Date Ideas in Winchester, VA

  • 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.
  • 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 141-150 of 425
27.4 Miles
64% 14 votes
Parks 2845 North Marcey Road, Middleburg, VA 22207 MoreLess Info
Located along the Potomac River, Potomac Overlook Regional Park is situated on 70 acres of wooded terrain. The park provides hiking trails, a picnic area, an educational garden and a nature center with exhibits and live animals.
27.4 Miles
67% 3 votes
Art Gallery 7 West Washington Street, Middleburg, VA 20117 MoreLess Info
Opened in 1995, The Byrne Gallery is a local art gallery featuring a number of works and services available. In addition to displaying a variety of exhibitions, the gallery also offers custom framing, appraisal, and art installation for its customers.
27.5 Miles
86% 7 votes
Historic Sites 2406 Chestnut Grove Road, Sharpsburg, MD 21782 MoreLess Info
Now a National Historic Landmark, The Kennedy Farm was built in the 1850s by Dr. Robert F. Kennedy. It was once rented by John Brown, of the Harper's Ferry Raid. The building has been thoroughly restored.
28.2 Miles
58% 38 votes
Winery/Vineyard 38906 Mount Gilead Road, Leesburg, VA MoreLess Info
Tastings are offered at the Willowcroft Farm Vineyards on-site tasting room. The venue is open to the general public on Thursdays through Sundays, and specialty chocolate and wine pairings are available.
28.8 Miles
84% 62 votes
Winery/Vineyard 23595 Winery Lane, Middleburg, VA MoreLess Info
Set in the Blue Ridge Mountains, Greenhill Vineyards produces several varietals from its own Virginia grapes. The winery offers a tasting room, open daily, and a variety of food and picnicking options.
28.9 Miles
83% 162 votes
Winery/Vineyard 17956 Canby Rd, Leesburg, VA 20175 MoreLess Info
Visitors to Casanel Vineyards are able to experience both wine and a natural setting. The main building is only a minor section of the 40-acre site, meaning there are several places to sip wine and take a walk.
28.9 Miles
45% 11 votes
Winery/Vineyard 23595 Winery Lane, Middleburg, VA 20117 MoreLess Info
The winery and vineyard of Swedenburg Estate was recently bought by a new owner and renamed the Greenhill Vineyards. The tasting room and old stone house have both been restored, and tastings are held regularly as are walking tours of the vineyards during the summer season.
29.0 Miles
100% 5 votes
Farms & Ranches 23323 Fox Chase Farm Ln, Middleburg, VA 20117 MoreLess Info
A venue for shows and a variety of equestrian competitions, Fox Chase Farm specializes in jumper entertainment and performance. The farm is also a popular choice for weddings and other special events.
29.1 Miles
100% 5 votes
Historic Buildings Sharpsburg, MD MoreLess Info
A schoolhouse in which the first free African American children received an education after the end of the Civil War, Tolson's Chapel is rich with history. Visitors can tour the inside of the small building.
29.5 Miles
100% 5 votes
Art Gallery 6 Merrywoods Dr, Berkeley Springs, WV 25411 MoreLess Info
Filled with artwork exclusively from local creators, Artists of Merrywoods is an art gallery that provides affordable art for sale to its visitors. Scenic photography, river rock sculptures, and handmade Teddy bears are just a few of the creations available.
Showing 141-150 of 425
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