44 days in Virginia Itinerary

44 days in Virginia Itinerary

Created using Inspirock Virginia vacation maker

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Route & dates

44 days in Virginia Itinerary

Start: Sedona
+2
taxi + Fly + bus:  9​h 30​min
1
Luray
— 5 nights
Drive:  1​h 15​min
2
Shenandoah National Park
— 5 nights
Drive:  4​h 15​min
3
Damascus
— 2 nights
Drive:  2​h 45​min
4
Bedford
— 4 nights
Drive:  1​h 45​min
5
Charlottesville
— 6 nights
Drive:  2​h 15​min
6
Williamsburg
— 6 nights
Drive:  1​h 15​min
7
Virginia Beach
— 6 nights
Drive:  2​h 30​min
8
Chincoteague Island
— 4 nights
Drive:  3​h 45​min
9
Arlington
— 5 nights
+3
subway + bus + Fly + taxi:  7​h 30​min
End: Sedona

5
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.
Explore the numerous day-trip ideas around Luray: Edith J. Carrier Arboretum (in Harrisonburg), Winchester (Marker-Miller Orchards, Rocking S Ranch, & more) and Balthis House (in Front Royal). There's lots more to do: take in breathtaking views at Luray Caverns, hike along Whiteoak Canyon Falls, explore the fascinating underground world of Shenandoah Caverns, and walk around Shenandoah River State Park.

To see reviews, ratings, maps, and more tourist information, refer to the Luray trip planner.

Sedona to Luray is an approximately 9.5-hour combination of taxi, flight, and bus. You can also do a combination of shuttle, flight, and bus; or drive. The time zone difference moving from Mountain Standard Time to Eastern Standard Time is 2 hours. May in Luray sees daily highs of 75°F and lows of 52°F at night. Finish your sightseeing early on the 8th (Fri) so you can drive to Shenandoah National Park.

Things to do in Luray

Parks Outdoors Museums

Side Trips

Winchester, Balthis House, Shenandoah Caverns, Shenandoah River State Park, Edith J. Carrier Arboretum
Highlights from your plan
Rocking S Ranch ©
Rocking S Ranch
Luray Caverns ©
Luray Caverns
Stony Man Mountain Overlook ©
Stony Man Mountain Overlook

5
nights
Shenandoah National Park

Shenandoah National Park ©
Shenandoah National Park showcases a particularly scenic section of Virginia's Blue Ridge Mountains.
Get out of town with these interesting Shenandoah National Park side-trips: Grand Caverns (in Grottoes), Harrisonburg (Purple Wolf Vineyard, White Oak Lavender Farm & The Purple WOLF Vineyard, & more) and SoLace Studios Fine Handcrafts (in Elkton). The adventure continues: hike along Old Rag Mountain Hike, take in the awesome beauty at Hawksbill Mountain, scramble along the landscape with a canyoning and rapelling tour, and stroll through Appalachian Trail.

To see other places to visit, where to stay, ratings, and other tourist information, refer to the Shenandoah National Park trip planner .

You can drive from Luray to Shenandoah National Park in 1.5 hours. In May, daily temperatures in Shenandoah National Park can reach 76°F, while at night they dip to 55°F. Cap off your sightseeing on the 13th (Wed) early enough to travel to Damascus.

Things to do in Shenandoah National Park

Parks Nature Outdoors

Side Trips

Harrisonburg, Grand Caverns, SoLace Studios Fine Handcrafts, Mt. Crawford Creamery
Highlights from your plan
Old Rag Mountain Hike ©
Old Rag Mountain Hike
Skyline Drive ©
Skyline Drive
Dark Hollow Falls ©
Dark Hollow Falls

2
nights
Damascus

Damascus ©
Damascus is a town in Washington County, Virginia, United States. Start off your visit on the 14th (Thu): admire the majestic nature at Grayson Highlands State Park, then stroll through Appalachian Trail, and then trek along Virginia Creeper National Recreation Trail. Get ready for a full day of sightseeing on the 15th (Fri): explore by horseback at Virginia Creeper Trail Club, then see the interesting displays at Fields-Penn 1860 House Museum, then see the interesting displays at The Birthplace of Country Music Museum, and finally stroll the grounds of Sinking Spring Cemetery.

To find maps, more things to do, ratings, and other tourist information, read our Damascus road trip planner.

Traveling by car from Shenandoah National Park to Damascus takes 4.5 hours. Alternatively, you can do a combination of car and flight. In May, daily temperatures in Damascus can reach 75°F, while at night they dip to 54°F. Finish your sightseeing early on the 15th (Fri) so you can travel to Bedford.

Things to do in Damascus

Parks Trails Outdoors

Side Trips

Abingdon, Grayson Highlands State Park, The Birthplace of Country Music Museum, Appalachian Trail
Highlights from your plan
Grayson Highlands State Park ©
Grayson Highlands State Park

4
nights
Bedford

Bedford ©
Bedford is an incorporated town and former independent city located within Bedford County in the U.S. You'll find plenty of places to visit near Bedford: Natural Bridge (Natural Bridge State Park & Virginia Safari Park), Lexington (Virginia Military Institute & Lee Chapel and Museum) and Lynchburg (Room Escape Games & Presbyterian Cemetery). There's still lots to do: appreciate the history behind National D-Day Memorial, walk around Mill Mountain Star & Park, take in the dramatic scenery at Cascade Falls, and explore the wealth of natural beauty at Appomattox Court House National Historical Park.

To find ratings, photos, more things to do, and tourist information, read Bedford day trip planner .

Drive from Damascus to Bedford in 3 hours. Expect a daytime high around 76°F in May, and nighttime lows around 53°F. Finish up your sightseeing early on the 19th (Tue) so you can travel to Charlottesville.

