The Best Vineyard & Winery Wedding Venues in Little Orleans, MD

The Best Vineyard & Winery Wedding Venues in Little Orleans, MD

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12 Wedding Venues in Little Orleans, MD

Vineyards, wineries
Quick responder
Milton Ridge 

5.0

  • 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.

Why you'll love this venue

  • Has onsite accommodations
  • Classic, vintage atmosphere
  • Provides lighting and sound

Venue considerations

  • Not for you if you are looking for something nontraditional
  • Not for you if you don't want a rustic vibe
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., 7 months ago
Homestead 1870 

5.0

Hillsboro, VA
  • Up to 65 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $2,000

Large rustic barn and field in Loudoun County wine country. Many wineries, breweries, historic places and outdoor activities nearby. This is a working farm and has farm animals. This is an authentic farm feel, and a blank slate to design your own custom spaces. This is a rustic, working barn, not an event facility with chandeliers. The barn has AV, tables and chairs, refrigerator, a bar area, and some seating. There is additionally outdoor space that is also available.

Why you'll love this venue

  • Has a relaxed and casual vibe
  • Scenic vineyard views
  • Multiple event spaces

Venue considerations

  • Lighting and sound are not included
  • Not for you if you don't want a rustic vibe
  • Not wheelchair accessible
The venue was absolutely beautiful. Chris was fantastic and provided us with tables and chairs and very flexible with time frames for set up and tear down. Well worth the money! We were very pleased and would use the property again!
Bethany P., 8 months ago
Quick responder
Breaux Vineyards 

5.0

Purcellville, VA
  • Up to 150 guests
  • Select services
  • Indoor & outdoor
  • Starts at $5,000
  • Offer

Breaux Vineyards, nestled 'between the hills' of Short Hill and the Blue Ridge Mountain in western Loudoun County (15 minutes from both West Virginia and Maryland), is one of the most desired destinations in Northern Virginia wine country for an elegant vineyard wedding. The 404 acre estate boasts panoramic beautiful views of rolling vines and mountain landscapes, and is sure to offer the most picturesque background for your most memorable events. Our expansive private outdoor ceremony setting and sparkling crystal chandeliered ballroom, with windows spanning three sides, will leave guests talking for years to come!

Why you'll love this venue

  • Flexible event spaces
  • Offers a sense of luxury
  • Multiple event spaces

Venue considerations

  • Does not provide event staff
  • On-site parking not available
  • Limited cleanup and setup services
Our wedding at Breaux Vineyards was absolutely perfect! The ceremony space was breathtaking, with stunning fall foliage and picturesque grapevines creating a romantic, natural backdrop. The reception space was equally beautiful, with surrounding windows that allowed us to take in the views while celebrating with our loved ones. The staff at Breaux Vineyards were fantastic—everything ran smoothly, and they ensured our day went off without a hitch. We’re also excited to return and enjoy the incredible wine that was such a hit with our guests. We couldn’t have asked for a better venue for our special day!
Courtney R., 5 months ago
Quick responder
Kalero Vineyard, LLC 

5.0

Hillsboro, VA
  • Up to 150 guests
  • Select services
  • Indoor & outdoor
  • Starts at $4,500

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.

Why you'll love this venue

  • Bridal suite on site
  • Unique barn setting
  • Flexible event spaces

Venue considerations

  • No venue-provided food services
  • Not wheelchair accessible
  • No built-in audiovisual options
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., 2 years ago
Walsh Family Wine 

5.0

Purcellville, VA
  • Up to 80 guests
  • Select services
  • Outdoor & indoor
  • Starts at $2,500

Toast to forever with the one you love. We adore our Walsh weddings; they hold such a special place in our hearts and we cherish being with you every step of the way. Celebrate your love in our intimate and stunning space with idyllic vineyard views, enchanting indoor and outdoor settings, and locally grown Loudoun County wines crafted with love and care. Special moments deserve special places - at Walsh Family Wine we’re here to bring your unique vision to life with packages including private access to our garden room, outdoor terrace, vines, and magical pine forest. Here for you every step of the way, we provide a Walsh Events manager to guide you through the planning process and oversee your event, as well as a dedicated Walsh staff to serve wines to you and your guests. We offer recommendations for fantastic local vendors. Make your wedding dreams a reality - learn more when you visit, inquire, and explore. Let’s make your special day as effortless as it is unforgettable!

Why you'll love this venue

  • Provides a dedicated team on-site
  • Both indoor and outdoor options
  • Surrounded by beautiful vineyards

Venue considerations

  • No on-site bridal suite
  • Couple must handle cleanup and setup
  • On-site parking not available
“Walsh’s staff were so friendly and helpful, the communication was great and ensured that our event went off without a hitch. The Garden Room is a gorgeous space, we didn’t even need to bring decor because it was already furnished perfectly! We were able to re-arrange furniture to fit our needs and all our attendees kept commenting on how gorgeous the space was (and how great the wine is!) It is a rare thing to find a venue this special!”
Vanessa B., 4 months ago
Quick responder
The Stable At Bluemont Vineyard 

5.0

Bluemont, VA
  • Up to 200 guests
  • Select services
  • Indoor & outdoor
  • Starts at $16,000

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.

