The Best Vineyard & Winery Wedding Venues in Bailey's Crossroads, VA

The Best Vineyard & Winery Wedding Venues in Bailey's Crossroads, VA

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40 Wedding Venues in Bailey's Crossroads, VA

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Milton Ridge 

4.9

Clarksburg, MD
  • Up to 150 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $3,250
  • Offer

Located in the rolling hills of Maryland between Frederick, MD and Washington, D.C., Milton Ridge boasts exquisite setting and exceptional services. The beautifully restored Milton Ridge Historic Chapel and Reception Hall have been created exclusively for beautiful weddings and occasions with special attention given to every detail. Having your wedding ceremony and reception all in one location will make your wedding planning much easier. It gives you more control over timing and flow, as well as make things easier for your guests. At Milton Ridge, our event coordinator will assist in the planning of every detail of your wedding or special event. We have the ability to customize every detail to meet the specific needs for your special event. With our unique all-inclusive pricing, there are no surprises. You know the true costs up-front, which makes budgeting easier. It also allows us to offer beautifully personalized events at a tremendous value.

Awarded Best of Zola
Milton Ridge was an incredible place to get married! The beauty of the venue and the inclusive wedding options (i.e. catering, DJ, etc.) made this the absolute perfect place to say, "I do!" The getting ready suites were superb & made the day of preparation before the ceremony seamless. The chapel was so beautiful and such a great little spot off the side of 355. Our guests still comment on the simplicity of how we decorated the chapel, and how beautiful the white walls and natural light streaming in were during the ceremony. I was not sure how we'd get group photos on the property... and our photographers were able to use the beautiful stone and green areas within the venue to capture the most beautiful photos of the bride, groom and the wedding party! Guests are still RAVING about how convenient it was to walk up a few stairs to the cocktail hour AND into the reception. They marveled at the ease... park your car, attend the ceremony and then stay and party all night long until it's time to leave! The reception hall was beautiful; the buffet food was to die for; and Meghan and Brandi ensured that EVERY detail of our wedding day was accounted for, seamless and flowing without any hitch! I cannot recommend Milton Ridge enough! Thank you for making our wedding day the most memorable and BEST day of our lives! We owe it to this team, this venue and their support with planning our wedding every step of the way!
Christina D., 10 days ago
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District Winery 

5.0

Washington, DC
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $15,000

District Winery hosts full-service weddings for up to 200 guests. The first working winery in Washington, DC, District Winery is located in Navy Yard along the Anacostia River. Our modern, sophisticated, waterfront wedding venue with floor to ceiling windows, an outdoor terrace, and sweeping river views is the ideal venue for your wedding. District Winery include our highly regarded wedding cuisine and wines made onsite. Executive Chef Christian Fischhuber brings years of international culinary expertise to our venue, as he oversees every detail of your menu. Couples work with a District Winery event manager who will assist with all of the details, from helping curate the perfect menu to coordinating with vendors to ensure seamless execution. All District Winery weddings are turnkey and include the use of our custom walnut tables, chairs, high top tables, bar stools, marble topped bars, china, glassware, flatware, linen napkins, printed menus, table top items to enhance your decor.

Awarded Best of Zola
District Winery is a gorgeous venue. The space is open and welcoming. The location adjacent to the river is outstanding. The wine is delicious. The food is unbelievable. Most importantly, the staff are kind, welcoming, supportive and flexible. Our team made it happen. Everyone told me that no wedding day is perfect. Ours was. And much of that credit goes to our team - led by Rhe - at District Winery.
Corey T., 2 months ago
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Pinstripes North Bethesda 

5.0

North Bethesda, MD
  • Up to 500 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $2,000

Whether you are hosting a wedding reception, ceremony, bridal shower or bachelor(ette) party our dynamic ballrooms and private event spaces provide an upscale yet relaxed space for your special day. We host truly unique events and deliver sophisticated fun through combining our from-scratch Italian-America menu with the classic games of bowling and bocce ball. Let our talented event team work with you on a customized event to suit your personal style and help you bring your dream wedding to life to create a perfect day that you and all your guests will be sure to remember!

