount Vernon

Virginia is known as the “Birthplace of Presidents” and if you are interested in history or U.S. politics, then you should plan some Virginia road trips. The one we highlight here focuses on presidential homes only, but there are other sites and monuments related to presidents that you can visit.

Start at the beginning with George Washington’s Mount Vernon, not far from Washington D.C. This estate had been in Washington’s family for years before he eventually inherited it in 1761. He lived there until his death in 1799. You can come tour the home and farm as well as see the tomb of America’s first president.

Next, visit Monticello near Charlottesville. This home was designed by Thomas Jefferson, the third U.S. president. Construction took place from 1769 to1809. Jefferson was a slave-owner and those he enslaved built the home and farmed the land. It is important to learn about this dark and sad part of American history. Visiting Monticello gives you an opportunity to see what it would have been like to live on a plantation.

Montpelier is less than an hour from Charlottesville and is where James Madison, the fourth U.S president, called home. This grand estate has great views of the Blue Ridge Mountains. You can also find Madison’s grave here.

Another historic home to visit belonged to fifth president James Monroe. Also found near Charlottesville, the Highland estate is rich in colonial history. Today, much research is being done to learn about the enslaved people who lived here.

Fall Foliage Road Trip

• Grayson Highlands State Park
• Mount Rogers National Recreation Area
• Hungry Mother State Park

Virginia is one of the best states for a fall foliage road trip. When autumn rolls around, the trees pop off in bright reds, oranges, and gold. You will need to take multiple Virginia road trips to hit every fall location. People from all over the country flock to Shenandoah National Park for fall foliage viewing, but there are smaller, less crowded areas to discover as well.

Grayson Highlands State Park is near the North Carolina and Tennessee borders. Along with colorful meadow and forest vistas, you might see some of the wild ponies that live here. Make sure to hike the mile-long Rhododendron Trail.

Within the Jefferson National Forest, you will find the Mount Rogers National Recreation Area. This gorgeous slice of nature holds mountain peaks, meadows, and plenty of flaming trees. This is a great place for a bike ride or hike.

Next, travel to Hungry Mother State Park. The lake here helps to add magic to your Virginia fall foliage photos by creating a reflection of the pretty trees. There are a few different trails to check out with water and forest scenery.

Wineries Road Trip

• Rappahannock County Wine Trail
• Blue Ridge Whisky Wine Loop
• Chesapeake Bay Wine Country
• Loudoun County Wine Trail

Virginia is famous for its scenic wine trails and a road trip to some wineries makes for a great girl’s trip. There are many wine trails throughout the state. You can pick one for an easy weekend trip or check out multiple trails on a longer vacation.

The Rappahannock County Wine Trail is within an hour of Washington D.C. and features many artisanal wineries. For a boutique wine tasting experience, check out Chester Gap Cellars, Gadino Cellars, Narmada Vineyards, and more!

The Blue Ridge Whisky Wine Loop provides great drinks with fantastic mountain views in the Shenandoah Valley. You will be able to taste test not just at wineries. but at whisky distilleries and breweries as well.

Chesapeake Bay Wine Country has wineries surrounded by historic sites and cute, small towns. Plan one of your Virginia road trips to coincide with one of the Oyster Crawls for even more fun. You can also stay the night at some of the wineries.

Loudoun County is D.C.’s wine trail and is known as the “Napa Valley of the Mid-Atlantic.” There are over forty wineries in this area to discover. Some of the wineries offer fun activities such as vineyard hikes, dinners, yoga among the vines, and cellar tours.

Blue Ridge Parkway Road Trip

• Crabtree Falls
• Apple Orchard Mountain
• Natural Bridge State Park

The Blue Ridge Parkway is an iconic U.S. road trip connecting North Carolina and Virginia. Drive through the mountains and lush forests to discover cute small towns, jaw-dropping overlooks , and folk history. This is one of the best scenic drives in Virginia.

