16 days in Virginia Itinerary

16 days in Virginia Itinerary

Created using Inspirock Virginia journey planner

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Route & dates

16 days in Virginia Itinerary

Start: Raleigh
Drive:  4​h 45​min
1
Damascus
— 2 nights
Drive:  3​h 45​min
2
Lexington
— 2 nights
Drive:  1​h 15​min
3
Appomattox
— Few hours
Drive:  1​h 45​min
4
Shenandoah National Park
— 2 nights
Drive:  1​h 15​min
5
Charlottesville
— 1 night
bus:  1​h 15​min
6
Richmond
— 1 night
train:  1​h
7
Williamsburg
— 2 nights
Drive:  1​h 15​min
8
Virginia Beach
— 2 nights
Drive:  3​h 45​min
9
Montpelier Station
— 3 nights
Drive:  4​h 15​min
End: Raleigh

2
nights
Damascus

Damascus ©
Damascus is a town in Washington County, Virginia, United States. Virginia Creeper Trail has been added to your itinerary. On the 24th (Mon), hike along Virginia Creeper Trail and then tour the pleasant surroundings at Adventure Damascus. Keep things going the next day: explore the world behind art at William King Museum of Art, then explore by horseback at Virginia Creeper Trail Club, then stop by Abingdon Olive Oil Company, and finally learn about winemaking at Abingdon Vineyard & Winery.

To see ratings, more things to do, where to stay, and more tourist information, read our Damascus tour itinerary builder website .

Raleigh to Damascus is an approximately 4-hour car ride. While traveling from Raleigh, expect a bit cooler days and about the same nights in Damascus, ranging from highs of 82°F to lows of 63°F. Wrap up your sightseeing on the 26th (Wed) early enough to travel to Appomattox.

Things to do in Damascus

Trails Parks Outdoors

Side Trip

Abingdon
Highlights from your plan
Adventure Damascus ©
Adventure Damascus
Abingdon Olive Oil Company ©
Abingdon Olive Oil Company
Virginia Creeper Trail Club ©
Virginia Creeper Trail Club

2
nights
Lexington

Lexington ©
Home to two prestigious educational institutions, Lexington was founded in 1778.
Kick off your visit on the 26th (Wed): steep yourself in history at Stonewall Jackson House, then choose your vessel at Twin River Outfitters, and then go for a walk through Dinosaur Kingdom II. Get ready for a full day of sightseeing on the next day: get engrossed in the history at Lee Chapel and Museum, indulge your thirst for a good beer at Devils Backbone Outpost Brewery, then take in the dramatic natural features at The Natural Bridge of Virginia, and finally look for gifts at Layne's Country Store.

For other places to visit, where to stay, reviews, and other tourist information, refer to the Lexington trip planner .

Drive from Damascus to Lexington in 3 hours. In June, Lexington is a bit cooler than Damascus - with highs of 72°F and lows of 58°F. You will leave for Appomattox on the 28th (Fri).

Things to do in Lexington

Historic Sites Transportation Adventure

Side Trips

Natural Bridge, Twin River Outfitters, Layne's Country Store
Highlights from your plan
Stonewall Jackson House ©
Stonewall Jackson House
Lee Chapel and Museum ©
Lee Chapel and Museum
Layne's Country Store ©
Layne's Country Store

few
hours
Appomattox

Appomattox ©
Appomattox is a town in Appomattox County, Virginia, United States. Start off your visit on the 28th (Fri): explore the wealth of natural beauty at Appomattox Court House National Historical Park, brush up on your military savvy at The American Civil War Museum - Appomattox, and then steep yourself in history at McLean House.

To find reviews, traveler tips, and tourist information, read Appomattox trip itinerary planning site .

You can drive from Lexington to Appomattox in 1.5 hours. When traveling from Lexington in June, plan for somewhat warmer days and about the same nights in Appomattox: temperatures range from 84°F by day to 62°F at night. Wrap up your sightseeing on the 28th (Fri) early enough to travel to Shenandoah National Park.

Things to do in Appomattox

Historic Sites Parks Nature
Highlights from your plan

2
nights
Shenandoah National Park

Shenandoah National Park ©
Shenandoah National Park showcases a particularly scenic section of Virginia's Blue Ridge Mountains.
Start off your visit on the 29th (Sat): stop by SoLace Studios Fine Handcrafts, do a tasting at Wisteria Farm and Vineyard, then trek along Limberlost Trail, and finally learn about winemaking at Sharp Rock Vineyards. On the 30th (Sun), you'll have a packed day of sightseeing: do a tasting at Stinson Vineyards, then do a tasting at White Hall Vineyards, then learn about winemaking at Moss Vineyards, and finally make a trip to Dean Cemetery.

To find more things to do, reviews, maps, and more tourist information, go to the Shenandoah National Park road trip planner .

Drive from Appomattox to Shenandoah National Park in 2.5 hours. June in Shenandoah National Park sees daily highs of 84°F and lows of 64°F at night. Finish your sightseeing early on the 30th (Sun) to allow enough time to drive to Charlottesville.

Things to do in Shenandoah National Park

Wineries Trails Parks

Side Trips

Crozet, SoLace Studios Fine Handcrafts, Wisteria Farm and Vineyard, Moss Vineyards, Sharp Rock Vineyards
Highlights from your plan
Sharp Rock Vineyards ©
Sharp Rock Vineyards
Stinson Vineyards ©
Stinson Vineyards
Moss Vineyards ©
Moss Vineyards

1
night
Charlottesville

Charlottesville ©
Situated at the foothills of the Blue Ridge Mountains, Charlottesville is perhaps best known as the home of three of the United States' founding fathers, including Thomas Jefferson.
On the 1st (Mon), tour the pleasant surroundings at Saunders-Monticello Trail, look for gifts at Michie Tavern ca. 1784, then contemplate the long history of Mulberry Row, and finally admire the natural beauty at Thomas Jefferson's Monticello.

