The Best Vineyard & Winery Wedding Venues in West Stockbridge, MA

The Best Vineyard & Winery Wedding Venues in West Stockbridge, MA

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9 Wedding Venues in West Stockbridge, MA

Vineyards, wineries
150-200 guests
Quick responder
Birch Hill Catering & Estate 

5.0

Castleton On Hudson, NY
  • Up to 400 guests
  • All-inclusive
  • Indoor & outdoor

With over 80 years of experience, Birch Hill Catering continues to be one of Upstate New York’s most memorable wedding destinations. From a formal sit-down dinner in a ballroom setting to casual outdoor BBQ style wedding or even a rustic barn wedding; any one of the venues at Birch Hill Estate or Stablegate Farm is sure to capture your imagination.

Why you'll love this venue

  • Space for a large guest list
  • Both indoor and outdoor options
  • Provides event staff

Venue considerations

  • No dedicated areas for getting ready
  • Not for you if you are looking for something nontraditional
  • Venue feels large for events with small guest lists
Birch Hill is phenomenal!! From the very beginning of the process, Serena was by our side, always answering any questions we had, making sure everything was clear, and making sure we had everything OUR way. The day of, she exceeded my expectations; she was AMAZING - literally running around to make sure our day went smoothly (which it did). Literally nothing went wrong other than running 15-20 minutes behind schedule which wasn’t their fault! Food was amazing, and everyone thought so, we heard the bartender was awesome as well as the drinks he made, and the venue itself is just beautiful. We had our ceremony at the pond pergola and our reception in the Colombia Ballroom - both absolutely stunning and we honestly couldn’t have asked for a better day, thanks to Birch Hill & Serena and even Kelsey who helped Serena the day of! We can’t thank Birch Hill enough for everything they did for us and our big day and we are so glad we trusted them; would recommend them 1000 times over!
Kaela & G., a month ago
Quick responder
Stablegate Farm & Vineyard 

5.0

Castleton On Hudson, NY
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $14,500

From the minute you arrive at Upstate New York’s finest farm and vineyard venue, you will be enamored by the historic charm and rustic elegance that defines Stablegate Farm and Vineyard. Fall in love with the 19th-century Stablegate Barn filled with charming antique decor and ambient market-street lighting. For more intimate gatherings, our Stablegate Lodge provides guests with a warm, inviting atmosphere to celebrate. Choose from a private vineyard, a hilltop view of the Catskill mountains, a 200-year-old Dutch barn door, or a fossil stone fireplace for your Upstate New York ceremony.

Why you'll love this venue

  • Pets can join the celebration
  • Rustic yet refined style
  • Multiple event spaces

Venue considerations

  • No on-site guest accommodations
  • Large venue, not ideal for small guest lists
  • On-site parking not available
Awarded Best of Zola
I don’t even know where to begin. At the beginning of our wedding journey, finding a venue was the hardest thing we could’ve done. My husband and I had a specific vision in mind and had an incredibly difficult time finding a place that we loved that was also within our budget. We’re from the LI area but knew we wished to get married upstate. We must have visited at least 10 venues. Then on our way home from one, my husband found Stablegate on a whim. We looked everything over and it had the barn that I wanted, and the catering included that my husband wanted and I said “if we visit and we like it, I’m putting a deposit down the next day.” And that’s exactly what we did. Birch Hill is an incredible family owned company with so many aspects attached to it, it was hard not to fall in the second we saw it. Over 2.5 years, I never once regretted that decision and once the wedding day came and went I knew it was the right choice for us. The food is amazing and a ton of different options (including catering to my vegan guests), the staff are incredible, and the vibes are immaculate. Our wedding coordinator Jared was really the star of the show. He was super accommodating to all of our needs, organized, and just all in all a ridiculously sweet and funny guy. When our wedding day ended up getting rained out, he came up with backup plans right on the spot that honestly fit our vibe so much more than our original plan and I really truly have Jared to thank for that. Jared treated us like we were old friends that he was just helping throughout the day. He is someone I will truly forever be the most grateful for to have on my wedding day. I have heard so many horror stories about venues, and I can honestly say this is not one of them. Stablegate Barn and the Birch Hill Catering Company have my highest recommendation. And if you need a coordinator, ask for Jared. Really truly from the bottom of my heart, thank you for an amazing wedding day.
Ariella P., a year ago
Quick responder
Whispering Estate 

