9 of the Best Wedding Venues in Winchester, VA (2023)

Bright Box is a fun theatre and wedding venue. The Main Theatre can accommodate up to 130 seated guests or 280 people standing, while the infamous Bright Bar (included with the Main Theatre rental) can accommodate another 65 people standing. The second floor has the Out O The Box Suite, with enough space for 100 seated guests or 160 standing, and has a grand view of the Walking Mall and Old Courthouse. You’ll love the original tin ceilings now with vibrant gold. The copper-topped bar is a must-see, and the dance floor comes complimentary. You can rent the entire three-story building and host up to 450 loved ones. You and your guests will adore the retro touches within the historic building, and there are fantastic photo opportunities at the grand staircase and vintage escalator. Use the lower level dressing rooms, complete with private bathrooms rooms so you can get ready in privacy. 

If you meet their food and beverage minimum, your rental space is completely free. This wedding venue features a huge stage with updated lighting and a state-of-the-art sound system. You can host your ceremony on the incredible stage or have a live band play all night long. The resident chef will gladly prepare a custom meal for your wedding. Feast on a delectable dinner while drinking craft beers, local wines, champagne, top-shelf liquors, or premium beverages. The friendly servers, knowledgeable bartenders, and dedicated event staff will serve you nonstop to make sure you can enjoy the day.

Address: 15 N Loudoun St, Winchester, VA 22601

Phone: 540-665-2878

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Say yes to a fairytale wedding at the George Washington Hotel. Dating to 1924, this historical property was reopened in 2008 after a $30-million-renovation. You’ll adore this Georgian Revival venue that features ornate molding, marble floors, and 90 guest rooms. Services include an onsite restaurant, bar, and spa. The Grand Ballroom can accommodate up to 300 friends and family for a strolling reception or 180 for a seated dinner, complete with stunning windows and shimmering Swarovski crystal chandeliers hanging from the cathedral-like 16-foot ceilings. The Pocket Garden room is ideal for a swanky cocktail hour for up to 70 standing guests among the well-manicured landscape. The onsite Wedding Chapel is another intimate room for a private ceremony. Dine on a custom, gourmet meal designed to make your tastebuds dance. No matter what you decide for your delicious meal, you can count on the attentive staff to serve you and your guests. The professional team will oversee your wedding so you can enjoy a day of love and laughter. 

There are two packages available for you to choose from. The Strolling Package features a reception with heavy hors d’oeuvres, food displays, and action stations. You receive a complete bar package for four hours, as well as tables, chairs, linens, napkins, and table mirrors with votive candles. Pamper yourself in the bridal suite. The helpful staff will take care of the custom setup and cleanup. Enjoy a complimentary menu tasting before the big day as well. The Wedding Dinner package features a cocktail and dinner reception instead of the hors d’oeuvres, food displays, and action stations. It also includes everything else the Strolling Package has, along with table numbers. Multiple food and beverage choices are available for both wedding packages, as are finishing touches such as chair covers and sashes, dessert bars, upgraded premium bars, and more. For more information, get in touch with their team as soon as possible. 

Address: 103 E Piccadilly St Winchester, VA 22601

Phone: 540-431-2498

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Located just two miles from luxury hotels, convenient department stores, and more, the Cloverdale Barn is a family-owned and operated property that is the epitome of rustic charm. With acres of rolling greens, scenic rocks, stunning ponds, and horses wandering nearby, you will love the endless possibilities for your outdoor ceremony and reception. The Bank of the Barn is a historic space that has a welcoming old-country ambiance for your celebration, complete with original stone walls and wooden ceilings. You can fit up to 350 people for a standing reception or around 220 for a seated dinner. You can use a tent for more outdoor space for eating, drinking, or dancing. 

This award-winning wedding venue also has a lovely bridal-changing cottage that you can add to your rental. Enjoy the space for pampering before the wedding, relaxing during the reception, or capturing unique photo opportunities. The barn also offers electricity and water for a comfortable setting through the day and night. You can easily decorate the space with your color scheme, string lights, and vintage decor. Farm tables, whiskey barrels, wine barrels, globe string lighting, water troughs, apple boxes, windows, and other items are available for your convenience. Your tables and chairs are available for a low fee. Bring your own caterer to help control your budget and preferences. That said, keep in mind that this venue is only available from March until November. 

Address: 2368 Cedar Creek Grade Winchester, VA 22602

Phone: 540-327-7980

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West Oaks Farm Market is a family-owned and operated property that has been in business since the early 1700s. This venue offers several versatile ceremony and reception spaces, including an expansive patio space. A lovely paved walkway will lead you to a wooden arbor, where you and your soulmate can exchange intimate wedding vows. The reception hall is ideal for indoor entertainment with hardwood floors, walls of windows for lovely views of the countryside, and a floor-to-ceiling stone fireplace as the centerpiece. An attached wraparound covered porch makes indoor/outdoor mingling easy, especially for cocktail hour and a sparkler send-off. Take advantage of the bridal suite and groom’s lounge so you and your lover can get ready before exchanging vows. Your guests will love the spacious parking area, large restrooms, and fun picnic shelter. Services include on-site catering thanks to a professional culinary team. For more information, reach out to their team as soon as you can.

