8 days in Virginia Itinerary

8 days in Virginia Itinerary

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Route & dates

8 days in Virginia Itinerary

Start: Orlando, Florida
Fly:  4​h 30​min
1
Virginia Beach
— 1 night
Drive:  1​h 15​min
2
Williamsburg
— 3 nights
Drive:  2​h 15​min
3
Charlottesville
— 1 night
Drive:  2​h 30​min
4
Arlington
— 2 nights
Fly:  4​h 15​min
End: Orlando, Florida

1
night
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.
Start off your visit on the 26th (Thu): take a leisurely stroll along Virginia Beach Boardwalk. Here are some ideas for day two: admire the masterpieces at Chrysler Museum of Art, examine the collection at Military Aviation Museum, and then brush up on your knowledge of spirits at Tarnished Truth Distilling Company.

For more things to do, ratings, other places to visit, and more tourist information, read Virginia Beach road trip site .

Orlando to Virginia Beach is an approximately 4.5-hour flight. You can also drive; or take a train. In December, Virginia Beach is colder than Orlando - with highs of 56°F and lows of 39°F. Finish your sightseeing early on the 27th (Fri) so you can drive to Williamsburg.

Things to do in Virginia Beach

Museums Breweries & Distilleries

Side Trip

Chrysler Museum of Art
Highlights from your plan
Tarnished Truth Distilling Company ©
Virginia Beach Boardwalk ©
Virginia Beach Boardwalk
Military Aviation Museum ©
Military Aviation Museum

3
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.
When in Williamsburg, make a side trip to see Virginia Museum of Fine Arts in Richmond, approximately 1h 05 min away. And it doesn't end there: take an in-depth tour of Colonial Williamsburg, pause for some serene contemplation at Bruton Parish Episcopal Church, steep yourself in history at Governor's Palace, and step aboard Jamestown Settlement.

To see reviews, other places to visit, more things to do, and tourist information, read our Williamsburg online trip planner .

Getting from Virginia Beach to Williamsburg by car takes about 1.5 hours. Other options: take a bus; or take a bus. December in Williamsburg sees daily highs of 56°F and lows of 38°F at night. Wrap up your sightseeing on the 30th (Mon) to allow time to drive to Charlottesville.

Things to do in Williamsburg

Historic Sites Museums Theme Parks

Side Trip

Virginia Museum of Fine Arts
Highlights from your plan
Colonial Williamsburg ©
Colonial Williamsburg
Busch Gardens Williamsburg ©
Busch Gardens Williamsburg
Virginia Museum of Fine Arts ©
Virginia Museum of Fine Arts

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.
Kick off your visit on the 31st (Tue): relax in the rural setting at Carter Mountain Orchard, then contemplate the long history of The Glass Palette - Interactive Glass Art Studio, then admire the natural beauty at Monticello, and finally take in the exciting artwork at C'ville Arts: A Cooperative Gallery.

To find where to stay, reviews, maps, and tourist information, you can read our Charlottesville road trip planning tool .

Drive from Williamsburg to Charlottesville in 2.5 hours. Alternatively, you can take a bus. In December in Charlottesville, expect temperatures between 52°F during the day and 34°F at night. Wrap up your sightseeing on the 31st (Tue) to allow time to drive to Arlington.

Things to do in Charlottesville

Historic Sites Parks Shopping
Highlights from your plan
Monticello ©
Monticello
Carter Mountain Orchard ©
Carter Mountain Orchard

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.
Kick off your visit on the 1st (Wed): see the interesting displays at Steven F. Udvar-Hazy Center, then fly down the slopes at Inside Ski Training Center, and then steep yourself in history at Arlington National Cemetery. On the 2nd (Thu), you'll have a packed day of sightseeing: learn about all things military at National Museum of the Marine Corps, wander the streets of Old Town, and then get to know the fascinating history of The Tomb of the Unknown Soldier.

To find other places to visit, maps, and tourist information, go to the Arlington trip site .

You can drive from Charlottesville to Arlington in 2.5 hours. Other options are to do a combination of flight, bus, and subway; or take a train. Expect a daytime high around 51°F in December, and nighttime lows around 37°F. Wrap up your sightseeing on the 2nd (Thu) early enough to travel back home.

Things to do in Arlington

Historic Sites Museums Neighborhoods

Side Trips

Old Town, Inside Ski Training Center, Steven F. Udvar-Hazy Center, National Museum of the Marine Corps
Highlights from your plan
Arlington National Cemetery ©
Arlington National Cemetery
Steven F. Udvar-Hazy Center ©
Steven F. Udvar-Hazy Center
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier

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