The Best Outdoor Wedding Venues in Chester, MA

The Best Outdoor Wedding Venues in Chester, MA

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74 Wedding Venues in Chester, MA

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Northampton Country Club 

5.0

LEEDS, MA
  • Up to 150 guests
  • Select services
  • Indoor & outdoor
  • Starts at $1,750

Celebrate Love and Life in Our Elegant Venue. Create lasting memories with weddings and events hosted at Northampton Country Club. Our venue, a perfect blend of elegance and leisure, sets the stage for cherished moments. Say 'I do' against the backdrop of scenic beauty, making your special day truly unforgettable.

My husband and I got married at the Northampton Country Club in the fall of 2023. We had 110 people and everyone loved the crisp clean atmosphere of the venue. People had plenty of space to move about and we had a good size dance floor as well! My mother in-law was the one who made the suggestion to get married here as she had attended a wedding the previous year and loved it. We chose to have our ceremony outside on the hill in front of the gazebo and the setting was perfect. The trees had almost fully turned and the backdrop looked amazing in our photos. I loved that I could choose from a list of vendors and not be pressured into a preferred caterer. There was a shuttle from our hotel, which made this location very accessible for out of town guests. I highly recommend this location, you get so much value for what they offer. The bar staff was very accommodating and made the night fun for our guests!
Alison and J., a year ago
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The Boylston Rooms 

5.0

Easthampton, MA
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $6,600

Founded in 1814, The West Boylston Company was a large textile manufacturer in West Boylston, MA. At the turn of the century the company faced a crisis: the site of their mill would be flooded to form the Wachusett Reservoir. Instead of abandoning the mill, the company dismantled it brick by brick and shipped it to its new home in Easthampton, where it was rebuilt on the banks of the Lower Mill Pond. Now, a century later, The Boylston Rooms retains the integrity of the 1814 original mill in every brick and beam. Our rental includes planners and decor at no added cost. Whatever your style, with over 140 pieces of decor, if you can picture it in the space, we can make it happen.

Awarded Best of Zola
Our planning process and wedding day would not have been as perfect as it was if it weren’t for Erin, Myles, Jen, and all of The Boylston Rooms staff. Erin and Myles made the entire wedding planning process seamless and enjoyable. They approached each conversation and detail with attention and care, were responsive, patient, flexible, and accommodating. Truly—Worried about your wife’s train dragging on the ground? Myles to the rescue. Last minute rehearsal change? No worries, Erin made it happen. The variety of decor options and the stunning spaces we got to experience made every moment special and unforgettable. We're so grateful to ave our favorite memories captured at a venue that's truly one of a kind. We would recommend The Boylston Rooms to anyone and everyone!
Natalie L., a month ago
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The Log Cabin 

5.0

Holyoke, MA
  • Up to 400 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $7,500

The Log Cabin is a mountaintop venue with lavish grounds and spectacular panoramic views of the valley. Found in the heart of Western Massachusetts, the Log Cabin is easily accessible from major East Coast cities. As well as featuring a beautiful outdoor ceremony site, The Log Cabin features two ballrooms that can accommodate up to 400 guests. For a full outdoor experience, weddings can also be held at the open-air Upper Vista reception tent. Our location comes with a dedicated team of wedding professionals including planners, who are committed to delivering impeccable service to every wedding. Combined with the amenities of sister properties, the D Hotel and the Delaney House will offer a full wedding weekend experience. The D Hotel is a boutique hotel that has 61 hotel rooms. The Delaney House hosts a full service restaurant and private rooms for rehearsal dinners and post wedding brunch.