Address: 4305 Middle Road Winchester, VA 22602

Phone: 540-539-8175

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Are you dreaming of a charming barn wedding in Winchester? The Homestead Farm at Fruit Hill Orchard is known for baking delicious homemade goods, but it also offers the perfect space for a rustic fairytale wedding. The acreage provides picture-perfect ceremony locations, like under giant Weeping Willows or the red barn as the backdrop. You can host a memorable day you’ll cherish forever at the Wright-Barton farm historic wedding venue. There are three wedding packages available, depending on the location you select for your ceremony and reception. The Barton barn is known for its classic red exterior among the beautiful rolling greens. The Barton package includes tables, chairs, and the use of the bridal suite. The Wright event space is a stone building that offers ample space and vintage features, and bookings include tables, chairs, a bridal suite, catering options, and clean-up services. The Exquisite package offers complimentary tables, chairs, use of the bridal suite, catering options, clean-up services, wedding coordination, and flowers.

Address: 2502 N. Frederick Pike Winchester, VA 22603

Phone: 540-323-0221

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Fox Meadow Barn offers 5,000 square feet of indoor space for your barn wedding in Winchester, Virginia. The tall, timber-framed ceilings have string lighting, which creates a rustic haven that your guests will adore. This exclusive event venue offers a climate-controlled area with indoor restrooms. Featuring plumbing, heating, and cooling, Fox Meadow Barn offers year-round event rentals. It also features a romantic fireplace and French doors that lead to a back patio for outdoor fun. Additionally, a prep kitchen offers updated equipment and enough space to bring your own caterers. Get in touch with their team as soon as possible and schedule a consultation and venue walkthrough for more information.

Address: 350 Old Firehouse Lane Winchester, VA 22602

Phone: 540-664-2145

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Start your journey together by exchanging your vows under a white arbor at Briede Family Vineyards. This 27-acre property includes five beautiful acres of vineyards. From grassy knolls to secret gardens, there is an intimate garden with a white wrought-iron bench, perfect for photos or stealing a kiss. A tented outdoor reception is gorgeous at the Briede Family Vineyards, with breathtaking views of the countryside and valley, and can accommodate up to 30 people. The Grotto Pavilion is ideal for small gatherings of up to 10 people and offers a quiet space with views of the Arandell grapes. The entire property offers space for 50 guests maximum. 

Services include in-house bartending services featuring their award-winning wines that you won’t find anywhere else. In-house catering, including various French cheeses with warm baguettes, is available, but you can also bring in outside catering as you wish, including food trucks. For more information, get in touch with their team as soon as possible.

Address: 450 Green Spring Rd Winchester, VA 22603

Phone: 540-664-2048

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6 Pastures Farm features acres of idyllic farmland and property that boasts a rich history. This venue can accommodate up to 250 people. Your guests will arrive on a private road and drive through a gated entrance. With panoramic views of rolling hills, bubbling streams, and multiple ponds, there are numerous indoor and outdoor spaces for your ceremony and reception. The wedding pavilion is a popular outdoor area with a captivating background of a sparkling pond and the timeless beauty of the countryside. The large property also features a pond, putting green, fire pit, and separate cooking area. Feel free to bring your own catering for food and beverage services. You can hire your own vendors for coordinators, music, and more. The bridal suite is the guest house, which looks like the original farmhouse with reclaimed wood from the barn for the floors, stair treads, and shiplap. The primer event barn is a two-story bank barn circa 1840. It still has the original limestone foundation but new wall framing and batten siding on the second floor. Just steps from the brick event barn is the vast outdoor wedding space. A wandering creek runs through this green area, which creates a storybook scene.

Address: 300 New Six Pastures Lane, Winchester, VA 22603

Phone: 703-868-1331

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James Charles Winery & Vineyard is located in the breathtaking Shenandoah Valley. It can accommodate up to 150 people and features unmatched views of the grand mountains with the spectacular sunset melting in the background. Beyond the beautiful setting, modern outdoor architecture will impress your guests as you exchange vows under a giant clock. After exchanging your vows, start your outdoor cocktail hour with views of the Blue Ridge Mountains and the Shenandoah Valley before having a seated dinner on the wedding lawn. If you prefer an indoor soiree, step inside to the main event space, the Salon. You will also be able to enjoy the attached Terrace Room. This private, outdoor room is excellent for a small ceremony, a seated dinner, or even as a dance floor! A unique, private loft is also available to serve as the bridal suite.

A professional wedding coordinator is available to help you plan the perfect wedding at James Charles Winery & Vineyard. There are three wedding packages available – the first allows you to receive access to all event spaces, including the Salon, Terrace Room, Ceremony Lawn, Bridal Loft, and Outdoor Lounge. You will also get ceremony and reception chairs and tables. An upgraded package gives you tablecloths and napkins as well as upgraded Chiavari chairs of gold or fruitwood. The third and most elite package includes all of the above, along with access to the Tasting Room and Bocce Ball Court. Upon request, the staff will also provide you with a preferred vendors list. 

Address: 4063 Middle Rd, Winchester, VA 22602

Phone: 540-931-5452

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