- Our list of the best things to do in Middletown, Virginia, features the top 87 nearby activities — including 37 great attractions with user approval ratings of 90% or more!
- Middletown, VA has a variety of great sights and experiences nearby. Top categories include: Food & Drink, Museums & Galleries, Outdoor Places, and Sights & Landmarks.
- The results below include the top 2 things to do within the city of Middletown, VA , followed by 84 popular activities in nearby cities, including Winchester, Front Royal, Strasburg, Berryville, Delaplane, Luray, Strasburg and Middleburg
Showing 141-150 of
432
30.7 Miles
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0 votes
Flowing Springs Road, Charles Town, WV 25414
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The Jefferson County Little League provides organized leagues for children from ages 6 through 14. Leagues include t-ball for young players, as well as baseball and softball coached under adult supervision at all times.
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.
31.3 Miles
Fireman's Field is a 13-acre park that includes two baseball fields with the main one selected as the site of the Babe Ruth League World Series in 2013. The park features a skating rink and hosts numerous events and concerts.
31.3 Miles
The Virginia Wine Country Half Marathon is a wine-themed run, with a wine stop at midpoint and the Wine & Music Festival held at a winery at the end. The course passes through vineyards, farms, ranches and estates.
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.