Barrel Oak Winery & Brewery

Barrel Oak Winery & Brewery is an award-winning estate nestled in the Middleburg AVA near Delaplane, Virginia, consistently recognized as one of the finest wine and craft beer destinations in the region. The winery produces acclaimed estate wines including the 2026 Virginia Governor's Cup Gold Medal–winning Meritage 2023, a Petit Verdot rated 93 by The Tasting Panel, and the beloved Chocolate Lab — a Ruby Port–style dessert wine aged in bourbon barrels with cocoa bean infusion. Their seven-barrel taproom has earned its own accolades, including Virginia Brewery of the Year at the 2024 New York International Beer Competition, pouring signature brews like the Wise Oak IPA, Best Cellar Lager, and a rotating lineup of seasonal sours, seltzers, and stouts. Guests can explore multiple wine and beer club memberships, attend frequent tasting events, and book private gatherings in The Loft — an intimate venue above the tasting room accommodating up to 40 guests for weddings, birthdays, and celebrations. The property also offers The Winemaker's Cottage, a private vineyard-view retreat designed for slow, restorative stays. Guests receive a curated wellness menu with pre-delivered breakfast bundles, premium charcuterie, spa bath rituals, and optional in-cottage sound baths through a partnership with Bri Alexander Wellness. Named Best Winery in Fauquier County every year from 2010 to 2024 by Warrenton Lifestyle Magazine, and Best Winery by Northern Virginia Magazine every year from 2012 to 2025, Barrel Oak has built one of the most decorated track records of any winery in the Commonwealth. It's a destination equally suited to serious wine lovers, craft beer enthusiasts, and those simply seeking a beautiful afternoon among the vines.