- 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 421-430 of
535
45.0 Miles
100%
2 votes
417 Queens Row Street, Herndon, VA 20170
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Hunters Creek Swim & Racquet Club is an open membership pool and swim club that focuses on group events. Swimming lessons are available as well as two regulation sized tennis courts on-site.
45.1 Miles
Ellanor C. Lawrence Park serves as a wildlife preservation area. Visitors can hike, picnic, and learn more about the area in the Walney Visitor Center's refurbished 1780's farmhouse.
45.1 Miles
Providing tours of the property, Crumland Farms offers visitors an authentic farm with barnyard animals and fresh produce. During the fall season, visitors can tour a pumpkin patch and a haunted farm.
45.2 Miles
In addition to being a full-service bike shop, the Cumberland Trail Connection offers shuttle services to biking trails, bike rentals, guide services, and mountain biking tours. The site even has home brews and home brewing supplies.
45.2 Miles
17 Howard St, Cumberland, MD
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From dry to semi-sweet to sweet selections, the Charis Winery offers visitors a well-rounded wine tasting experience. Their grape and fruit varieties will tickle the palates of connoisseurs and everyday tasters alike.
45.2 Miles
100%
30 votes
269 Sunset Park Drive, Herndon, VA 20170
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See a theatrical production at NextStop Theatre Company. Founded in 1988, this 114-seat theater hosts a variety of shows including musicals, comedies, and seasonal performances.
45.2 Miles
Located off of the I-86, Sidling Hill Overlook & Rest Area offers visitors a scenic walking bridge that crosses over the highway. From the bridge, visitors have panoramic views of the surrounding hills and rock structure.
45.2 Miles
The NextStop Theatre Company has been bringing live theatrical productions to the Dulles corridor for more than 25 years. In addition to a regular season of plays, the theatre company also offers youth classes and summer programs.
45.3 Miles
The Allegany Museum is a two-floor building that showcases items and images from the time before the Indians to the modern era. They have some rare artifacts, displays, and collections.
45.3 Miles
The spacious fields of Bull Run Regional Park offers many outdoor activities like picnicking, camping, hiking, disc golf, and shooting at the public range. During the summer a large outdoor pool is open as well.