The Best Vineyard & Winery Wedding Venues in Massachusetts

The Best Vineyard & Winery Wedding Venues in Massachusetts

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10 Wedding Venues in Massachusetts

Vineyards, wineries
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Terrydiddle Farm 

5.0

Rehoboth, MA
  • Up to 150 guests
  • Select services
  • Outdoor
  • Starts at $6,500

We are situated in the southern Massachusetts and Rhode Island area, approximately one hour from Boston, 20 minutes from Providence, 45 minutes from Newport and one hour from Cape Cod. Our working family farm provides a picturesque background to your event of any kind. We host weddings, bridal and baby showers, corporate and private events.

Why you'll love this venue

  • Provides setup and cleanup
  • Venue is completely outdoors
  • Provides lighting and sound

Venue considerations

  • No on-site guest accommodations
  • Not for you if you prefer a more modern aesthetic
  • Not wheelchair accessible
Terrydiddle Farm was an absolute delight to work with for our wedding! From the moment we reached out, their communication was fast, descriptive and incredibly informative. They provided us with all the details we needed to plan the perfect day. On the day of, the venue itself was large, welcoming and absolutely beautiful. Our guests raved about the fun, lively atmosphere and the stunning natural scenery. The team at Terrydiddle Farm went above and beyond to ensure our wedding was everything we dreamed of and more. We couldn't have asked for a better experience and would highly recommend them to any couple looking for a magical wedding venue.
Katelyn V., 3 months ago
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The Sagamore Cape Cod 

5.0

Sagamore, MA
  • Up to 200 guests
  • All-inclusive
  • Outdoor
  • Starts at $3,900

Our venue features a luxurious 46 x 86' Sperry tent that provides a fully-floored, elegant setting with the capacity to host over 200 guests for dinner and dancing, and 300+ for a standing reception. Inclusive packages bundles essentials but allows you the freedom to choose your own vendors as well.

Why you'll love this venue

  • Venue is completely outdoors
  • Bridal suite on site
  • Handles all cleanup logistics

Venue considerations

  • Venue feels large for events with small guest lists
  • No free parking
  • No on-site guest accommodations
August 16th I married the love of my life surrounded by our family and friends. I always wanted a backyard wedding but as we started planning for it it became overwhelming. When my mom suggested we tour The Sagamore, I was more than willing. From the moment we stepped on the property it was all my husband and I hopped for without the responsibility. We immediately put our deposit down and started working with Beth. The venue is drop dead gorgeous, the food was incredible, and Beth was amazing. Leading up the day Beth was more than helpful and offered plenty of advice to us. The day arrived and no issues occurred, or at least I never knew about them. We missed the food tasting but sent family in our place as I was in the hospital giving birth to our son. When our wedding day came we were just as excited as the guests to try the dishes we had picked. We got more compliments on the food than I thought was possible. The staff were phenomenal and made the night as seamless as possible. I would recommend The Sagamore in a heartbeat to anyone looking for a venue. I had my dream wedding thanks to Beth and the whole Sagamore crew.
Abigail, 3 months ago
City Winery Boston 

5.0

Boston, MA
  • Up to 350 guests
  • All-inclusive
  • Indoor
  • Starts at $25,000

City Winery brings the bustle of city living and the luxury of wine country together at our urban winery space in the heart of Boston. Our event sales managers guide couples right through the big day to completely transform any or all of our spaces, including our Barrel Room Wine Bar & Restaurant, Concert Venue, Haymarket Lounge, Tasting Room, Gallery, & Cellar Room. Our inclusive wedding packages include passed hors d'oeuvres, a full open bar, plated dinners, and dessert bites. We offer state-of-the-art sound equipment and in-house technical engineer to assist with the most seamless entertainment execution. Wine loving couples can opt to indulge in guided wine tasting, winery tours, and custom label wine to commemorate their special day. From a full house event hosting up to 350 guests in our concert venue to an intimate gathering of less than 50 in our smaller winery-adjacent spaces, City Winery is here to host the ceremony, cocktail hour, and reception of your urban winery dreams.

Why you'll love this venue

  • Provides a dedicated team on-site
  • Has a dance floor to dance the night away
  • Promotes a party atmosphere

Venue considerations

  • No free parking
  • Does not allow pets
  • Not wheelchair accessible
My husband and I were blown away by City Winery. It was an awesome experience having a venue that was responsive, delivered on our details, made sure our guests were comfortable and provided great AV equipment! The food was great, they were flexible when we wanted to bring our own dessert in, and the team was very helpful the next day. Highly recommend this venue!
Mairead L., 4 months ago
1620 Winery 

5.0

Plymouth, MA
  • Up to 200 guests
  • Select services
  • Indoor

Welcome. Sydalyn Hill is a new, exclusive family-run farm and venue that hosts a limited number of weddings a year between May and September. Perched on a sunny hilltop off Highway 9 across from the Garden of Eden and surrounded by Henry Cowell State Park, this hidden treasure has an expansive view of the San Lorenzo Valley, providing a magical backdrop of rustic elegance for your special day! There are 20 acres with 2 orchards, gardens, trails, and a large open meadow to explore. Guests can even take a walk back in time, stepping inside the original cabin built in 1908. We provide many of the necessities as well as a large collection of rustic and elegant decor items, saving you time and reducing stress, allowing you to simply enjoy your day!

Why you'll love this venue

  • Dressing room available
  • Multiple event spaces
  • Pets can join the celebration

Venue considerations

  • Venue feels large for events with small guest lists
  • No built-in audiovisual options
After we toured 1620 Winery at Cordage Park, we immediately got in the car and said to each other that we should book it for our July 2023 Wedding. We have zero regrets! It was so beautiful and unique as a venue. We loved the convenience of everything being in one place- and so did our guests! We also loved that although it is primarily an inside venue (with air conditioning for a summer wedding!), there is a large outside deck for guests to enjoy. Logistics and planning were a dream. They are incredibly organized and prepared for anything. Jenn, the coordinator, clearly knows how to run a fantastic wedding and if anything went wrong behind the scenes, we have no idea! The wine was delicious and a fun talking point for guests. The food was hands down some of the best food we’ve had at a wedding (we loved going to the tasting ahead of time, too!) - our guests are still talking about how great the food was and how unique and fun the venue was. We love, love, loved getting married there and would suggest it to ANYONE looking to book with them. We are so happy with our decision to choose 1620 Winery at Cordage Park.
Nora S., a year ago
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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