- 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 121-130 of
535
23.0 Miles
The Route 9 Bike Path is known for its wide-open spaces and hills. Travelers will find points of interest marked along the way. Cyclists enjoy the sections of challenging terrain, and geocachers can be found treasure hunting.
23.1 Miles
95%
131 votes
Store College Place, Harpers Ferry, WV 25425
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At the Appalachian Trail Conference Headquarters, hikers often have their pictures taken under the sign to signify that they have completed half the hike. The headquarters maintains a list of all hikers who have completed the 2,000-mile hike.
23.1 Miles
92%
49 votes
408 Alstadis Hill Rd, Harpers Ferry, WV
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For 2.5 to 3 hours, visitors to Harpers Ferry Zip Line Canopy Tour can zip across eight ziplines reaching heights up to 800 feet. Guests can see the area's wildlife from the same height as most of the trees.
23.2 Miles
88%
24 votes
343 Campground Rd., Harpers Ferry, WV
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An expansive collection of memorabilia can be found at the Civil War Living History Museum. War relics, documents, and knowledgeable hosts are part of every tour. History buffs and curious visitors alike find something of interest to touch and experience.
23.2 Miles
Opened in 2010, The Haunted Cottage is a local haunted attraction commonly visited by those fascinated by the paranormal. Ghost tours, paranormal research training, and unexplained events are among the many reasons that attract visitors to the cottage.
23.3 Miles
52%
89 votes
43 Old Taylor Ln, Harpers Ferry, WV 25425
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Built by relatives of John Wilkes Booth, he stayed in this home when witnessing the execution of John Brown, and historians believe he was headed to this house after shooting Abraham Lincoln. Guests can attend ghost tours of the home, séances, and the home is used for paranormal research.
23.4 Miles
The tasting room at the North Gate Vineyards is open Thursday through Monday, but group reservations can be made for other times. Light local foods are available to accompany the tastings.
23.6 Miles
63%
252 votes
128
Breaux Vineyards
36888 Breaux Vineyards Lane, Purcellville, VA 20132
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Tours of the actual winery at the Breaux Vineyards are held daily and when the operations of it allow for visitors. Also, the tasting room is open daily year round for sampling arrangements and retail purchase of their wines.
23.6 Miles
Berkeley Plaza Theater 7 is a movie theater that also serves food and beverages. The theater is available for private birthday parties and also sells gift cards for occasions such as a graduations, holidays, and anniversaries.
23.6 Miles
Weverton Cliff Trail is a ten mile hiking trail for hikers of all skill levels. Most of the trail follows the Shenandoah River, with small side trails leading to the riverbank.