Things to Do in Middletown, VA

  • 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
  • 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
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50.0 Miles
From dry to semi-sweet to sweet selections, the Charis Winery offers visitors a well-rounded wine tasting experience. Their grape and fruit varieties will tickle the palates of connoisseurs and everyday tasters alike.
50.0 Miles
87% 45 votes
Lookouts I-68, Cumberland, MD MoreLess Info
Located off of the I-86, Sidling Hill Overlook & Rest Area offers visitors a scenic walking bridge that crosses over the highway. From the bridge, visitors have panoramic views of the surrounding hills and rock structure.
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