Why you'll love this venue

  • Allows pets
  • Unique barn setting
  • Both indoor and outdoor options

Venue considerations

  • No free parking
  • No built-in audiovisual options
  • Not for you if you don't want a rustic vibe
Awarded Best of Zola
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., 10 months ago
Quick responder
Shiloh Manor Farm 

5.0

Purcellville, VA
  • Up to 150 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $5,500

Shiloh Manor Farm is a hidden gem where rustic charm meets timeless elegance. As a historic landmark rich in history, our breathtaking five-acre property offers an intimate and enchanting setting for weddings, private celebrations, and special gatherings. With a charming barn, a serene pond, a picturesque gazebo, and a small vineyard, every corner of our venue is designed to create unforgettable moments. And as the day turns to evening, prepare to be awed—the sunsets at Shiloh Manor are simply breathtaking, painting the sky with hues of gold and crimson. Whether you envision an elegant soirée under the stars or a cozy, intimate affair, Shiloh Manor offers the perfect blend of romance, sophistication, and countryside charm. Let us bring your dream event to life in a setting as beautiful as your love story.

Why you'll love this venue

  • Handles all cleanup logistics
  • Flexible event spaces
  • Provides event staff

Venue considerations

  • No free parking
  • Not for you if you're looking for a sleek and contemporary space
  • Dance floor not included
Shiloh Manor Farm was the perfect venue for our wedding. From the moment we first spoke with the team, they were friendly, welcoming and intelligent in their approach. The venue itself was excellent - roomy, welcoming and exactly what we were looking for. On the day of our wedding, the staff provided perfect service with a great personality, ensuring our special day went off without a hitch. We are so grateful to the team at Shiloh Manor Farm for helping to make our wedding truly unforgettable.
Deborah L., 3 months ago
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.

Why you'll love this venue

  • Classic, vintage atmosphere
  • Has a dance floor for celebration
  • Provides a dedicated team on-site

Venue considerations

  • Not for you if you don't want a rustic vibe
  • Not wheelchair accessible
  • Not for you if you are looking for something nontraditional
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., 8 months ago
Quick responder
West Oaks Farm Market 
Winchester, VA
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $5,000

We are a rustic farm venue with sights of apple orchards and rolling hills of our 200-acre farm. Our venue offers the beautiful country setting along with our elegant banquet room featuring a spacious reception space paired with wooden ceiling beams, ceiling-height fireplaces, rustic wooden trim, luxurious bridal suites, and restrooms for your guests. West Oaks Event Center accommodates large and small gatherings seeking country views with a modern and comfortable interior reception space. Multiple ceremony site options cast views of the gorgeous Shenandoah Valley to the south. Our venue is the perfect location for your special day to share with your loved ones and leave them remembering the beauty of our area for years to come.

Why you'll love this venue

  • Allows pets
  • Surrounded by beautiful vineyards
  • Provides setup and cleanup

Venue considerations

  • On-site parking not available
  • Not for you if you prefer a more modern aesthetic
  • Large venue, not ideal for small guest lists
Juniper Acres 
Berryville, VA
  • Up to 60 guests
  • All-inclusive
  • Indoor & outdoor

Juniper Acres was recognized by Washington Magazine as one of the Top Ten Pet Friendly Airbnbs near Washington, DC. As of right now we are only offering only overnight stays for the wedding party or any other vacation rental purpose. Many weddings take place each year in the surrounding areas of Virginia, DC and Maryland and the wedding party has really enjoyed staying at Juniper Acres. Our location has also been used for family reunions, couples getaways, business retreats and so much more. During your stay there are so many outdoor activities nearby like canoeing, fishing, kayaking, zip line, hiking trails, breweries, wineries and distilleries.

Why you'll love this venue

  • Private area for the wedding party
  • All-inclusive venue packages
  • Pets can join the celebration

Venue considerations

  • Not wheelchair accessible
  • On-site parking not available
  • No in-house catering options
Tranquility Farm Weddings & Events 
Purcellville, VA
  • Up to 100 guests
  • Select services
  • Indoor & outdoor
  • Starts at $35,000

Escape to the beautiful Virginia countryside and celebrate all weekend long at Tranquility Farm. Our boutique venue offers a relaxing 48-hour experience and stunning indoor and outdoor spaces, perfect for staying safe. Make the farm your own and host all festivities here, including rehearsal dinner and brunch. Enjoy luxurious accommodations for 16 guests for two nights. Our Antique Barn has been updated with climate control, bathrooms & catering kitchen. Nestled in D.C.'s wine country, the farm is convenient to Dulles Airport.

Why you'll love this venue

  • Flexible event spaces
  • Feels like a getaway
  • Has a relaxed and casual vibe

Venue considerations

  • Additional event staff required
  • Not wheelchair accessible
  • No in-house lighting and sound packages available

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