32 days in Virginia Itinerary

32 days in Virginia Itinerary

Created using Inspirock Virginia sightseeing planner

Make it your trip
Taxi
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Arlington
— 4 nights
Drive
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Winchester
— 3 nights
Drive
3
Luray
— 4 nights
Drive
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Damascus
— 1 night
Drive
5
Bedford
— 1 night
Drive
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Charlottesville
— 4 nights
Drive
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Williamsburg
— 5 nights
Drive
8
Virginia Beach
— 5 nights
Drive
9
Chincoteague Island
— 4 nights
Drive

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Arlington

— 4 nights

National History, Local Flavor

Located just across the Potomac River from Washington, D.C., the county of Arlington blends big city and sprawling suburban environments.
Change things up with these side-trips from Arlington: Steven F. Udvar-Hazy Center (in Chantilly), Escape Room Herndon (in Herndon) and Surf Reston - Stand Up Paddleboarding (in Reston). Next up on the itinerary: stroll the grounds of Arlington National Cemetery, learn about all things military at National Museum of the Marine Corps, take a stroll through Old Town, and appreciate the history behind U.S. Marine Corps War Memorial.

For photos, where to stay, traveler tips, and other tourist information, use the Arlington tour itinerary planner.

Washington DC to Arlington is an approximately half hour car ride. You can also drive; or take a subway. August in Arlington sees daily highs of 87°F and lows of 71°F at night. Wrap up your sightseeing on the 18th (Tue) early enough to drive to Winchester.

Things to do in Arlington

Parks · Historic Sites · Nature · Museums

Side Trips

Winchester

— 3 nights
Winchester is an independent city located in the northwestern portion of the Commonwealth of Virginia. Venture out of the city with trips to Raven Rocks (in Bluemont), Cascade Falls (in Pembroke) and Royal Horseshoe Farm (in Front Royal). Next up on the itinerary: get a taste of life in the country at Rocking S Ranch, take an in-depth tour of Stonewall Jackson's Headquarters, brush up on your knowledge of spirits at Catoctin Creek Distillery, and see the interesting displays at Shenandoah Valley Civil War Museum.

For maps, reviews, more things to do, and other tourist information, read our Winchester trip maker.

You can drive from Arlington to Winchester in 1.5 hours. Other options are to do a combination of bus and taxi; or do a combination of subway, train, and taxi. Traveling from Arlington in August, expect Winchester to be a bit cooler, temps between 82°F and 62°F. Wrap up your sightseeing on the 21st (Fri) to allow time to drive to Luray.

Things to do in Winchester

Parks · Outdoors · Museums · Trails

Side Trips

Luray

— 4 nights

Cabin Capital of Virginia

Nestled in the heart of the valley formed by the Shenandoah River, Luray draws visitors with a vast underground cavern system adorned with stalactites, stalagmites, and mirrored pools.
Explore Luray's surroundings by going to Shenandoah National Park (Skyline Drive & Dark Hollow Falls). There's lots more to do: Head underground at Luray Caverns, stroll through Limberlost Trail, hike along Kennedy Peak Hike, and sample the fine beverages at Copper Fox Distillery.

To find photos, other places to visit, reviews, and other tourist information, read Luray road trip site.

You can drive from Winchester to Luray in 1.5 hours. In August, daytime highs in Luray are 83°F, while nighttime lows are 63°F. Wrap up your sightseeing on the 25th (Tue) early enough to travel to Damascus.

Things to do in Luray

Parks · Outdoors · Nature · Tours

Side Trips

Damascus

— 1 night
Damascus is a town in Washington County, Virginia, United States. Start off your visit on the 26th (Wed): hike along Appalachian Trail, grab your bike and head to Adventure Damascus, and then trek along Virginia Creeper National Recreation Trail.

For traveler tips, other places to visit, ratings, and more tourist information, read our Damascus online trip itinerary maker.

You can drive from Luray to Damascus in 4.5 hours. Another option is to do a combination of car and flight. August in Damascus sees daily highs of 82°F and lows of 65°F at night. Finish up your sightseeing early on the 26th (Wed) so you can travel to Bedford.

Things to do in Damascus

Outdoors · Parks · Trails

Side Trips

Bedford

— 1 night
Bedford is an incorporated town and former independent city located within Bedford County in the U.S. state of Virginia. Start off your visit on the 27th (Thu): experience rural life at A.J. Gross & Sons Orchard, then examine the collection at Bedford Museum & Genealogical Library, and then appreciate the history behind National D-Day Memorial.

