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

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

How do we sort results, including Sponsored Ads and personalized results?


9 Wedding Venues in Little Orleans, MD

Vineyards, wineries
150-200 guests
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
As soon as we arrived, we were so glad that we had chosen Milton Ridge and knew that we had made the right choice. All of the staff were very welcoming and helpful. They were with us through every step of our wedding day with lots of support and smiles. The cottage for getting ready is very cute, the chapel is beautiful, and the reception hall is great as well. They have many services included in their various wedding packages like catering, DJ, photographer, and cake. They also have outside vendors that they work with frequently, such as hair and make-up and a florist, who are all wonderful. They are inclusive, and they are supportive of LGBT weddings. My now wife and I are part of the LGBT community, and we were treated very well by the entire team. We were able to have our wedding exactly how we wanted, and they worked with us on every detail. On the day, they had the entire day scheduled and kept us on track, which is actually so necessary and helpful on a day when you're trying to do so many things. Everything went smoothly and as stress free as a wedding can be. It was truly a wonderful day. Thank you so much to the whole team! -Harley and Jackie
Harley B., a year ago
Quick responder
Rolling Hills Farm and Vineyard 

5.0

Winchester, VA
  • Up to 200 guests
  • Raw space
  • Outdoor & indoor
  • Starts at $1,375

Rolling Hills Farm and Vineyard is a rustic bank barn venue, built in the mid-1800s. Located in Winchester, VA, it is covered in spans of rolling hills and the Blue Ridge Mountains. Rolling Hills Farm and Vineyard is dedicated to ensuring that all couples who book with them feel home away from home. While at the property you may come across their mascot, Shiloh the golden retriever. He loves anyone he meets and will steal your heart. This beautiful rustic barn gives couples the opportunity to create their dream wedding through their indoor and outdoor ceremony spaces and receptions. Couples are also able to explore the property to obtain the best memories captured in photographs. Rolling Hills Farm and Vineyard has flexible rates with their packages and has the ability to create a unique package to suit your wants and needs. Reach out today to learn more about their services.

Why you'll love this venue

  • Dressing room available
  • Multiple event spaces
  • Rustic-chic setting

Venue considerations

  • Not wheelchair accessible
  • Limited cleanup and setup services
  • Additional event staff required
We could not have selected a better place for our special day. This venue is affordable, flexible, and all around amazing. The owners are extremely personable and happy to help.
Lexie R., 10 months ago
TrendlineTrending
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
Breaux was the most beautiful venue for our wedding! It was extremely welcoming for a queer wedding and we enjoyed working with Robin and Jordan. The venue was well-organized and had great suggestions for local vendors to work with. We wound up really appreciating their mandatory final walkthrough with our caterer and coordinator - it made us feel much better about the flow of the wedding on the day of. They let us supply our own non-wine alcohol, which helped us manage costs. We would highly recommend them!
Sarah L., 9 days 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 is the wedding venue dreams are made of! Ann, the owner, went above and beyond to make our wedding planning effortless, even with the added challenge of being overseas. Her communication was outstanding, and she was not only professional but also incredibly flexible. The venue itself is a visual masterpiece, providing a breathtaking backdrop for every moment of our special day. The natural beauty of Kalero Vineyard translates perfectly into stunning photographs. We can't forget to mention the wonderful selection of wine that added to the overall experience. Our guests loved it! But what truly sets Kalero Vineyard apart is Ann's attention to detail, making our wedding day absolutely perfect. To add to the excellence, Ann's preferred vendors were fantastic, contributing to the seamless flow of our celebration. Kalero Vineyard and Ann exceeded our expectations, and we are grateful for the incredible memories created in this enchanting setting. Highly recommend!
Jenna B., 2 years 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., a year ago
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., 6 months ago
Quick responder
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., a year 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

Location flexible? Discover venues near Little Orleans, MD

About wedding venues in Little Orleans, MD

Maryland offers exceptional variety for couples planning their special day. You can choose from Chesapeake Bay's waterfront settings with their shimmering views, explore Baltimore's historic mansions filled with ornate architectural details, or celebrate in Eastern Shore's rustic barns surrounded by pastoral landscapes that create a picturesque backdrop for your celebration.

What's the True Cost of a Maryland Wedding?

The price tag for Maryland weddings varies significantly based on guest count. Small gatherings of about 50 guests average $22,754 while mid-sized celebrations with 150 guests typically run around $51,712. Large weddings hosting 300 guests can reach $89,329. Your venue will likely be your biggest expense at about $8,532 for a typical wedding; that's 16% of your total budget for a 150-person celebration, so choosing wisely matters.

Which Maryland Regions Offer the Best Wedding Settings?

# Baltimore Area

Baltimore venues showcase the area's rich architectural heritage and stunning harbor views. The Belvedere features incredible gilded ceilings crystal chandeliers and grand staircases that create perfect dramatic entrances for your big moment. Celebrations at the Bay gives you panoramic waterfront ceremony spaces with dedicated sunset photography locations that'll make your album spectacular. You'll appreciate their customizable reception layouts that comfortably fit up to 250 guests so everyone has space to enjoy.

# Eastern Shore

The Chesapeake Bay region delivers quintessential Maryland beauty that your guests will remember. Chesapeake Bay Beach Club offers private beaches for your ceremony waterfront ballrooms with floor-to-ceiling windows and charming oyster shell pathways that reflect the local maritime culture. Castle Farm combines beautiful equestrian elements with thoughtful accessible design including solid-surface walkways and convenient golf cart shuttles so all your guests can participate fully.

How Much Should You Budget for Wedding Services in Maryland?

