- Our list of the best things to do in Winchester, Virginia, features the top 153 nearby activities — including 61 great attractions with user approval ratings of 90% or more!
- Winchester, VA has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Museums & Galleries, Sights & Landmarks, and Entertainment & Shows.
- The results below include the top 26 things to do within the city of Winchester, VA , followed by 126 popular activities in nearby cities, including Martinsburg, Purcellville, Front Royal, Harpers Ferry, Strasburg, Berryville, Delaplane, Charles Town, Berkeley Springs, Middletown, Strasburg and Middleburg
Showing 161-170 of
535
25.6 Miles
Morgan Grove Park provides a community setting for outdoor activities on 25 acres. Amenities include a covered pavilion, picnic tables, soccer fields, exercise areas, a playground, walking trails and a volleyball court.
25.7 Miles
In addition to the historic Shepherd University campus, visitors can enjoy athletic events at the modernized stadium that holds the school's football games. There are even three on site theaters offering a wide range of plays from both new and old writers.
26.0 Miles
77%
218 votes
38295 Fremont Overlook Lane, Purcellville, VA 20132
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Open daily for tastings, the Sunset Hills Vineyard tries to make guests feel comfortable in the vintage rural setting. Events that include concerts and special pairings between foods and their wine are frequently held throughout the year.
26.2 Miles
Also known as Ferry Hill Place, Ferry Hill Plantation is a historic building that has been a private home, a restaurant, and the headquarters for C&O Canal. The building is now a visitor center, with a variety of informative exhibits.
26.6 Miles
River & Trail Outfitters is a local tour company which organizes a range of outdoor adventure activities near Harpers Ferry, WV such as whitewater rafting, kayaking, tubing, canoeing, and zip lining as well as many off-water activities like camping & cabin stays along the Potomac River, hiking, biking the C&O C…
26.6 Miles
Founded in 1969, the Middleburg Tennis Club is a members-only recreation site with over 10 acres of courts and facilities. Tennis lessons and camps are offered, along with a swimming pool and full size fitness center.
26.8 Miles
The first commercial vineyard in Virginia was the Piedmont Vineyards & Winery. The small and homey winery remains a favorite stop along the Virginia wine trail and holds regular tastings that involve knowledgeable servers.
26.8 Miles
98%
43 votes
500 N Pendleton Street, Middleburg, VA 20117
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Guests can coast along the forest canopy at Salamander Tree Top Zip Tour. Packages include zip lining on the 20 acres of land, a rappelling adventure, survival 101, and a leadership odyssey.
27.3 Miles
Lovers of equestrian, angling, and field sports can learn more about their passion at the National Sporting Library. Guests can explore the research facility, manuscripts, works of art, and a free library.
27.3 Miles
100%
2 votes
102 The Plains Road, Middleburg, VA 20117
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Home to over 26,000 books, National Sporting Library & Fine Arts Museum is open to the general public for research or personal use. Visitors can peruse books specialized in sporting and animal books from year 1500 to 2000.