9 days in Virginia Itinerary

9 days in Virginia Itinerary

Created using Inspirock Virginia sightseeing planner

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Route & dates

9 days in Virginia Itinerary

Start: New York City
Fly:  4​h
1
Virginia Beach
— Few hours
Drive:  1​h 15​min
2
Williamsburg
— 3 nights
Drive:  2​h 15​min
3
Charlottesville
— 1 night
Drive:  1​h 15​min
4
Shenandoah National Park
— 2 nights
Drive:  2​h 45​min
5
Arlington
— 2 nights
Fly:  3​h 15​min
End: New York City

few
hours
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 23rd (Wed): kick back and relax at Virginia Beach and then take a leisurely stroll along Virginia Beach Boardwalk.

To see reviews, traveler tips, where to stay, and more tourist information, refer to the Virginia Beach day trip planning app .

New York City to Virginia Beach is an approximately 4-hour flight. You can also do a combination of bus and flight; or drive. In October, daytime highs in Virginia Beach are 74°F, while nighttime lows are 56°F. Finish up your sightseeing early on the 23rd (Wed) so you can go by car to Williamsburg.

Things to do in Virginia Beach

Parks Outdoors Beaches
Highlights from your plan
Virginia Beach ©
Virginia Beach
Virginia Beach Boardwalk ©
Virginia Beach Boardwalk

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 Williamsburg's surroundings by going to Richmond (White House of the Confederacy & Virginia Museum of Fine Arts). Next up on the itinerary: contemplate the long history of Colonial Williamsburg, take in the history at Yorktown Battlefield, explore the world behind art at Abby Aldrich Rockefeller Folk Art Museum, and look for gifts at Whitley's Peanut Factory.

To find photos, maps, where to stay, and tourist information, read Williamsburg itinerary planner .

Traveling by car from Virginia Beach to Williamsburg takes 1.5 hours. Alternatively, you can take a bus; or take a bus. Expect a daytime high around 75°F in October, and nighttime lows around 55°F. Cap off your sightseeing on the 26th (Sat) early enough to go by car to Charlottesville.

Things to do in Williamsburg

Historic Sites Museums Shopping

Side Trips

Richmond, Yorktown Battlefield
Highlights from your plan
Colonial Williamsburg ©
Colonial Williamsburg
Historic Jamestowne ©
Historic Jamestowne
Jamestown Settlement ©
Jamestown Settlement

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 27th (Sun): gain insight at University of Virginia, relax in the rural setting at Carter Mountain Orchard, then steep yourself in history at James Monroe's Highland, and finally take in nature's colorful creations at Monticello.

To see reviews, ratings, other places to visit, and other tourist information, use the Charlottesville trip itinerary tool .

Drive from Williamsburg to Charlottesville in 2.5 hours. Alternatively, you can take a bus. Traveling from Williamsburg in October, you can expect nighttime temperatures to be little chillier in Charlottesville, with lows of 49°F. Finish up your sightseeing early on the 27th (Sun) so you can go by car to Shenandoah National Park.

Things to do in Charlottesville

Historic Sites Parks
Highlights from your plan
Monticello ©
Monticello
Carter Mountain Orchard ©
Carter Mountain Orchard
University of Virginia ©
University of Virginia

2
nights
Shenandoah National Park

Shenandoah National Park ©
Shenandoah National Park showcases a particularly scenic section of Virginia's Blue Ridge Mountains.
Your day-by-day itinerary now includes Canyoning & Rappelling Tours as well as Skyline Drive. Start off your visit on the 28th (Mon): scramble along the landscape with a canyoning and rapelling tour, then look for gifts at SoLace Studios Fine Handcrafts, then admire the sheer force of Dark Hollow Falls, and finally take a memorable drive along Skyline Drive. Get ready for a full day of sightseeing on the 29th (Tue): experience rural life at White Oak Lavender Farm & The Purple WOLF Vineyard, then do a tasting at Purple Wolf Vineyard, and then hike along Old Rag Mountain Hike.

To find where to stay, reviews, ratings, and tourist information, read Shenandoah National Park trip planning site .

You can drive from Charlottesville to Shenandoah National Park in 1.5 hours. Another option is to do a combination of bus and taxi. In October in Shenandoah National Park, expect temperatures between 71°F during the day and 49°F at night. Finish your sightseeing early on the 29th (Tue) to allow enough time to drive to Arlington.

Things to do in Shenandoah National Park

Outdoors Parks Nature

Side Trips

Harrisonburg, SoLace Studios Fine Handcrafts
Highlights from your plan
Old Rag Mountain Hike ©
Old Rag Mountain Hike
Skyline Drive ©
Skyline Drive
Dark Hollow Falls ©
Dark Hollow Falls

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.
Start off your visit on the 30th (Wed): don't miss a visit to John F. Kennedy Grave Site, then stroll the grounds of Arlington National Cemetery, then appreciate the extensive heritage of The Tomb of the Unknown Soldier, and finally see the interesting displays at Steven F. Udvar-Hazy Center. Get ready for a full day of sightseeing on the next day: brush up on your military savvy at National Museum of the Marine Corps, then admire the landmark architecture of George Washington's Mount Vernon, and then wander the streets of Old Town.

To find photos, reviews, and other tourist information, use the Arlington route maker app .

Getting from Shenandoah National Park to Arlington by car takes about 3 hours. Other options: do a combination of taxi, flight, bus, and subway; or do a combination of taxi and train. In October in Arlington, expect temperatures between 71°F during the day and 54°F at night. Wrap up your sightseeing on the 31st (Thu) early enough to travel back home.

Things to do in Arlington

Historic Sites Museums Neighborhoods

Side Trips

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

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