- TripBuzz discovered 75 different types of activities for couples in the Middletown area, including Theaters (like Wayside Theatre), Historic Homes (like Belle Grove Plantation), Winery/Vineyard (like Bloomery Plantation Distillery) and Movie Theaters (like Alamo Drafthouse Cinema), and much more.
- We discovered a total of 70 date ideas in or near Middletown, Virginia, including 67 fun or romantic activities in nearby cities within 25 miles like Winchester, Front Royal, Berryville and Delaplane.
Showing 111-120 of
344
29.8 Miles
The Marterella Winery is a winery that won the 'Bronze Medal' in the 2014 Virginia Governor Cup Wine Competition for 4 types of wine. The vineyard has a tasting room as well as a wine club.
29.9 Miles
45%
924 votes
750 Hollywood Drive, Charles Town, WV 25414
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Hollywood Casino at Charles Town Races offers 98 game tables, including tables for blackjack, craps, roulette, min-baccarat, Pai Gow Poker. The casino also has 3,200 slot machines and 26 poker tables.
30.6 Miles
Featuring free Wi-Fi, Pikeside Bowl offers 10-pin bowling with shoe rental and pro shop with bags, balls and shoes. The bowling alley also has an arcade room, a private room for parties and events and serves food and drinks.
30.8 Miles
Originally named 29 vines, the Above Ground Winery offers Exit Strategy Chardonnay, Sweet Rebecca Red, and Wild River Red wines. The downtown tasting room was closed in 2013, but they host samplings at various farmer's markets in Virginia.
31.1 Miles
100%
11 votes
250 S. Nursery Ave., Purcellville, VA 20132
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Located within the Bush Tabernacle building, the Purcellville Skating Rink is a non-profit roller skating rink that offers free skate rentals included in the price of admission. Visitors commonly enjoy attending public skating sessions or birthday parties at the rink.
31.2 Miles
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.
31.2 Miles
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.
31.3 Miles
91%
187 votes
37251C East Richardson Lane, Purcellville, VA 20132
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Powering its distillery with solar energy, Catoctin Creek Distillery produces a variety of spirits in D.C's wine country. In the tasting room, visitors can sample from a selection of whiskey, brandy, and cocktails.
31.5 Miles
67%
21 votes
3549 Old Valley Pike, New Market, VA 22844
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Featuring over 50 dealers selling a variety of products, the Shenandoah Valley Flea Market is a market selling numerous items to the general public. Items sold at the market include household and personal goods, collectibles, and antiques.
31.5 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.