26 days in Virginia Itinerary
Created using Inspirock Virginia holiday planner
Start: Joplin
Fly to Ronald Reagan Washington National Airport, Drive to Fredericksburg
1
Fredericksburg
— 3 nights
Fly
2
Virginia Beach
— 5 nights
Drive
3
Richmond
— 5 nights
Drive
4
Charlottesville
— 5 nights
Drive
5
Luray
— 3 nights
Drive
6
Roanoke
— 4 nights
Drive
End: Joplin
Mon, Sep 25 - Fri, Oct 20
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Fredericksburg — 3 nights

Fredericksburg is an independent city located in the Commonwealth of Virginia in the Eastern United States. Explore hidden gems such as National Museum of the Marine Corps and Chancellorsville Battlefield Visitor Center. You'll explore and learn at Gari Melchers Home and Studio and Hugh Mercer Apothecary Shop. When in Fredericksburg, make a side trip to see Manassas National Battlefield Park in Manassas, approximately Manassas away. And it doesn't end there: appreciate the extensive heritage of Old Town, test your problem-solving skills at popular escape rooms, witness the site of a historic battle at Fredericksburg & Spotsylvania National Military Park, and browse the exhibits of The Rising Sun Tavern.
To find ratings, other places to visit, reviews, and tourist information, go to the Fredericksburg holiday planner.
Joplin to Fredericksburg is an approximately 12.5-hour combination of flight and car. You can also drive. Traveling from Joplin to Fredericksburg, you'll lose 1 hour due to the time zone difference. September in Fredericksburg sees daily highs of 80°F and lows of 61°F at night. Finish your sightseeing early on the 28th (Thu) so you can fly to Virginia Beach.
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To find ratings, other places to visit, reviews, and tourist information, go to the Fredericksburg holiday planner.
Joplin to Fredericksburg is an approximately 12.5-hour combination of flight and car. You can also drive. Traveling from Joplin to Fredericksburg, you'll lose 1 hour due to the time zone difference. September in Fredericksburg sees daily highs of 80°F and lows of 61°F at night. Finish your sightseeing early on the 28th (Thu) so you can fly to Virginia Beach.
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Virginia Beach — 5 nights

The Resort City
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.Eschew the tourist crowds and head to Military Aviation Museum and Nauticus. Step out of the city life by going to Sandbridge Beach and First Landing State Park. Explore the numerous day-trip ideas around Virginia Beach: Yorktown (American Revolution Museum at Yorktown, Boat Tours & Water Sports, &more), Hampton Roads Bridge-Tunnel (in Hampton) and Tyndall's Point Park (in Gloucester Point). And it doesn't end there: kick your exploration up a notch at some of the top local zipline courses and adventure parks, make a trip to Stage Door Gallery, appreciate the extensive heritage of Fort Nonsense Historical Park, and visit a coastal fixture at Cape Henry Lighthouse.
To see traveler tips, maps, and more tourist information, use the Virginia Beach trip website.
Fly from Fredericksburg to Virginia Beach in 3 hours. Alternatively, you can drive; or take a train. Traveling from Fredericksburg in September, Virginia Beach is a bit warmer at night with lows of 67°F. Finish your sightseeing early on the 3rd (Tue) to allow enough time to drive to Richmond.
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Richmond — 5 nights
The River City
The capital city of Virginia, Richmond has diverse architecture, a large collection of monuments, and world-class museums that reveal the city's important role in American history.Step off the beaten path and head to Great Falls Park and Virginia Capitol Building. Get some historical perspective at Hollywood Cemetery and Bruton Parish Episcopal Church. Venture out of the city with trips to Williamsburg (Silver Hand Meadery, George Wythe House, &more), Colonial Parkway (in Yorktown) and Petersburg (Petersburg National Battlefield Park & Pamplin Historical Park). There's still lots to do: brush up on your military savvy at White House of the Confederacy, stroll around Belle Isle, and examine the collection at The Branch Museum of Architecture and Design.
To see reviews, ratings, where to stay, and tourist information, refer to the Richmond day trip tool.
Traveling by car from Virginia Beach to Richmond takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Virginia Beach in October, you can expect nighttime temperatures to be a bit cooler in Richmond, with lows of 51°F. Wrap up your sightseeing on the 8th (Sun) to allow time to drive to Charlottesville.
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Charlottesville — 5 nights

Hoo-Ville
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.Discover out-of-the-way places like James Madison's Montpelier and James Monroe's Highland. Visit Appomattox Court House National Historical Park and McLean House for their historical value. Get out of town with these interesting Charlottesville side-trips: Staunton (Camera Heritage Museum, Frontier Culture Museum, &more), Old Rag Mountain Hike (in Shenandoah National Park) and The Exchange Hotel Civil War medical Museum (in Gordonsville). The adventure continues: contemplate the long history of Jefferson Vineyards, test your problem-solving skills at popular escape rooms, explore the world behind art at Kluge-Ruhe Aboriginal Art Collection of the University of Virginia, and make a trip to University of Virginia.
For other places to visit, more things to do, traveler tips, and tourist information, read Charlottesville trip itinerary builder site.
You can drive from Richmond to Charlottesville in 1.5 hours. Another option is to take a bus. In October in Charlottesville, expect temperatures between 71°F during the day and 49°F at night. Finish your sightseeing early on the 13th (Fri) to allow enough time to drive to Luray.
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Luray — 3 nights
Cabin Capital of Virginia
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.Take a break from the city and head to Stony Man Mountain Overlook and Dark Hollow Falls. Appreciate the collections at The Car and Carriage Caravan Museum and Museum of the Shenandoah Valley. Step out of Luray to go to Winchester and see Patsy Cline Historic House, which is approximately 1h 5 min away. Next up on the itinerary: explore the fascinating underground world of Shenandoah Caverns, see the interesting displays at Luray Valley Museum & Shenandoah Heritage Village, and sample the fine beverages at Copper Fox Distillery.
For where to stay, maps, ratings, and tourist information, refer to the Luray road trip planning tool.
Traveling by car from Charlottesville to Luray takes 1.5 hours. Alternatively, you can do a combination of bus and taxi. Expect a daytime high around 70°F in October, and nighttime lows around 48°F. Wrap up your sightseeing on the 16th (Mon) to allow time to drive to Roanoke.
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Roanoke — 4 nights

Roanoke is an independent city in the U.S. state of Virginia. Let the collections at Virginia Museum of Transportation and University Chapel & Galleries capture your imagination. Explore hidden gems such as National D-Day Memorial and Mabry Mill. Explore Roanoke's surroundings by going to Cockram Mill (in Meadows of Dan) and Lexington (Earth, Fire, & Spirit Pottery & Stonewall Jackson House). There's still lots to do: make a trip to Mill Mountain Star & Park.
For ratings, traveler tips, where to stay, and other tourist information, refer to the Roanoke road trip site.
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 taxi and bus. October in Roanoke sees daily highs of 70°F and lows of 49°F at night. Wrap up your sightseeing on the 20th (Fri) early enough to drive back home.
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For ratings, traveler tips, where to stay, and other tourist information, refer to the Roanoke road trip site.
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 taxi and bus. October in Roanoke sees daily highs of 70°F and lows of 49°F at night. Wrap up your sightseeing on the 20th (Fri) early enough to drive back home.
Side Trips
Highlights from your trip
Virginia travel guide
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.