10 days in Virginia Itinerary

10 days in Virginia Itinerary

Created using Inspirock Virginia sightseeing planner

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Route & dates

10 days in Virginia Itinerary

Start: San Francisco
Fly + bus:  8​h 45​min
1
Winchester
— 3 nights
Drive:  2​h 15​min
2
Charlottesville
— 2 nights
Drive:  3​h
3
Smithfield
— 1 night
Drive:  3​h 15​min
4
Arlington
— 3 nights
Fly:  6​h 45​min
End: San Francisco

3
nights
Winchester

Winchester ©
Winchester is an independent city located in the northwestern portion of the Commonwealth of Virginia. Winchester is known for museums, historic sites, nightlife, childrens museums, and shopping. Your plan includes some of its best attractions: wander the wide-open spaces of Rocking S Ranch, see the interesting displays at Shenandoah Valley Civil War Museum, get lost in a book at Handley Regional Library, and explore the world behind art at Museum of the Shenandoah Valley.

For maps, ratings, other places to visit, and other tourist information, go to the Winchester trip maker .

San Francisco to Winchester is an approximately 9-hour combination of flight and bus. You can also drive; or take a train. Due to the time zone difference, you'll lose 3 hours traveling from San Francisco to Winchester. Traveling from San Francisco in October, expect Winchester to be little chillier, temps between 67°F and 46°F. Cap off your sightseeing on the 4th (Fri) early enough to go by car to Charlottesville.

Things to do in Winchester

Museums Historic Sites Childrens Museums
Highlights from your plan
Rocking S Ranch ©
Rocking S Ranch
Museum of the Shenandoah Valley ©
Museum of the Shenandoah Valley
Stonewall Jackson's Headquarters ©
Stonewall Jackson's Headquarters

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 5th (Sat): contemplate the long history of Monticello, get a taste of the local shopping with Michie Tavern ca. 1784, experience rural life at Carter Mountain Orchard, then don't miss a visit to Les Yeux du Monde, and finally contemplate the long history of James Monroe's Highland. Keep things going the next day: learn the secrets of beer at a beer tour and tasting and then admire the striking features of University of Virginia.

To find other places to visit, photos, reviews, and more tourist information, read our Charlottesville trip planner .

Getting from Winchester to Charlottesville by car takes about 2.5 hours. Other options: do a combination of bus and flight; or take a train. In October, plan for daily highs up to 71°F, and evening lows to 49°F. Cap off your sightseeing on the 6th (Sun) early enough to travel to Smithfield.

Things to do in Charlottesville

Tours Historic Sites Parks
Highlights from your plan
Monticello ©
Monticello
Carter Mountain Orchard ©
Carter Mountain Orchard
University of Virginia ©
University of Virginia

1
night
Smithfield

Smithfield ©
Smithfield is a town in Isle of Wight County, in the South Hampton Roads subregion of the Hampton Roads region of Virginia in the United States. On the 7th (Mon), contemplate the long history of Fort Huger, get engrossed in the history at Isle of Wight County Museum, then stop by The Christmas Store, then contemplate the long history of 1750 Isle of Wight Courthouse, and finally walk around Windsor Castle Park.

Planning Smithfield trip won't be overwheling when you use's Insprock itinerary maker.

Getting from Charlottesville to Smithfield by car takes about 3 hours. Traveling from Charlottesville in October, expect somewhat warmer with lows of 55°F in Smithfield. Finish up your sightseeing early on the 7th (Mon) so you can travel to Arlington.

Things to do in Smithfield

Historic Sites Parks Museums
Highlights from your plan
1750 Isle of Wight Courthouse ©
1750 Isle of Wight Courthouse
Windsor Castle Park ©
Windsor Castle Park
Isle of Wight County Museum ©
Isle of Wight County Museum

3
nights
Arlington

Arlington ©
Located just across the Potomac River from Washington, D.C., the county of Arlington blends big city and sprawling suburban environments.
Arlington is known for historic sites, nightlife, shopping, parks, and nature. Your plan includes some of its best attractions: explore the different monuments and memorials at Arlington National Cemetery, get to know the fascinating history of The Tomb of the Unknown Soldier, pause for some photo ops at U.S. Marine Corps War Memorial, and take in the architecture and atmosphere at Our Lady Queen of Peace Catholic Church.

To see where to stay, ratings, maps, and more tourist information, go to the Arlington trip builder tool .

You can drive from Smithfield to Arlington in 3.5 hours. In October, daytime highs in Arlington are 71°F, while nighttime lows are 54°F. Finish your sightseeing early on the 10th (Thu) to allow enough time to travel back home.

Things to do in Arlington

Parks Historic Sites Outdoors
Highlights from your plan
Arlington National Cemetery ©
Arlington National Cemetery
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier
Mount Vernon Trail ©
Mount Vernon Trail

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