14 days in Virginia Itinerary

14 days in Virginia Itinerary

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Route & dates

14 days in Virginia Itinerary

Start: New York City
Fly:  3​h 15​min
1
Alexandria
— 2 nights
Train:  2​h 30​min
2
Charlottesville
— 3 nights
Drive:  2​h 15​min
3
Williamsburg
— 3 nights
Drive:  1​h 15​min
4
Virginia Beach
— 3 nights
Drive:  2​h 30​min
5
Chincoteague Island
— 2 nights
Drive:  5​h 15​min
End: New York City

2
nights
Alexandria

Alexandria ©
Just a few metro stops away from the bustle of Washington D.C., Alexandria provides a respite from the fast-paced capital.
Explore Alexandria's surroundings by going to National Museum of the Marine Corps (in Triangle) and Steven F. Udvar-Hazy Center (in Chantilly). The adventure continues: explore the different monuments and memorials at Arlington National Cemetery, make a trip to John F. Kennedy Grave Site, admire the striking features of George Washington's Mount Vernon, and appreciate the history behind U.S. Marine Corps War Memorial.

To find more things to do, ratings, traveler tips, and tourist information, use the Alexandria trip planner .

New York City to Alexandria is an approximately 3.5-hour flight. You can also do a combination of bus and flight; or drive. In September, daytime highs in Alexandria are 82°F, while nighttime lows are 65°F. Finish your sightseeing early on the 16th (Mon) to allow enough time to take a train to Charlottesville.

Things to do in Alexandria

Historic Sites Museums Outdoors

Side Trips

Arlington, George Washington's Mount Vernon, National Museum of the Marine Corps, Steven F. Udvar-Hazy Center
Highlights from your plan
Arlington National Cemetery ©
Arlington National Cemetery
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier
Steven F. Udvar-Hazy Center ©
Steven F. Udvar-Hazy Center

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.
Explore the numerous day-trip ideas around Charlottesville: Copper Fox Distillery (in Sperryville), Luray (Luray Caverns & Stony Man Mountain Overlook) and Shenandoah National Park (Skyline Drive & Old Rag Mountain Hike). The adventure continues: explore and take pictures at Monticello and experience rural life at Carter Mountain Orchard.

To find ratings, photos, traveler tips, and more tourist information, refer to the Charlottesville online road trip planner .

Traveling by train from Alexandria to Charlottesville takes 2.5 hours. Alternatively, you can drive; or fly. Traveling from Alexandria in September, expect slightly colder with lows of 60°F in Charlottesville. Cap off your sightseeing on the 19th (Thu) early enough to go by car to Williamsburg.

Things to do in Charlottesville

Parks Outdoors Nature

Side Trips

Luray, Shenandoah National Park, Copper Fox Distillery
Highlights from your plan
Monticello ©
Monticello
Luray Caverns ©
Luray Caverns
Skyline Drive ©
Skyline Drive

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.
Explore the numerous day-trip ideas around Williamsburg: Richmond (Virginia Museum of Fine Arts & St. John's Episcopal Church). There's lots more to do: make a splash at Busch Gardens Williamsburg, steep yourself in history at Colonial Williamsburg, get engrossed in the history at Historic Jamestowne, and pause for some serene contemplation at Bruton Parish Episcopal Church.

To see maps, photos, reviews, and tourist information, use the Williamsburg trip planner .

Getting from Charlottesville to Williamsburg by car takes about 2.5 hours. Other options: take a bus. Traveling from Charlottesville in September, plan for a bit warmer nights in Williamsburg, with lows around 66°F. Finish your sightseeing early on the 22nd (Sun) to allow enough time to drive to Virginia Beach.

Things to do in Williamsburg

Historic Sites Museums Theme Parks

Side Trip

Richmond
Highlights from your plan
Busch Gardens Williamsburg ©
Busch Gardens Williamsburg
Colonial Williamsburg ©
Colonial Williamsburg
Jamestown Settlement ©
Jamestown Settlement

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 in the waterfront at Virginia Beach Boardwalk, enjoy the sand and surf at Virginia Beach, brush up on your military savvy at Military Aviation Museum, and explore the world behind art at Chrysler Museum of Art.

For where to stay, reviews, more things to do, and other tourist information, read our Virginia Beach trip planner .

You can drive from Williamsburg to Virginia Beach in 1.5 hours. Alternatively, you can take a bus; or take a bus. In September, daytime highs in Virginia Beach are 81°F, while nighttime lows are 67°F. Finish your sightseeing early on the 25th (Wed) so you can drive to Chincoteague Island.

Things to do in Virginia Beach

Parks Museums Outdoors

Side Trip

Norfolk
Highlights from your plan
Virginia Beach Boardwalk ©
Virginia Beach Boardwalk
Tarnished Truth Distilling Company ©
Virginia Beach ©
Virginia Beach

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.
On the 26th (Thu), explore the wealth of natural beauty at Chincoteague National Wildlife Refuge and then tour the pleasant surroundings at Bike Depot. Here are some ideas for day two: look for all kinds of wild species at Wildlife Areas, take an in-depth tour of Museum of Chincoteague, and then head outdoors with Donald J. Leonard.

To find maps, where to stay, other places to visit, and tourist information, read Chincoteague Island trip planner .

You can drive from Virginia Beach to Chincoteague Island in 2.5 hours. Other options are to take a bus; or take a bus. In September, daily temperatures in Chincoteague Island can reach 80°F, while at night they dip to 64°F. Wrap up your sightseeing on the 27th (Fri) early enough to drive back home.

Things to do in Chincoteague Island

Outdoors Parks Wildlife
Highlights from your plan
Nature & Wildlife Tours
Chincoteague National Wildlife Refuge ©
Museum of Chincoteague ©
Museum of Chincoteague

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