Things to do in Bedford

Parks Historic Sites Nature

Side Trips

Lynchburg, Lexington, Natural Bridge, Roanoke, Appomattox Court House National Historical Park
Highlights from your plan
National D-Day Memorial ©
National D-Day Memorial
Virginia Military Institute ©
Virginia Military Institute
Cascade Falls ©
Cascade Falls

6
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.
Venture out of the city with trips to Fluvanna Heritage Trail (in Palmyra), Canal Basin Square (in Scottsville) and James Madison's Montpelier (in Montpelier Station). There's still lots to do: admire the natural beauty at Monticello, test your problem-solving skills at popular escape rooms, sample some tasty brews at a beer tour and tasting, and admire the masterpieces at Jefferson School African American Heritage Center.

To see photos, reviews, more things to do, and tourist information, use the Charlottesville road trip planner .

You can drive from Bedford to Charlottesville in 2 hours. In May in Charlottesville, expect temperatures between 76°F during the day and 55°F at night. Finish your sightseeing early on the 25th (Mon) to allow enough time to drive to Williamsburg.

Things to do in Charlottesville

Historic Sites Parks Outdoors

Side Trips

Staunton, James Madison's Montpelier, Canal Basin Square, Crabtree Falls, Cavalier Sporting Clays
Highlights from your plan
Monticello ©
Monticello
Beer Tastings & Tours

6
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.
Explore the numerous day-trip ideas around Williamsburg: Newport News (The Noland Trail & The Mariners' Museum & Park), St. Luke's Historic Church & Museum (in Smithfield) and Richmond (Maymont & Virginia Museum of Fine Arts). Next up on the itinerary: cool off at Busch Gardens Williamsburg, take a memorable drive along Colonial Parkway, pause for some serene contemplation at Bruton Parish Episcopal Church, and steep yourself in history at Governor's Palace.

For traveler tips, more things to do, reviews, and other tourist information, read our Williamsburg trip maker site .

Traveling by car from Charlottesville to Williamsburg takes 2.5 hours. Alternatively, you can take a bus. May in Williamsburg sees daily highs of 79°F and lows of 59°F at night. Cap off your sightseeing on the 31st (Sun) early enough to go by car to Virginia Beach.

Things to do in Williamsburg

Historic Sites Museums Theme Parks

Side Trips

Richmond, Newport News, Yorktown, St. Luke's Historic Church & Museum, Bacon's Castle
Highlights from your plan
Busch Gardens Williamsburg ©
Busch Gardens Williamsburg
Colonial Williamsburg ©
Colonial Williamsburg
Historic Jamestowne ©
Historic Jamestowne

6
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.
Take a break from Virginia Beach with a short trip to Weyanoke Bird and Wildflower Sanctuary in Norfolk, about 38 minutes away. The adventure continues: take a leisurely stroll along Virginia Beach Boardwalk, brush up on your military savvy at Military Aviation Museum, kick back and relax at Virginia Beach, and sample the fine beverages at Tarnished Truth Distilling Company.

To find other places to visit, traveler tips, reviews, and more tourist information, read our Virginia Beach trip planner.

Drive from Williamsburg to Virginia Beach in 1.5 hours. Alternatively, you can take a bus; or take a bus. Expect a daytime high around 77°F in May, and nighttime lows around 60°F. Cap off your sightseeing on the 6th (Sat) early enough to go by car to Chincoteague Island.

Things to do in Virginia Beach

Parks Museums Outdoors

Side Trip

Norfolk
Highlights from your plan
Tarnished Truth Distilling Company ©
Virginia Beach Boardwalk ©
Virginia Beach Boardwalk
Military Aviation Museum ©
Military Aviation Museum

4
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.
Chincoteague Island is known for nature, wildlife, museums, shopping, and historic sites. Your plan includes some of its best attractions: explore the wealth of natural beauty at Chincoteague National Wildlife Refuge, cast your line with a fishing tour, enjoy the sea views from Assateague Lighthouse, and head outdoors with Donald J. Leonard.

To find other places to visit, more things to do, photos, and more tourist information, go to the Chincoteague Island trip tool .

Getting from Virginia Beach to Chincoteague Island by car takes about 2.5 hours. Other options: take a bus; or take a bus. Expect a daytime high around 82°F in June, and nighttime lows around 66°F. Wrap up your sightseeing on the 10th (Wed) to allow time to drive to Arlington.

Things to do in Chincoteague Island

Wildlife Outdoors Parks

Side Trips

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

5
nights
Arlington

Arlington ©
Located just across the Potomac River from Washington, D.C., the county of Arlington blends big city and sprawling suburban environments.
Get out of town with these interesting Arlington side-trips: Steven F. Udvar-Hazy Center (in Chantilly), iFLY Indoor Skydiving - Loudoun (in Ashburn) and Aslin Brewery (in Herndon). There's still lots to do: explore the different monuments and memorials at Arlington National Cemetery, pause for some photo ops at U.S. Marine Corps War Memorial, admire the landmark architecture of George Washington's Mount Vernon, and grab your bike and head to Mount Vernon Trail.

To see where to stay, ratings, photos, and more tourist information, you can read our Arlington online vacation 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 and bus. In June, daytime highs in Arlington are 86°F, while nighttime lows are 69°F. Finish your sightseeing early on the 15th (Mon) so you can travel back home.

Things to do in Arlington

Historic Sites Museums Parks

Side Trips

Steven F. Udvar-Hazy Center, Little Library, George Washington's Mount Vernon, Aslin Brewery, National Museum of the Marine Corps
Highlights from your plan
Arlington National Cemetery ©
Arlington National Cemetery
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier
Steven F. Udvar-Hazy Center ©
Steven F. Udvar-Hazy Center

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