We LOVED working with Melanie and the Pinstripes team. They truly made our dreams become a reality. They helped make our day extremely special. Melanie is such a fabulous communicator and is extremely organized. She is amazing!
Kelsey H., 4 months ago
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Paradise Springs Winery 

5.0

Clifton, VA
  • Up to 150 guests
  • Select services
  • Indoor & outdoor

Located in the town of Clifton, VA and bordering the Bull Run River, Paradise Springs is the closest winery to Washington DC and the first in Fairfax County. The property was originally part of a land grant from Lord Fairfax in 1716 to the Kincheloe family and has been passed down through generations since. The property features a 1700’s log cabin, which was renovated in 1955 by a protégé of Frank Lloyd Wright. Wine tastings, tours, and much more can be found at this intimate, family run, destination winery. Our charming, rustic spaces are perfect for everything from engagement parties and bridal showers, to rehearsal dinners and the big day! Our breathtaking property, which features expansive views of our estate vineyard and historic cabin, is the perfect backdrop for all occasions. Our team is dedicated to making your vision come to life from beginning consultations to the wedding itself, so you can enjoy your special day worry-free.

From the moment we inquired about hosting our wedding at Paradise Springs Winery, their communication was clear, responsive and timely. The team worked closely with our wedding coordinator to plan the perfect layout for our ceremony and reception, creating a stunning, rustic, charming and intimate setting that was absolutely beautiful. The staff on the day-of were incredibly attentive and helpful, ensuring our special day went off without a hitch. We could not have asked for a more perfect wedding venue - Paradise Springs truly exceeded all of our expectations.
Evelyn J., 2 months ago
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Rocklands Farm Winery 
Poolesville, MD
  • Up to 120 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $6,000

Rocklands Farm is a 34-acre farm that has been a beloved venue for weddings for over 12 years. With its stunning natural beauty and rustic charm, the farm offers couples the opportunity to create a truly unique and personalized celebration. From the historic Bank Barn that can accommodate up to 120 guests to the countless gorgeous photo spots throughout the property, Rocklands Farm provides a breathtaking backdrop for any wedding. The in-house staff and preferred vendors work closely with couples to ensure every detail is taken care of, from the menu and wine pairings to the linens and decor. With its inclusive atmosphere and commitment to sustainability, Rocklands Farm is the perfect choice for couples seeking an unforgettable wedding experience.

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Briar Patch Bed & Breakfast Inn 

5.0

Middleburg, VA
  • Up to 200 guests
  • Select services
  • Indoor & outdoor
  • Starts at $5,000

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.

Awarded Best of Zola
The Briar Patch was wonderful! So so beautiful and accommodating. They really worked with us to make sure we had everything we needed and wanted. They made getting our friends and family a place to stay so easy and we’re so quick to answer any questions or requests we had. My bridesmaids and I needed breakfast very early on Saturday morning and they brought it right to our room, right on time before serving the other guests in the main dining room. If you are looking for a beautiful venue that accommodates out of town guests and allows the bride and bridesmaids to stay together the night before the wedding, look no further!
Kristin W., a year ago
Stone Tower Winery 

5.0

Leesburg, VA
  • Up to 250 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $13,000

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.

Stone Tower Winery provided a first-class experience for our wedding day. From start to finish, their communication was impeccable, and they took care of every need to ensure our special day was beautiful and amazing. The venue itself was stunning, with breathtaking views that made for the perfect backdrop to our ceremony and reception. The staff went above and beyond to make sure every detail was attended to, allowing us to truly enjoy the moment and celebrate our love. We are so grateful to the team at Stone Tower Winery for making our wedding day truly special.
Theresa, 2 days ago
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48 Fields 

5.0

Leesburg, VA
  • Up to 125 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $7,350

Welcome to 48 Fields! We are a century-old Leesburg VA barn wedding venue and farm cidery set in the heart of Northern Virginia’s wine country that is available for weddings, elopements, and photo shoots. The property offers several indoor and outdoor possibilities, including our main dairy barn has been renovated to accommodate modern amenities. The lower level is white and bright, while the upper level is known for its rich woven wood cathedral ceiling where there are no posts or beams to limit your use of the space. The ceremony lawn and cocktail area are in adjacent locations ready to host your guests. Dozens of acres of rolling open fields are balanced by the surrounding privacy of lush, tall trees. Our property is a peaceful and private estate that will provide a beautiful and natural setting for your wedding day! We invite you to make an appointment to see the property. Nothing is better than to see first-hand what possibilities we hold for your Virginia countryside wedding!