Awarded Best of Zola
We could not have chosen a better venue for our wedding. Amanda, Matt, Hanna, Casey, and all of the staff at the Log Cabin helped to make our wedding day as perfect as it could possibly be. They made the planning process so as smoothly and stress free as possible. Our day of coordinator Matt and his team helped to take every ounce of pressure off our shoulders the day of so that we could truly immerse ourselves in our guests and our experience. Everyone we worked with, especially Matt and Amanda, were professional, knowledgeable, kind, and fun! Matt and our head waitress Hanna even made it out on the dance floor with us.. I mean come on!! It can’t get much better than that. The interior and back exterior of the venue is what dreams are made of. The ceremony location over looking the Berkshires was perfection. The landscaping was the perfect backdrop for every one of our photos. The back patio that we had access to for cocktail hour and throughout our whole reception was unique and stunning. Finally, the sunset we got to experience from the patio was like nothing I have ever seen before. Thank you is an understatement
Meghan M., 4 months ago
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The Delaney House 

5.0

Holyoke, MA
  • Up to 180 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $1,000

The Delaney House is a classic country house venue situated west of Mt Tom State Reservation and features an array of gorgeously decorated event rooms. Though found in the heart of Western Massachusetts, and easily accessible from major East Coast cities. The Delaney House is about three-hour drive from New York and a two-hour journey from Boston. When you choose the Delaney House for your wedding, you're choosing to work with a team of accomplished wedding professionals. They always have new wedding planning ideas to share. Our chefs are known for preparing stellar food for groups big and small, always using the finest ingredients. Our waitstaff and bartenders will take great care of all your guests.

Awarded Best of Zola
We had an exceptional experience with The Delany House for our wedding! The Delany House was one of the first choices on our list, however we weren't sure we could make it work after Covid hit, and then we had several other circumstances that took us away from planning for a while. Then in August of 2022, we decided to make an appointment with Nicole at the Delany House because through all of our searching, we kept coming back to this beautiful place as our #1. Nicole was a wonderful coordinator and listened to all of our needs and concerns, as we had a very small amount of people and weren't sure if family would make it from different parts of the country. She was always communicating with us and made sure we had everything we needed to plan our special day, and in a short time frame as well because we married on May 12th 2023, less than a year from when we started planning! Nicole is a rock star! When we finally checked in, and got ready for our rehearsal dinner, we had one last meeting with Nicole and she took care of everything for us. The day of our wedding we had a legit TEAM of people helping us with everything we needed, from timing, to communicating with vendors, to our own waiter for the day bringing us diet cokes while we all got ready and later was right by our side with drinks through the night!- (Thanks Josiah!) The staff made sure we had everyone where they needed to be at the right time, and as the night went on they checked on us and made our guests feel so comfortable. The food was OUT OF THIS WORLD! All of our guests kept raving about how delicious everything was. We couldn't have asked for a more perfect place to get married and celebrate. We recommend The Delany House to anyone who we know that is getting married and wants a great place at a great price and wonderful staff! We can't wait to celebrate our one year anniversary there and see everyone again!
Fawndia A., a year ago
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Quonquont Farm 

5.0

Whately, MA
  • Up to 200 guests
  • Select services
  • Indoor & outdoor

For more than ten years, Quonquont Farm has cultivated a reputation for generous hospitality, elegant occasions, and evenings your guests will rave about for years to come. At Quonquont Farm, you and your guests are the center of celebration. Venue rental includes access to the dressing suite, your choice of ceremony location, our flagstone patio including patio furniture and Adirondack chairs, and the Event Barn to host your reception. In the months leading up to your special day, you'll work with our expert team of coordinators to design your reception floor plan, establish event timeline, discuss wedding decor (our team fully handles the set up and break down of your decor!) and so much more! All bar services are provided by Quonquont Farm at our Silo Bar which features produce grown right here on the farm. Pricing ranges depending on the date and season selected. Please contact our team for more information.

