4 days in Winchester Itinerary

4 days in Winchester Itinerary

Created using Inspirock Winchester itinerary planner

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Winchester
— 3 nights

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Winchester

Winchester is an independent city located in the northwestern portion of the Commonwealth of Virginia. You'll find plenty of places to visit near Winchester: Gettysburg (Horseback Riding Tours, Gettysburg National Military Park, &more) and Harpers Ferry National Historical Park (in Harpers Ferry). There's lots more to do: wander the wide-open spaces of Rocking S Ranch, admire the landmark architecture of Abram's Delight, take an in-depth tour of Stonewall Jackson's Headquarters, and stop by Marker-Miller Orchards.

To find other places to visit, reviews, maps, and tourist information, read our Winchester road trip app.

In October, plan for daily highs up to 67°F, and evening lows to 46°F.

Things to do in Winchester

Historic Sites · Parks · Nature · Museums

Side Trips