31 days in Winchester Itinerary

31 days in Winchester Itinerary

Created using Inspirock Winchester route planner

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Winchester
— 30 nights

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Winchester

— 30 nights
Winchester is an independent city located in the northwestern portion of the Commonwealth of Virginia. Visit National Shrine of St. Elizabeth Ann Seton and St. Peter's Roman Catholic Church for their historical value. Explore hidden gems such as Old Rag Mountain Hike and Shenandoah Valley Civil War Museum. Venture out of the city with trips to Sperryville (Copper Fox Distillery & Sharp Rock Vineyards), Washington (Little Washington Spa & Gadino Cellars) and Amissville (Narmada Winery & Gray Ghost Winery). Spend the 27th (Sun) exploring nature at Cedar Creek & Belle Grove National Historical Park. Next up on the itinerary: take in the history at Third Winchester Battlefield, hike along Maryland Heights Trail, admire the majestic nature at Lost River State Park, and take in the dramatic scenery at Rose River Falls.

For maps, where to stay, ratings, and other tourist information, you can read our Winchester trip itinerary site.

June in Winchester sees daily highs of 82°F and lows of 62°F at night.

Things to do in Winchester

Parks · Wineries · Historic Sites · Outdoors

Side Trips