Quonquont Farm was an absolute dream venue for our wedding! From the moment we first reached out, the event team was incredibly proactive, thorough, and organized in guiding us through the planning process. They were so attentive to every detail and truly went above and beyond to ensure we were relaxed and happy on our big day. The barn itself is absolutely stunning, with beautifully maintained grounds that provided the perfect backdrop for our ceremony and celebration. Our guests raved about the incredible cocktail area and patio, as well as the charming ceremony pavilion. The hard-working, friendly staff kept everything running smoothly, from the bar service to the delicious, locally-sourced drinks. We could not have asked for a more perfect, stress-free wedding day, thanks to the incredible team at Quonquont Farm. Highly recommend this venue to any couple looking for a truly special, memorable celebration!
Agi G., 14 days ago
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Gloriosa & Co.at the Curtis House 

5.0

Ashfield, MA
  • Up to 140 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $18,600

We plan, arrange, and cater events—weddings, bat and bar mitzvahs, showers, reunions, small gatherings, memorial services or anything you can think of, indoors or outdoors. We host events here at the Curtis House, our 1850s Dutch Colonial. The summer home of George William Curtis, then the editor of Harpers Weekly. It’s a charming, sprawling old house that abuts the town green. During warmer months events take place in our gardens and the fully restored late 19th century barn. Whatever you imagine for your event, we're here to help you realize your dreams. We'll help you every step of the way, from planning and budgeting to coordinating the day. We open our home to you and take away all the stress of planning your dream day. We want to make your day about who you are.

I cannot speak highly enough about our experience hosting our wedding at The Curtis House by Gloriosa & Co. My husband and I got married a couple of weeks ago (September 2024) and our wedding was truly one the happiest, best days of our lives thanks to the love and personalization that Gloria and Emma put into planning and executing our day. We were drawn to so many things about the venue, including the charming setting of Ashfield, the rustic but modernized aesthetic of the barn, the beautiful gardens and greenhouse, and the house being an available space to get ready. We were also drawn to the convenience and uniqueness of being able to provide our floral arrangements from Gloria’s greenhouse and gardens on-site, and having all of the food and beverages taken care of through the venue’s catering and bar team. But what made us decide to book this venue for our special day was the attention that Gloria and Emma give each couple. This venue is not your typical wedding factory that puts on weddings multiple times a week, every week of the year; Gloria and Emma host between 12-15 weddings per year and consequently each couple they work with gets full access to the venue the weekend of their wedding and so much guidance during the planning process. We were able to cultivate a vegetarian menu consisting of so many of our favorite foods plus a number of signature dishes of the venue, such as a butternut squash galette that was a crowd favorite. Sustainability is also incredibly important to us as a couple, and Gloria and Emma are committed to sourcing only local, seasonal ingredients for the food and florals and minimizing waste, which meant so much to us. In terms of decor and furnishings, the venue has so much available for couples to use, such as tables, chairs, ceremony benches, several wedding arches to choose from, displays for food or guest favors, tableware, candles, string lights, and more. We did not have to rent or coordinate anything other than the few DIY projects we made, which Gloria and Emma effortlessly integrated into the set up for us. Being able to take care of practically everything through Gloria and Emma made planning so much simpler. On the wedding day, Gloria, Emma, and their team handled the venue set up in a few hours, which happened like a choreographed dance that required practically no work from us or our wedding parties other than providing input and approval along the way. Everything went extremely smoothly and we were able to be fully present. After our ceremony, my husband and I returned to the house, where Gloria had set up champagne and a spread of our hors d'oeuvres for us to enjoy over a few minutes of privacy, which is something she had recommended we do as we took in the moment together. Our guests have had nothing but positive things to say about our wedding and it was clear the day of how much fun everyone had. We have received so many compliments about how beautiful and authentic the venue was, how exquisite Gloria’s floral arrangements were, how delicious all of the food was (even the heavy meat-eaters loved the vegetarian menu), and how this will be a wedding they will always remember. Gloria made us feel like part of her family and we were so happy to be able to support her business. We truly could not have asked for a more memorable, personalized, loving, and beautiful wedding, and hope that many other couples have the pleasure of getting married at this special place.
Catherine M., 2 months ago
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Elmartin Farm 
Cheshire, MA
  • Up to 250 guests
  • Raw space
  • Outdoor
  • Starts at $2,500

Elmartin Farm derives its name from the initials and last name of Everett Lawrence Martin, Sr, father to Everett Lawrence Martin Jr., known as "Gus," who with his wife, Dodi are the current owners of the farm. Presently, sons, Kim and Shawn, operate and manage the farm. They are the 8th generation of ancestral Martins who began farming in Cheshire, MA in 1790. By the late 1950s, Elmartin Farm had become a major dairy farm in the Northern Berkshire County. Its herd grew to 80 milkers and 80 head of youngstock. Together, the herd filled the new barn which had been completed in 1952. The barn, with the addition of a milking parlor, remains the focal point of Elmartin Farm.

