8 Shenandoah Valley Wineries to Try

About 90 minutes from Washington, DC, you’ll start to find many Shenandoah Valley wineries with views of the beautiful Blue Ridge Mountains. Whether you are just looking for a day trip or a weekend away in the valley, there are plenty of wineries to try. Enjoy a winery after a morning hike or trip to one of the caverns.

Wineries are loosely listed in order of distance from Washington, DC.

Wineries off Route 66

Naked Mountain Winery

Open daily
Allows outside food and leashed dogs

Naked Mountain Winery offers both indoor and outdoor space with views of the Blue Ridge Mountains. Join them for wines by the glasses or tastings, plus a picnic lunch. Bring food from home or order sandwiches and cheese boards from their menu. They are open daily and year-round, with live music on most weekends in the spring, summer, and fall.

Barrel Oak Winery and Brewery

Open daily
Allows outside food and leashed dogs

Barrel Oak Winery and Brewery is a huge space that is great for a lively outing. They offer both beer and wine, so there is something for everyone in your group. Check out their calendar for special events like food trucks, sunset events, live music, and more. Barrel Oak is kid-friendly with 21+ only spaces. They are open daily and year-round.

Chester Gap Cellars

Open Friday to Sunday
Allows outside food and leashed dogs

For a smaller winery feel, check out Chester Gap Cellars. Enjoy the beautiful view of the Blue Ridge Mountains wine trying some of their wines. They also have an on-site rental house for a unique weekend getaway. They are LGBTQ+ friendly and open Friday to Sunday year-round.

Shenandoah Valley Wineries Near Highway 81

Muse Vineyards

Open daily
Allows outside food and leashed dogs

Muse Vineyards offers both indoor and outdoor spaces with views of the vineyards. Join them for Sunset Suppers on Thursday and Friday evenings, with a menu that includes starters, a main course, and dessert. You can also enjoy brunch on Sundays. Make a special weekend trip out of it by staying in their farmhouse on-site.

Wolf Gap Vineyard and Winery

Open Wednesday to Sunday
Allows leashed dogs

Wolf Gap Vineyard and Winery offers sweeping views of the valley. Enjoy their wines with charcuterie after a morning exploring the Shenandoah Valley. The winery features live music on select days in the spring through fall.

Cave Ridge Vineyard

Open daily
Allows outside food and leashed dogs

Just down the road from Wolf Gap, you’ll find Cave Ridge Vineyard. Bring a picnic to enjoy in their shaded courtyard or try some of their light bites (daily) or rotating seasonal menu (weekends). Check their schedule in the warm months for the live music dates.

The Winery at Kinder Pointe

Tasting room is open Friday to Sunday, Pavillion is open daily.
Allows outside food and leashed dogs

The Winery at Kinder Pointe offers flights and bottles of both wine and cider. Check out the tasting room from Friday to Saturday to enjoy tastings, cheese and sausage, cheese flatbread, or salad. The Pavillion is open every day and offers a smaller food menu but feel free to bring your own picnic. The Pavillion is also climate controlled so feels great on a rainy or cold day.

Stone Mountain Vineyards

Open Thursday to Monday (closed Tuesday and Wednesday)
Allows leashed dogs

Stone Mountain Vineyards has some of the best views of all Shenandoah Valley wineries. It requires a winding drive but is well worth it. Enjoy the mountains with a flight or bottle plus small bites like bread and cheese. The views at the winery are beloved so try to visit on a weekday to avoid some of the crowds.