4.8

Goshen, CT
  • Up to 300 guests
  • Raw space
  • Indoor & outdoor

Welcome to Whispering Estate, a stunning country retreat set on 70 private, manicured acres in the heart of Litchfield County. Designed and built with the warmth of a Utah ski lodge in mind, this extraordinary estate blends rustic elegance with timeless romance. From the moment you enter the long, tree-lined drive, you are embraced by serenity, beauty, and complete privacy. Perfect for weddings, milestone celebrations, romantic escapes, or intimate gatherings, Whispering Estate offers a breathtaking backdrop where love stories unfold. Couples are drawn to the crystal-clear pond, meandering stream, and gentle waterfall, each creating natural photo-worthy moments. Whether it’s a quiet weekend together or the start of forever, this estate was designed to make memories last.

Why you'll love this venue

  • Raw space for complete customization
  • Offers convenient lodging options
  • Surrounded by beautiful vineyards

Venue considerations

  • No built-in audiovisual options
  • Not for you if you're looking for a sleek and contemporary space
  • Additional event staff required
fantastic venue. My guests were absolutely pleased with the choice I made it was spacious. The landscape was gorgeous and very clean environment. I would highly recommend hosting an event there we had our engagement party and everyone loved it.
Ashley G., 24 days ago
Quick responder
Fortune Valley Manor 

5.0

Saugerties, NY
  • Up to 300 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $35,000
  • Offer

They say a picture is worth a thousand words, let Fortune Valley Manor be the barn venue for those beautiful words. A private 35 acre manor nestled in the Hudson Valley offering a 5,000 square foot barn or outdoor tented reception, cocktail hour, and wedding reception sites. The barn offers a beautiful rustic yet elegant feel with black iron chandeliers, white draping, and bistro lights around the property. When you combine stunning ponds, plush green meadows, and a natural wooded backdrop, the options for your special day become endless. We are located 10 minutes off of the NYS Thruway exits Saugerties/KIngston NY Offering hotels within 5 minutes from our venue for the ease and convenience of your out of town guests. FVM prides itself on offering a stress free and fun wedding planning process. We look forward to working with you to create your picture perfect dream wedding

Why you'll love this venue

  • Picturesque garden backdrop
  • Provides setup and cleanup
  • Scenic vineyard views

Venue considerations

  • Large venue, not ideal for small guest lists
  • No on-site bridal suite
  • No on-premises lodging options
Awarded Best of Zola
An absolute dream of a wedding venue! I recently got married at FVM in early September and could not recommend more. So many positive things to say… see below! First and foremost, the venue is tucked away in the most charming area of the Hudson Valley, surrounded by beautiful greenery and very well-kept grounds. Our guests not only raved about how gorgeous the space was, but also how fantastic the food was (s/o to the King, Chef Charlie), how the drinks were superb (a wedding essential), and how the staff was super helpful and friendly (thank you FVM team)! However, the true gem behind it all is Kerri—the amazing owner of the venue who also becomes your planner/coordinator and helps make the magic happen! Kerri is the most passionate, hardworking gal in the business. She will LITERALLY do anything and everything to make her couples wedding day a dream. As someone who recently relocated to the west coast and was planning our wedding from afar, Kerri went above and beyond to help make our planning experience seamless. She was super cost-conscious and accommodating, helping customize every element of our day and reflect our true vision. Even when the weather was looking not so good and I was stressing (emphasis on the stress), the FVM team had plans A-Z to ensure the day went on perfectly no matter what. And of course Kerri did everything and more to shuffle some things around so that the whole experience and day of remained seamless. What can’t this woman do?? An extra special shout out to her husband Frank who is the man behind the scenes keeping the space perfectly manicured and gorgeous! And of course kudos to my queen Mia (my personal bridal attendant for the day) who kept me dry from the weather, well fed, and took care of us all night! Final comment: this venue is unlike any venue we toured. It is not only a unique and charming space, but also so personable. In fact, through our venue touring process, FVM stood out as the only one to be so focused and dedicated to your event (vs just being another wedding on their list, booking couples back-to-back-to-back, etc.). Kerri, Frank, and the FVM staff truly have the best hearts and complete emotional ownership to your day, making your wedding experience like no other. The biggest and warmest thank you, thank you, thank you! And look no further for where to have your wedding!
Amanda D., 15 days ago
Brignole Vineyards 