To find where to stay, photos, ratings, and other tourist information, read our Charlottesville tour website .

Getting from Shenandoah National Park to Charlottesville by car takes about 1.5 hours. Other options: do a combination of taxi and bus. In June, daytime highs in Charlottesville are 84°F, while nighttime lows are 64°F. Finish your sightseeing early on the 1st (Mon) to allow enough time to drive to Richmond.

Things to do in Charlottesville

Historic Sites Parks Trails
Highlights from your plan
Michie Tavern ca. 1784 ©
Michie Tavern ca. 1784
Monticello ©
Monticello

1
night
Richmond

The capital city of Virginia, Richmond has diverse architecture, a large collection of monuments, and world-class museums that reveal the city's important role in American history.
Kick off your visit on the 2nd (Tue): get engrossed in the history at Agecroft Hall, then get a taste of the local shopping with Short Pump Mall, and then let the river carry you with a rafting and tubing tour.

To see traveler tips, ratings, photos, and more tourist information, read our Richmond trip planner .

Traveling by car from Charlottesville to Richmond takes 1.5 hours. Alternatively, you can take a bus. In July, plan for daily highs up to 90°F, and evening lows to 71°F. Wrap up your sightseeing on the 2nd (Tue) early enough to take a train to Williamsburg.

Things to do in Richmond

Adventure Tours Outdoors
Highlights from your plan
River Rafting & Tubing
Agecroft Hall & Gardens ©
Agecroft Hall & Gardens

2
nights
Williamsburg

Williamsburg ©
Founded in 1632 as a fortified settlement on the high ground between two rivers, Williamsburg served as a colonial capital of Virginia for over 80 years.
Kick off your visit on the 3rd (Wed): explore the landscape on two wheels at Freedom Park, contemplate the long history of Jamestown Settlement, then get engrossed in the history at Historic Jamestowne, and finally learn about winemaking at Silver Hand Meadery. On the next day, contemplate in the serene atmosphere at Historic Christ Church, take an in-depth tour of Colonial Williamsburg, and then look for gifts at Wythe Candy and Gourmet Shop.

To see more things to do, maps, and more tourist information, you can read our Williamsburg trip maker tool .

Getting from Richmond to Williamsburg by train takes about an hour. Other options: drive; or take a bus. In July, plan for daily highs up to 91°F, and evening lows to 73°F. Cap off your sightseeing on the 4th (Thu) early enough to go by car to Virginia Beach.

Things to do in Williamsburg

Historic Sites Museums Trails

Side Trip

Historic Christ Church
Highlights from your plan
Colonial Williamsburg ©
Colonial Williamsburg
Historic Jamestowne ©
Historic Jamestowne
Historic Christ Church ©
Historic Christ Church

2
nights
Virginia Beach

Virginia Beach ©
Holding a record for the longest pleasure beach in the world, Virginia Beach showcases 35 miles of coastline and maintains a longstanding reputation as a family-friendly vacation destination.
Kick off your visit on the 5th (Fri): engage your brain at Virginia Aquarium & Marine Science Center, look for gifts at Mermaid Factory, and then kick back and relax at Cape Charles Beach. Get ready for a full day of sightseeing on the next day: examine the collection at Virginia Beach Surf & Rescue Museum, enjoy the sand and surf at Virginia Beach, then stop by Morris Farm Market, and finally hike along Currituck Banks Reserve.

To see ratings, where to stay, traveler tips, and other tourist information, read our Virginia Beach trip planner .

Getting from Williamsburg to Virginia Beach by car takes about 1.5 hours. Other options: take a bus. In July, plan for daily highs up to 89°F, and evening lows to 73°F. Finish your sightseeing early on the 6th (Sat) so you can drive back home.

Things to do in Virginia Beach

Parks Outdoors Beaches

Side Trips

Morris Farm Market, Currituck Banks Reserve, Cape Charles Beach
Highlights from your plan
Cape Charles Beach ©
Cape Charles Beach
Currituck Banks Reserve ©
Currituck Banks Reserve
Virginia Beach Surf & Rescue Museum ©

3
nights
Montpelier Station

Montpelier Station ©
Montpelier Station is an unincorporated community in Orange County, Virginia, United States. Your day-by-day itinerary now includes James Madison's Montpelier. On the 7th (Sun), contemplate the long history of James Madison's Montpelier, do a tasting at Reynard Florence Vineyard, and then do a tasting at DuCard Vineyards. Get ready for a full day of sightseeing on the next day: view the masterpieces at R.H. Ballard Shop & Gallery, learn about winemaking at Gadino Cellars, then do a tasting at Old House Vineyards, and finally stop by The Frenchman's Corner.

To find ratings, other places to visit, photos, and other tourist information, read our Montpelier Station tour builder .

Traveling by car from Virginia Beach to Montpelier Station takes 3 hours. Traveling from Virginia Beach in July, you can expect nighttime temperatures to be a bit cooler in Montpelier Station, with lows of 67°F. On the 9th (Tue), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Montpelier Station

Wineries Historic Sites Museums

Side Trips

Culpeper, Washington, James Madison Museum, DuCard Vineyards, Reynard Florence Vineyard
Highlights from your plan
James Madison's Montpelier ©
James Madison's Montpelier
DuCard Vineyards ©
DuCard Vineyards
Reynard Florence Vineyard ©
Reynard Florence Vineyard

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