Make sure to pull off near milepost 339 so you can hike to Crabtree Falls. The two and a half mile loop trail is ranked as moderate to strenuous and involves steep and rocky areas. The payoff is catching sight of the waterfall flowing down a sixty-foot rock face.

At milepost 171, you will find the historic Marby Mill, which dates back to 1903. It is one of the most photographed stops on the Blue Ridge Parkway. Next, stop at milepost 76.5 and Apple Orchard Mountain. This is the highest point on the parkway on the Virginia side. Make sure to hike to Apple Orchard Falls while you are here.

There are so many stops you can make on your Blue Ridge Parkway road trip that it is impossible to name them all! One last stop to mention, though, is the Natural Bridge near Lexington and milepost 63. This 215-foot tall rock bridge has been awing people for centuries, including Monacan Native Americans and Thomas Jefferson, who actually owned it at one point.

Historic Triangle Road Trip

• Williamsburg

The famous Virginia historic triangle road trip will take you to the three colonial towns of Williamsburg, Yorktown, and Jamestown. This road trip can be done in just a weekend since the towns are all within thirty minutes of each other. You will drive the Colonial Parkway to each location as you experience one of the most popular Virginia road trips.

Jamestown was the first permanent English settlement in the Americas with the founding year of 1607. Today, you can walk through the living history museum, including a reconstructed Native American village, colonial fort, and other replicas. The archaeological museum has almost two million artifacts.

Colonial Williamsburg is another living history museum. There are 88 original buildings and even more recreations. Re-enactors walk around helping you feel as if you have stepped back in time. Ride down the streets in a horse-drawn carriage for an even more authentic feel.

The last stop on the Virginia historic triangle road trip is Yorktown. This was the site of the 1781 Battle of Yorktown, the last battle of the American Revolution, and where General Cornwallis surrendered to George Washington. You can visit the battlefield and the Victory Center.

Civil War Road Trip

• Fredericksburg
• Appomattox Court House and National Historical Park

Virginia was the site of many bloody battles and important events during the U.S. Civil War. Because of this, Virginia is a destination for serious history buffs. This is one of the best Virginia road trips for anyone interested in America’s turbulent past.

Richmond was the Confederate capital during the war and has a couple of places to visit for a history lesson. Richmond National Battlefield Park was the site of two Union attempts to capture the city. You can also visit the American Civil War Museum in Richmond.

Two battles occurred near Manassas. The First Battle of Bull Run happened in 1861 and is considered the first major battle of the war. Today you can come to the Manassas National Battlefield Park to honor those who died.

Fredericksburg and Spotsylvania County Battlefields National Military Park is a somber place to visit but is necessary to see the full scope of this tragic war. Over 100,000 soldiers were killed or wounded over the course of eighteen months. This is the world’s second-largest military park.

You have to visit the Appomattox Court House and National Historical Park in order to see where Robert E. Lee surrendered to Ulysses S. Grant in 1865. Come stand in the place where the Confederates laid down their weapons. There are reconstructed buildings, a museum, and ranger programs.

Virginia Lighthouses Road Trip

• Jones Point Lighthouse
• Old Point Comfort Lighthouse
• Old Cape Henry Lighthouse
• New Cape Henry Lighthouse
• Cape Charles Lighthouse

There is just something about lighthouses that draws people in as much as they repel ships. These structures are perfect for nautical photographs and offer great views. You could easily pair this road trip with coastal Virginia road trips.

The Jones Point Lighthouse in Alexandria is the last remaining river lighthouse in Virginia. It has been standing on the Potomac River since 1855. Though you can’t go inside, you can still see it from the ground.

The Old Point Comfort Lighthouse is the second oldest light on the Chesapeake Bay and is found at Fort Monroe. It was commissioned by Thomas Jefferson and built in 1802. It is not open to the public, but you can snap photos of it from the street.

