60 days in Virginia Itinerary

60 days in Virginia Itinerary

Created using Inspirock Virginia route maker
Make it your trip
Fly
1
Williamsburg
— 7 nights
Drive
2
Virginia Beach
— 8 nights
Drive
3
Chincoteague Island
— 7 nights
Drive
4
Arlington
— 7 nights
Drive
5
Luray
— 6 nights
Drive
6
Shenandoah National Park
— 6 nights
Drive
7
Charlottesville
— 7 nights
Drive
8
Bedford
— 3 nights
Drive
9
Pembroke
— 1 night
Drive
10
Mouth of Wilson
— 1 night
Drive
11
Abingdon
— 6 nights
Fly

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Williamsburg — 7 nights

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.
Bring the kids along to Busch Gardens Williamsburg and Colonial Williamsburg. Explore Williamsburg's surroundings by going to Newport News (The Mariners' Museum & Park & The Noland Trail) and St. Luke's Historic Church & Museum (in Smithfield). Spend the 29th (Fri) exploring nature at Colonial National Historical Park. There's lots more to do: browse the exhibits of Historic Jamestowne, get engrossed in the history at American Revolution Museum at Yorktown, go on a hair-raising tour with a ghost and vampire tour, and contemplate the long history of George Wythe House.

To see where to stay, more things to do, reviews, and tourist information, refer to the Williamsburg trip planning tool.

Birmingham to Williamsburg is an approximately 5.5-hour flight. You can also drive; or do a combination of bus and train. The time zone difference when traveling from Birmingham to Williamsburg is 1 hour. In October, plan for daily highs up to 75°F, and evening lows to 55°F. Finish up your sightseeing early on the 1st (Mon) so you can go by car to Virginia Beach.
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Historic Sites · Museums · Parks · Nature
Side Trips

Virginia Beach — 8 nights

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 appreciate attractions like Virginia Beach Boardwalk and New Earth Farm. Change things up with these side-trips from Virginia Beach: Armed Forces Memorial (in Norfolk) and Chesapeake (Hickory Ridge Farm & Clarke farms). The adventure continues: stroll through Virginia Beach, contemplate the waterfront views at Owl Creek, take in the pleasant sights at Mount Trashmore Park, and observe the fascinating underwater world at Virginia Aquarium & Marine Science Center.

For traveler tips, other places to visit, reviews, and other tourist information, go to the Virginia Beach trip planner.

Getting from Williamsburg to Virginia Beach by car takes about 1.5 hours. Other options: take a bus; or do a combination of train and bus. In November, plan for daily highs up to 62°F, and evening lows to 43°F. Wrap up your sightseeing on the 9th (Tue) early enough to drive to Chincoteague Island.
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Parks · Museums · Outdoors · Nature
Side Trips

Chincoteague Island — 7 nights

Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.
Family-friendly places like Chincoteague National Wildlife Refuge and Donald J. Leonard Park will thrill your kids. Explore the numerous day-trip ideas around Chincoteague Island: Onancock (Ker Place & Hopkins & Bros. Store). And it doesn't end there: see majestic marine mammals with Captain Dan's Around the Island Tours, take in the pleasant sights at Chincoteague Island Waterman's Memorial, grab your bike and head to Bike Depot, and get engrossed in the history at Museum of Chincoteague.

To see reviews, photos, other places to visit, and tourist information, refer to the Chincoteague Island route website.

You can drive from Virginia Beach to Chincoteague Island in 2.5 hours. Other options are to take a bus; or take a bus. Expect a daytime high around 59°F in November, and nighttime lows around 40°F. Finish your sightseeing early on the 16th (Tue) to allow enough time to drive to Arlington.
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Parks · Museums · Wildlife · Nature
Side Trips

Arlington — 7 nights

Located just across the Potomac River from Washington, D.C., the county of Arlington blends big city and sprawling suburban environments.
You'll visit kid-friendly attractions like Arlington National Cemetery and U.S. Marine Corps War Memorial. Explore Arlington's surroundings by going to National Museum of the Marine Corps (in Triangle), Steven F. Udvar-Hazy Center (in Chantilly) and Cox Farms (in Centreville). There's still lots to do: get to know the fascinating history of The Tomb of the Unknown Soldier, steep yourself in history at George Washington's Mount Vernon, wander the streets of Old Town, and explore the landscape on two wheels at Mount Vernon Trail.

For more things to do, other places to visit, and more tourist information, read our Arlington trip itinerary planner.

Drive from Chincoteague Island to Arlington in 4 hours. Alternatively, you can do a combination of bus and flight; or do a combination of taxi, bus, train, and subway. In November, daytime highs in Arlington are 59°F, while nighttime lows are 42°F. Wrap up your sightseeing on the 23rd (Tue) to allow time to drive to Luray.
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Parks · Historic Sites · Museums · Nature
Side Trips

Luray — 6 nights

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 Luray Caverns and Stony Man Mountain Overlook. Get out of town with these interesting Luray side-trips: Mt. Crawford Creamery (in Mount Crawford), Winchester (Marker-Miller Orchards & Rocking S Ranch) and Little Washington Winery and Brewery (in Washington). Next up on the itinerary: head outdoors with Outdoor Activities, hike along Massanutten Storybook Trail, stroll through Little Devil's Stairs Trail, and do a tasting at Third Hill at DeMello Vineyards.

For maps, traveler tips, more things to do, and other tourist information, refer to the Luray day trip planner.

