- TripBuzz discovered 83 different types of activities for couples in the Winchester area, including Movie Theaters (like Alamo Drafthouse Cinema), Historic Sites (like Stonewall Jackson's Headquarters), Theaters (like Winchester Little Theatre) and Art Museum (like Glen Burnie Historic House & Gardens), and much more.
- We discovered a total of 120 date ideas in or near Winchester, Virginia, including 100 fun or romantic activities in nearby cities within 25 miles like Martinsburg, Purcellville, Front Royal and Harpers Ferry.
Showing 91-100 of
425
23.0 Miles
82%
114 votes
14001 Harpers Ferry Road, Purcellville, VA 20132
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Tastings are offered frequently at the 868 Estate Vineyards. There are also several events held throughout the year that commonly utilize the farm-to-table food which is served at the on-site restaurant called the Grandale.
23.0 Miles
60%
154 votes
36716 Charles Town Pike, Purcellville, VA 20132
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The French countryside is brought to life at the Hillsborough Vineyards with lush rolling hills and stone barns providing the backdrop for their tasting room. Visitors can have casual tastings daily April through December.
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
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
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
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.