35 days in Virginia Itinerary

35 days in Virginia Itinerary

Created using Inspirock Virginia holiday maker

This plan was created by another user.  Make it your plan

Route & dates

35 days in Virginia Itinerary

Start: Orlando
Fly:  5​h 15​min
1
Roanoke
— 5 nights
Drive:  2​h 30​min
2
Luray
— 4 nights
Drive:  1​h 30​min
3
Charlottesville
— 6 nights
Drive:  2​h 15​min
4
Williamsburg
— 6 nights
Drive:  1​h 15​min
5
Virginia Beach
— 5 nights
Drive:  2​h 30​min
6
Chincoteague Island
— 4 nights
Drive:  3​h 45​min
7
Alexandria
— 4 nights
Fly:  4​h
End: Orlando

5
nights
Roanoke

Roanoke ©
Roanoke is an independent city in the U.S. Discover out-of-the-way places like Virginia Safari Park and Mill Mountain Star & Park. Your inner history buff will appreciate Lee Chapel and Museum and Stonewall Jackson House. Explore the numerous day-trip ideas around Roanoke: Lexington (Washington and Lee University & Virginia Military Institute), Sinking Creek Covered Bridge (in Newport) and The Floyd Center for the Arts (in Floyd). And it doesn't end there: appreciate the history behind National D-Day Memorial, steep yourself in history at Mabry Mill, admire the sheer force of Falling Springs Waterfall, and admire the landmark architecture of Thomas Jefferson's Poplar Forest.

To see photos, ratings, traveler tips, and more tourist information, read Roanoke online travel planner .

Orlando to Roanoke is an approximately 5.5-hour flight. You can also drive; or take a train. Prepare for slightly colder weather when traveling from Orlando in April: high temperatures in Roanoke hover around 69°F and lows are around 46°F. Finish up your sightseeing early on the 30th (Thu) so you can go by car to Luray.

Things to do in Roanoke

Historic Sites Parks Wildlife

Side Trips

Lexington, Falling Springs Waterfall, Sinking Creek Covered Bridge, The Floyd Center for the Arts, Virginia Safari Park
Highlights from your plan
Virginia Safari Park ©
Virginia Safari Park
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.
Explore hidden gems such as Stony Man Mountain Overlook and Rocking S Ranch. Explore Luray's surroundings by going to Harrisonburg (Edith J. Carrier Arboretum & White Oak Lavender Farm & The Purple WOLF Vineyard), Winchester (Museum of the Shenandoah Valley, Patsy Cline Historic House, & more) and Dark Hollow Falls (in Shenandoah National Park). There's still lots to do: see the interesting displays at The Car and Carriage Caravan Museum, brush up on your knowledge of spirits at Copper Fox Distillery, and Head underground at Shenandoah Caverns.

Ask Inspirock to suggest an itinerary and make planning a trip to Luray fast, fun, and easy.

Traveling by car from Roanoke to Luray takes 2.5 hours. Alternatively, you can do a combination of train and car; or do a combination of flight and bus. In April, plan for daily highs up to 67°F, and evening lows to 43°F. Cap off your sightseeing on the 4th (Mon) early enough to go by car to Charlottesville.

Things to do in Luray

Parks Museums Nature

Side Trips

Winchester, Harrisonburg, Skyline Caverns, Shenandoah Caverns, Dark Hollow Falls
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 The Glass Palette - Interactive Glass Art Studio. Deepen your sense of the past at sights like James Monroe's Highland and Mulberry Row. Explore the numerous day-trip ideas around Charlottesville: The Quarry Gardens (in Schuyler), Appomattox (McLean House & Appomattox Court House National Historical Park) and The Exchange Hotel Civil War Medical Museum (in Gordonsville). There's much more to do: contemplate the long history of Frontier Culture Museum, stroll through Old Rag Mountain Hike, test your problem-solving skills at popular escape rooms, and sample some tasty brews at a beer tour and tasting.

To find other places to visit, where to stay, ratings, and other tourist information, refer to the Charlottesville trip app .

Traveling by car from Luray to Charlottesville takes 1.5 hours. Alternatively, you can do a combination of car and bus. In May in Charlottesville, expect temperatures between 76°F during the day and 55°F at night. Wrap up your sightseeing on the 10th (Sun) early enough to drive to Williamsburg.

Things to do in Charlottesville

Historic Sites Museums Tours

Side Trips

Staunton, Appomattox, The Exchange Hotel Civil War Medical Museum, Old Rag Mountain Hike, The Quarry Gardens
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.
Eschew the tourist crowds and head to Hollywood Cemetery and Petersburg National Battlefield Park. Your inner history buff will appreciate American Revolution Museum at Yorktown and St. Luke's Historic Church & Museum. Explore the numerous day-trip ideas around Williamsburg: Cumberland Marsh Natural Area Preserve (in New Kent), Richmond (White House of the Confederacy, Virginia Capitol Building, & more) and Pamplin Historical Park (in Petersburg). There's much more to do: contemplate the long history of Bassett Hall, pause for some serene contemplation at Bruton Parish Episcopal Church, stop by The Peanut Shop of Williamsburg, and walk around The Mariners' Museum & Park.

To find where to stay, maps, other places to visit, and other tourist information, refer to the Williamsburg online trip planner .

Getting from Charlottesville to Williamsburg by car takes about 2.5 hours. Other options: 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 16th (Sat) early enough to go by car to Virginia Beach.

