16 days in Virginia Itinerary

16 days in Virginia Itinerary

Created using Inspirock Virginia trip planner

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Route & dates

16 days in Virginia Itinerary

Start: Charlotte
Fly:  3​h 30​min
1
Virginia Beach
— Few hours
Drive:  1​h 15​min
2
Williamsburg
— 2 nights
Drive:  2​h 30​min
3
Alexandria
— 1 night
Drive:  2​h 45​min
4
Shenandoah National Park
— 3 nights
Drive:  1​h 45​min
5
Natural Bridge
— 3 nights
Drive:  1​h 30​min
6
Charlottesville
— 3 nights
Drive:  1​h 15​min
7
McGaheysville
— 3 nights
Drive:  5​h 15​min
End: Charlotte

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 30th (Fri): enjoy the sand and surf at Virginia Beach and then take in the waterfront at Virginia Beach Boardwalk.

To find where to stay, maps, reviews, and other tourist information, read Virginia Beach trip maker website .

Charlotte to Virginia Beach is an approximately 3.5-hour flight. You can also drive; or do a combination of flight and bus. In August, daytime highs in Virginia Beach are 86°F, while nighttime lows are 72°F. Finish your sightseeing early on the 30th (Fri) so you can drive to Williamsburg.

Things to do in Virginia Beach

Outdoors Beaches Parks
Find places to stay Aug 30 — 31:
Highlights from your plan
Virginia Beach Boardwalk ©
Virginia Beach Boardwalk
Virginia Beach ©
Virginia Beach

2
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.
On the 31st (Sat), contemplate the long history of George Wythe House, then contemplate the long history of Jamestown Settlement, and then cool off at Water Country USA. Here are some ideas for day two: find something for the whole family at Busch Gardens Williamsburg, then steep yourself in history at Governor's Palace, and then pause for some serene contemplation at Bruton Parish Episcopal Church.

For reviews, ratings, other places to visit, and other tourist information, go to the Williamsburg trip planner .

You can drive from Virginia Beach to Williamsburg in 1.5 hours. Alternatively, you can take a bus; or take a bus. In August, daytime highs in Williamsburg are 89°F, while nighttime lows are 70°F. Finish your sightseeing early on the 1st (Sun) to allow enough time to drive to Alexandria.

Things to do in Williamsburg

Theme Parks Historic Sites
Find places to stay Aug 30 — Sep 1:
Highlights from your plan
Busch Gardens Williamsburg ©
Busch Gardens Williamsburg
Jamestown Settlement ©
Jamestown Settlement
Water Country USA ©
Water Country USA

1
night
Alexandria

Just a few metro stops away from the bustle of Washington D.C., Alexandria provides a respite from the fast-paced capital.
Kick off your visit on the 2nd (Mon): pause for some photo ops at George Washington Masonic National Memorial, test your team's savvy at popular escape rooms, then admire the local landmark of Alexandria City Hall & Market Square, then take a stroll through Old Town, and finally take a leisurely stroll along Old Town Waterfront.

Before you visit Alexandria, use our trip planner to discover what you can do and see there.

Traveling by car from Williamsburg to Alexandria takes 2.5 hours. Alternatively, you can take a train; or do a combination of bus and flight. Expect a daytime high around 82°F in September, and nighttime lows around 65°F. Wrap up your sightseeing on the 2nd (Mon) to allow time to drive to Shenandoah National Park.

Things to do in Alexandria

Fun & Games Historic Sites Neighborhoods
Find places to stay Sep 1 — 2:
Highlights from your plan
Room Escape Games
Old Town ©
Old Town
Old Town Waterfront ©
Old Town Waterfront

3
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 Skyline Drive as well as Dark Hollow Falls. Kick off your visit on the 3rd (Tue): take a memorable drive along Skyline Drive, tour the pleasant surroundings at Old Rag Mountain Hike, and then take in the dramatic scenery at Dark Hollow Falls. Get ready for a full day of sightseeing on the 4th (Wed): take your sightseeing to a higher altitude at Skyland and then take your sightseeing to a higher altitude at Bearfence Mountain.

To find traveler tips, maps, more things to do, and tourist information, use the Shenandoah National Park road trip planning app .

You can drive from Alexandria to Shenandoah National Park in 3 hours. Other options are to do a combination of train and taxi; or fly. Traveling from Alexandria in September, expect little chillier with lows of 60°F in Shenandoah National Park. Wrap up your sightseeing by early afternoon on the 5th (Thu) to allow time for the car ride to Natural Bridge.