For a 150-guest wedding in Maryland, expect these costs:

ServiceAverage CostPercentage of Total
Venue$8,53216%
Catering$6,82613%
Florals$6,54113%
Bar Service$5,46111%
Photography$4,9069%
Videography$3,9118%
Wedding Planner$4,0538%
Band/DJ$1,7503%
Cake/Desserts$1,4013%
Hair/Makeup$7902%

When Should You Book Your Maryland Venue?

Most couples in Maryland secure their venues about 14 months before their wedding date. You'll want to plan ahead since December sees the highest inquiry volume when many newly engaged couples start their search. Keep in mind that summer and fall wedding dates often come with premium pricing, so if you're flexible with your date you might find better value in other seasons.

Where Can You Find Accessible Wedding Venues in Maryland?

Castle Farm Weddings offers truly inclusive spaces for all your guests. You'll find accessible ceremony and reception areas with no steps wheelchair-friendly walkways designated handicapped parking and ADA-compliant restrooms throughout. Ten Point Acres Venue can comfortably seat up to 500 guests with fully accessible facilities including large handicap restrooms and climate control for year-round comfort so everyone can focus on celebrating your special day.

What Are Maryland's Best Venues for Remote Participation?

Chesapeake Bay Beach Club provides stunning waterfront settings that enhance the virtual experience for guests who can't attend in person. You'll love their post-event storytelling approach that keeps remote guests feeling connected. Graduate Annapolis gives you advanced tech infrastructure for high-quality streaming with nautical-themed digital backdrops that help engage virtual viewers and make them feel part of your celebration.

Which Maryland Venues Feature Outstanding Culinary Experiences?

Valley Country Club set in a grand 1850s mansion offers all-inclusive packages with elegant butlered hors d'oeuvres and complete meal service that impresses even the most discerning guests. Their crab cakes are simply phenomenal and often receive rave reviews from attendees long after the event. You'll benefit from their over 70 years of hosting expertise that ensures everything from appetizers to dessert flows seamlessly.

Maryland offers exceptional variety for couples planning their special day. You can choose from Chesapeake Bay's waterfront settings with their shimmering views, explore Baltimore's historic mansions filled with ornate architectural details, or celebrate in Eastern Shore's rustic barns surrounded by pastoral landscapes that create a picturesque backdrop for your celebration.

What's the True Cost of a Maryland Wedding?

The price tag for Maryland weddings varies significantly based on guest count. Small gatherings of about 50 guests average $22,754 while mid-sized celebrations with 150 guests typically run around $51,712. Large weddings hosting 300 guests can reach $89,329. Your venue will likely be your biggest expense at about $8,532 for a typical wedding; that's 16% of your total budget for a 150-person celebration, so choosing wisely matters.

Which Maryland Regions Offer the Best Wedding Settings?

# Baltimore Area

Baltimore venues showcase the area's rich architectural heritage and stunning harbor views. The Belvedere features incredible gilded ceilings crystal chandeliers and grand staircases that create perfect dramatic entrances for your big moment. Celebrations at the Bay gives you panoramic waterfront ceremony spaces with dedicated sunset photography locations that'll make your album spectacular. You'll appreciate their customizable reception layouts that comfortably fit up to 250 guests so everyone has space to enjoy.

# Eastern Shore

The Chesapeake Bay region delivers quintessential Maryland beauty that your guests will remember. Chesapeake Bay Beach Club offers private beaches for your ceremony waterfront ballrooms with floor-to-ceiling windows and charming oyster shell pathways that reflect the local maritime culture. Castle Farm combines beautiful equestrian elements with thoughtful accessible design including solid-surface walkways and convenient golf cart shuttles so all your guests can participate fully.

How Much Should You Budget for Wedding Services in Maryland?

For a 150-guest wedding in Maryland, expect these costs:

ServiceAverage CostPercentage of Total
Venue$8,53216%
Catering$6,82613%
Florals$6,54113%
Bar Service$5,46111%
Photography$4,9069%
Videography$3,9118%
Wedding Planner$4,0538%
Band/DJ$1,7503%
Cake/Desserts$1,4013%
Hair/Makeup$7902%

When Should You Book Your Maryland Venue?

Most couples in Maryland secure their venues about 14 months before their wedding date. You'll want to plan ahead since December sees the highest inquiry volume when many newly engaged couples start their search. Keep in mind that summer and fall wedding dates often come with premium pricing, so if you're flexible with your date you might find better value in other seasons.

Where Can You Find Accessible Wedding Venues in Maryland?

Castle Farm Weddings offers truly inclusive spaces for all your guests. You'll find accessible ceremony and reception areas with no steps wheelchair-friendly walkways designated handicapped parking and ADA-compliant restrooms throughout. Ten Point Acres Venue can comfortably seat up to 500 guests with fully accessible facilities including large handicap restrooms and climate control for year-round comfort so everyone can focus on celebrating your special day.

What Are Maryland's Best Venues for Remote Participation?

Chesapeake Bay Beach Club provides stunning waterfront settings that enhance the virtual experience for guests who can't attend in person. You'll love their post-event storytelling approach that keeps remote guests feeling connected. Graduate Annapolis gives you advanced tech infrastructure for high-quality streaming with nautical-themed digital backdrops that help engage virtual viewers and make them feel part of your celebration.

Which Maryland Venues Feature Outstanding Culinary Experiences?

Valley Country Club set in a grand 1850s mansion offers all-inclusive packages with elegant butlered hors d'oeuvres and complete meal service that impresses even the most discerning guests. Their crab cakes are simply phenomenal and often receive rave reviews from attendees long after the event. You'll benefit from their over 70 years of hosting expertise that ensures everything from appetizers to dessert flows seamlessly.

What types of wedding venues are in Little Orleans, MD?

What other Little Orleans vendors will I need?

What other wedding venues are nearby?

What other wedding services are nearby?