Date Ideas in Middletown, MD

  • TripBuzz discovered 110 different types of activities for couples in the Middletown area, including Farms & Ranches (like South Mountain Creamery), National & State Parks (like Washington Monument State Park), Parks (like National Mall) and Winery/Vineyard (like Bloomery Plantation Distillery), and much more.
  • We discovered a total of 167 date ideas in or near Middletown, Maryland, including 165 fun or romantic activities in nearby cities within 25 miles like Hagerstown, Frederick, Purcellville and Martinsburg.
  • TripBuzz discovered 110 different types of activities for couples in the Middletown area, including Farms & Ranches (like South Mountain Creamery), National & State Parks (like Washington Monument State Park), Parks (like National Mall) and Winery/Vineyard (like Bloomery Plantation Distillery), and much more.
  • We discovered a total of 167 date ideas in or near Middletown, Maryland, including 165 fun or romantic activities in nearby cities within 25 miles like Hagerstown, Frederick, Purcellville and Martinsburg.
Showing 101-110 of 757
19.4 Miles
85% 55 votes
Winery/Vineyard 37938 Charles Town Pike, Purcellville, VA 20132 MoreLess Info
Part of the Waterford Cluster of wineries, Crushed Cellars Winery offers Chardonnay, Vidal Blanc and Meritage wines. The winery offers wine tastings as well as snacks including local cheeses, fresh baked breads and dips.
19.4 Miles
60% 154 votes
Winery/Vineyard 36716 Charles Town Pike, Purcellville, VA 20132 MoreLess Info
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.
19.5 Miles
77% 218 votes
Winery/Vineyard 38295 Fremont Overlook Lane, Purcellville, VA 20132 MoreLess Info
Open daily for tastings, the Sunset Hills Vineyard tries to make guests feel comfortable in the vintage rural setting. Events that include concerts and special pairings between foods and their wine are frequently held throughout the year.
19.6 Miles
99% 252 votes
Winery/Vineyard 16357 Charles Town Rd, Charles Town, WV MoreLess Info
Bloomery Plantation Distillery is located in an historic 1840s log cabin distillery. The company creates artesian cordials, including hard lemonade, ginger shine, and peach shine from lemons and raspberries that they grow.
19.7 Miles
- 0 votes
Parks Forrest Avenue, Charles Town, WV 25414 MoreLess Info
Best know for a public swimming pool, Jefferson County Memorial Park is a leisure park that also has two basketball courts, two playgrounds, and four pavilions that are available for rent. The park also has a .7-mile walking trail.
19.8 Miles
A family owned and run vineyard, Loew vinyards makes a variety of red and white wines, ranging from very dry to sweet. The vineyard makes fruit wines, as well, and welcomes visitors for tastings.
19.9 Miles
100% 16 votes
Opera Houses 204 n George Street, Charles Town, WV MoreLess Info
Six main stage productions are performed at the Old Opera House every season. The live performance theater also hosts a summer youth production and one-act play festival annually along with a ballet every other year.
20.5 Miles
90% 58 votes
Winery/Vineyard 14463 Black Ankle Road, Mount Airy, MD 21771 MoreLess Info
Harvesting grapes since 2006, Black Ankle Vineyards focuses on the quality of wine for the ultimate experience. Guests can take tours of the vineyard, enjoy samples of wine, and enjoy live music on Fridays.
20.8 Miles
85% 120 votes
Winery/Vineyard 16031 Hillsboro Road, Purcellville, VA 20132 MoreLess Info
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.
20.9 Miles
98% 62 votes
Historic Sites 16825 South Seton Avenue, Emmitsburg, MD 21727 MoreLess Info
Built in 1981, the National Fallen Firefighters Memorial was constructed as a tribute to the firefighters who lost their lives while on duty. Located within the campus of the National Fire Academy, the memorial also contains a separate monument for the 9/11 firefighters.
Showing 101-110 of 757
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