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The Ruins at Sassafras 

5.0

New Lebanon, NY
  • Up to 250 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $9,000

The Ruins at Sassafras Museum is the home of the former Shaker Second Family settlement, one of five Shaker settlements in The Mount Lebanon Shaker Village in New Lebanon, New York. We call ourselves a boutique museum because unlike other Shaker Museums that replicate the past, we have interpreted the past and creatively restored each location on the property. You can tour the last standing Shaker Chair Factory, explore the ruins of the Sister's Workshop, Cow Barn, and Hay Ramp, hike to the cemetery where 173 Shakers are buried, and enjoy the beauty of our gardens, waterfall, stream and pond.

The Ruins at Sassafrass Choosing The Ruins at Sassafrass as our wedding venue was a decision that exceeded our wildest dreams. I could write pages about all the amazing things that this venue boasts, but I will highlight the points that future brides should understand when they go to book The Ruins. Being a DIY bride, the Ruins at Sassafrass provided the enchanting backdrop to bring my Pinterest board dreams to life. The rustic charm and natural beauty of the venue complemented my vision perfectly, creating a magical setting for our special day. The flexibility of the space allowed me to add personal touches, turning it into a unique and unforgettable experience. Even in late October the landscape of the mountains in the distance were breathtaking; our guests are still talking about how mesmerizing the views were. What makes our wedding story even more special is that we chose The Ruins before it was even finished. It was a leap of faith based on the vision and promises from Carol, the owner. When we did our initial tour, the venue was still in its beginning stages of completion; even then we were captivated by the potential and the unique charm it promised. What sealed the deal for us, however, was Carol's infectious enthusiasm, passion, and stylistic eye. Her vision and commitment assured us that the venue would be the perfect location for our special day, and it absolutely was! Being part of the journey from the early stages allowed us to witness the Ruins’ transformation, and it added an extra layer of excitement to our wedding planning. Despite the venue's newness and the inevitable growing pains, Carol, Lara (the on site coordinator), Jerome (Carol’s partner in life and business), and the rest of the team made sure our decision to trust them from the beginning was more than worthwhile. Being a newer venue, Carol and the team were still in the process of ironing out a few kinks. Despite some last minute hiccups, what truly stood out was Carol, Jerome, and Lara’s commitment to addressing these challenges in real-time. Their proactive approach and dedication to ensuring our day was perfect more than made up for any set backs in the planning process. This was a HUGE relief when planning such a momentous event. On our actual wedding day, when challenges arose with our day-of coordinator (that we hired separately and was not affiliated with The Ruins), Lara stepped in as our saving grace. Her quick thinking, attention to detail, and unwavering professionalism turned what could have been a stressful situation into a seamless and unforgettable celebration. Her ability to coordinate with our vendors and recalibrate the timeline on the spot showcased her experience and dedication. Without Lara's intervention, the day could have taken a different turn, and we are immensely grateful for her expertise and her willingness to step up and save the day. Her creative touch also helped transform the venue into a dreamlike setting, exceeding our expectations. Lara's dedication and experience truly showcased the exceptional team at The Ruins at Sassafrass, if you get the chance you should ABSOLUTELY hire Lara to help plan your event. The Ruins at Sassafrass, with its evolving charm and an outstanding team led by Carol, Jerome and Lara, made our wedding day an absolute masterpiece. We are forever grateful for their passion, dedication, and the magical memories they helped us create.
Marja M., a year ago
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The Barn At Montague Retreat Center 

5.0

Montague, MA
  • Up to 200 guests
  • Select services
  • Indoor & outdoor
  • Starts at $6,000