5.0

East Granby, CT
  • Up to 200 guests
  • Select services
  • Indoor & outdoor

A Glimpse of Us! Family Legacy: For generations, our family has cultivated a legacy of exceptional wines and unforgettable experiences. Award-Winning Wines: Indulge in our diverse selection of award-winning wines, crafted with care and passion. Stunning Venue: Our breathtaking 365* scenic 3rd level private event oasis offers breathtaking panoramic views, creating an unforgettable backdrop for your celebration. This elegant space features large open vaulted ceilings, modern crystal chandeliers, and floor-to-ceiling glass doors that open onto a starlit pergola deck, perfect for dancing the night away. We offer multiple ceremony sites, both indoor and outdoor, to accommodate your preferences. Unparalleled Service: Our dedicated team is committed to providing personalized service and ensuring every detail of your wedding is flawlessly executed. We can host gatherings of 5-200 guests, making Brignole Vineyards the perfect venue for intimate celebrations or grand affairs.

Why you'll love this venue

  • Dressing room available
  • Has a dance floor for celebration
  • Flexible event spaces

Venue considerations

  • Requires outside catering services
  • Not wheelchair accessible
  • On-site parking not available
Brignole Vineyards was the perfect venue for our wedding. From the very beginning, their communication was responsive, collaborative, and clear, which made the planning process seamless. On the day of, the staff was incredibly attentive to our needs, checking in regularly to ensure we had everything we required. The space itself was beautiful, spacious, and elegant, creating an atmosphere that truly made our special day feel even more magical. The ambiance and attentive service from the Brignole team contributed greatly to making our wedding celebration unforgettable. We are so grateful to have found such a wonderful venue that exceeded our expectations in every way.
Ariel O., 9 months ago
Red Maple Vineyard 

5.0

West Park, NY
  • Up to 300 guests
  • All-inclusive
  • Indoor & outdoor

Red Maple Vineyard is a beautiful vineyard and farm, located on 143-acres of vibrant and diverse property which over looks the historic Hudson River. The land is composed of a renovated cow barn from the 1800's, stone foundation ruins, horse paddock, chicken coop, expansive lawns, forests, vineyards, fruit & vegetable, herb and floral gardens. Our property provides endless opportunities for pictures, and sets an incomparable scene for your ceremony and reception. Red Maple Vineyard wants to bring you a wedding experience you will remember for the rest of your lives. We look forward to hearing from you and helping you dream, create, and experience the wedding of your dreams. All catering and event planning is done in-house.

Why you'll love this venue

  • Surrounded by beautiful vineyards
  • Dressing room available
  • Pets can join the celebration

Venue considerations

  • No on-premises lodging options
  • Large venue, not ideal for small guest lists
  • Not for you if you're looking for a sleek and contemporary space
Red Maple Vineyard was the perfect venue for our wedding day. Their communication style was effective, open, clear, and awesome - they were on top of everything, helping coordinate with other vendors and always keeping a drink in our hand. The venue itself was spacious, beautiful, and truly magical. Amy could not have been a more amazing point person, and Melissa was such a helpful day-of wedding coordinator. We are so grateful to the entire Red Maple Vineyard team for making our special day absolutely perfect.
Kat & P., 3 months ago
Race Brook Lodge 
Sheffield, MA
  • Up to 200 guests
  • Select services
  • Indoor & outdoor

Welcome to Race Brook Lodge, gateway to the Berkshires! Nestled at the foot of Mount Race in Sheffield MA, Race Brook Lodge welcomes you to a place of peaceful respite and outstanding hospitality in alignment with local sustainability and inner harmony right here in the Berkshires. When you step outside your room, you’ll be greeted with breathtaking hiking trails that will lead you to the must-see views from the top of Race Brook Falls. We host couples seeking a tranquil, romantic Berkshires getaway for anniversaries, weddings, or just because. We also host wellness and yoga retreats, corporate events, and family gatherings. Regardless of your needs, we are here to provide you with an unforgettable, easeful experience that will leave you feeling rejuvenated, refreshed, and more connected to yourself, nature, and any new friends you made along the way.