The oldest lighthouse on the bay as well as the third oldest in the country is the Old Cape Henry Lighthouse. It was built in 1792. You can go up this ninety-foot structure for views of First Landing State Park and nearby Virginia Beach.

Just across the street from the old lighthouse, you can see the New Cape Henry Lighthouse which replaced the other in 1881. This one is a bit taller and is a stark black and white.

At 191 feet, the Cape Charles Lighthouse is the tallest in Virginia and second tallest in the country. Unfortunately, it is not open to climb, but you can see it from the Chesapeake Bay Bridge Tunnel.

Bird-Watching Road Trip

• Back Bay National Wildlife Refuge
• Kiptopeke State Park
• Huntley Meadows Park
• Dyke Marsh Wildlife Preserve

If you are a birder, then Virginia should be on your radar. Birding in Virginia will allow you to see hundreds of species of birds including raptors, shorebirds, and songbirds. From beaches to mountains to forests, there are plenty of diverse habitats for a variety of bird species.

Virginia was one of the first states to create an official, statewide birding trail. The Virginia Bird and Wildlife Trail features 65 trails throughout the state. You can use this as a guide as you plan your own birding trip.

There are a ton of wildlife preserves and parks in Virginia where birds are plentiful, whether they live there year-round or migrate through. For instance, the Chincoteague National Wildlife Refuge hosts flocks of migratory waterfowl in the winter. The endangered Piping Plover nests here as well.

The Back Bay National Wildlife Refuge is a good place to spot peregrine falcons, bald eagles, and more. If you are interested in seeing more raptors, head to Kiptopeke State Park where nineteen different species have been spotted. Huntley Meadows Park and Dyke Marsh Wildlife Preserve are also notable bird areas to visit, but there are so many more places as well.

There are Virginia road trips for everyone! Whether you are planning a family vacation, girl’s trip, or couple’s getaway, this beautiful, Southern state has something to offer. Pack your bags, gas up your car, and get ready for memorable road trips in Virginia!

Reader Interactions

[…] Fredericksburg is full of early American history, the town motto is, “Americans most historic city”. Some of the more well-known facts about Fredericksburg is that the first president George Washington was born there and many of his family members lived there while he was the president. There are so many fun things to do in Fredericksburg with kids, during a romantic getaway, or even if you are a solo traveler you will not regret your time in this cute little Virginia town. […]

11 Most Scenic Road Trips To Take In Virginia

Virginia , often called the "Old Dominion," is brimming with natural splendor, rich history, and picturesque landscapes. From the towering Blue Ridge Mountains to the idyllic coastal regions, Virginia offers a treasure trove of scenic road trips that allow travelers to experience the region and all its beauty. Whether visitors are nature lovers, history enthusiasts, or simply seeking an adventure, the following road trips will take visitors through Virginia's most breathtaking vistas , charming towns, and iconic landmarks. Buckle up and get ready to explore the majestic beauty of the Old Dominion on these unforgettable road trips!

Shenandoah Valley: A Majestic Tapestry of Natural Beauty and Historic Charm

Nestled between the Blue Ridge Mountains and the Allegheny Mountains, the Shenandoah Valley beckons with its breathtaking landscapes, rich history, and warm hospitality. This picturesque region in Virginia is renowned for its rolling hills, fertile farmlands, and the meandering Shenandoah River. Whether seeking outdoor adventures, exploring charming small towns, or immersing yourself in the region's fascinating past, the Shenandoah Valley offers a captivating blend of natural beauty and historic charm.

It is a haven for nature enthusiasts and history buffs alike. With its panoramic vistas, cascading waterfalls, and vibrant foliage, the valley displays the stunning beauty of Virginia's landscape. The region's storied past is etched into its historic sites, including Civil War battlefields, grand plantations, and quaint Main Streets lined with beautifully preserved architecture. From hiking along the Appalachian Trail to savoring award-winning wines at local vineyards, the Shenandoah Valley invites visitors to immerse themselves in its diverse offerings and create lasting memories.