Things to do in Williamsburg

Historic Sites Museums Parks

Side Trips

Richmond, Charles City, Surry, Petersburg, American Revolution Museum at Yorktown
Highlights from your plan
Pamplin Historical Park ©
Pamplin Historical Park
St. Luke's Historic Church & Museum ©
Petersburg National Battlefield Park ©

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.
Deepen your sense of the past at sights like Cape Henry Lighthouse and Edgar Cayce's A.R.E. Association for Research and Enlightenment. Discover out-of-the-way places like Military Aviation Museum and Horseback Riding Tours. When in Virginia Beach, make a side trip to see Chesapeake Bay Bridge-Tunnel in Cape Charles, approximately 44 minutes away. Next up on the itinerary: look for all kinds of wild species at Back Bay National Wildlife Refuge, explore the world behind art at Chrysler Museum of Art, kick back and relax at Sandbridge Beach, and experience rural life at Hunt Club Farm.

Use Inspirock's suggestions to plan your Virginia Beach trip and find the best activities and attractions for your vacation.

Drive from Williamsburg to Virginia Beach in 1.5 hours. Alternatively, you can take a bus; or take a bus. In May, plan for daily highs up to 77°F, and evening lows to 60°F. Wrap up your sightseeing on the 21st (Thu) early enough to drive to Chincoteague Island.

Things to do in Virginia Beach

Parks Museums Wildlife

Side Trips

Norfolk, Chesapeake Bay Bridge-Tunnel
Highlights from your plan

4
nights
Chincoteague Island

Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.
You'll explore the less-touristy side of things at Nature & Wildlife Tours and Funland Amusements. Explore the numerous day-trip ideas around Chincoteague Island: Hopkins & Bros. Store (in Onancock) and Eastern Shore Railway Museum (in Parksley). There's much more to do: enjoy the sea views from Assateague Lighthouse, take an in-depth tour of Museum of Chincoteague, explore the wealth of natural beauty at Chincoteague National Wildlife Refuge, and indulge your thirst for a good beer at Black Narrows Brewing.

To see ratings, traveler tips, other places to visit, and other tourist information, use the Chincoteague Island day trip planning app .

Traveling by car from Virginia Beach to Chincoteague Island takes 2.5 hours. Alternatively, you can take a bus; or take a bus. Traveling from Virginia Beach in May, you will find days in Chincoteague Island are slightly colder (72°F), and nights are about the same (57°F). Finish your sightseeing early on the 25th (Mon) to allow enough time to drive to Alexandria.

Things to do in Chincoteague Island

Wildlife Tours Nature

Side Trips

Assateague Lighthouse, Hopkins & Bros. Store, Eastern Shore Railway Museum
Highlights from your plan
Nature & Wildlife Tours
Assateague Lighthouse ©
Assateague Lighthouse
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.
Manassas National Battlefield Park and Chatham Manor will appeal to history buffs. Explore hidden gems such as Fredericksburg & Spotsylvania National Military Park and Fredericksburg Battlefield and Visitor Center. Venture out of the city with trips to Fredericksburg (Hugh Mercer Apothecary Shop, The Rising Sun Tavern, & more), Chancellorsville Battlefield Visitor Center (in Spotsylvania) and National Museum of the Marine Corps (in Triangle). The adventure continues: admire the masterpieces at Gari Melchers Home and Studio at Belmont, don't miss a visit to John F. Kennedy Grave Site, and contemplate the long history of Arlington House - The Robert E. Lee Memorial.

To see where to stay, photos, reviews, and more tourist information, read Alexandria trip builder website .

Traveling by car from Chincoteague Island to Alexandria takes 4 hours. Alternatively, you can do a combination of taxi, bus, and train; or do a combination of bus and flight. In May in Alexandria, expect temperatures between 76°F during the day and 58°F at night. 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, Manassas National Battlefield Park, Gari Melchers Home and Studio at Belmont, Chancellorsville Battlefield Visitor Center
Highlights from your plan
Manassas National Battlefield Park ©
Chatham Manor ©
Chatham Manor

Similar Plans

36 days in Virginia BY A USER FROM UNITED STATES September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 24 days in Virginia BY A USER FROM UNITED STATES October, teens, culture, outdoors, relaxing, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: October, teens, culture, outdoors, relaxing, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Virginia BY A USER FROM FRANCE April, culture, outdoors, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: April, culture, outdoors, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 33 days in United States BY A USER FROM GREECE October, culture, relaxing, historic sites, shopping, slow & easy, popular & hidden gems PREFERENCES: October, culture, relaxing, historic sites, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 60 days in United States BY A USER FROM AUSTRALIA May, culture, outdoors, romantic, beaches, historic sites, popular sights PREFERENCES: May, culture, outdoors, romantic, beaches, historic sites ATTRACTION STYLE: Popular sights PACE: Medium 12 days in Virginia BY A USER FROM UNITED STATES May, kids, outdoors, relaxing, beaches, historic sites, wildlife, popular & hidden gems PREFERENCES: May, kids, outdoors, relaxing, beaches, historic sites, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 10 days in Virginia BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, historic sites, museums, wildlife, popular sights PREFERENCES: October, culture, outdoors, relaxing, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Virginia BY A USER FROM UNITED STATES October, culture, outdoors, historic sites, museums, slow & easy, popular & hidden gems PREFERENCES: October, culture, outdoors, historic sites, museums ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 12 days in New York City, Washington DC & Virginia BY A USER FROM UNITED STATES December, culture, outdoors, relaxing, museums, fast-paced, popular & hidden gems PREFERENCES: December, culture, outdoors, relaxing, museums ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 57 days in Virginia BY A USER FROM CANADA October, popular sights PREFERENCES: October ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Virginia BY A USER FROM UNITED STATES September, kids, culture, outdoors, historic sites, wildlife, popular & hidden gems PREFERENCES: September, kids, culture, outdoors, historic sites, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 2 days in Virginia BY A USER FROM UNITED STATES September, outdoors, relaxing, historic sites, museums, popular sights PREFERENCES: September, outdoors, relaxing, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium
View more plans