60 days in Virginia Itinerary

60 days in Virginia Itinerary

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Route & dates

60 days in Virginia Itinerary

Start: New York City
Fly:  3​h 15​min
1
Alexandria
— 8 nights
Drive:  2​h
2
Luray
— 8 nights
Drive:  2​h 30​min
3
Roanoke
— 8 nights
Drive:  2​h 15​min
4
Charlottesville
— 8 nights
Drive:  2​h 15​min
5
Williamsburg
— 9 nights
Drive:  1​h 15​min
6
Virginia Beach
— 10 nights
Drive:  2​h 30​min
7
Chincoteague Island
— 8 nights
Drive:  5​h 15​min
End: New York City

8
nights
Alexandria

Alexandria ©
Just a few metro stops away from the bustle of Washington D.C., Alexandria provides a respite from the fast-paced capital.
Relax by the water at Wolf Trap National Park for the Performing Arts and Great Falls Park. Get in touch with nature at Hidden Oaks Nature Center and Occoquan Regional Park. Explore Alexandria's surroundings by going to Catoctin Creek Distillery (in Purcellville), Manassas National Battlefield Park (in Manassas) and Steven F. Udvar-Hazy Center (in Chantilly). And it doesn't end there: contemplate the long history of George Washington's Distillery & Gristmill, take an in-depth tour of The Rising Sun Tavern, appreciate the extensive heritage of The Tomb of the Unknown Soldier, and learn about winemaking at Bluemont Vineyard.

For reviews, where to stay, and other tourist information, read our Alexandria vacation planning tool .

New York City to Alexandria is an approximately 3.5-hour flight. You can also do a combination of bus and flight; or drive. Traveling from New York City in June, expect nights in Alexandria to be about the same, around 69°F, while days are somewhat warmer, around 86°F. Finish your sightseeing early on the 23rd (Sun) to allow enough time to drive to Luray.

Things to do in Alexandria

Parks Historic Sites Nature

Side Trips

Arlington, Fredericksburg, Winchester, McLean, Mount Vernon
Highlights from your plan
Manassas National Battlefield Park ©
Great Falls Park ©
Great Falls Park

8
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.
You'll explore the less-touristy side of things at Zipline and Stony Man Mountain Hike. Get in touch with nature at Luray Hawksbill Greenway and Luray Caverns. Change things up with these side-trips from Luray: Endless Caverns (in New Market), Shenandoah National Park (Bearfence Mountain, Dark Hollow Falls, & more) and Shenandoah Valley Golf Club (in Front Royal). And it doesn't end there: Head underground at Shenandoah Caverns, get engrossed in the history at The Car and Carriage Caravan Museum, sample the fine beverages at Copper Fox Distillery, and look for all kinds of wild species at Elkwallow Picnic Area.

To see ratings, traveler tips, other places to visit, and more tourist information, read Luray day trip planning website .

You can drive from Alexandria to Luray in 2 hours. Alternatively, you can do a combination of train and car; or do a combination of bus and taxi. Traveling from Alexandria in June, expect a bit cooler with lows of 62°F in Luray. Finish your sightseeing early on the 1st (Mon) so you can drive to Roanoke.

Things to do in Luray

Parks Outdoors Nature

Side Trips

Shenandoah National Park, New Market, Sperryville, Front Royal, Wisteria Farm and Vineyard
Highlights from your plan
Luray Caverns ©
Luray Caverns
Stony Man Mountain Overlook ©
Stony Man Mountain Overlook
Appalachian Trail ©
Appalachian Trail

8
nights
Roanoke

Roanoke ©
Roanoke is an independent city in the U.S. Visit Cascade Falls and Virginia Safari Park for some beach relaxation. Get in touch with nature at New River Trail State Park and Falling Springs Waterfall. Get out of town with these interesting Roanoke side-trips: Lexington (Washington and Lee University, Stonewall Jackson House, & more), Dinosaur Kingdom II (in Natural Bridge) and Claytor Lake State Park (in Dublin). There's much more to do: steep yourself in history at Mabry Mill, make a trip to Mill Mountain Star and Park, immerse yourself in nature at Smith Mountain Lake, and see the interesting displays at Virginia Museum of Transportation.

To find traveler tips, reviews, photos, and more tourist information, read Roanoke day trip website .

Traveling by car from Luray to Roanoke takes 2.5 hours. Alternatively, you can do a combination of car and train; or do a combination of bus and flight. In July, daytime highs in Roanoke are 87°F, while nighttime lows are 68°F. Finish your sightseeing early on the 9th (Tue) to allow enough time to drive to Charlottesville.

Things to do in Roanoke

Parks Historic Sites Nature

Side Trips

Lexington, Lynchburg, Floyd, Natural Bridge, Tinglers Mill
Highlights from your plan
Virginia Safari Park ©
Virginia Safari Park
Cascade Falls ©
Cascade Falls
Mabry Mill ©
Mabry Mill

8
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.
Get outdoors at Saunders-Monticello Trail and Grand Caverns. Step off the beaten path and head to Mulberry Row and The Glass Palette - Interactive Glass Art Studio. Venture out of the city with trips to Loose Shoe Brewing Company (in Amherst), Appomattox (McLean House & Appomattox Court House National Historical Park) and Staunton (Woodrow Wilson Birthplace & Frontier Culture Museum). There's much more to do: contemplate the long history of James Monroe's Highland, admire all the interesting features of Monticello, look for gifts at King Family Vineyards, and take in the dramatic scenery at Crabtree Falls.