The Shenandoah Valley is a treasure trove of natural wonders, cultural heritage, and warm hospitality. It invites travelers to explore its scenic byways, hike its picturesque trails, and connect with the friendly locals who call this region home. Whether you're marveling at the majesty of Shenandoah National Park, browsing through charming boutiques, or indulging in farm-to-table cuisine, the Shenandoah Valley offers a delightful blend of adventure, relaxation, and discovery. So come, experience the magic of the Shenandoah Valley, and create your own chapter in the story of this enchanting region.

Skyline Drive: A Scenic Journey through the Beauty of Shenandoah National Park

Stretching for 105 miles along the crest of the Blue Ridge Mountains, Skyline Drive stands as one of Virginia's most iconic and breathtaking road trips. As the only public road that traverses Shenandoah National Park, Skyline Drive offers an immersive and awe-inspiring experience through the natural splendor of this protected wilderness.

Skyline Drive, a designated National Scenic Byway, takes you through the heart of Shenandoah National Park, a sanctuary of rolling mountains, verdant forests, and abundant wildlife. From the drive's northern entrance at Front Royal to its southern terminus at Rockfish Gap, you'll be treated to panoramic vistas, cascading waterfalls, and an opportunity to explore the park's extensive network of hiking trails. Skyline Drive is a road trip that encapsulates the beauty of Virginia's Blue Ridge Mountains and showcases the harmonious coexistence of nature and scenic grandeur.

This route is a testament to the majestic beauty of Shenandoah National Park and offers a remarkable road trip experience for nature enthusiasts and adventure seekers alike. While winding along the scenic curves of the drive, visitors will be captivated by the ever-changing landscapes, vibrant foliage in the fall, and the tranquility of the surrounding wilderness. Whether taking a day trip or a multi-day adventure, Skyline Drive will leave an indelible mark on everyone's soul. Visitors will not be disappointed by this scenic journey, where the stunning vistas and serene atmosphere of Shenandoah National Park beckon all to connect with the natural world and create memories that will last a lifetime.

Coastal Virginia: Where History Meets the Sea

Coastal Virginia is a beautiful region where history, culture, and natural beauty converge along the picturesque shores of the Chesapeake Bay and the Atlantic Ocean . From historical landmarks that have witnessed the birth of a nation to pristine beaches that beckon with their sandy shores, this coastal paradise offers a wealth of experiences for visitors. Whether exploring the cobblestone streets of colonial towns, indulging in fresh seafood, or basking in the sun on the region's renowned beaches, Coastal Virginia promises a journey of discovery, relaxation, and unforgettable moments.

The east offers a treasure trove for those seeking a blend of coastal charm and rich history. With its diverse array of coastal landscapes, from tranquil bay waters to the crashing waves of the Atlantic Ocean, this region offers endless outdoor adventures and seaside relaxation opportunities. Steeped in history dating back to the arrival of English settlers in Jamestown , Coastal Virginia proudly displays its historic sites, including Colonial Williamsburg, Historic Jamestown, and the majestic Cape Henry Lighthouse. Combining history, culture, and natural beauty, Coastal Virginia invites visitors to immerse themselves in its unique coastal heritage.

Coastal Virginia is a coastal paradise that captivates with its rich history, vibrant culture, and breathtaking natural scenery. Whether you're exploring the cobblestone streets of the colonial towns, embarking on a scenic boat tour, or simply lounging on the pristine beaches, this region offers a true escape from the everyday. As you breathe in the salty air and listen to the rhythmic sound of the waves, you'll feel the allure of Coastal Virginia. History and the sea intertwine in this place to create an unforgettable coastal experience.

