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Vineyards that are Worth the Drive: Shenandoah Valley Wine Trail

Crosskey Vineyards

crosskey vineyards

Bluestone Vineyard

bluestone vineyard

Shenandoah Vineyard

Shenandoah vineyard

Enjoy sipping award-winning wine amidst breathtaking backdrops? We do too. Welcome to the Shenandoah Valley Wine Trail. Visitors can select from over 25 local vineyards specializing in wines like Pinot Noir, Riesling, Pinot Gris, and Chardonnay. 


Each winery invites guests to savor their experience with abundant outdoor seating, private tastings, and special events and festivals. While we’d recommend returning to try them all, here are a few Shenandoah Valley crowd favorites to jumpstart your next trip.  


Day 1:

Crosskey Vineyards

Photo Courtesy: Facebook - Crosskey Vienyards

Nestled in beautiful Rockingham County, start your day with a gourmet lunch or brunch (on Sundays). The Bistro at Crosskey Vineyards offers a menu that has been specifically developed to complement their wine. The charcuterie board, pimento cheese burger, and ravioli stuffed with fresh seasonal vegetables are must-trys.


Pair your selections with a tableside tasting. Guests can select from a Fruit, White, Red, Classic, or Estate level tastings. The 125-acre winery has more than 30 acres of vines. First planted in 2001, the vines have produced award-winning and unique regional wines for almost two decades. 



If you want more of Crosskey, you can become a Key Club member. Membership is complimentary and grants access to free tastings and early wine releases.


Bluestone Vineyard

Photo Courtesy: Bluestone Vineyard

A short 20 minute drive from Crosskey Vineyards, Bluestone Vineyard is a must go for quality nationally recognized wine. Utilizing European wine grape varieties, Bluestone Vineyard has been operating since 2008. 


Not sure which wine to go with? Check out their tasting room. The vineyard also regularly hosts live music and outdoor dinner pairings if you’d prefer a more immersive experience. 


Bluestone typically closes its gates at 6PM, so if you’re ready for dinner, plan to visit the nearby Dayton Tavern, just ten minutes down the road. Serving up savory options like homemade pierogis and hand cut premium grade steaks, this is the hearty meal you need after “tasting” wine all day. 


If you’re planning to stay the night, consider the Silver Lake Bed & Breakfast, just five minutes from Dayton Tavern. Want more options? Take a look at Massanutten Resort or for the more adventurous Endless Caverns Campground.

Day 2:

Shenandoah Vineyard

Photo Courtesy: Shenandoah Vineyards

In the morning, head north to Shenandoah Vineyards. Shenandoah Vineyards is the second oldest operating winery in Virginia and the oldest in the Shenandoah Valley. Established in 1976 and purchased in 2018 by world renowned winemaker, Michael Shapps, Shenandoah Vineyard has been perfecting its wine ‘formulas’ for almost 50 years. 


On a hot summer day, make sure to try their rosé or sparkling rosé. Shenandoah Vineyards invites guests to pack a picnic lunch to truly spread out and enjoy the grounds — and a few glasses of rosé! 


If you want more vino, or plan to explore the surrounding areas, visit Shenandoah Valley Wine Trail, Rockingham County, and Shenandoah County online before you arrive!

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