To find where to stay, reviews, photos, and other tourist information, you can read our Charlottesville trip planner .

You can drive from Roanoke to Charlottesville in 2.5 hours. Alternatively, you can take a bus; or take a train. In July, plan for daily highs up to 88°F, and evening lows to 68°F. Finish up your sightseeing early on the 17th (Wed) so you can go by car to Williamsburg.

Things to do in Charlottesville

Historic Sites Parks Wineries

Side Trips

Crozet, Appomattox, Staunton, James Madison's Montpelier, Bold Rock Hard Cider
Highlights from your plan
Monticello ©
Monticello
James Madison's Montpelier ©
James Madison's Montpelier

9
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.
Popular historic sites such as Blandford Church and Cemetery and Bassett Hall are in your itinerary. Relax by the water at Pamplin Historical Park and St. Luke's Historic Church & Museum. Change things up with these side-trips from Williamsburg: Dutch Gap Conservation Area (in Chester), Richmond (White House of the Confederacy, Carytown, & more) and Charles City (Berkeley Plantation & Shirley Plantation). There's lots more to do: take in the architecture and atmosphere at Bruton Parish Episcopal Church, take a tour of Jamestown Settlement, contemplate the long history of Colonial Williamsburg, and explore and take pictures at Colonial Parkway.

To see reviews, more things to do, other places to visit, and other tourist information, read our Williamsburg day trip planner.

You can drive from Charlottesville to Williamsburg in 2.5 hours. Another option is to take a bus. In July, daytime highs in Williamsburg are 91°F, while nighttime lows are 73°F. Finish up your sightseeing early on the 26th (Fri) so you can go by car to Virginia Beach.

Things to do in Williamsburg

Historic Sites Museums Parks

Side Trips

Richmond, Petersburg, Yorktown, Charles City, Mattaponi Springs Golf Club
Highlights from your plan
Bassett Hall ©
Bassett Hall
Pamplin Historical Park ©
Pamplin Historical Park
Blandford Church and Cemetery ©
Blandford Church and Cemetery

10
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.
Visiting Parasailing & Paragliding and Cape Charles Beach will get you outdoors. Your itinerary includes some good beach time at Back Bay National Wildlife Refuge and Sandbridge Beach. Explore Virginia Beach's surroundings by going to Smartmouth Brewing Company (in Norfolk), Cape Charles (Bay Creek Golf Club, Kiptopeke State Park, & more) and Machipongo (Barrier Islands Center & Chatham Vineyards). The adventure continues: enjoy the sea views from Cape Henry Lighthouse, trot along with a tour on horseback, take a leisurely stroll along Virginia Beach Boardwalk, and cast your line with a fishing tour.

To see other places to visit, traveler tips, more things to do, and other tourist information, you can read our Virginia Beach trip planner .

You can drive from Williamsburg to Virginia Beach in 1.5 hours. Other options are to take a bus; or take a bus. Expect a daytime high around 89°F in July, and nighttime lows around 73°F. Cap off your sightseeing on the 5th (Mon) early enough to go by car to Chincoteague Island.

Things to do in Virginia Beach

Parks Outdoors Wildlife

Side Trips

Norfolk, Cape Charles, Hampton, Machipongo, Children's Museum of Virginia
Highlights from your plan
Cape Henry Lighthouse ©
Cape Henry Lighthouse
Sandbridge Beach ©
Sandbridge Beach
First Landing State Park ©
First Landing State Park

8
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.
We've included these beaches for you: Fishing Charters & Tours and Nature & Wildlife Tours. Popular historic sites such as Chincoteague National Wildlife Refuge and Bike Depot are in your itinerary. Get out of town with these interesting Chincoteague Island side-trips: Onancock (Ker Place & Hopkins & Bros. Store). Next up on the itinerary: visit a coastal fixture at Assateague Lighthouse, cool off at Maui Jack’s, indulge your thirst for a good beer at Black Narrows Brewing, and see the interesting displays at Beebe Ranch.

For more things to do, where to stay, other places to visit, and tourist information, read Chincoteague Island online travel route planner .

Traveling by car from Virginia Beach to Chincoteague Island takes 2.5 hours. Alternatively, you can take a bus; or take a bus. August in Chincoteague Island sees daily highs of 84°F and lows of 68°F at night. You'll set off for home on the 13th (Tue).

Things to do in Chincoteague Island

Wildlife Outdoors Parks

Side Trips

Onancock, Chincoteague Bay Field Station, Assateague Lighthouse
Highlights from your plan
Chincoteague National Wildlife Refuge ©
Nature & Wildlife Tours
Assateague Lighthouse ©
Assateague Lighthouse

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