- 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 71-80 of
432
19.0 Miles
The tasting room at the Capitol Vineyard was actually built in the 1800s, making it a historic site as well as one for current entertainment. The vineyard holds sample tastings at the rustic and historic setting only on the weekends.
19.1 Miles
82%
67 votes
3180 Aspen Dale Lane, Delaplane, VA 20144
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There is a wide and welcoming tasting room available at the Aspen Dale Winery at the Barn. Options for light fare can also be ordered upon arrival to enjoy with the wine samplings.
19.2 Miles
Offering both a tasting room and terrace makes Delaplane Cellars very popular despite its small physical size. Guests are allowed to join public tastings on Fridays, Saturdays, and Sundays then stay and dine on site.
19.4 Miles
In operation for 50 years, Berryville Roller Rink is a fitness facility that hosts open skate sessions on week nights. In addition to rollerskating, the rink offers instructional classes for gymnastics and other fitness activities.
20.2 Miles
Rocking S Ranch, in the northern foothills of the Shenandoah Valley, offers trail rides through Civil War terrain, private and group horseback riding lessons, pony rides at the ranch, and pony pizza parties for birthday celebrations. Reservations required.
20.4 Miles
80%
98 votes
6502 S. Page Valley Road, Luray, VA 22835
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Servicing the Shenandoah Valley region, Shenandoah River Outfitters, Inc. provides rentals for kayaks, rafts, and tubes to take out on the river. The river offers opportunities for camping, class II white water rafting, and more.
20.5 Miles
Three Fox Vineyard is a Virginia-based wine company that offers free tours and wine-tasting. Visitors have tasted 11 wines on their tour, and purchased Three Fox Wine from their store.
20.6 Miles
At RdV Vineyards the wine and staff is superb. There are beautiful views; knowledgeable wine tours and tastings by appointment. RdV is a destination for wine enthusiasts globally.
20.6 Miles
Situated in the heart of the Mosby Heritage Area, Three Fox Vineyards sits along 50 acres of land. The majority of wine grapes grown and wine made at the vineyard are Italian with some varieties from the south of France.
20.8 Miles
Hosting a variety of equestrian activities, JBiT Ranch provides lessons for beginners hoping to learn the basics of horseback riding. The ranch is situated on 1000 acres of land that has several riding trails.