8 days in Virginia Itinerary

8 days in Virginia Itinerary

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Route & dates

8 days in Virginia Itinerary

Start: Washington DC
Drive:  3​h 30​min
1
Natural Bridge
— Few hours
Drive:  1​h 30​min
2
Charlottesville
— 1 night
Drive:  2​h 15​min
3
Williamsburg
— 2 nights
Drive:  1​h 15​min
4
Virginia Beach
— 2 nights
Drive:  2​h 30​min
5
Chincoteague Island
— 2 nights
Drive:  3​h 45​min
End: Washington DC


few
hours
Natural Bridge

Natural Bridge ©
Natural Bridge is an unincorporated community in Rockbridge County, Virginia, United States. Start off your visit on the 4th (Sun): identify plant and animal life at Virginia Safari Park.

Before you visit Natural Bridge, use our trip planner to discover what you can do and see there.

Washington DC to Natural Bridge is an approximately 3.5-hour car ride. You can also do a combination of subway, bus, flight, and taxi; or do a combination of train and taxi. Traveling from Washington DC in November, expect Natural Bridge to be little chillier, temps between 48°F and 33°F. Finish your sightseeing early on the 4th (Sun) so you can drive to Charlottesville.

Things to do in Natural Bridge

Wildlife Parks
Highlights from your plan
Virginia Safari Park ©
Virginia Safari Park

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 5th (Mon): admire the landmark architecture of University of Virginia, relax in the rural setting at Carter Mountain Orchard, then steep yourself in history at Michie Tavern ca. 1784, and finally admire the natural beauty at Thomas Jefferson's Monticello.

To see ratings, other places to visit, traveler tips, and more tourist information, read Charlottesville trip planner .

You can drive from Natural Bridge to Charlottesville in 1.5 hours. Alternatively, you can do a combination of taxi and train; or do a combination of taxi and bus. While traveling from Natural Bridge, expect a bit warmer days and about the same nights in Charlottesville, ranging from highs of 59°F to lows of 37°F. Finish your sightseeing early on the 5th (Mon) so you can drive to Williamsburg.

Things to do in Charlottesville

Historic Sites Parks Museums
Highlights from your plan
Thomas Jefferson's Monticello ©
Thomas Jefferson's Monticello
Carter Mountain Orchard ©
Carter Mountain Orchard
Michie Tavern ca. 1784 ©
Michie Tavern ca. 1784

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 6th (Tue): find something for the whole family at Busch Gardens Williamsburg. Get ready for a full day of sightseeing on the next day: look and learn at Virginia Living Museum, then take an in-depth tour of Colonial Williamsburg, and then pause for some serene contemplation at Bruton Parish Episcopal Church.

To see ratings, where to stay, photos, and other tourist information, you can read our Williamsburg online trip builder .

Drive from Charlottesville to Williamsburg in 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In November, daily temperatures in Williamsburg can reach 63°F, while at night they dip to 42°F. Cap off your sightseeing on the 7th (Wed) early enough to go by car to Virginia Beach.

Things to do in Williamsburg

Theme Parks Museums Historic Sites

Side Trip

Virginia Living Museum
Highlights from your plan
Busch Gardens Williamsburg ©
Busch Gardens Williamsburg
Virginia Living Museum ©
Virginia Living Museum
Colonial Williamsburg ©
Colonial Williamsburg

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 8th (Thu): immerse yourself in nature at First Landing State Park, then enjoy the sea views from Cape Henry Lighthouse, then see the interesting displays at Virginia Beach Surf & Rescue Museum, and finally take a leisurely stroll along Virginia Beach Boardwalk. On the 9th (Fri), you'll have a packed day of sightseeing: look for all kinds of wild species at Back Bay National Wildlife Refuge and then enjoy the sand and surf at Sandbridge Beach.

To find where to stay, reviews, ratings, and tourist information, go to the Virginia Beach driving holiday planner .

Drive from Williamsburg to Virginia Beach in 1.5 hours. Alternatively, you can take a bus. In November, daytime highs in Virginia Beach are 62°F, while nighttime lows are 43°F. Wrap up your sightseeing on the 9th (Fri) early enough to drive to Chincoteague Island.

Things to do in Virginia Beach

Parks Wildlife Beaches
Highlights from your plan
Virginia Beach Boardwalk ©
Virginia Beach Boardwalk
Sandbridge Beach ©
Sandbridge Beach
First Landing State Park ©
First Landing State Park

2
nights
Chincoteague Island

Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.
Start off your visit on the 10th (Sat): explore the landscape on two wheels at Bike Depot, then surround yourself with nature on a nature and wildlife tour, and then let the kids burn off some steam at Chincoteague Veteran's Memorial Park. Get ready for a full day of sightseeing on the next day: see what you can catch with a fishing tour, then get engrossed in the history at Museum of Chincoteague, and then make a trip to Chincoteague Cultural Alliance.

To see other places to visit, more things to do, where to stay, and tourist information, you can read our Chincoteague Island trip planner .

Traveling by car from Virginia Beach to Chincoteague Island takes 2.5 hours. Alternatively, you can take a bus. In November, daytime highs in Chincoteague Island are 59°F, while nighttime lows are 40°F. Finish your sightseeing early on the 11th (Sun) so you can drive back home.

Things to do in Chincoteague Island

Outdoors Tours Parks
Highlights from your plan
Nature & Wildlife Tours
Fishing Charters & Tours
Museum of Chincoteague ©
Museum of Chincoteague

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