35 days in Virginia Itinerary

35 days in Virginia Itinerary

Created using Inspirock Virginia holiday maker

Plan created by another user. Make it yours
1
Roanoke
— 5 nights
2
Luray
— 4 nights
3
Charlottesville
— 6 nights
4
Williamsburg
— 6 nights
5
Virginia Beach
— 5 nights
6
Chincoteague Island
— 4 nights
7
Alexandria
— 4 nights

5
nights
Roanoke

Roanoke ©
Roanoke is an independent city in the U.S. Get some historical perspective at Old City Cemetery and Lee Chapel and Museum. You'll explore the less-touristy side of things at Mill Mountain Star & Park and Mabry Mill. Explore Roanoke's surroundings by going to Virginia Safari Park (in Natural Bridge), Lexington (Washington and Lee University, Stonewall Jackson House, &more) and Sinking Creek Covered Bridge (in Newport). There's lots more to do: appreciate the history behind National D-Day Memorial, don't miss a visit to Floyd Center for the Arts, admire the striking features of Thomas Jefferson's Poplar Forest, and admire the sheer force of Falling Springs Waterfall.

To find ratings, traveler tips, maps, and tourist information, use the Roanoke day trip tool.

Orlando to Roanoke is an approximately 6-hour flight. You can also drive; or take a train. Expect slightly colder temperatures when traveling from Orlando in April; daily highs in Roanoke reach 69°F and lows reach 46°F. Wrap up your sightseeing on the 30th (Thu) to allow time to drive to Luray.

Things to do in Roanoke

Historic Sites · Parks · Wildlife

Side Trips

Lexington, Floyd Center for the Arts, Falling Springs Waterfall, Mabry Mill, Old City Cemetery
Find places to stay Apr 25 — 30:
Highlights from your plan
Old City Cemetery ©
Old City Cemetery
Mabry Mill ©
Mabry Mill
Lee Chapel and Museum ©
Lee Chapel and Museum

4
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.
Eschew the tourist crowds and head to Stony Man Mountain Overlook and Rocking S Ranch. Venture out of the city with trips to Dark Hollow Falls (in Shenandoah National Park), Winchester (Museum of the Shenandoah Valley, Patsy Cline Historic House, &more) and Harrisonburg (Edith J. Carrier Arboretum & White Oak Lavender Farm & The Purple WOLF Vineyard). Next up on the itinerary: examine the collection at Virginia Museum of the Civil War, explore the fascinating underground world of Skyline Caverns, get engrossed in the history at The Car and Carriage Caravan Museum, and brush up on your knowledge of spirits at Copper Fox Distillery.

To find out how to plan a trip to Luray, use our trip itinerary maker.

You can drive from Roanoke to Luray in 2.5 hours. Other options are to do a combination of train and car; or do a combination of bus and taxi. In April, plan for daily highs up to 67°F, and evening lows to 43°F. Wrap up your sightseeing on the 4th (Mon) early enough to drive to Charlottesville.

Things to do in Luray

Parks · Museums · Nature

Side Trips

Winchester, Harrisonburg, Shenandoah Caverns, Virginia Museum of the Civil War, Copper Fox Distillery
Find places to stay Apr 30 — May 4:
Highlights from your plan
Stony Man Mountain Overlook ©
Stony Man Mountain Overlook
Patsy Cline Historic House ©
Patsy Cline Historic House
Rocking S Ranch ©
Rocking S Ranch

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.
Eschew the tourist crowds and head to James Madison's Montpelier and McLean House. Visit Appomattox Court House National Historical Park and The Glass Palette - Interactive Glass Art Studio for their historical value. Venture out of the city with trips to Staunton (Woodrow Wilson Birthplace, Frontier Culture Museum, &more), The Quarry Gardens (in Schuyler) and The Exchange Hotel Civil War medical Museum (in Gordonsville). Next up on the itinerary: steep yourself in history at Mulberry Row, relax in the rural setting at Carter Mountain Orchard, learn the secrets of beer at a beer tour and tasting, and admire the landmark architecture of University of Virginia.

To see ratings, reviews, photos, and more tourist information, go to the Charlottesville online road trip planner.

You can drive from Luray to Charlottesville in 1.5 hours. In May in Charlottesville, expect temperatures between 76°F during the day and 55°F at night. Finish up your sightseeing early on the 10th (Sun) so you can go by car to Williamsburg.

Things to do in Charlottesville

Historic Sites · Museums · Tours

Side Trips

Staunton, Appomattox, The Quarry Gardens, The Exchange Hotel Civil War medical Museum, James Madison's Montpelier
Find places to stay May 4 — 10:
Highlights from your plan
James Madison's Montpelier ©
James Madison's Montpelier
McLean House ©
McLean House

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.
Get some historical perspective at Bruton Parish Episcopal Church and Petersburg National Battlefield Park. You'll explore the less-touristy side of things at Berkeley Plantation and Bassett Hall. Change things up with these side-trips from Williamsburg: Pamplin Historical Park (in Petersburg), Cumberland Marsh Natural Area Preserve (in New Kent) and Richmond (White House of the Confederacy, Virginia Capitol Building, &more). There's lots more to do: admire the striking features of Bacon's Castle, stop by The Peanut Shop of Williamsburg, take in the spiritual surroundings of St. Luke's Historic Church & Museum, and steep yourself in history at Public Hospital Museum.