48 Fields is a beautiful venue that has everything you need for a seamless celebration! All of the spaces are unique and timeless. My couple had both sun and rain on their wedding day, and 48 Fields was able to quickly adjust to the rain plan for ceremony and cocktail hour, and everything was still perfect for their celebration! And the portrait locations onsite are so gorgeous! The onsite team is kind, professional, and so organized, and help ensure your entire vendor team can work seamlessly onsite. I highly recommend 48 Fields!
MichelleJones Photography, a year ago
GemHidden gem
The Red Fox Inn & Tavern 

5.0

Middleburg, VA
  • Up to 120 guests
  • Select services
  • Indoor & outdoor

The Red Fox Inn & Tavern is a full-service wedding and special events venue located just about an hour west from Washington D.C., in the heart of northern Virginia’s Hunt and Wine Country. Nestled amongst colonial cottages and bucolic streets, this historic property is an idyllic setting for sophisticated weddings with a touch of tradition and Southern hospitality. From romantic outdoor vow exchanges to festive celebrations surrounded by rich history, The Red Fox Inn & Tavern is an unforgettable setting for wedding ceremonies, receptions, rehearsal dinners, and other momentous occasions. This historic property has 22 rooms, suites, and cottages. They come equipped with modern services such as plush bathrobes, luxurious toiletries, and cozy bedding. The attentive concierge staff at The Red Fox Inn & Tavern are there to answer all of your questions, and secluded cottages are available for guests seeking extra privacy.

We feel fortunate having the opportunity to provide rentals for Red Fox Inn and working with Ashley.
Rose Rabin/Party Rental, 3 years ago
Paca House And Garden 

5.0

Annapolis, MD
  • Up to 120 guests
  • Select services
  • Outdoor

Make you wedding day historic! Celebrate in the two-acre colonial garden in the heart of Downtown Annapolis. Our secret garden was once home to William Paca, a signer of the Declaration of Independence, Governor of Maryland and local lawyer. Hold your ceremony in front of our Summerhouse on the Bowling Green while your guests take in the view. The Paca House and Garden is located just blocks from the Maryland State House, The United States Naval Academy and Annapolis City Dock. Our tented terraces can accommodate seated events up to 120 guests or cocktail style up to 180 guests.

Paca House and Garden was the perfect choice for our wedding venue. From the moment we started working with Deb, the event coordinator, we knew we were in good hands. Despite the chaos of wedding planning, Deb was incredibly professional and organized, making the process seamless. The venue itself was absolutely beautiful, with stunning gardens and a charming historic house that provided the perfect backdrop for our dream wedding. The Paca House team went above and beyond to cater to our specific cultural needs, coordinating the DJ, live music, chairs, and parking to ensure everything ran smoothly. We are so grateful to Deb and the entire Paca House team for making our special day truly unforgettable. The service, beauty, and value they provided made them the best choice for our wedding.
Jessica M., 14 days ago
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The Manor At Airmont 

5.0

Round Hill, VA
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor

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.

The Manor At Airmont was best decision and perfect venue for our wedding. From the moment we first met Natallia and Anthony, we felt at ease with their warm and detail-oriented communication style, it felt like we'd known them forever. They truly went above and beyond to make our day perfect. The Manor is a gorgeous venue alone and then the addition of high-end design/flowers, it was above and beyond. The entire team at the manor was wonderful to work with & our guests haven't stopped raving about the food, Tasty Gourmet was delicious!! Natallia added special touches throughout that made our day feel truly unique and memorable. We're so grateful to Natallia, Anthony, and the whole team at The Manor At Airmont for helping make our wedding day perfect.
Taylor S., 24 days ago
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The Estate at White Hall Vineyard 

5.0

King George, VA
  • Up to 130 guests
  • Select services
  • Indoor & outdoor
  • Starts at $5,497

Family-owned, boutique, Virginia farm winery, serving delicious, award-winning Virginia wines. Both our Stables and Dairy Barn tasting rooms are fully handicap accessible. No reservations are needed or required for our tastings. We have ample seating provided! We are a family & pet-friendly winery! Yes! Your fur baby is welcome inside our tasting rooms, as long as they are well-behaved and on a leash. Look for fun food trucks, pop-up sips and shops, amazing bands, and some of the most fantastic, authentic Spanish Sangria you have ever tasted in your life. Plus, delicious wine slushies too!

