8 days in Virginia Itinerary

8 days in Virginia Itinerary

Created using Inspirock Virginia tour planner

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Route & dates

8 days in Virginia Itinerary

Start: Toronto
Fly:  6​h
1
Charlottesville
— 2 nights
Drive:  2​h 15​min
2
Williamsburg
— 2 nights
Drive:  1​h 15​min
3
Virginia Beach
— 1 night
Fly:  2​h 45​min
4
Alexandria
— 2 nights
Fly:  4​h
End: Toronto

2
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.
Start off your visit on the 1st (Tue): pause for some serene contemplation at Holy Comforter Roman Catholic Church. Get ready for a full day of sightseeing on the 2nd (Wed): steep yourself in history at Monticello, explore the stunning scenery at Luray Caverns, and then brush up on your knowledge of spirits at Copper Fox Distillery.

Plan my Charlottesville trip by asking Inpirock to come up with tips and suggestions.

Toronto, Canada to Charlottesville is an approximately 6-hour flight. You can also do a combination of ferry, flight, and bus; or drive. Traveling from Toronto in October, expect nights in Charlottesville to be about the same, around 11°C, while days are a bit warmer, around 25°C. Wrap up your sightseeing on the 3rd (Thu) to allow time to drive to Williamsburg.

Things to do in Charlottesville

Parks Trails Outdoors

Side Trips

Luray, Old Rag Mountain Hike, Copper Fox Distillery
Highlights from your plan
Old Rag Mountain Hike ©
Old Rag Mountain Hike
Luray Caverns ©
Luray Caverns
Monticello ©
Monticello

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 4th (Fri): browse the exhibits of Colonial Williamsburg, steep yourself in history at George Wythe House, then contemplate the long history of Jamestown Settlement, and finally take in the architecture and atmosphere at Bruton Parish Episcopal Church. Get ready for a full day of sightseeing on the 5th (Sat): steep yourself in history at Historic Jamestowne, then look for gifts at Quirks of Art, and then enjoy the sand and surf at Yorktown Beach.

For more things to do, where to stay, other places to visit, and other tourist information, refer to the Williamsburg driving holiday planner .

Traveling by car from Charlottesville to Williamsburg takes 2.5 hours. Alternatively, you can take a bus. Plan for somewhat warmer nights when traveling from Charlottesville in October since evenings lows in Williamsburg dip to 15°C. Wrap up your sightseeing on the 5th (Sat) early enough to drive to Virginia Beach.

Things to do in Williamsburg

Historic Sites Museums Parks

Side Trip

Yorktown Beach
Highlights from your plan
Colonial Williamsburg ©
Colonial Williamsburg
Historic Jamestowne ©
Historic Jamestowne
Jamestown Settlement ©
Jamestown Settlement

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 6th (Sun), 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 ratings, more things to do, photos, and more tourist information, use the Virginia Beach holiday planning app .

Traveling by car from Williamsburg to Virginia Beach takes 1.5 hours. Alternatively, you can take a bus; or take a bus. In October, plan for daily highs up to 27°C, and evening lows to 15°C. Wrap up your sightseeing on the 6th (Sun) to allow time to travel to Alexandria.

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
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 7th (Mon): appreciate the extensive heritage of The Tomb of the Unknown Soldier, stroll the grounds of Arlington National Cemetery, and then grab your bike and head to Mount Vernon Trail. On the 8th (Tue), you'll have a packed day of sightseeing: steep yourself in history at Little Library, then examine the collection at Steven F. Udvar-Hazy Center, then admire the landmark architecture of George Washington's Mount Vernon, and finally contemplate the long history of Old Town.

To see maps, other places to visit, where to stay, and more tourist information, use the Alexandria road trip website .

Traveling by flight from Virginia Beach to Alexandria takes 3 hours. Alternatively, you can drive; or do a combination of flight and train. In October, plan for daily highs up to 25°C, and evening lows to 14°C. Finish up your sightseeing early on the 8th (Tue) so you can travel back home.

Things to do in Alexandria

Historic Sites Museums Parks

Side Trips

Arlington, Steven F. Udvar-Hazy Center, Little Library, George Washington's Mount Vernon
Highlights from your plan
Arlington National Cemetery ©
Arlington National Cemetery
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier
George Washington's Mount Vernon ©

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