14 days in Winchester Itinerary

14 days in Winchester Itinerary

Created using Inspirock Winchester trip planner

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Winchester
— 13 nights

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Winchester

— 13 nights
Winchester is an independent city located in the northwestern portion of the Commonwealth of Virginia. Get outdoors at Devils Den and Mary's Rock Summit Trail. Museum-lovers will get to explore Museum of the Shenandoah Valley and Seminary Ridge Museum and Education Center. Get out of town with these interesting Winchester side-trips: Washington (R.H. Ballard Shop & Gallery & Little Washington Winery and Brewery), Roads and Rails Museum (in Frederick) and Sugarloaf Mountain (in Dickerson). Next up on the itinerary: wander the wide-open spaces of Rocking S Ranch, contemplate the long history of Woodrow Wilson Presidential Library and Museum, get lost in a book at United States Army Heritage and Education Center (USAHEC), and see the interesting displays at Stonewall Jackson's Headquarters.

To see photos, maps, traveler tips, and other tourist information, refer to the Winchester online road trip planner.

In December, daytime highs in Winchester are 47°F, while nighttime lows are 31°F.

Things to do in Winchester

Museums · Parks · Outdoors · Nature

Side Trips