Welcome! We are so glad you are considering the Montague Retreat Center for hosting your wedding! Our team wishes to help personalize your experience in our extraordinary place. Our lush Ceremony Circle, nestled up to the apple orchard, sits beneath one of the oldest maple groves in Massachusetts, with a stunning view across the valley. Our Stone Patio features a permanent 40’ x 50’ reception tent and a 75’ long retaining wall/bench. Our elegant, rustic Great Hall barn has chestnut beams, bamboo floors, lots of glass and geothermal cooling. Visit our website to learn more about our rich history! Montague couples will work with our exclusive catering team, Wheelhouse for food & bar. Some of our other amenities include 10 on-site accommodations that sleep between 24-32, our yurt, an ADA-compliant lift, and accessible restrooms. Two streams run through the property and the Robert Frost Trail is within walking distance.

When we started planning our July wedding, we knew that we wanted a beautiful, eco-conscious, outdoor venue in the rolling Massachusetts hills where we could host guests for the whole weekend and people could camp and sit by a fire at night. We weren’t sure we’d find someplace that checked all those boxes; then we found the Montague Retreat Center. It was everything we were looking for and more. We loved that we had the whole weekend to see our guests and that they got to know the place, too. The Center already has a tent set up for the reception, and the venue was so well set up with its own furniture and catering-ready kitchen, that other vendors kept telling us how delighted they were to be going back there. We had around 100 guests, about 25 of which camped at the Center. The camp site is in a pine forest on the property, and our camping guests were all very happy with their stay and with the facilities. A lot happens in a wedding weekend, but the staff is prepared for anything and everything. The caretaker, John, was particularly notable in how quickly and quietly he took care of the facilities while we were there. We’d turn around and he’d have taken care of the trash or put another few logs on the fire. It was easy and wonderful. It was wonderful to have things like lights already set up, and a room of wedding decorations others have left to reuse or leave instead of stress about bringing everything and cleaning it all up. We were glad they compost everything and the facility even runs on geo-thermal heating/cooling. We took the Retreat Center’s recommendations for almost all of our vendors, and they were all wonderful (especially Wheelhouse Catering for our reception and Jackie M coordinating all of our vendors and the day of the wedding). We got flowers from Red Fire Farm, and sent our guests to check out the Montague Book Mill (and took photos there ourselves!). We are so glad we found the Montague Retreat Center!
Kyle & I., 4 years ago
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Inn at Silver Maple Farm 
East Chatham, NY
  • Up to 99 guests
  • Raw space
  • Indoor & outdoor

ABOUT The Inn at Silver Maple Farm is located in East Chatham, NY, where the Hudson Valley meets the beautiful Berkshire foothills. East Chatham sits close to the border of New York State and Massachusetts, conveniently located 2 1⁄2 hours from both Boston and New York City. Our most convenient airport is Albany International Airport, an easy 45-minute drive away. With four distinct seasons, the options are plentiful for the type of wedding you seek. Summer is peak season, featuring lush landscaping, warm evening temperatures and the beauty of remote-living. Fall is renowned for the stunningly colorful beauty of the foliage, attracting leaf-peepers from around the world. We offer our couples a full-service approach – from where you stay to your rehearsal dinner and welcome party, through the big day to the farewell brunch before you leave for your honeymoon. We are with you every step to make all your wedding dreams come true.

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The Riverview 

5.0

WEATOGUE, CT
  • Up to 500 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $10,000

The Riverview is a place like no other. We are a modern event venue on the beautiful waterfront setting of the Farmington River. The Riverview captures the beauty of Connecticut while bringing glamour and elegance to your reception. Since the building opened in 2008, our unique blend of personalized comprehensive service, architectural grandeur and intimate waterfront landscapes have set us apart and attracted guests from across Connecticut, New York and Massachusetts. We strive to make dreams into reality for each and every one of our clients… and to make their event the first and most memorable part of their happily every after.