Awarded Best of Zola
I couldn’t have asked for a better venue to get married at! Joel and Bethany were amazing to work with and made sure our special day was absolutely perfect! We had their wine and sangria for our reception (IMPECCABLE) and they had provided us with a list of vendors they’ve worked with which made finding a caterer, photographer, makeup artist, officiant, etc. SOOO much easier - especially since we were coming from out of state. There are so many picture perfect spots on their property that will truly feel like a scene out of a movie. I honestly can’t say enough amazing things about them!
Kaitlin Burton (., 3 months ago
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The Stable At Bluemont Vineyard 

5.0

Bluemont, VA
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $7,850

Nestled on the first ridge of the Blue Ridge Mountains in Northern Virginia Wine Country, our tasting room is located 951 feet above sea level, with panoramic views of the gorgeous Loudoun Valley. Sip a glass of your favorite wine while overlooking the verdant vines that cling to the sun-kissed mountainside, the vast orchards, and our family farm that spreads below. It is this terroir that makes our wines truly unique among Virginia wineries. As a farm winery, we find joy in life’s simple pleasures, and when the bees flit from the cherry orchard or black raspberries to the grape vines, we envision the cherry overtones and notes of raspberry that will grace the next vintage. As you take in the breathtaking view from our tasting room or expansive patio, we hope you feel the connection to the dirt, sun, and atmosphere that stir the farming soul and elevate your spirit, just as it has to us.

When a large family runs a business, they don’t know any other way to work than to treat everyone like family. You will forever feel like you are a part of Bluemont Vineyard when you’ve been married there. Your guests will be in awe of the view. Their in-house caterer, Savior Fare, will create a fabulous meal. You will sip on delicious wines. Your entire wedding day will run smoothly and be tailored to your style. Bluemont Vineyard will feel like home.
Kelley TruxelEvent S., 3 months ago
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Kalero Vineyard, LLC 

5.0

Hillsboro, VA
  • Up to 150 guests
  • Select services
  • Indoor & outdoor
  • Starts at $3,500

Kalero is a lovely 130 acre farm and vineyard, located in western Loudoun County with breathtaking views of the Blue Ridge mountains. Our historic barn, the cornerstone of which was set in 1834, has gone under extensive restoration to become one of Loudoun County’s premiere wedding destinations, and soon to be tasting room. The barn has been fondly nicknamed Heartstone Barn – in honor of a unique heart-shaped stone discovered on the property by our daughters. Heartstone Barn is the perfect choice for those seeking a rustic yet elegant space to host a wedding or corporate event. We offer 2,500 square feet, and can seat up to 150 guests on our main floor with additional space found in our two lofts. We also provide a changing suite, a large stage, and catering space. If you are looking to host a larger outdoor event, Kalero offers plenty of open space options for any special occasion you may have in mind.

Kalero Vineyard was a gorgeous place (with great wine!) to host both our wedding ceremony and reception. The owner, Ann, is incredibly hospitable. From our first tasting before booking to the final shuttle leaving on our wedding night, she was reliably attentive and accommodating. I can't wait to go back for a tasting event! Thank you to our planner, Wildflower Hill Co., for connecting us with Ann.
Ashley M., a year ago
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Monroe Bay Winery, Wedding on the Water 
Colonial Beach, VA
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor

Monroe Bay Vineyard is located on the water near Colonial Beach on the original birthplace Farm of our 5th President James Monroe. We have secluded and tranquil waterfront land to plan your perfect day. We have a large, unique barn made of natural, recycled materials of strawbales for insulation and recycled wine bottles for light and design. You no longer see the strawbales in the wall as they have been covered with a hydraulic lime the same material castles in France for hundreds of years have been made from. The inside is a museum quality white lime finish with unique curves with sun shining through the patterned wine bottle walls to give a unique backdrop.