Things to do in Shenandoah National Park

Parks Nature Outdoors
Find places to stay Sep 2 — 5:
Highlights from your plan
Old Rag Mountain Hike ©
Old Rag Mountain Hike
Skyline Drive ©
Skyline Drive
Dark Hollow Falls ©
Dark Hollow Falls

3
nights
Natural Bridge

Natural Bridge ©
Natural Bridge is an unincorporated community in Rockbridge County, Virginia, United States. Your day-by-day itinerary now includes Virginia Safari Park. Step out of Natural Bridge with an excursion to Roaring Run falls and Furnace Trail in Eagle Rock--about 38 minutes away. There's still lots to do: take in the dramatic natural features at Natural Bridge State Park, explore the fascinating underground world of Caverns At Natural Bridge, take your sightseeing to a higher altitude at Peaks of Otter Visitor Center, and examine the collection at Natural Bridge Wax Museum.

To find reviews, traveler tips, where to stay, and more tourist information, refer to the Natural Bridge holiday builder website .

Traveling by car from Shenandoah National Park to Natural Bridge takes 2 hours. Alternatively, you can do a combination of taxi and bus. In September, Natural Bridge is little chillier than Shenandoah National Park - with highs of 68°F and lows of 54°F. Finish up your sightseeing early on the 8th (Sun) so you can go by car to Charlottesville.

Things to do in Natural Bridge

Parks Nature Wildlife

Side Trips

Layne's Country Store, Buchanan Swinging Bridge, Roaring Run falls and Furnace Trail, Peaks of Otter Visitor Center
Find places to stay Sep 5 — 8:
Highlights from your plan
Virginia Safari Park ©
Virginia Safari Park
Natural Bridge State Park ©
Natural Bridge State Park
Peaks of Otter Visitor Center ©
Peaks of Otter Visitor Center

3
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.
University of Virginia has been added to your itinerary. Kick off your visit on the 9th (Mon): steep yourself in history at James Madison's Montpelier, learn about winemaking at Trump Winery, and then take in nature's colorful creations at Monticello. Get ready for a full day of sightseeing on the 10th (Tue): make a trip to Canal Basin Square, contemplate the long history of James Monroe's Highland, then cozy up to a beverage at Michie Tavern ca. 1784, then experience rural life at Carter Mountain Orchard, and finally contemplate in the serene atmosphere at Holy Comforter Roman Catholic Church.

You can plan Charlottesville trip in no time by asking Inspirock to help create your itinerary.

Getting from Natural Bridge to Charlottesville by car takes about 1.5 hours. Other options: do a combination of taxi and train; or do a combination of taxi and bus. Plan for a bit warmer temperatures traveling from Natural Bridge in September, with highs in Charlottesville at 80°F and lows at 60°F. Wrap up your sightseeing by early afternoon on the 11th (Wed) to allow time for the car ride to McGaheysville.

Things to do in Charlottesville

Historic Sites Shopping Wineries

Side Trips

James Madison's Montpelier, Canal Basin Square
Find places to stay Sep 8 — 11:
Highlights from your plan
Monticello ©
Monticello
James Madison's Montpelier ©
James Madison's Montpelier
Carter Mountain Orchard ©
Carter Mountain Orchard

3
nights
McGaheysville

McGaheysville ©
Massanutten Indoor WaterPark has been added to your itinerary. Venture out of the city with trips to Frontier Culture Museum (in Staunton) and Luray (The Car and Carriage Caravan Museum, Luray Valley Museum, & more).

To see reviews, traveler tips, maps, and more tourist information, you can read our McGaheysville day trip planning app .

Getting from Charlottesville to McGaheysville by car takes about 1.5 hours. Traveling from Charlottesville in September, plan for little chillier nights in McGaheysville, with lows around 55°F. On the 14th (Sat), you'll travel back home.

Things to do in McGaheysville

Parks Theme Parks Museums

Side Trips

Luray, Frontier Culture Museum, Green Valley Book Fair
Find places to stay Sep 11 — 14:
Highlights from your plan
Luray Caverns ©
Luray Caverns
Stony Man Mountain Overlook ©
Stony Man Mountain Overlook
Frontier Culture Museum ©
Frontier Culture Museum

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