15 days in Virginia Itinerary
Created using Inspirock Virginia tour builder
Start: Montreal
+2
Fly to Baltimore, Bus to Salisbury, MD, Taxi to Chincoteague Island
1
Chincoteague Island
— 1 night
Drive
2
Virginia Beach
— 4 nights
Drive
3
Williamsburg
— 3 nights
Drive
4
Fredericksburg
— 3 nights
Drive
5
Charlottesville
— 1 night
Drive
6
Luray
— 2 nights
Fly
End: Montreal
Sat, Aug 5 - Sat, Aug 19
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View full calendar
Chincoteague Island — 1 night
Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.Kick off your visit on the 5th (Sat): get engrossed in the history at Museum of Chincoteague. Here are some ideas for day two: enjoy the sea views from Assateague Lighthouse, grab your bike and head to Bike Depot, and then surround yourself with nature on Chincoteague Island Adventures.
For maps, where to stay, photos, and other tourist information, refer to the Chincoteague Island road trip planning tool.
Montreal, Canada to Chincoteague Island is an approximately 8.5-hour combination of flight, bus, and taxi. You can also do a combination of flight and taxi; or drive. When traveling from Montreal in August, plan for somewhat warmer days in Chincoteague Island, with highs around 34°C, while nights are about the same with lows around 23°C. Wrap up your sightseeing on the 6th (Sun) to allow time to drive to Virginia Beach.
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Virginia Beach — 4 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.You'll explore the less-touristy side of things at Military Aviation Museum and Sandbridge Beach. Get some cultural insight at Cape Henry Lighthouse and Nauticus. Take a break from Virginia Beach with a short trip to Cape Charles Beach in Cape Charles, about 1 hour away. Next up on the itinerary: identify plant and animal life at First Landing State Park, get the adrenaline pumping with an extreme tour, glide through the air with a parasailing or paragliding tour, and admire the masterpieces at Chrysler Museum of Art.
For ratings, reviews, traveler tips, and tourist information, read Virginia Beach trip planner.
You can drive from Chincoteague Island to Virginia Beach in 2.5 hours. Alternatively, you can take a bus; or take a bus. In August, plan for daily highs up to 35°C, and evening lows to 26°C. Finish your sightseeing early on the 10th (Thu) to allow enough time to drive to Williamsburg.
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Williamsburg — 3 nights

Colonial Capital
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 American Revolution Museum at Yorktown and Bassett Hall are in your itinerary. The Mariners' Museum and Park and George Wythe House are good opportunities to explore the local culture. Next up on the itinerary: get curious at Virginia Living Museum, enjoy the sand and surf at Yorktown Beach, take a tour by water with Boat Tours & Water Sports, and contemplate the long history of Public Hospital Museum.
To see other places to visit, traveler tips, reviews, and other tourist information, read our Williamsburg day trip planner.
Drive from Virginia Beach to Williamsburg in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Expect a daytime high around 37°C in August, and nighttime lows around 24°C. Finish your sightseeing early on the 13th (Sun) so you can drive to Fredericksburg.
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Fredericksburg — 3 nights

Fredericksburg is an independent city located in the Commonwealth of Virginia in the Eastern United States. Get some historical perspective at James Madison's Montpelier and Chatham Manor. Explore hidden gems such as National Museum of the Marine Corps and Fredericksburg Battlefield and Visitor Center. Venture out of the city with trips to Manassas National Battlefield Park (in Manassas) and Finders Keepers (in Orange). There's still lots to do: take in the history at Chancellorsville Battlefield Visitor Center, contemplate the long history of Fredericksburg & Spotsylvania National Military Park, explore the galleries of The Rising Sun Tavern, and get to know the fascinating history of Old Town.
For where to stay, maps, reviews, and other tourist information, you can read our Fredericksburg online driving holiday planner.
Getting from Williamsburg to Fredericksburg by car takes about 2 hours. Other options: take a train; or take a bus. In August, daytime highs in Fredericksburg are 34°C, while nighttime lows are 22°C. Cap off your sightseeing on the 16th (Wed) early enough to go by car to Charlottesville.
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For where to stay, maps, reviews, and other tourist information, you can read our Fredericksburg online driving holiday planner.
Getting from Williamsburg to Fredericksburg by car takes about 2 hours. Other options: take a train; or take a bus. In August, daytime highs in Fredericksburg are 34°C, while nighttime lows are 22°C. Cap off your sightseeing on the 16th (Wed) early enough to go by car to Charlottesville.
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Charlottesville — 1 night

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.Kick off your visit on the 17th (Thu): don't miss a visit to University of Virginia, steep yourself in history at James Monroe's Highland, then relax in the rural setting at Carter Mountain Orchard, and finally make a trip to Canal Basin Square.
To see photos, traveler tips, reviews, and other tourist information, read Charlottesville trip itinerary planning tool.
You can drive from Fredericksburg to Charlottesville in 2 hours. Alternatively, you can take a bus; or take a train. In August, plan for daily highs up to 34°C, and evening lows to 21°C. Finish up your sightseeing early on the 17th (Thu) so you can go by car to Luray.
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Luray — 2 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.Start off your visit on the 18th (Fri): Head underground at Shenandoah Caverns, examine the collection at The Car and Carriage Caravan Museum, and then kick your exploration up a notch at some of the top local zipline courses and adventure parks. On your second day here, trek along Stony Man Mountain Overlook, take in the dramatic scenery at Dark Hollow Falls, and then take your sightseeing to a higher altitude at Hawksbill Mountain.
To find where to stay, traveler tips, other places to visit, and tourist information, read Luray travel itinerary planner.
You can drive from Charlottesville to Luray in 1.5 hours. Alternatively, you can do a combination of bus and taxi. In August in Luray, expect temperatures between 33°C during the day and 20°C at night. Wrap up your sightseeing on the 19th (Sat) early enough to fly back home.
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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.