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Eden Try 
Fredericksburg, VA
  • Up to 180 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $4,000

Booking your wedding venue lays the foundation for the entire feeling surrounding the event and we do not take that responsibility lightly.​ Here at Eden Try, it's our priority to ensure your wedding is a unique and memorable experience. Getting married at the winery can be an elegant affair or colorful celebration, with all four seasons offering natural elements to your day. The Winery and Vineyard Barn exude a well-kept peaceful atmosphere surrounded by manicured lawns and the Vineyard Meadow. You will feel as though you stepped back in time with our irresistible small-town charm with modern amenities for a seamless wedding day. Eden Try Winery is pure rustic sophistication.

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The Mulberry at Old Trade Farm 

4.6

Brandy Station, VA
  • Up to 110 guests
  • Select services
  • Indoor & outdoor
  • Starts at $3,000

Old Trade is a family-owned, family-friendly and pet-friendly rural operation located in historic Brandy Station, VA (Culpeper County). The Mulberry at Old Trade is operated in conjunction with Old Trade Brewery & Cidery. It is conveniently located near the cities of Culpeper, Warrenton, and Manassas and is within 1.25 miles of major highway Rt 29.

My husband and I loved having our wedding at The Mulberry at Old Trade Farm Venue. Their communication with our wedding planner was phenomenal - they responded quickly to all our questions and concerns leading up to the big day. On the wedding day itself, they helped keep everything running smoothly and on schedule. The venue itself is gorgeous and was the perfect backdrop for our ceremony and reception. Plus, The Mulberry is very budget-friendly compared to other wedding venues we looked at, making it a great value. I would highly recommend The Mulberry to any engaged couple searching for a beautiful and affordable venue with fantastic customer service. We couldn't have asked for a better venue for our special day!
Rachel N., 3 months ago

Location flexible? Discover venues near Bailey's Crossroads, VA

About wedding venues in Bailey's Crossroads, VA

How much do wedding venues typically cost in Bailey's Crossroads, VA?

The cost of a wedding venue varies widely by location, number of guests, and many other details of the wedding package. Bailey's Crossroads, VA offers a range of options that can fit most budgets. Raw venue space rentals (which only include the space itself) start at $350 and average $2,500. All-inclusive packages start at $130 and average $5,000.

What types of venues can I find in Bailey's Crossroads, VA?

Bailey's Crossroads offers a wide range of venues, including Ballroom, Hotel and resort and Urban.

What are some of the best wedding and reception venues available in Bailey's Crossroads, VA?

Some of the most popular venues in this area include Comus Farm, Milton Ridge and The Venue at 112. But just like finding "the one," finding the perfect wedding venue takes time and a little bit of magic. Start by envisioning your dream wedding - the ambiance, style, and location. Then, explore our extensive collection of carefully curated wedding venues. Our marketplace provides detailed information, stunning photos, and real couples' reviews to help you make an informed decision. Trust your instincts, and when you find that venue that gives you butterflies, you'll know it's the one.

What questions should I ask when booking a venue in Bailey's Crossroads, VA?

It all depends on what you're looking for, but you may want to consider things like whether the venue has an on-site bridal suite (43% in Bailey's Crossroads do) or whether the venue provides an event coordinator (39% in Bailey's Crossroads do!).

Additionally, some venues work with certain caterers and require a minimum food and beverage spend in addition to the space rentals. Others might have a recommended list of preferred caterers that they'd like you to work with.

Can the venues in Bailey's Crossroads, VA accommodate both small and large weddings?

Of course! Small wedding venues in Bailey's Crossroads, VA can host intimate parties while large venues can accommodate up to 2050. The average venue in Bailey's Crossroads can seat 100 guests.

What amenities do the reception venues in Bailey's Crossroads, VA offer?

The venues in Bailey's Crossroads, VA are known for the exceptional suite of services and amenities offered to couples and their wedding parties. The most common services provided are Wi-Fi, Wheelchair accessible and Event staff. Some venues even offer Transportation!

What types of wedding venues are in Bailey's Crossroads, VA?

What other Bailey's Crossroads vendors will I need?

What other wedding venues are nearby?

What other wedding services are nearby?