Why you'll love this venue

  • Multiple event spaces
  • Allows pets
  • Handles all cleanup logistics

Venue considerations

  • Not for you if you prefer a more modern aesthetic
  • Large venue, not ideal for small guest lists
  • Not wheelchair accessible
La Mirage Restaurant & Catering 
Ulster Park, NY
  • Up to 350 guests
  • Select services
  • Starts at $75

First and foremost, congratulations! Your wedding day will be one of the most important days of your lives. We at La Mirage specialize in meeting all your wedding needs. We would be honored if you would choose our facility to share in your joyous occasion. Our facility features Hudson Valley’s one and only sunken dance floor as well as several other amazing features that you will surely love. Additionally we offer beautifully landscaped grounds for you and your significant other to exchange vows on.

Why you'll love this venue

  • Space for a large guest list
  • Full catering menu to choose from
  • Offers full-service amenities

Venue considerations

  • No on-premises lodging options
  • On-site parking not available
  • No on-site bridal suite

Location flexible? Discover venues near West Stockbridge, MA

About wedding venues in West Stockbridge, MA

Massachusetts offers an unparalleled backdrop for your wedding day with historic mansions in Boston's Beacon Hill, lighthouse-dotted shores of Cape Cod and rustic barns nestled in Western Massachusetts' Berkshire mountains. The state's rich colonial heritage gives you venues in buildings dating back to the 1700s while modern spaces showcase innovative architecture and contemporary design that can make your celebration truly unique.

What Makes Massachusetts Wedding Venues So Special?

The Bay State combines distinct regional characteristics to create unique ceremony experiences for your special day. In Boston and Greater Boston you'll find historic landmarks like Boston Public Library where you can exchange vows in elegant reading rooms then celebrate with receptions offering harbor views at the Boston Harbor Hotel. Cape Cod, Martha's Vineyard and Nantucket feature oceanfront estates like Wychmere Beach Club with direct beach access and sunset ceremony opportunities that create magical memories. Western Massachusetts offers converted tobacco barns featuring original beam architecture and mountain backdrop photography locations perfect for couples seeking rustic charm.

How Much Do Massachusetts Wedding Venues Cost?

Massachusetts wedding venues average $9,954 which typically represents about 17% of your total budget compared to the national range of $6,500-$12,000. Prices vary significantly by region; Boston and North Shore venues command premium prices while Western Massachusetts and South Shore offer more affordable options that might better fit your budget.

For a Massachusetts wedding expect total costs around $26,015 for 50 guests, $43,197 for 100 guests, $59,346 for 150 guests, $73,773 for 200 guests, $88,200 for 250 guests and $102,626 for 300 guests. Planning ahead helps you accommodate these costs in your overall wedding budget.

Which Massachusetts Venues Are Fully Accessible?

The Commons 1854 in Topsfield stands out with accessible parking ramps and a chairlift for wheelchair users accommodating up to 200 guests comfortably. Kimpton Marlowe Hotel in Cambridge offers stunning Boston skyline views while Renaissance in Haverhill provides a scenic golf course setting for your celebration. Always contact venues directly to confirm specific accessibility features that meet your needs and those of your guests.

What Budget Items Should You Consider for Your Massachusetts Wedding?

ServiceAverage Cost% of Budget (150 guests)
Florists$8,17714%
Venue$9,95417%
Bar Services$6,37111%
Catering$7,96313%
Photographers$4,9848%

When Should You Book Your Massachusetts Venue?

Massachusetts couples typically book venues 15 months before their wedding date with September bookings requiring even earlier commitment due to popularity. Boston venues frequently book earlier for prime Saturday dates while Sunday or Friday weddings offer more immediate availability if you're planning on a shorter timeline. Reaching out to venues early gives you the best chance to secure your preferred date.

