Whiffletree Farm

Modern winemaking estate & brewery with a tap house, tasting clubs & frequent events.

At the stunning RdV Vineyard, indulge in exceptional wines and charcuterie while soaking in breathtaking views and an unforgettable tour experience.

Nestled in a charming 1700s home, this quaint tavern in Upperville offers a cozy atmosphere with delightful outdoor seating and a focus on farm-to-table fare.

Boxwood, a National Historic Landmark, is one of the earliest horse farms in Middleburg, Virginia, a region of American colonial and Civil War history. Originally settled in the eighteenth century, the farm became a well-known horse farm, the home of General Billy Mitchell, a pioneer of military aviation, and now the site of Rita and John Kent Cooke's Boxwood Winery. Cooke and his team at Boxwood are committed to making premium red wines in the Bordeaux tradition with their own unique Virginia expression. Production is limited to 2,500 cases.

Crimson Lane Vineyards was built to be both a destination and a home—a place to gather with friends and family around our table, sharing wine and swapping stories, just as you would around your own. Here, the experience is elevated, but the attitude is relaxed. We’ve carefully designed our space to invoke our unique environment and invite conversation among friends—those you bring along and others you’ll find when you arrive. Please, be our guest. Discover genuine warmth and an outpouring of hospitality as you enter an incredible space suited for comfort and pleasure. Our intention is for what’s ours to become yours. Come for an afternoon and leave with a bottle full of memories and a yearning to visit again and again. All tastings and experiences are by reservation only. We eagerly await your visit!

Linden Vineyards, a cozy gem in Virginia, offers immersive wine tastings highlighting vineyard nuances and seasonal selections—reservations are a must for the ultimate experience.

Nestled in Virginia’s picturesque Hunt Country, Slater Run Vineyards pairs stunning views with a diverse selection of award-winning wines in a serene, adults-only setting.

Nestled in the Blue Ridge foothills, this charming 1829 inn boasts chic rooms, a fabulous farm-to-table restaurant, and dreamy mountain views—perfect for a serene getaway.

Established 2002 and reimagined 2020, Three Fox Vineyards & Farm Brewery has set out to blur the lines between beer and wine. We are innovating and cultivating new styles and methods while having a lot of fun along the way. With over 50 acres on the property there is more than enough room to walk around and embrace a true Virginia Vineyard experience.

Sky Meadows State Park is a stunning 1,900-acre gem boasting 24 scenic trails, historical charm, and endless outdoor fun, perfect for families and nature lovers alike.