You can drive from Arlington to Luray in 2 hours. Other options are to fly; or do a combination of bus and taxi. Traveling from Arlington in November, you can expect nighttime temperatures to be a bit cooler in Luray, with lows of 35°F. Cap off your sightseeing on the 29th (Mon) early enough to go by car to Shenandoah National Park.
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Parks · Outdoors · Trails · Nature
Side Trips

Shenandoah National Park — 6 nights

Shenandoah National Park showcases a particularly scenic section of Virginia's Blue Ridge Mountains.
You'll visit kid-friendly attractions like Old Rag Mountain Hike and Skyline Drive. Change things up with these side-trips from Shenandoah National Park: SoLace Studios Fine Handcrafts (in Elkton) and Grand Caverns (in Grottoes). The adventure continues: take your sightseeing to a higher altitude at Hawksbill Mountain, hike along Jones Run Falls Trailhead, scramble along the landscape with a canyoning and rapelling tour, and get outside with Shenandoah River Adventures.

For ratings, reviews, maps, and other tourist information, read our Shenandoah National Park tour planner.

You can drive from Luray to Shenandoah National Park in 1.5 hours. In November, daytime highs in Shenandoah National Park are 59°F, while nighttime lows are 37°F. Wrap up your sightseeing on the 5th (Sun) to allow time to drive to Charlottesville.
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Parks · Outdoors · Trails · Nature
Side Trips

Charlottesville — 7 nights

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.
Bring the kids along to Monticello and Carter Mountain Orchard. Change things up with these side-trips from Charlottesville: Natural Bridge (Virginia Safari Park & Natural Bridge State Park), Lynchburg (Old City Cemetery & Blackwater Creek Trail) and Appomattox Court House National Historical Park (in Appomattox). The adventure continues: admire the sheer force of Crabtree Falls, steep yourself in history at Mulberry Row, admire the verdant scenery at Shenandoah Valley, and get outside with Cavalier Sporting Clays.

For photos, traveler tips, and tourist information, go to the Charlottesville route app.

Traveling by car from Shenandoah National Park to Charlottesville takes 1.5 hours. In December, daily temperatures in Charlottesville can reach 52°F, while at night they dip to 34°F. Finish up your sightseeing early on the 12th (Sun) so you can travel to Bedford.
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Parks · Historic Sites · Nature · Outdoors
Side Trips

Bedford — 3 nights

Bedford is an incorporated town and former independent city located within Bedford County in the U.S. state of Virginia. Kids will enjoy Martinsville Speedway and Peaks of Otter Visitor Center. Get out of town with these interesting Bedford side-trips: Dick & Willie Passage Rail Trail (in Martinsville), Douthat State Park (in Clifton Forge) and Falling Springs Waterfall (in Covington). It doesn't end there: pause for some photo ops at National D-Day Memorial.

For photos, traveler tips, reviews, and tourist information, read our Bedford trip maker tool.

You can drive from Charlottesville to Bedford in 2 hours. In December, daily temperatures in Bedford can reach 51°F, while at night they dip to 32°F. Wrap up your sightseeing on the 15th (Wed) to allow time to drive to Pembroke.
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Parks · Nature · Trails · Outdoors
Side Trips

Pembroke — 1 night

Pembroke is a town in Giles County, Virginia, United States. Kick off your visit on the 16th (Thu): hike along Cascades National Recreation Trail and then take in the dramatic scenery at Cascade Falls.

Take the guesswork out of planning a Pembroke vacation by using our trip itinerary maker.

You can drive from Bedford to Pembroke in 1.5 hours. In December in Pembroke, expect temperatures between 49°F during the day and 32°F at night. Finish up your sightseeing early on the 16th (Thu) so you can travel to Mouth of Wilson.
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Parks · Trails · Nature · Outdoors
Highlights from your trip

Mouth of Wilson — 1 night

Mouth of Wilson is an unincorporated community, in Grayson County in the U.S. state of Virginia, just north of the North Carolina state line. Kick off your visit on the 17th (Fri): take your sightseeing to a higher altitude at Whitetop Mountain and then admire the majestic nature at Grayson Highlands State Park.

To find other places to visit, where to stay, maps, and tourist information, refer to the Mouth of Wilson trip planner.

You can drive from Pembroke to Mouth of Wilson in 2 hours. In December, daily temperatures in Mouth of Wilson can reach 48°F, while at night they dip to 32°F. Finish your sightseeing early on the 17th (Fri) to allow enough time to drive to Abingdon.
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Nature · Parks

Abingdon — 6 nights

Abingdon is a town in Washington County, Virginia, United States, southwest of Roanoke. Kids will enjoy Appalachian Trail and Fort Chiswell Animal Park. Get out of town with these interesting Abingdon side-trips: Breaks Interstate Park (in Breaks), New River Trail State Park (in Max Meadows) and The Devil's Bathtub (in Fort Blackmore). There's lots more to do: hike along Virginia Creeper National Recreation Trail, explore the landscape on two wheels at Adventure Damascus, take a spin around town with Shuttle Shack, and take an in-depth tour of The Birthplace of Country Music Museum.

For photos, reviews, where to stay, and more tourist information, read our Abingdon route builder tool.

You can drive from Mouth of Wilson to Abingdon in 1.5 hours. In December in Abingdon, expect temperatures between 51°F during the day and 35°F at night. Finish your sightseeing early on the 23rd (Thu) to allow enough time to fly back home.
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Parks · Trails · Outdoors · Nature
Side Trips

Virginia travel guide

4.6
History Museums · Wineries & Vineyards · Historic Sites
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.
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