- 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 131-140 of
432
29.5 Miles
64%
14 votes
2845 North Marcey Road, Middleburg, VA 22207
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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.
29.5 Miles
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.
29.5 Miles
Presenting a venue for fine art performances, Franklin Park is a favorite spot of locals and visitors to Purcellville. The venue's performers perform classic stage plays, musicals, holiday specials, one man shows and comedic acts.
29.5 Miles
90%
10 votes
36441 Blueridge View Ln, Purcellville, VA 20132
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Franklin Park Performing & Visual Arts Center hosts many different artists, ranging from local to international. Stadium style seating and a full art gallery are offered, along with digital sound and lighting.
29.6 Miles
37%
19 votes
16 E Washington St, Middleburg, VA 20117
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Rather than a classic winery aesthetic, The Boxwood Tasting Room, Wine Bar, & Shop embraces modern architecture and design through the wide use of stainless metal. Tastings are held throughout the week and wines can be purchased at the shop with the wine bar portion open in the evenings.
29.6 Miles
Family owned and operated for over forty years, Mediterranean Cellars is highly respected in the area. The tasting room which holds regular events attempts to embrace an Old World aesthetic with panoramic views.
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.
30.7 Miles
Featuring laser- and sound-enhanced cosmic bowling in the evenings, Shenandoah Lanes offers open bowling and league play. The alley also offers lightweight balls for younger bowlers, and has a bar and grill on the premises.