Crooked Road: A Musical Journey through Virginia's Heritage

The Crooked Road is a captivating musical journey that winds through the scenic landscapes of southwestern Virginia, celebrating the rich heritage of traditional Appalachian music. This 300-mile route takes travelers on a cultural pilgrimage, leading them to iconic venues, small-town festivals, and hidden gems where the soul-stirring melodies of bluegrass, old-time, and gospel music come alive. Along the Crooked Road, visitors can immerse themselves in the vibrant music scene, connect with local musicians, and experience the timeless traditions that have shaped the region's musical identity.

Much more than just a highway; it is a melodic tapestry that weaves together the Appalachian region's traditions, stories, and rhythms. While embarking on this musical journey, travelers will traverse the scenic byways of southwestern Virginia, where each stop offers a unique encounter with the roots of American music. From the lively fiddle tunes in Galax to the soulful ballads in Bristol, the Crooked Road is a testament to the enduring legacy of the region's musical heritage.

The Crooked Road offers a gateway to the soul-stirring melodies and heartfelt lyrics that define Appalachian music. It invites visitors to explore the small towns and hidden valleys where the music was born and to witness the living traditions passed down through generations. Along this storied route, community gatherings, jam sessions, and world-class performances showcase local musicians' raw talent and passion. Whether a seasoned music enthusiast or simply curious about the roots of American music, the Crooked Road promises an unforgettable journey through the heart and soul of Virginia's musical heritage.

Eastern Shore: A Coastal Escape of Natural Splendor and Tranquility

The Eastern Shore of Virginia is a hidden gem on the easternmost edge of the Commonwealth. This idyllic region is defined by its pristine beaches, charming waterfront towns, and a laid-back way of life that beckons visitors seeking respite from the bustling world. With its unspoiled natural beauty, abundant wildlife, and rich cultural heritage, the Eastern Shore offers a unique coastal escape that delights the senses and rejuvenates the soul.

Nestled between the Chesapeake Bay and the Atlantic Ocean, the Eastern Shore of Virginia is a coastal haven that enchants its untouched landscapes and tranquil ambiance. From the pristine sandy beaches that stretch for miles to the picturesque fishing villages and quaint historic towns, this region embodies a sense of serenity and simplicity. The Eastern Shore is where time seems to slow down, allowing visitors to reconnect with nature, immerse themselves in maritime history, and embrace the genuine hospitality of the locals.

The Eastern Shore is a sanctuary for nature lovers, history enthusiasts, and those seeking a slower pace of life. Its unspoiled beaches, scenic coastal marshes, and charming waterfront communities invite exploration and provide a refuge from the demands of everyday life. Whether you're strolling along the shoreline, sampling fresh seafood, or delving into the region's captivating history, the Eastern Shore offers a unique blend of natural splendor and cultural heritage. So come, and immerse yourself in the beauty of the Eastern Shore, where the ebb and flow of the tides match the rhythm of a more relaxed and authentic coastal experience.

Colonial Parkway: A Historic Passage through Virginia's Colonial Heritage

The Colonial Parkway, a scenic roadway that spans 23 miles, serves as a time machine, transporting visitors to the colonial era of Virginia. Connecting three significant historic sites, Jamestown, Williamsburg, and Yorktown, this picturesque drive offers a glimpse into the region's rich history and cultural heritage.

The Colonial Parkway winds along the Virginia Peninsula, linking three pivotal sites in American history. This well-preserved roadway takes travelers on a journey through time, immersing them in the story of America's colonial beginnings. With its carefully designed architecture, stunning views of the James River, and access to iconic landmarks, the Colonial Parkway provides a unique opportunity to explore Virginia's colonial heritage and gain a deeper understanding of the nation's roots.

It stands as a testament to Virginia's significant role in shaping the history of the United States. While en route, passengers will be transported back to an era when the American colonies were taking shape. From the historic settlements of Jamestown, the capital of colonial Virginia, to the beautifully restored streets of Colonial Williamsburg and the decisive battlefield of Yorktown, the Colonial Parkway offers a captivating journey through the birth of a nation. Embark on this historic passage, where past stories come alive, and indulge in the rich heritage that shaped the United States as we know it today.

