7 days in Virginia Itinerary

7 days in Virginia Itinerary

Created using Inspirock Virginia visit planner

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Route & dates

7 days in Virginia Itinerary

Start: Toronto
Fly:  4​h
1
Alexandria
— Few hours
Drive:  3​h 45​min
2
Chincoteague Island
— 1 night
Drive:  2​h 30​min
3
Virginia Beach
— 1 night
Drive:  1​h 15​min
4
Williamsburg
— 2 nights
Drive:  3​h
5
Sperryville
— 2 nights
Drive + Fly:  6​h 15​min
End: Toronto

few
hours
Alexandria

Alexandria ©
Just a few metro stops away from the bustle of Washington D.C., Alexandria provides a respite from the fast-paced capital.
Start off your visit on the 8th (Tue): explore the different monuments and memorials at Arlington National Cemetery and then take a stroll through Old Town.

Start your trip to Alexandria by creating a personalized itinerary on Inspirock.

Toronto, Canada to Alexandria is an approximately 4-hour flight. You can also do a combination of flight and train; or drive. Expect a bit warmer temperatures when traveling from Toronto in October; daily highs in Alexandria reach 25°C and lows reach 14°C. Finish your sightseeing early on the 8th (Tue) to allow enough time to drive to Chincoteague Island.

Things to do in Alexandria

Historic Sites Neighborhoods

Side Trip

Arlington National Cemetery
Highlights from your plan
Arlington National Cemetery ©
Arlington National Cemetery
Old Town ©
Old Town

1
night
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.
Kick off your visit on the 9th (Wed): identify plant and animal life at Chincoteague National Wildlife Refuge.

For reviews, where to stay, ratings, and tourist information, refer to the Chincoteague Island trip planner.

Traveling by car from Alexandria to Chincoteague Island takes 4 hours. Alternatively, you can do a combination of train, bus, and taxi; or do a combination of flight and bus. In October, daily temperatures in Chincoteague Island can reach 25°C, while at night they dip to 14°C. Finish up your sightseeing early on the 9th (Wed) so you can go by car to Virginia Beach.

Things to do in Chincoteague Island

Parks Nature Wildlife
Highlights from your plan
Chincoteague National Wildlife Refuge ©

1
night
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.
On the 10th (Thu), stroll through Sandbridge Beach, then take a leisurely stroll along Virginia Beach Boardwalk, and then enjoy the sand and surf at Virginia Beach.

To find where to stay, more things to do, traveler tips, and more tourist information, go to the Virginia Beach travel 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 October, daily temperatures in Virginia Beach can reach 27°C, while at night they dip to 15°C. Finish up your sightseeing early on the 10th (Thu) so you can go by car to Williamsburg.

Things to do in Virginia Beach

Parks Beaches Outdoors
Highlights from your plan
Virginia Beach ©
Virginia Beach
Sandbridge Beach ©
Sandbridge Beach
Virginia Beach Boardwalk ©
Virginia Beach Boardwalk

2
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.
Kick off your visit on the 11th (Fri): steep yourself in history at Colonial Williamsburg, then steep yourself in history at Governor's Palace, and then indulge your thirst for a good beer at The Virginia Beer Company. Get ready for a full day of sightseeing on the next day: contemplate the long history of Jamestown Settlement, then contemplate the long history of Historic Jamestowne, and then sample the tasty concoctions at Alewerks Brewing Company.

For traveler tips, maps, other places to visit, and more tourist information, go to the Williamsburg day trip planning app .

Traveling by car from Virginia Beach to Williamsburg takes 1.5 hours. Alternatively, you can take a bus; or take a bus. In October, daytime highs in Williamsburg are 28°C, while nighttime lows are 15°C. Wrap up your sightseeing on the 12th (Sat) to allow time to travel to Sperryville.

Things to do in Williamsburg

Historic Sites Museums Breweries & Distilleries
Highlights from your plan
Colonial Williamsburg ©
Colonial Williamsburg
Historic Jamestowne ©
Historic Jamestowne
Jamestown Settlement ©
Jamestown Settlement

2
nights
Sperryville

Sperryville ©
Sperryville is a census-designated place (CDP) in Rappahannock County, Virginia, USA. On the 13th (Sun), explore and take pictures at Skyline Drive, take in breathtaking views at Luray Caverns, and then brush up on your knowledge of spirits at Copper Fox Distillery. On the next day, trek along Stony Man Mountain Hike and then hike along Old Rag Mountain Hike.

To find photos, ratings, traveler tips, and other tourist information, read Sperryville trip itinerary maker site .

Traveling by car from Williamsburg to Sperryville takes 3 hours. In October, Sperryville is slightly colder than Williamsburg - with highs of 24°C and lows of 10°C. Wrap up your sightseeing on the 14th (Mon) early enough to travel back home.

Things to do in Sperryville

Parks Outdoors Nature

Side Trips

Luray, Shenandoah National Park
Highlights from your plan
Old Rag Mountain Hike ©
Old Rag Mountain Hike
Luray Caverns ©
Luray Caverns
Skyline Drive ©
Skyline Drive

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