20 days in Virginia Itinerary

20 days in Virginia Itinerary

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Route & dates

20 days in Virginia Itinerary

Start: Washington DC
Drive:  30​min
1
Arlington
— 2 nights
Drive:  1​h 45​min
2
Luray
— 3 nights
Drive:  4​h 15​min
3
Damascus
— 1 night
Drive:  3​h 45​min
4
Charlottesville
— 3 nights
Drive:  2​h 15​min
5
Williamsburg
— 4 nights
Drive:  1​h 15​min
6
Virginia Beach
— 3 nights
Drive:  2​h 30​min
7
Chincoteague Island
— 3 nights
Drive:  3​h 45​min
End: Washington DC

2
nights
Arlington

Arlington ©
Located just across the Potomac River from Washington, D.C., the county of Arlington blends big city and sprawling suburban environments.
Venture out of the city with trips to National Museum of the Marine Corps (in Triangle), George Washington's Mount Vernon (in Mount Vernon) and Steven F. Udvar-Hazy Center (in Chantilly). There's still lots to do: contemplate the long history of Arlington National Cemetery, appreciate the extensive heritage of The Tomb of the Unknown Soldier, grab your bike and head to Mount Vernon Trail, and take a stroll through Old Town.

To see where to stay, photos, traveler tips, and tourist information, read Arlington travel planner.

Washington DC to Arlington is an approximately half hour car ride. December in Arlington sees daily highs of 51°F and lows of 37°F at night. Finish up your sightseeing early on the 14th (Sat) so you can go by car to Luray.

Things to do in Arlington

Historic Sites Museums Trails

Side Trips

National Museum of the Marine Corps, Old Town, Little Library, Steven F. Udvar-Hazy Center, George Washington's Mount Vernon
Highlights from your plan
Arlington National Cemetery ©
Arlington National Cemetery
Mount Vernon Trail ©
Mount Vernon Trail
Room Escape Games

3
nights
Luray

Luray ©
Nestled in the heart of the valley formed by the Shenandoah River, Luray draws visitors with a vast underground cavern system adorned with stalactites, stalagmites, and mirrored pools.
Change things up with these side-trips from Luray: Bryce Resort (in Basye), Skyline Drive (in Shenandoah National Park) and SoLace Studios Fine Handcrafts (in Elkton). Next up on the itinerary: explore the stunning scenery at Luray Caverns, wander the wide-open spaces of Rocking S Ranch, trek along Stony Man Mountain Overlook, and sample the fine beverages at River Hill Wine & Spirits.

To see more things to do, reviews, other places to visit, and other tourist information, read Luray tour itinerary planner .

Traveling by car from Arlington to Luray takes 2 hours. Alternatively, you can take a bus; or do a combination of subway and bus. Plan for a bit cooler nights when traveling from Arlington in December since evenings lows in Luray dip to 32°F. Finish your sightseeing early on the 17th (Tue) to allow enough time to travel to Damascus.

Things to do in Luray

Parks Outdoors Nature

Side Trips

Shenandoah National Park, Rocking S Ranch, Bryce Resort, SoLace Studios Fine Handcrafts
Highlights from your plan
Luray Caverns ©
Luray Caverns
Skyline Drive ©
Skyline Drive
Stony Man Mountain Overlook ©
Stony Man Mountain Overlook

1
night
Damascus

Damascus ©
Damascus is a town in Washington County, Virginia, United States. On the 18th (Wed), hike along Virginia Creeper National Recreation Trail, then hike along Appalachian Trail, then ride a horse along Virginia Creeper Trail Club, and finally stroll the grounds of Sinking Spring Cemetery.

To find photos, maps, more things to do, and tourist information, you can read our Damascus journey maker website .

You can drive from Luray to Damascus in 4.5 hours. Another option is to do a combination of car and flight. December in Damascus sees daily highs of 51°F and lows of 35°F at night. Wrap up your sightseeing on the 18th (Wed) to allow time to travel to Charlottesville.

Things to do in Damascus

Trails Parks Outdoors

Side Trips

Abingdon, Appalachian Trail
Highlights from your plan
Sinking Spring Cemetery ©
Sinking Spring Cemetery

3
nights
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.
Change things up with these side-trips from Charlottesville: Old Rag Mountain Hike (in Shenandoah National Park), Lynchburg (Liberty Mountain Snowflex Centre & Blackwater Creek Trail) and Natural Bridge (Dinosaur Kingdom II & Natural Bridge State Park). There's much more to do: contemplate the long history of Monticello, stroll through Devils Knob Golf Course, don't miss a visit to The Cheese Shop, and stop by C'ville Arts: A Cooperative Gallery.

