23 days in Virginia Itinerary

23 days in Virginia Itinerary

Created using Inspirock Virginia travel planner

Plan created by another user. Make it yours
Fly
1
Roanoke
— 2 nights
Drive
2
Luray
— 4 nights
Drive
3
Shenandoah National Park
— 3 nights
Drive
4
Charlottesville
— 4 nights
Drive
5
Williamsburg
— 5 nights
Drive
6
Virginia Beach
— 4 nights
Fly

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2
nights
Roanoke

Roanoke is an independent city in the U.S. Bring the kids along to Natural Bridge State Park and Mill Mountain Star & Park. Get out of town with these interesting Roanoke side-trips: Lynchburg (Blackwater Creek Trail & Presbyterian Cemetery), National D-Day Memorial (in Bedford) and Virginia Military Institute (in Lexington). Next up on the itinerary: see the interesting displays at Virginia Museum of Transportation, look and learn at Science Museum of Western Virginia & Hopkins Planetarium, and pick up a one of a kind souvenir at Black Dog Salvage.

To see where to stay, traveler tips, photos, and other tourist information, read our Roanoke travel route planner.

Orlando to Roanoke is an approximately 6-hour flight. You can also drive; or take a train. Traveling from Orlando in November, expect Roanoke to be cooler, temps between 58°F and 37°F. Cap off your sightseeing on the 3rd (Tue) early enough to go by car to Luray.

Things to do in Roanoke

Parks · Museums · Historic Sites · Nature

Side Trips

4
nights
Luray

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.
Kids will appreciate attractions like Mountaintop Ranch Wilderness Trail Rides and Luray Caverns. Change things up with these side-trips from Luray: Shenandoah Valley Cultural Heritage Museum at The Edinburg Mill (in Edinburg), Shenandoah Valley Discovery Museum (in Winchester) and Little Washington Spa (in Washington). There's lots more to do: trek along Massanutten Storybook Trail, stroll through Stony Man Mountain Overlook, cool off at Massanutten Indoor WaterPark, and enjoy some diversion at A Dream Come True Playground.

To see other places to visit, ratings, photos, and more tourist information, use the Luray itinerary planner.

You can drive from Roanoke to Luray in 2.5 hours. Alternatively, you can do a combination of train and car; or do a combination of bus and taxi. In November, daily temperatures in Luray can reach 57°F, while at night they dip to 35°F. Finish your sightseeing early on the 7th (Sat) to allow enough time to drive to Shenandoah National Park.

Things to do in Luray

Parks · Museums · Outdoors · Childrens Museums

Side Trips

3
nights
Shenandoah National Park

Shenandoah National Park showcases a particularly scenic section of Virginia's Blue Ridge Mountains.
Family-friendly places like Old Rag Mountain Hike and Bearfence Mountain will thrill your kids. Get out of town with these interesting Shenandoah National Park side-trips: SoLace Studios Fine Handcrafts (in Elkton), Zipline (in McGaheysville) and Grand Caverns (in Grottoes). The adventure continues: take a memorable drive along Skyline Drive, admire the sheer force of Dark Hollow Falls, trek along Mary's Rock Summit Trail, and take your sightseeing to a higher altitude at Pinnacles.

For traveler tips, ratings, maps, and tourist information, you can read our Shenandoah National Park online road trip planner.

Drive from Luray to Shenandoah National Park in 1.5 hours. Alternatively, you can drive. In November, daily temperatures in Shenandoah National Park can reach 59°F, while at night they dip to 37°F. Finish up your sightseeing early on the 10th (Tue) so you can go by car to Charlottesville.

Things to do in Shenandoah National Park

Parks · Nature · Outdoors · Scenic Drive

Side Trips

4
nights
Charlottesville

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.
Attractions like Monticello and Carter Mountain Orchard make great kid-friendly stops. Explore the numerous day-trip ideas around Charlottesville: Appomattox Court House National Historical Park (in Appomattox), Canal Basin Square (in Scottsville) and Sandy River Outdoor Adventures (in Rice). And it doesn't end there: test your team's savvy at Crack The Code Escape Room, contemplate the long history of James Madison's Montpelier, gain insight at University of Virginia, and take an in-depth tour of James Madison Museum.

For maps, traveler tips, reviews, and other tourist information, go to the Charlottesville route planner.

You can drive from Shenandoah National Park to Charlottesville in 1.5 hours. Alternatively, you can drive. In November, daytime highs in Charlottesville are 59°F, while nighttime lows are 37°F. Finish up your sightseeing early on the 14th (Sat) so you can go by car to Williamsburg.

Things to do in Charlottesville

Historic Sites · Outdoors · Tours · Parks

Side Trips

5
nights
Williamsburg

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.
Attractions like Colonial Williamsburg and Historic Jamestowne make great kid-friendly stops. Explore Williamsburg's surroundings by going to Newport News (The Mariners' Museum & Park & The Noland Trail) and Smithfield (St. Luke's Historic Church & Museum & Windsor Castle Park). There's lots more to do: contemplate the long history of Jamestown Settlement, take in the history at Yorktown Battlefield, walk around Colonial National Historical Park, and get to know the resident critters at Virginia Living Museum.

Use Inspirock's suggestions to plan your Williamsburg trip and find the best activities and attractions for your vacation.

You can drive from Charlottesville to Williamsburg in 2.5 hours. Alternatively, you can drive; or take a bus; or do a combination of bus and train. In November, plan for daily highs up to 63°F, and evening lows to 42°F. Finish your sightseeing early on the 19th (Thu) so you can drive to Virginia Beach.

Things to do in Williamsburg

Historic Sites · Museums · Parks · Outdoors

Side Trips

4
nights
Virginia Beach

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.
Kids will enjoy Virginia Beach Boardwalk and Virginia Aquarium & Marine Science Center. Get out of town with these interesting Virginia Beach side-trips: Hampton (Fort Monroe National Monument & Bluebird Gap Farm) and Weyanoke Bird and Wildflower Sanctuary (in Norfolk). The adventure continues: enjoy the sand and surf at Sandbridge Beach, take a tour of Battleship Wisconsin, immerse yourself in nature at First Landing State Park, and tour the pleasant surroundings at Virginia Beach.

To see reviews, ratings, where to stay, and other tourist information, go to the Virginia Beach trip itinerary planner.

You can drive from Williamsburg to Virginia Beach in 1.5 hours. Other options are to drive; or take a bus; or do a combination of train and bus. In November, daily temperatures in Virginia Beach can reach 62°F, while at night they dip to 43°F. Wrap up your sightseeing on the 23rd (Mon) early enough to travel back home.

Things to do in Virginia Beach

Museums · Parks · Outdoors · Tours

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.