Fleetwood Farm Winery – Leesburg, VA

Wine tastings at Fleetwood Farm Winery are a journey through Virginia’s finest locally grown varietals. The experience begins in their beautifully restored tasting barn or sunlit terrace, where guests are welcomed with warmth and charm. Each flight features a selection of estate-crafted wines, carefully chosen by expert sommeliers to showcase the vineyard’s range and character. Tasting sessions are relaxed but educational, with staff providing background on each wine’s origin, tasting notes, and food pairings. You’ll learn about the winery’s heritage, the winemaking process, and what makes each bottle unique. Whether you’re a seasoned connoisseur or a first-time visitor, the experience is personalized to ensure every palate is catered to. Enjoy sipping a rosé with scenic vineyard views or diving into a robust red in their atmospheric tasting room. For group visits, Fleetwood also offers pre-booked guided tastings with exclusive access to rare vintages. Visitors often pair the tastings with charcuterie boards for a complete indulgence. The winery encourages guests to linger, relax, and take in the countryside charm.

Fleetwood Farm Winery is an exquisite backdrop for private events, from weddings to anniversaries, corporate galas, and birthday parties. The property includes several flexible event spaces: a restored manor house, lush vineyard lawns, and elegant patios. Brides and grooms particularly love the rustic-modern aesthetic combined with timeless architectural details, making every photo frame-worthy. The staff offers full-service event planning including vendor coordination, setup, and customized food and wine menus. Fleetwood works closely with each client to tailor the event to their vision and budget while ensuring flawless execution. For corporate clients, the venue offers indoor and outdoor meeting spaces complete with audiovisual support and catering. Event packages often include wine tasting experiences and guided tours for guests. The natural beauty and serene ambiance of the winery elevate any occasion into something truly special. Guests often comment on the impeccable hospitality and unforgettable setting. Booking early is encouraged, especially during peak seasons.

Fleetwood Farm Winery offers immersive vineyard tours for those eager to explore more than just the tasting room. These walking tours take guests across the scenic vineyard grounds, highlighting the grape-growing process and agricultural practices. Visitors get up-close views of the vines, learn how different varietals are cultivated, and gain insight into the seasonal rhythms of winemaking. The tour also includes stops at production facilities and the wine cellar, where the transformation from grape to bottle is demystified. Knowledgeable guides share stories about the history of the land and the care taken to maintain its legacy. Guests are often treated to samples straight from the barrel, giving them a rare taste of wines in their developmental stages. The tour concludes with a reserved tasting in a private setting, often paired with light bites. It’s a great experience for couples, small groups, or even corporate outings. Comfortable walking shoes are encouraged, and reservations are recommended.