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 Rocking S Ranch and Adams County Winery. Venture out of the city with trips to Washington (Little Washington Spa & Gadino Cellars), Sperryville (Copper Fox Distillery & Sharp Rock Vineyards) 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 an in-depth tour of Museum of the Shenandoah Valley, learn about winemaking at Rappahannock Cellars, admire the sheer force of Rose River Falls, and explore the striking landscape of The Eternal Light Peace Memorial.

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

Find places to stay Jun 3 — Jul 3: