23 days in Virginia Itinerary

23 days in Virginia Itinerary

Created using Inspirock Virginia travel planner

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

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2
nights
Roanoke

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

To find reviews, maps, where to stay, and tourist information, refer to the Roanoke trip planning site.

Orlando to Roanoke is an approximately 6-hour flight. You can also drive; or take a train. Expect cooler temperatures when traveling from Orlando in November; daily highs in Roanoke reach 58°F and lows reach 37°F. Finish your sightseeing early on the 3rd (Tue) so you can drive to Luray.

Things to do in Roanoke

Parks · Museums · Historic Sites · Nature

Side Trips

Highlights from your plan
Natural Bridge State Park ©
Natural Bridge State Park
Presbyterian Cemetery ©
Presbyterian Cemetery

4
nights
Luray

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 Massanutten Storybook Trail. Change things up with these side-trips from Luray: Shenandoah Valley Discovery Museum (in Winchester), Little Washington Spa (in Washington) and Shenandoah Valley Cultural Heritage Museum at The Edinburg Mill (in Edinburg). And it doesn't end there: explore the stunning scenery at Luray Caverns, trek along Stony Man Mountain Overlook, gain insight at James Madison University, and look and learn at John C. Wells Planetarium.

To see maps, ratings, photos, and more tourist information, read Luray trip itinerary planning website.

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, plan for daily highs up to 57°F, and evening lows to 35°F. Cap off your sightseeing on the 7th (Sat) early enough to go by car to Shenandoah National Park.

Things to do in Luray

Parks · Museums · Outdoors · Childrens Museums

Side Trips

Highlights from your plan
Luray Caverns ©
Luray Caverns
Massanutten Indoor WaterPark ©
Massanutten Indoor WaterPark
Explore More Discovery Museum ©
Explore More Discovery Museum

3
nights
Shenandoah National Park

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 Dark Hollow Falls will thrill your kids. Get out of town with these interesting Shenandoah National Park side-trips: Grand Caverns (in Grottoes), Zipline (in McGaheysville) and SoLace Studios Fine Handcrafts (in Elkton). Next up on the itinerary: take a memorable drive along Skyline Drive, take your sightseeing to a higher altitude at Bearfence Mountain, trek along Mary's Rock Summit Trail, and admire the sheer force of Rose River Falls.

To see other places to visit, more things to do, and tourist information, read our Shenandoah National Park online vacation planner.

Traveling by car from Luray to Shenandoah National Park takes 1.5 hours. Alternatively, you can drive. Expect a daytime high around 59°F in November, and nighttime lows around 37°F. Wrap up your sightseeing on the 10th (Tue) to allow time to drive to Charlottesville.

Things to do in Shenandoah National Park

Parks · Nature · Outdoors · Scenic Drive

Side Trips

Highlights from your plan
Old Rag Mountain Hike ©
Old Rag Mountain Hike
SoLace Studios Fine Handcrafts ©
SoLace Studios Fine Handcrafts
Bearfence Mountain ©
Bearfence Mountain

4
nights
Charlottesville

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 The Glass Palette - Interactive Glass Art Studio make great kid-friendly stops. Explore the numerous day-trip ideas around Charlottesville: Canal Basin Square (in Scottsville), Appomattox Court House National Historical Park (in Appomattox) and Sandy River Outdoor Adventures (in Rice). There's still lots to do: test your team's savvy at Crack The Code Escape Room, contemplate the long history of James Madison's Montpelier, explore the galleries of Frontier Culture Museum, and pause for some serene contemplation at Trinity Episcopal Church.

To find where to stay, more things to do, reviews, and other tourist information, read Charlottesville trip maker website.

You can drive from Shenandoah National Park to Charlottesville in 1.5 hours. Alternatively, you can drive. In November, daily temperatures in Charlottesville can reach 59°F, while at night they dip to 37°F. Cap off your sightseeing on the 14th (Sat) early enough to go by car to Williamsburg.

Things to do in Charlottesville

Historic Sites · Outdoors · Tours · Parks

Side Trips

Highlights from your plan
Monticello ©
Monticello
Sandy River Outdoor Adventures ©
Sandy River Outdoor Adventures

5
nights
Williamsburg

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 Governor's Palace make great kid-friendly stops. Explore Williamsburg's surroundings by going to Smithfield (St. Luke's Historic Church & Museum & Windsor Castle Park) and Newport News (The Mariners' Museum & Park & The Noland Trail). Next up on the itinerary: steep yourself in history at Historic Jamestowne, take in the history at Yorktown Battlefield, take a tour of Jamestown Settlement, and walk around Colonial National Historical Park.

For maps, reviews, where to stay, and more tourist information, go to the Williamsburg holiday planner.

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

Things to do in Williamsburg

Side Trips

Highlights from your plan
Colonial Williamsburg ©
Colonial Williamsburg
Jamestown Settlement ©
Jamestown Settlement
Historic Jamestowne ©
Historic Jamestowne

4
nights
Virginia Beach

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 Chrysler Museum of Art. Get out of town with these interesting Virginia Beach side-trips: Weyanoke Bird and Wildflower Sanctuary (in Norfolk) and Hampton (Fort Monroe National Monument & Bluebird Gap Farm). 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 take a 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 · Outdoors · Parks · Tours

Side Trips

Highlights from your plan
Virginia Beach Boardwalk ©
Virginia Beach Boardwalk
Virginia Aquarium & Marine Science Center ©
Virginia Beach ©
Virginia Beach

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