Where Can You Find Outstanding Food in Massachusetts Wedding Venues?

Hampshire House in Boston offers exceptional well-plated cuisine with stunning views of Boston Public Gardens perfect for intimate weddings up to 75 guests who appreciate fine dining. The Barn at Gibbet Hill in Groton serves outstanding creatively crafted dishes with delectable hors d'oeuvres and mouthwatering main courses in a rustic yet magical setting your guests will rave about. Avenir in Walpole provides in-house catering with personalized service in an elegant ballroom setting that creates a memorable experience.

Book your tastings early and ask about seasonal menu options to experience Massachusetts' renowned culinary scene on your special day and create a menu that perfectly complements your celebration.

Massachusetts offers an unparalleled backdrop for your wedding day with historic mansions in Boston's Beacon Hill, lighthouse-dotted shores of Cape Cod and rustic barns nestled in Western Massachusetts' Berkshire mountains. The state's rich colonial heritage gives you venues in buildings dating back to the 1700s while modern spaces showcase innovative architecture and contemporary design that can make your celebration truly unique.

What Makes Massachusetts Wedding Venues So Special?

The Bay State combines distinct regional characteristics to create unique ceremony experiences for your special day. In Boston and Greater Boston you'll find historic landmarks like Boston Public Library where you can exchange vows in elegant reading rooms then celebrate with receptions offering harbor views at the Boston Harbor Hotel. Cape Cod, Martha's Vineyard and Nantucket feature oceanfront estates like Wychmere Beach Club with direct beach access and sunset ceremony opportunities that create magical memories. Western Massachusetts offers converted tobacco barns featuring original beam architecture and mountain backdrop photography locations perfect for couples seeking rustic charm.

How Much Do Massachusetts Wedding Venues Cost?

Massachusetts wedding venues average $9,954 which typically represents about 17% of your total budget compared to the national range of $6,500-$12,000. Prices vary significantly by region; Boston and North Shore venues command premium prices while Western Massachusetts and South Shore offer more affordable options that might better fit your budget.

For a Massachusetts wedding expect total costs around $26,015 for 50 guests, $43,197 for 100 guests, $59,346 for 150 guests, $73,773 for 200 guests, $88,200 for 250 guests and $102,626 for 300 guests. Planning ahead helps you accommodate these costs in your overall wedding budget.

Which Massachusetts Venues Are Fully Accessible?

The Commons 1854 in Topsfield stands out with accessible parking ramps and a chairlift for wheelchair users accommodating up to 200 guests comfortably. Kimpton Marlowe Hotel in Cambridge offers stunning Boston skyline views while Renaissance in Haverhill provides a scenic golf course setting for your celebration. Always contact venues directly to confirm specific accessibility features that meet your needs and those of your guests.

What Budget Items Should You Consider for Your Massachusetts Wedding?

ServiceAverage Cost% of Budget (150 guests)
Florists$8,17714%
Venue$9,95417%
Bar Services$6,37111%
Catering$7,96313%
Photographers$4,9848%

When Should You Book Your Massachusetts Venue?

Massachusetts couples typically book venues 15 months before their wedding date with September bookings requiring even earlier commitment due to popularity. Boston venues frequently book earlier for prime Saturday dates while Sunday or Friday weddings offer more immediate availability if you're planning on a shorter timeline. Reaching out to venues early gives you the best chance to secure your preferred date.

Where Can You Find Outstanding Food in Massachusetts Wedding Venues?

Hampshire House in Boston offers exceptional well-plated cuisine with stunning views of Boston Public Gardens perfect for intimate weddings up to 75 guests who appreciate fine dining. The Barn at Gibbet Hill in Groton serves outstanding creatively crafted dishes with delectable hors d'oeuvres and mouthwatering main courses in a rustic yet magical setting your guests will rave about. Avenir in Walpole provides in-house catering with personalized service in an elegant ballroom setting that creates a memorable experience.

Book your tastings early and ask about seasonal menu options to experience Massachusetts' renowned culinary scene on your special day and create a menu that perfectly complements your celebration.

What types of wedding venues are in West Stockbridge, MA?

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