Blue Ridge Parkway: A Scenic Adventure along the Serene Blue Ridge Mountains

The Blue Ridge Parkway, often referred to as "America's Favorite Drive," is a meandering ribbon of road that spans 469 miles, offering breathtaking vistas and a tranquil escape into the beauty of the Blue Ridge Mountains. As one of the most iconic road trips in the United States, the Blue Ridge Parkway showcases Virginia and neighboring states' natural wonders, cultural heritage, and outdoor recreation opportunities.

The Blue Ridge Parkway is a scenic marvel that winds through the heart of the Blue Ridge Mountains, connecting Shenandoah National Park in Virginia to the Great Smoky Mountains National Park in North Carolina. This awe-inspiring road trip takes you through towering peaks, lush forests, cascading waterfalls, and expansive meadows. With its carefully engineered design, the parkway offers countless overlooks, hiking trails, and opportunities to connect with nature, making it a haven for outdoor enthusiasts and a gateway to the wonders of the Appalachian region.

A testament to the unspoiled beauty of the Blue Ridge Mountains and offers an unforgettable road trip experience for travelers seeking serenity and natural grandeur. Visitors here will experience the incredible tapestry of ever-changing landscapes, from vibrant fall foliage to blooming wildflowers in the spring. The parkway's well-appointed visitor centers, picnic areas, and scenic overlooks provide ample opportunities to pause, breathe in the fresh mountain air, and appreciate the wonders of the natural world. Embark on this epic adventure along the Blue Ridge Parkway, where each mile reveals a new vista and nature's splendor awaits around every curve.

Chesapeake Bay Bridge-Tunnel: A Marvel of Engineering Connecting Land and Sea

The Chesapeake Bay Bridge Tunnel is an architectural wonder that stretches 23 miles across the mouth of the Chesapeake Bay, connecting the eastern shore of Virginia with the mainland. This engineering marvel is more than just a means of transportation—it is an iconic landmark that offers a unique experience, blending breathtaking views of the bay with the thrill of driving over and under the water.

This bridge is an incredible product of human ingenuity and a gateway to the beauty of the Chesapeake Bay region. Spanning the vast expanse of the bay, this remarkable bridge-tunnel complex stands as a symbol of connection , linking the Eastern Shore of Virginia with the rest of the state. Visitors on this journey will witness panoramic views of the bay, encounter diverse marine wildlife, and marvel at the sheer engineering feat of constructing a structure that seamlessly merges land and sea.

The Chesapeake Bay Bridge Tunnel is more than just a bridge—it is an experience that combines the thrill of a scenic drive with the awe-inspiring presence of the Chesapeake Bay. Whether a resident or a visitor to Virginia, crossing this iconic structure is always an adventure. From the excitement of driving through underwater tunnels to the serenity of overlooking the vast expanse of the bay, the Chesapeake Bay Bridge Tunnel offers a unique perspective of the region's natural beauty. So, embark on this remarkable journey, where the merging of land and sea creates an unforgettable experience and reminds us of the power of human innovation.

Monticello Wine Trail: A Journey through Virginia's Premier Wine Region

The Monticello Wine Trail is a delightful and enriching journey through the heart of Virginia's wine country. Located in the picturesque Piedmont region, this trail encompasses over 30 wineries, each offering a unique wine-tasting experience. As you explore the vineyards and wineries along the Monticello Wine Trail, you'll discover the rich history, exquisite wines, and warm hospitality that make this region a must-visit destination for wine enthusiasts.

