Though Virginia’s Shenandoah Valley is well known for its rich history and array of outdoor activities, the region is also home to a thriving wine scene. In fact, many visitors come to travel the Shenandoah Valley Wine Trail, a self-guided experience with dozens of different stops.
Though excellent wines come from all over the Shenandoah Valley, this guide will cover 10 stunning wineries within an hour and a half of Stay Blue Maple’s rental homes in Berkeley Springs (with one exception—you’ll understand why soon).
Read on to find out how you can tackle the Shenandoah Valley Wine Trail.
- Star in the Valley Winery
- 33 Amos Ln, Strasburg, VA
- starinthevalley.com
- Estate-grown wines and sprawling mountain views
- Closed on Tuesdays and Wednesdays; winter break
Whether you’re traveling with kids or out on a girls’ weekend, Star in the Valley Winery is suited to just about every kind of visitor. Pets are welcome on the outdoor patio, as are children, who will love playing in the ample open space by the tasting room.
As for the good stuff, wine is available by the flight, glass or bottle, and guests are welcome to bring snacks or picnics to eat while taking in the panoramic mountain views.
- North Mountain Vineyard and Winery
- 4374 Swartz Rd, Toms Brook, VA
- northmountainvineyard.com
- German-style vineyard with expansive outdoor area
- Open year-round but closed on Mondays and Tuesdays; reservations recommended for groups of 10 or more
In addition to its wide variety of wines, North Mountain Vineyard and Winery has garnered a well-deserved reputation for its gardens and lawns. While kids and pets are welcome, these surroundings may be best enjoyed with a glass of North Mountain’s Chardonnay—or one of the vineyard’s seasonal offerings—in hand.
Pro Tip: Try to time your visit during one of North Mountain’s food truck nights so you can get a taste of local fare.
- Chester Gap Cellars
- 4615 Remount Rd, Front Royal, VA
- chestergapcellars.com
- Boutique vineyard with a hiking trail and light snacks
- Open Fridays through Sundays; reservations required for groups of 6 or more
Located in the town of Front Royal, a short jaunt away from Shenandoah National Park, Luray Caverns, and other attractions, Chester Gap Cellars is a small-scale winery on a spacious property.
Visitors can admire views of up to 40 miles from the tasting room and munch on meats, cheeses, and locally crafted artisan breads while sampling Chester Gap’s Petit Verdot or Viognier. Arrive early so you can stroll down the winery’s 1-mile hiking trail to a waterfall.
- Muse Vineyards
- 16 Serendipity Ln, Woodstock, VA
- musevineyards.com
- Award-winning winery on the Shenandoah River
- Reservations recommended for large groups and on weekends, holidays, and special events
The only thing that can rival Muse Vineyard’s award-winning wines is perhaps the vineyard’s surroundings. Grab a glass—ideally of the Clio, which has placed in the prestigious Virginia Governor’s Cup competition multiple times—and take a walk down Muse’s short hiking trail to view the Blue Ridge Mountains and the banks of the Shenandoah River.
Back up at the tasting room, wine flights and a full food menu (including a popular Sunday brunch) await.
- Wolf Gap Vineyard and Winery
- 123 Stout Rd, Edinburg, VA
- wolfgapvineyard.com
- 48-acre vineyard with inventive blends
- Reservations recommended for groups of five or more
Those looking for something a little out-of-the-ordinary should head to Wolf Gap Vineyard, famed for its unique varietals and expertly balanced blends in addition to more traditional offerings.
As you sip, you can spot great views from just about anywhere on the property—but for the best experience, head to the back deck of the wine tasting room. Pair your drinks with light bites like an order of Maryland-style crab cakes or a beef and cheese empanada.
- The Winery at Kindred Pointe
- 3575 Conicville Rd, Mt Jackson, VA
- kindredpointe.com
- Cozy winery in a former equestrian center
- Open daily year-round; tastings take place on Saturday and Sunday afternoons; reservations recommended
Housed in a former stables and horseback riding center, the Winery at Kindred Pointe has retained a decidedly warm and welcoming atmosphere. If you want a more refined tasting experience, stop by the Tasting Room and Lounge at The Stables, open only to visitors 21 years and older.
Pro Tip: Save some time to try Kindred Pointe’s hard ciders—the bourbon-barrel-aged apple isn’t to be missed.
- Castle Vineyards
- 2220 Mims Rd, Luray, VA
- castlevineyardsva.com
- Rurally located tasting room and vineyard
- Open Friday through Sunday (Saturday through Sunday only during winter); weekday availability for groups of 10 or more by appointment
Castle Vineyards may be small compared to some of the other wineries on the Shenandoah Valley Wine Trail, but rest assured that you’ll find more than enough variety here. While you soak up the ambiance of rural Virginia, try a glass of Riesling or Chardonnay from Barren Ridge Vineyards and snack on Boars Head meats and cheeses. On the other hand, you might find games like cornhole and billiards calling to you instead.
- Cave Ridge Vineyards
- 1476 Conicville Rd, Mt Jackson, VA
- caveridge.com
- Family-owned and -operated winery in the Appalachian Mountain foothills
- Reservations required for private events, groups of six or more
Kids and dogs are welcome at Cave Ridge Vineyards, which boasts a gorgeous setting and a distinctive terroir. Drop by for one of the vineyard’s live music nights or guided tastings, where you can get a “sneak peek” at the winemaking process and upcoming vintages before they’re bottled. Reserve tastings also take place on Saturdays and Sundays.
- Shenandoah Vineyards
- 3659 S Ox Rd, Edinburg, VA
- shenandoahvineyardsva.com
- Award-winning vintages in quaint location
- Closed Mondays and Tuesdays; reservations required for groups of six or more
Opened in 1976, Shenandoah Vineyards is the oldest winery in the Shenandoah Valley and the second oldest winery still operating in Virginia. The quality of the wines speaks for itself, as multiple Shenandoah Vineyards bottles have medaled in the Virginia Governor’s Cup competition. Should you find a new favorite, the winery ships nationwide.
- White Oak Lavender Farm & The Purple WOLF Vineyard
- 2644 Cross Keys Rd, Harrisonburg, VA
- whiteoaklavender.com
- Activity-packed lavender farm and winery
- Open seven days a week year-round
White Oak Lavender Farm & The Purple WOLF Vineyard is about two hours away from Berkeley Springs, but trust us—you’ll be glad you made the drive. One of the best-known stops on the Shenandoah Valley Wine Trail, this is a must-visit for any serious oenophiles out there.
Besides the scenic, serene White Oak Lavender Farm, there’s a little bit of everything here: a tasting room at The Purple WOLF, interactive gardens, ice cream for the kiddos, a gift shop selling lavender products, and much more.
Drinks also run the gamut, from Rosés and Chambourcins to original vintages with whimsical names like Dragonfly, Thumbelina, and Pardon My Purple. Wine slushies, sangria, and beer are also available.
Sip Your Way Through the Shenandoah Valley
Remember, these 10 wineries are just a starting point—you can pick from dozens more vineyards across Virginia wine country.
You might need a decent amount of time to try all of the wines the Shenandoah Valley has to offer, so book your trip with Stay Blue Maple. Besides these wineries, our relaxing rental properties are the perfect location to pop open a bottle and pour yourself a glass.