17 days in Virginia & Philadelphia Itinerary

Created using Inspirock United States trip itinerary builder
Make it your trip
Drive
1
Williamsburg
— 1 night
Drive
2
Charlottesville
— 1 night
Fly
3
Arlington
— 2 nights
Drive
4
Philadelphia
— 6 nights
Fly to Salisbury, Taxi to Chincoteague Island
5
Chincoteague Island
— 2 nights
Drive
6
Virginia Beach
— 4 nights
Train

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Williamsburg — 1 night

Colonial Capital

Start off your visit on the 3rd (Fri): steep yourself in history at Historic Jamestowne and then take a tour of Jamestown Settlement. Keep things going the next day: contemplate the long history of Colonial Williamsburg, then make a splash at Busch Gardens Williamsburg, and then make a splash at Water Country USA.

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

Norfolk to Williamsburg is an approximately 1-hour car ride. You can also drive; or take a bus; or do a combination of bus and train. In June, plan for daily highs up to 87°F, and evening lows to 68°F. Finish up your sightseeing early on the 4th (Sat) so you can go by car to Charlottesville.
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Historic Sites · Museums · Theme Parks
Find places to stay Jun 3 — 4:

Charlottesville — 1 night

Hoo-Ville

On the 5th (Sun), contemplate the long history of Monticello, gain insight at The Glass Palette - Interactive Glass Art Studio, and then don't miss a visit to University of Virginia.

For reviews, photos, more things to do, and more tourist information, use the Charlottesville trip builder site.

You can drive from Williamsburg to Charlottesville in 2.5 hours. Other options are to take a bus; or do a combination of train and bus. In June, daytime highs in Charlottesville are 84°F, while nighttime lows are 64°F. Finish your sightseeing early on the 5th (Sun) so you can fly to Arlington.
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Historic Sites · Parks
Find places to stay Jun 4 — 5:

Arlington — 2 nights

National History, Local Flavor

On the 6th (Mon), examine the collection at Steven F. Udvar-Hazy Center, then learn about all things military at National Museum of the Marine Corps, and then appreciate the history behind U.S. Marine Corps War Memorial. Get ready for a full day of sightseeing on the 7th (Tue): appreciate the history behind Air Force Memorial, stroll the grounds of Arlington National Cemetery, and then appreciate the extensive heritage of The Tomb of the Unknown Soldier.

For where to stay, photos, maps, and other tourist information, read Arlington vacation builder app.

You can fly from Charlottesville to Arlington in 2.5 hours. Alternatively, you can drive; or do a combination of train and subway. June in Arlington sees daily highs of 86°F and lows of 69°F at night. Finish your sightseeing early on the 7th (Tue) so you can drive to Philadelphia.
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Museums · Historic Sites
Side Trips
Find places to stay Jun 5 — 7:

Philadelphia — 6 nights

The City of Brotherly Love

Bring the kids along to Hersheypark and Philadelphia Museum of Art. Explore the numerous day-trip ideas around Philadelphia: Winterthur Museum, Garden & Library (in Winterthur), Longwood Gardens (in Kennett Square) and Hagley Museum And Library (in Wilmington). The adventure continues: learn about wildlife with up-close encounters at Cape May County Park & Zoo, get engrossed in the history at Eastern State Penitentiary, take a stroll through Rittenhouse Square, and see the interesting displays at The Franklin Institute.

To find photos, reviews, more things to do, and tourist information, use the Philadelphia day trip planning site.

Traveling by car from Arlington to Philadelphia takes 2.5 hours. Alternatively, you can drive; or fly; or do a combination of subway and train. In June, plan for daily highs up to 84°F, and evening lows to 65°F. Wrap up your sightseeing on the 13th (Mon) early enough to travel to Chincoteague Island.
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Parks · Museums · Zoos & Aquariums · Historic Sites
Side Trips
Find places to stay Jun 7 — 13:

Chincoteague Island — 2 nights

Kick off your visit on the 14th (Tue): let the kids burn off some steam at Chincoteague Veteran's Memorial Park, see majestic marine mammals with a dolphin and whale watching tour, and then stroll through Bike Depot. Get ready for a full day of sightseeing on the next day: explore the wealth of natural beauty at Chincoteague National Wildlife Refuge.

To find photos, where to stay, ratings, and tourist information, refer to the Chincoteague Island day trip planning app.

You can do a combination of flight and taxi from Philadelphia to Chincoteague Island in 4 hours. Alternatively, you can drive; or do a combination of train and bus. In June, daytime highs in Chincoteague Island are 82°F, while nighttime lows are 66°F. Wrap up your sightseeing on the 15th (Wed) early enough to drive to Virginia Beach.
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Parks · Wildlife · Nature · Outdoors
Find places to stay Jun 13 — 15:

Virginia Beach — 4 nights

The Resort City

Attractions like Virginia Beach Boardwalk and Virginia Beach make great kid-friendly stops. There's much more to do: observe the fascinating underwater world at Virginia Aquarium & Marine Science Center, explore the engaging exhibits at Children's Museum of Virginia, immerse yourself in nature at First Landing State Park, and take an in-depth tour of Military Aviation Museum.

For other places to visit, ratings, more things to do, and other tourist information, refer to the Virginia Beach trip planning app.

Getting from Chincoteague Island to Virginia Beach by car takes about 2.5 hours. Other options: take a bus; or take a bus. June in Virginia Beach sees daily highs of 85°F and lows of 69°F at night. Cap off your sightseeing on the 19th (Sun) early enough to catch the train back home.
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Parks · Outdoors · Museums · Beaches
Side Trips
Find places to stay Jun 15 — 19:

Virginia travel guide

4.5
Historic Sites · Wineries & Vineyards · Gardens
Old Dominion
The home of the first permanent English colony in the New World, Virginia is a prime holiday destination for those looking to immerse themselves in American heritage. Proud of its colorful history, distinct culture, and southern drawl, Virginians see their state as the place where the imaginary line between the north and the south is drawn. With scenic beauties as diverse as its people, Virginia is a land of rolling hills, rugged mountains, lush valleys, dense forests, and secluded beaches along picturesque bays. Bordered on the east by the Atlantic and the west by the Appalachian Mountains, with rolling farmland in the middle, the state offers countless places to visit for history buffs, nature lovers, and passionate foodies.
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