32 days in Virginia Itinerary

32 days in Virginia Itinerary

Created using Inspirock Virginia sightseeing planner

Plan created by another user. Make it yours

Route & dates

1
Arlington
— 4 nights
2
Winchester
— 3 nights
3
Luray
— 4 nights
4
Damascus
— 1 night
5
Bedford
— 1 night
6
Charlottesville
— 4 nights
7
Williamsburg
— 5 nights
8
Virginia Beach
— 5 nights
9
Chincoteague Island
— 4 nights

4
nights
Arlington

Arlington ©
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: Surf Reston - Stand Up Paddleboarding (in Reston), Steven F. Udvar-Hazy Center (in Chantilly) and Escape Room Herndon (in Herndon). 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 take a subway; or take a bus. 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 · Nature · Historic Sites

Side Trips

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

3
nights
Winchester

Winchester ©
Winchester is an independent city located in the northwestern portion of the Commonwealth of Virginia. Venture out of the city with trips to Cascade Falls (in Pembroke), Raven Rocks (in Bluemont) 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

Side Trips

Cascade Falls, Raven Rocks, Royal Horseshoe Farm, Catoctin Creek Distillery, Glenwood Park
Highlights from your plan
Rocking S Ranch ©
Rocking S Ranch
Cascade Falls ©
Cascade Falls
Stonewall Jackson's Headquarters ©
Stonewall Jackson's Headquarters

4
nights
Luray

Luray ©
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, take your sightseeing to a higher altitude at Pinnacles, hike along Limberlost Trail, and stroll through Stony Man Mountain Overlook.

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

Side Trips

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

1
night
Damascus

Damascus ©
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 Trip

Appalachian Trail
Highlights from your plan
Virginia Creeper National Recreation Trail ©
Adventure Damascus ©
Adventure Damascus

1
night
Bedford

Bedford ©
Bedford is an incorporated town and former independent city located within Bedford County in the U.S. 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
Highlights from your plan
National D-Day Memorial ©
National D-Day Memorial
Bedford Museum & Genealogical Library ©
Bedford Museum & Genealogical Library
A.J. Gross & Sons Orchard ©
A.J. Gross & Sons Orchard

4
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 Charlottesville's surroundings by going to Sandy River Outdoor Adventures (in Rice), Canal Basin Square (in Scottsville) and Appomattox Court House National Historical Park (in Appomattox). 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

Parks · Historic Sites · Outdoors

Side Trips

Sandy River Outdoor Adventures, Canal Basin Square, Appomattox Court House National Historical Park, Skydive Orange, Natural Bridge State Park
Highlights from your plan
Sandy River Outdoor Adventures ©
Sandy River Outdoor Adventures
Monticello ©
Monticello
Old Rag Mountain Hike ©
Old Rag Mountain Hike

5
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.
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. Another option is to take a bus. 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

Side Trips

Smithfield, Nelson House, The Mariners' Museum & Park
Highlights from your plan
Busch Gardens Williamsburg ©
Busch Gardens Williamsburg
Colonial Williamsburg ©
Colonial Williamsburg
Water Country USA ©
Water Country USA

5
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, 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 take a 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

Side Trip

Norfolk
Highlights from your plan
Tarnished Truth Distilling Company ©
Tarnished Truth Distilling Company
Virginia Beach Boardwalk ©
Virginia Beach Boardwalk
Virginia Aquarium & Marine Science Center ©

4
nights
Chincoteague Island

Chincoteague Island ©
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. Next up on the itinerary: get up close to creatures of the deep with Captain Dan's Around the Island Tours, don't miss a visit to Chincoteague Cultural Alliance, enjoy the sea views from Assateague Lighthouse, and view the masterpieces at Tryfan Gallery.

To see reviews, ratings, and other tourist information, read our Chincoteague Island sightseeing planner.

Traveling by car from Virginia Beach to Chincoteague Island takes 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

Side Trips

Assateague Lighthouse, Hopkins & Bros. Store, Chincoteague Bay Field Station
Highlights from your plan
Captain Dan's Around the Island Tours ©
Captain Dan's Around the Island Tours
Chincoteague National Wildlife Refuge ©
Chincoteague National Wildlife Refuge
MamerSass ©
MamerSass

Similar plans

35 days in United States BY A USER FROM BRAZIL January, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, slow & easy, popular sights Preferences: January, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular sights Pace: Slow & easy 31 days in Virginia BY A USER FROM SOUTH AFRICA July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems Preferences: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 7 days in Virginia BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, slow & easy, popular & hidden gems Preferences: October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife Attraction style: Popular & hidden gems Pace: Slow & easy 53 days in United States BY A USER FROM UNITED STATES August, culture, outdoors, relaxing, historic sites, museums, shopping, wildlife, fast-paced, popular & hidden gems Preferences: August, culture, outdoors, relaxing, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Fast-paced 8 days in Virginia BY A USER FROM UNITED STATES August, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights Preferences: August, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular sights Pace: Medium 5 days in Virginia BY A USER FROM UNITED STATES July, culture, outdoors, romantic, historic sites, museums, wildlife, popular & hidden gems Preferences: July, culture, outdoors, romantic, historic sites, museums, wildlife Attraction style: Popular & hidden gems Pace: Medium 9 days in Virginia & Ohio BY A USER FROM UNITED KINGDOM July, kids, culture, outdoors, relaxing, romantic, historic sites, museums, wildlife, popular sights Preferences: July, kids, culture, outdoors, relaxing, romantic, historic sites, museums, wildlife Attraction style: Popular sights Pace: Medium 8 days in Virginia BY A USER FROM UNITED STATES August, outdoors, relaxing, romantic, beaches, historic sites, wildlife, popular sights Preferences: August, outdoors, relaxing, romantic, beaches, historic sites, wildlife Attraction style: Popular sights Pace: Medium 10 days in Virginia & South Carolina BY A USER FROM UNITED STATES July, teens, kids, culture, outdoors, beaches, shopping, wildlife, popular sights Preferences: July, teens, kids, culture, outdoors, beaches, shopping, wildlife Attraction style: Popular sights Pace: Medium 4 days in Virginia & Philadelphia BY A USER FROM UNITED STATES July, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights Preferences: July, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular sights Pace: Medium 4 days in Virginia & Missouri BY A USER FROM SPAIN August, culture, outdoors, romantic, historic sites, wildlife, fast-paced, hidden gems Preferences: August, culture, outdoors, romantic, historic sites, wildlife Attraction style: Hidden gems Pace: Fast-paced 16 days in United States BY A USER FROM CYPRUS November, culture, outdoors, relaxing, historic sites, museums, shopping, wildlife, popular & hidden gems Preferences: November, culture, outdoors, relaxing, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium
See more plans