The trail meanders through central Virginia's rolling hills and scenic countryside, weaving together a tapestry of vineyards and wineries. Named after Thomas Jefferson's beloved estate, Monticello , this trail pays homage to his vision of establishing Virginia as a prominent wine-producing region. Today, it stands as a testament to the region's viticultural success. It offers visitors an opportunity to savor a wide range of exceptional wines, from classic varietals to unique blends, while immersing themselves in the beauty of the surrounding landscapes.

The Monticello Wine Trail offers an unforgettable wine-tasting experience where history, nature, and viticulture converge. Whether you're a seasoned wine connoisseur or a curious novice, the trail invites you to sample the fruits of the region's labor and explore the unique terroir that gives each wine its distinctive character. With its scenic vineyards, charming wineries, and passionate winemakers, the Monticello Wine Trail provides a captivating journey through Virginia's premier wine region. So, raise a glass, savor the flavors, and toast to the enduring legacy of winemaking in the heart of Virginia.

George Washington Memorial Parkway: A Scenic Journey Through History and Nature

The George Washington Memorial Parkway is a scenic roadway that winds along the banks of the Potomac River , connecting historic sites, picturesque landscapes, and outdoor recreation opportunities. Named in honor of the first President of the United States, this iconic parkway offers a captivating journey through history and nature, highlighting the region's beauty and commemorating the legacy of George Washington. From stunning river views to access points for hiking, biking, and picnicking, the George Washington Memorial Parkway invites visitors to be immersed in its timeless charm.

The parkway is a testament to the rich history and natural splendor that graces the region surrounding the nation's capital. Stretching from the iconic Arlington Memorial Bridge to George Washington's Mount Vernon estate, this scenic roadway provides a convenient transportation route and a gateway to the region's historic sites, cultural landmarks, and recreational opportunities. As you drive along the parkway, tourists will be in awe of the captivating beauty of the Potomac River , surrounded by lush greenery, historic estates, and monuments that pay tribute to the nation's founding.

The George Washington Memorial Parkway uniquely blends history, nature, and scenic beauty. Whether exploring the historic estates, strolling along the riverfront, or enjoying a picnic in one of the parkway's scenic overlooks, this iconic roadway provides a remarkable journey through the past and present. While following in the footsteps of George Washington, tourists gain a deeper appreciation for the region's heritage and be captivated by the stunning landscapes cherished for centuries. The George Washington Memorial Parkway truly is a treasure that invites visitors to explore, connect, and be inspired.

Virginia's Eastern Highlands: A Natural Haven of Serenity and Beauty

Virginia's Eastern Highlands is a captivating region of rolling hills, verdant valleys, and picturesque landscapes that exude a sense of tranquility and natural beauty. Nestled in the heart of the Appalachian Mountains , this beautiful area invites visitors to explore its scenic wonders, indulge in outdoor adventures, and explore the region's rich cultural heritage. From the iconic Shenandoah National Park to charming small towns and hidden gems, the Eastern Highlands of Virginia offers a perfect escape from the hustle and bustle of everyday life.

This hidden gem showcases the state's natural splendor and rugged charm. With its stunning vistas, meandering rivers, and lush forests, this region offers a serene retreat for outdoor enthusiasts and nature lovers. The Appalachian Mountains paint a breathtaking backdrop, providing a playground for hiking, camping, and wildlife spotting. Amidst this scenic beauty lie quaint towns and villages, each with unique character and rich history waiting to be discovered. Whether seeking solitude in nature or craving a glimpse into the past, Virginia's Eastern Highlands promise an unforgettable journey of exploration.

Virginia's Eastern Highlands is a land of captivating beauty and timeless allure. Visitors will discover peace and rejuvenation while exploring its winding trails, breathe in the fresh mountain air, and enjoy its rich cultural heritage. Whether marveling at the vibrant autumn foliage, savoring the flavors of locally produced wines and cuisine, or simply finding solace in the tranquility of the mountains, the Eastern Highlands of Virginia offers an escape from the ordinary and an invitation to reconnect with nature and oneself.