To see photos, other places to visit, and tourist information, refer to the Bedford travel route planner.

Traveling by car from Damascus to Bedford takes 3 hours. In August, plan for daily highs up to 84°F, and evening lows to 64°F. Finish your sightseeing early on the 27th (Thu) so you can travel to Charlottesville.

Things to do in Bedford

Museums

Charlottesville

— 4 nights

Hoo-Ville

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 Charlottesville's surroundings by going to Canal Basin Square (in Scottsville), Appomattox Court House National Historical Park (in Appomattox) and Sandy River Outdoor Adventures (in Rice). Next up on the itinerary: take in nature's colorful creations at Monticello, experience rural life at Seamans’ Orchard, look for gifts at C'ville Arts: A Cooperative Gallery, and take in the dramatic natural features at Natural Bridge State Park.

For ratings, more things to do, photos, and tourist information, read Charlottesville route planning website.

You can drive from Bedford to Charlottesville in 2 hours. August in Charlottesville sees daily highs of 84°F and lows of 65°F at night. Finish your sightseeing early on the 31st (Mon) so you can drive to Williamsburg.

Things to do in Charlottesville

Historic Sites · Parks · Outdoors · Tours

Side Trips

Williamsburg

— 5 nights

Colonial Capital

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.
Change things up with these side-trips from Williamsburg: Smithfield (St. Luke's Historic Church & Museum & Windsor Castle Park) and The Mariners' Museum & Park (in Newport News). Plan for a day of cool, family-friendly fun on the 5th (Sat) at Busch Gardens Williamsburg. Plan for a day of cool, family-friendly fun on the 2nd (Wed) at Water Country USA. The adventure continues: steep yourself in history at Colonial Williamsburg, take an in-depth tour of Historic Jamestowne, step aboard Jamestown Settlement, and walk around Colonial National Historical Park.

To see photos, ratings, and tourist information, read our Williamsburg travel route planning site.

You can drive from Charlottesville to Williamsburg in 2.5 hours. Other options are to take a bus; or do a combination of bus and train. In August in Williamsburg, expect temperatures between 89°F during the day and 70°F at night. Cap off your sightseeing on the 5th (Sat) early enough to go by car to Virginia Beach.

Things to do in Williamsburg

Theme Parks · Historic Sites · Museums · Parks

Side Trips

Virginia Beach

— 5 nights

The Resort City

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, and adventure. Your plan includes some of its best attractions: take a leisurely stroll along Virginia Beach Boardwalk, immerse yourself in nature at First Landing State Park, take a tour by water with Boat Tours & Water Sports, and kick your exploration up a notch at The Adventure Park at Virginia Aquarium.

For ratings, maps, other places to visit, and other tourist information, use the Virginia Beach trip planner.

Traveling by car from Williamsburg to Virginia Beach takes 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. September in Virginia Beach sees daily highs of 81°F and lows of 67°F at night. Cap off your sightseeing on the 10th (Thu) early enough to go by car to Chincoteague Island.

Things to do in Virginia Beach

Parks · Outdoors · Museums · Tours

Side Trip

Chincoteague Island

— 4 nights
Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.
Step out of Chincoteague Island to go to Onancock and see Hopkins & Bros. Store, which is approximately 44 minutes away. Spend the 11th (Fri) exploring nature at Chincoteague National Wildlife Refuge. There's still lots to do: get up close to creatures of the deep with Captain Dan's Around the Island Tours, enjoy the sea views from Assateague Lighthouse, go for a walk through Chincoteague Island Waterman's Memorial, and stroll through Bike Depot.

To find other places to visit, photos, ratings, and tourist information, refer to the Chincoteague Island trip planner.

You can drive from Virginia Beach to Chincoteague Island in 2.5 hours. Alternatively, you can take a bus; or take a bus. In September, plan for daily highs up to 80°F, and evening lows to 64°F. Cap off your sightseeing on the 14th (Mon) early enough to go by car back home.

Things to do in Chincoteague Island

Parks · Wildlife · Nature · Outdoors

Side Trips

Virginia travel guide

4.6
Historic Sites · Wineries & Vineyards · Specialty Museums
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.