The Best Vineyard & Winery Wedding Venues in Middleburg, VA

Cana Vineyards is a woman-owned farm winery set in the beautiful countryside of southern Loudoun County. The winery and grounds offer multiple settings for your wedding, whether you are hosting 200 guests for a ceremony in the vines or under 40 guests for an intimate celebration. Take in sweeping views of our hillside vineyards, the rolling Bull Run Mountains, and striking sunsets looking west towards the Blue Ridge. No matter the season, we have a beautiful and comfortable venue for your one-of-a-kind celebration.

Make your wedding a historic event at B&B Inn, a historic property with mountain views in Middleburg – the heart of Virginia horse and wine country. With our 47 acres, beautiful grounds, lodging, & event building for up to 200, we are an ideal venue for your wedding. Conveniently located, Briar Patch is just 20 minutes from Dulles Airport and about an hour from Washington, DC. Hold your rehearsal dinner around our pool. Have your ceremony overlooking the mountain or under a 200 year old tree. Celebrate with a reception in our indoor facility for up to 200 guests using any caterer you choose. Have your guests stay in one of our 8 rooms in the main house, in our one-bedroom cottage, or in the 3-bedroom chicken coop. Your wedding at Briar Patch Bed & Breakfast Inn will provide you the opportunity to spend quality time together. Our outstanding accommodations, breathtaking country setting, and exceptional service are what set us apart from other wedding and reception sites.

Beautiful cider barn perched on a grassy hill in historic Middleburg, Virginia. Able to host events large or small. Georgeous woodsy outdoor ceremony site for a sweet nature filled ceremony, or inside the cider barn in front of the large stone wood-burning fireplace. Beautiful string lights, very high ceiling, and a 25 foot mahogany bar

Bellwether Farm is a working heritage sheep farm nestled among rolling green hills and wineries in Upperville Virginia. With views of gorgeous sheep grazing peacefully in the pasture below, our venue exudes a tranquil and rustic ambiance, perfect for your special day. We believe our farm is ideal for couples looking for a simple countryside wedding without alot of fuss. Our ample open space provides endless possibilities for décor, seating, and layout, making it ideal for couples who want to bring their vision to life in a natural and meaningful way. Our primary wedding location and platform sits atop a hill, looking down on the sheep below with an awesome view of the foothills.

Celebrations at The Manor are one-of-a-kind events designed to tell your story. Whether it's a wedding weekend surrounded by 150 of your closest family and friends or simply a weekend away with a few friends to celebrate a birthday, The Manor offers the perfect setting. Nestled in the heart of VA's wine country on over 18 acres there are multiple indoor and outdoor locations to accommodate your event. The Manor at Airmont has multiple sites for ceremony, cocktail hour, and reception. Our venue offers an in-house design team and catering, and event planning and management options.

Three generations of the Huber family have considered Hogback Mountain their home, celebrating some of their most cherished memories on the property. With a commitment to hospitality and the rich agrarian traditions of Western Loudoun, the Huber family hoped to share the beautiful views and property with others to enjoy their big life moments and preserve the land’s agricultural beauty. Wine connoisseurs prior to entering the industry, Mike & Kristi Huber’s dedication to quality implored them to bring in top consultants in the industry to analyze the terroir of their 300-acre estate, driving us to plant classic Vitis vinifera varietals. What our land is capable of producing is a beautiful blend of new and old world styles; complex, age-worthy wines that tell a story, stories that deserve to be shared. For the Hubers and the STW team, producing world-class wines handcrafted from our estate vines is the ultimate goal.

Open since November 6th, 2021, Old Farm Winery at Hartland lies on 35 acres of preserved 18th century farmland in Aldie, Virginia. We bring an authentic working farm winery experience just one hour away from the hustle and bustle of Washington, DC. With a charming, renovated 19th century farmhouse, brand new pavilion, and expansive lawn space, Longfield Manor offers a blend of rustic and modern to provide the perfect space for your wedding, corporate function or social gathering.

Our dedicated events space, the Loft offers a quiet, secluded place to say your vows and celebrate. Weddings flow effortlessly from the Ceremony Garden, to the Bar & barrel room & patio-complete with bistro lights-for cocktails. Receptions take place on the main level with it's beautiful neutral decor. If the weather doesn't cooperate we can easily move everything indoors-the peace of mind that comes with that is priceless!