Final Notes

Virginia's scenic road trips offer an escape into a world of natural wonders, historic sites, and captivating landscapes. From the awe-inspiring views along Skyline Drive and the Blue Ridge Parkway to the serene beauty of Virginia's coastal regions, each road trip presents a unique opportunity to discover the hidden gems of the Old Dominion .

Whether visitors delve into the rich history of Colonial Williamsburg, savor the flavors of Virginia's wine country, or soak in the tranquility of the Eastern Shore, these road trips will leave everyone with cherished memories and a deep appreciation for the beauty that abounds in Virginia. So hit the road and embark on these extraordinary adventures through Virginia's scenic landscapes, where every turn promises a new, breathtaking discovery.

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A lifelong Virginia resident, Beth loves exploring different parts of the world and currently resides in Charlottesville. She holds a degree in English Literature and one of her short stories has been featured in the Shenandoah Review. Other interests include hiking, songwriting, and spending time in the mountains.

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There’s no better way to get to know the beautiful state of Virginia than by getting out there and exploring it. You’d be surprised by the hidden gems that are just waiting to be discovered in your very own backyard. In that spirit, we’ve devised a list of Virginia road trips that highlight the best of this gorgeous state. From food lovers to haunted house fanatics, there’s bound to be a trip for just about everyone. True adventure awaits you, so pile into your car, check out our road trip essentials packing list , and get ready to experience some of the best road trips in Virginia!

To view the interactive map for each trip, simply click on the link below each map photo.

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What are your thoughts on these Virginia road trips? Could you see yourself taking any of them? Be sure to share your thoughts with us!

If you’re looking for more fun, check out these fun, free things to do in Virginia .

OnlyInYourState may earn compensation through affiliate links in this article. As an Amazon Associate, we earn from qualifying purchases.

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More to Explore

Best road trips in virginia.

What are the best scenic drives in Virginia?

The best scenic drives in Virginia are:

• Blackwells Hollow Road
• George Washington National Forest along Route 33
• Wolftown-Hood Road
• Blue Ridge Parkway

As you've learned from the article above, there are so many scenic drives and road trips to be enjoyed in Virginia. The following is a list of some additional scenic drives that you'll want to take: Blackwells Hollow Road (also known as Route 810), the George Washington National Forest via Route 33, the tree-lined country road at Arlie in Warrenton, Pennington Gap (Route 659), Graves Mountain in Syria, Route 5 east from Richmond, the country roads in Page Valley near Luray, Wolftown-Hood Road (Route 230), the Blue Ridge Parkway from Rockfish Gap all the way to the border of North Carolina, Secretary's Road in Albemarle County, State Route 600 through the Eastern Shore National Wildlife Refuge, and finally, the drive through Grayson Highlands State Park.

What are the most beautiful places in Virginia?

The most beautiful places in Virginia are:

• Luray Caverns
• Great Falls Park
• Light of Truth Universal Shrine

There's so much natural beauty here in Virginia. If you're curious to explore the state's most beautiful places, you can start by visiting the Great Dismal Swamp, Luray Caverns, Mabry Mill, Great Falls Park, the Light of Truth Universal Shrine, Fairy Stone State Park, Lewis Ginter Botanical Gardens, Natural Chimneys, the Devil's Bathtub, High Knob Scenic Tower, and Burke's Garden. Have you visited these beautiful places in Virginia ?

What are the best attractions in Virginia?

The best attractions in Virginia are:

• Yorktown Battlefield
• Mount Vernon

When it comes to the best attractions in Virginia, you'll discover a mix of historic destinations and natural wonders. Some of the most popular attractions in Virginia include Historic Jamestown, Yorktown Battlefield, Mount Vernon, Appomattox Courthouse, Breaks Interstate Park, Arlington National Cemetery, Luray Caverns, Shenandoah National Park and Skyline Drive, Bristol, and Chincoteague Island. Learn more about these iconic Virginia attractions .

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