For ratings, more things to do, other places to visit, and other tourist information, go to the Williamsburg trip site.

Traveling by car from Charlottesville to Williamsburg takes 2.5 hours. Alternatively, you can take a bus. In May, daily temperatures in Williamsburg can reach 79°F, while at night they dip to 59°F. Finish your sightseeing early on the 16th (Sat) to allow enough time to drive to Virginia Beach.

Things to do in Williamsburg

Historic Sites · Museums · Parks

Side Trips

Richmond, Petersburg, Surry, Charles City, J. E. B Stuart Yellow Tavern Memorial
Find places to stay May 10 — 16:
Highlights from your plan
Petersburg National Battlefield Park ©
Petersburg National Battlefield Park
Pamplin Historical Park ©
Pamplin Historical Park
St. Luke's Historic Church & Museum ©
St. Luke's Historic Church & Museum

5
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.
Visit Cape Henry Lighthouse and Edgar Cayce's A.R.E. Association for Research and Enlightenment for their historical value. You'll discover tucked-away gems like First Landing State Park and Horseback Riding Tours. Change things up with a short trip to Chesapeake Bay Bridge-Tunnel in Cape Charles (about 44 minutes away). There's lots more to do: identify plant and animal life at Back Bay National Wildlife Refuge, stroll around Neptune's Park, see the interesting displays at Virginia Beach Surf & Rescue Museum, and admire the natural beauty at Norfolk Botanical Garden.

To see more things to do, other places to visit, photos, and tourist information, read Virginia Beach travel planner.

Traveling by car from Williamsburg to Virginia Beach takes 1.5 hours. Alternatively, you can take a bus; or take a bus. In May, daytime highs in Virginia Beach are 77°F, while nighttime lows are 60°F. Finish your sightseeing early on the 21st (Thu) so you can drive to Chincoteague Island.

Things to do in Virginia Beach

Parks · Museums · Wildlife

Side Trips

Norfolk, Chesapeake Bay Bridge-Tunnel
Find places to stay May 16 — 21:
Highlights from your plan
First Landing State Park ©
First Landing State Park
Cape Henry Lighthouse ©
Cape Henry Lighthouse
Back Bay National Wildlife Refuge ©
Back Bay National Wildlife Refuge

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.
Explore hidden gems such as Assateague Lighthouse and Nature & Wildlife Tours. Explore Chincoteague Island's surroundings by going to Eastern Shore Railway Museum (in Parksley) and Hopkins & Bros. Store (in Onancock). The adventure continues: get engrossed in the history at Museum of Chincoteague, sample the tasty concoctions at Black Narrows Brewing, cool off at Maui Jack’s, and stop by T Shirt Factory.

For more things to do, reviews, where to stay, and more tourist information, you can read our Chincoteague Island trip planner.

Getting from Virginia Beach to Chincoteague Island by car takes about 2.5 hours. Other options: take a bus; or take a bus. When traveling from Virginia Beach in May, plan for a bit cooler days in Chincoteague Island, with highs around 72°F, while nights are about the same with lows around 57°F. Wrap up your sightseeing on the 25th (Mon) early enough to drive to Alexandria.

Things to do in Chincoteague Island

Wildlife · Tours · Parks

Side Trips

Assateague Lighthouse, Eastern Shore Railway Museum, Hopkins & Bros. Store
Find places to stay May 21 — 25:
Highlights from your plan
Assateague Lighthouse ©
Assateague Lighthouse
Nature & Wildlife Tours
Chincoteague National Wildlife Refuge ©
Chincoteague National Wildlife Refuge

4
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.
Get some historical perspective at Manassas National Battlefield Park and Fredericksburg & Spotsylvania National Military Park. You'll discover tucked-away gems like Arlington House - The Robert E. Lee Memorial and The Rising Sun Tavern. You'll find plenty of places to visit near Alexandria: Chancellorsville Battlefield Visitor Center (in Spotsylvania), Fredericksburg (Fredericksburg Battlefield and Visitor Center, Hugh Mercer Apothecary Shop, &more) and National Museum of the Marine Corps (in Triangle). There's still lots to do: explore the galleries of Gari Melchers Home and Studio at Belmont and make a trip to John F. Kennedy Grave Site.

For maps, traveler tips, reviews, and other tourist information, you can read our Alexandria planning tool.

You can drive from Chincoteague Island to Alexandria in 4 hours. Alternatively, you can do a combination of taxi, bus, train, and subway; or do a combination of bus and flight. In May, daily temperatures in Alexandria can reach 76°F, while at night they dip to 58°F. Finish your sightseeing early on the 29th (Fri) so you can travel back home.

Things to do in Alexandria

Historic Sites · Museums

Side Trips

Fredericksburg, Arlington, Chancellorsville Battlefield Visitor Center, National Museum of the Marine Corps, Gari Melchers Home and Studio at Belmont
Find places to stay May 25 — 29:
Highlights from your plan
Fredericksburg Battlefield and Visitor Center ©
Manassas National Battlefield Park ©
Manassas National Battlefield Park

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