To find maps, other places to visit, more things to do, and tourist information, use the Charlottesville online vacation planner .

Getting from Damascus to Charlottesville by car takes about 4 hours. Other options: do a combination of car and flight. In December, daily temperatures in Charlottesville can reach 52°F, while at night they dip to 34°F. Wrap up your sightseeing on the 21st (Sat) early enough to drive to Williamsburg.

Things to do in Charlottesville

Parks Outdoors Historic Sites

Side Trips

Natural Bridge, Lynchburg, Old Rag Mountain Hike, The Cheese Shop, Devils Knob Golf Course
Highlights from your plan
Old Rag Mountain Hike ©
Old Rag Mountain Hike
Natural Bridge State Park ©
Natural Bridge State Park
Liberty Mountain Snowflex Centre ©
Liberty Mountain Snowflex Centre

4
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.
Explore the numerous day-trip ideas around Williamsburg: St. Luke's Historic Church & Museum (in Smithfield), Virginia Museum of Fine Arts (in Richmond) and The Noland Trail (in Newport News). And it doesn't end there: cool off at Busch Gardens Williamsburg, steep yourself in history at Colonial Williamsburg, walk around Colonial National Historical Park, and look for gifts at R.P. Wallace & Sons General Store.

Take the guesswork out of planning a Williamsburg vacation by using our trip itinerary maker.

Traveling by car from Charlottesville to Williamsburg takes 2.5 hours. Alternatively, you can take a bus. December in Williamsburg sees daily highs of 56°F and lows of 38°F at night. Finish up your sightseeing early on the 25th (Wed) so you can go by car to Virginia Beach.

Things to do in Williamsburg

Museums Historic Sites Parks

Side Trips

Virginia Museum of Fine Arts, St. Luke's Historic Church & Museum, The Noland Trail
Highlights from your plan
Busch Gardens Williamsburg ©
Busch Gardens Williamsburg
Jamestown Settlement ©
Jamestown Settlement
The Noland Trail ©
The Noland Trail

3
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.
Virginia Beach is known for beaches, zoos & aquariums, adventure, museums, and historic sites. Your plan includes some of its best attractions: take a leisurely stroll along Virginia Beach Boardwalk, get up close and personal with brilliant marine life at Virginia Aquarium & Marine Science Center, take an in-depth tour of Military Aviation Museum, and get your game on at Tribal Axe.

For maps, more things to do, where to stay, and tourist information, read Virginia Beach online trip planner .

You can drive from Williamsburg to Virginia Beach in 1.5 hours. Other options are to take a bus; or take a bus. December in Virginia Beach sees daily highs of 56°F and lows of 39°F at night. Wrap up your sightseeing on the 28th (Sat) early enough to drive to Chincoteague Island.

Things to do in Virginia Beach

Parks Museums Outdoors

Side Trip

Chrysler Museum of Art
Highlights from your plan
Virginia Beach Boardwalk ©
Virginia Beach Boardwalk
Virginia Beach ©
Virginia Beach

3
nights
Chincoteague Island

Chincoteague Island ©
Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.
Chincoteague Island is known for nature, wildlife, museums, shopping, and historic sites. Your plan includes some of its best attractions: explore the striking landscape of Chincoteague National Wildlife Refuge, get interesting insight from Tours, let little ones run wild at Chincoteague Veteran's Memorial Park, and stop by MamerSass.

To find maps, photos, and more tourist information, read Chincoteague Island day trip planner .

Traveling by car from Virginia Beach to Chincoteague Island takes 2.5 hours. Alternatively, you can take a bus; or take a bus. December in Chincoteague Island sees daily highs of 53°F and lows of 36°F at night. Finish your sightseeing early on the 31st (Tue) to allow enough time to drive back home.

Things to do in Chincoteague Island

Parks Wildlife Outdoors

Side Trip

Chincoteague Bay Field Station
Highlights from your plan
Chincoteague National Wildlife Refuge ©
Nature & Wildlife Tours
Surfside Golf ©
Surfside Golf

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