- 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 111-120 of
425
24.5 Miles
Nestled in Virginia's Piedmont, Miracle Valley Vineyard attracts wine lovers with its scenic beauty. Guests can partake in wine tasting guided by expert staff, stroll the grounds or take in surrounding views from the gazebo.
24.5 Miles
From Shakespeare to Broadway classics, Run Rabbit Run Theatre showcases the talent of community performers in its yearly productions. The theater also organizes arts education programs by offering acting classes.
24.6 Miles
Running along an old canal, Armory Canal Trail offers placards with historical information and views of old factories and ruins. The trail can be used for hiking and has wildlife like birds, fish and turtles that can be seen.
24.6 Miles
100%
3 votes
Appalachian Trail Conservancy Headquarters, 799 Washington Street, Harpers Ferry, WV 25425
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The Appalachian Trail is a famous, 2000 mile trail that allows hikers to explore the Appalachia region of New England. The trail is strung with a variety of lakes, streams, forests, stone structures, and wildlife.
24.7 Miles
94%
1298 votes
171 Shoreline Drive, Harpers Ferry, WV 25425
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Costumed park staff and volunteers present historical vignettes throughout Harpers Ferry National Park on some days, while on other days, visitors can take classes to learn to knit, raise a garden, and bake bread. Visitors can also hike and fish at the park.
24.8 Miles
Open year round for tastings, the Cobbler Mountain Cellars serves many visitors in the region. They actually do hold events during the warmer months though, including special dinners and tastings.
24.8 Miles
Overlooking the Potomac River, Jefferson Rock is a rock formation along the Appalachian trail. The rock offers stunning panoramic views of the river and surrounding wilderness areas, and is accessible by hiking.
25.0 Miles
3623 Grove Lane, Delaplane, VA 20144
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Exploration and relaxation are combined at the Barrel Oak Winery which encourages tours of the grounds and enjoyment of the site in addition to the wine. While they do offer tastings on a regular basis, they also provide events like concerts and bonfires.
25.0 Miles
Through music, photos, and wax figures, the John Brown Wax Museum tells the story of John Brown's attack on Harpers Ferry. John Brown led an attempt in 1859 to stop slavery, and his story became the popular Battle Hymn of the Republic song.
25.0 Miles
98%
209 votes
Thomas Hall, St. Peter's Catholic Church, Harpers Ferry, WV 25425
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O' Be Joyfull Historical Tours & Entertainment, gives ghost tours of Harpers Valley, and its founder Rick Garland also conducts historical tours including tours of St. Peter's Roman Catholic Church. This leader also presents a Historical Songs and Stories Concert Show, as well as serving as a step-on guide.