Awarded Best of Zola
My husband and I cannot stop talking about how perfect our wedding day was. The staff at the Riverview are amazing!!! They went above and beyond to make sure we didn’t have to worry about a thing. Our guests also could not say enough about how delicious the food was and how the drinks kept flowing all night long. Chelsea was our wedding coordinator and she took care of everything and stayed in constant communication with us throughout the whole process. We are so beyond grateful for the Riverview and highly recommend this venue. You will not regret it!
Kelly C., 3 months ago
Cricket Creek Farm 

5.0

Williamstown, MA
  • Up to 250 guests
  • Raw space
  • Indoor & outdoor

Cricket Creek Farm is an active dairy farm with live animals and farm equipment; it is the perfect setting for anyone interested in having their celebration in a rural setting that is both breathtakingly beautiful and also an example of sustainable agriculture. Various sites can be used for a celebration including several pasture vistas, a historic farm house garden, and a renovated stone barn. Cricket Creek Farm can provide space for weddings and other events for up to 300 under tents and 150 in our renovated barn. We offer several options for ceremonies and cocktail hour locations throughout the farm property. Our own farm cheese boards, planning services, bridal suites, and other services are also available. We offer a relaxed atmosphere on a real working farm that is bustling with positive life and energy.

We had an absolutely perfect day at Cricket Creek. We hosted our ceremony up in the pasture and our cocktail hour down and around the barn. The possibilities were endless and we were able to shape the space and use it exactly how we wanted. Working with Jessi made that easy because she was always there to give us advice and make sure all our bases were covered and we weren’t missing anything important. We decided to go to an indoor location for our reception because we knew it would get cold at night in late October, but if we were there at a warmer time, the Barn would also be an amazing spot for a reception. Our guests could not get over the views and the cows! Thank you, Cricket Creek!
Molly H., a month ago
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The Hinterland 
Avon, CT
  • Up to 100 guests
  • Select services
  • Indoor & outdoor

The Hinterland is a barn located in Avon CT. We have decided to take a leap of faith and restore the barn to become a beautiful, budget-friendly rustic wedding venue. Owner, Kristyn LeBarron, has been in the Bridal Industry for over 8 years as a stylist, manager, and bridal coordinator for an award-winning company. She sees the need in the industry for a wedding venue and event space that allows brides to enjoy their big day, even under all the regulations. The Hinterland is a place you can come to and have options. Partner, Patryce Cintron (bus. partner) sees the opportunity to make more room for brides and so with two great minds we bring to you The Hinterland.

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Tunxis Country Club 

5.0

Farmington, CT
  • Up to 300 guests
  • All-inclusive
  • Indoor & outdoor

Here at Tunxis, we offer two unique wedding venues:  First is the outdoor Pavilion that you will find nestled in a pine grove.  Spring through Fall, this outdoor escape is perfect for your rustic wedding with up to 300 guests.  The second is the indoor Fireside Dining Room.  Year-round, this cozy tavern space is ideal for weddings with up to 120 guests. 

We had our wedding in the pavilion which was beautiful. It is elegant, yet simple. We were able to bring as many decorations as we wanted or as few. At night, there are so many lights that light up the area. The bridal suite is right in the pavilion, which was extremely convenient. Our day of coordinator did so much to make our day extra special. She was extremely organized, brought us anything we needed and helped make sure we got all the pictures we wanted. (which included taking us out in a golf cart!).
Kelly, a month ago
The BARN at Liberty Farms 

5.0

Ghent, NY
  • Up to 175 guests
  • Select services
  • Indoor & outdoor
  • Starts at $11,000

From a formal gathering to a more intimate get together, a multi course sit down dinner to a fire roasted family style meal, The BARN at Liberty Farms is a beautiful and flexible venue ready to satisfy your needs and desires. With your vision and our experience, together, we will make your entire day personal, unique and truly unforgettable.

Awarded Best of Zola
As an area wedding and event planner, we see a LOT of venues. The good, the bad, and the ugly. None of these describe The BARN at Liberty Farms, because this is an exceptional space, all around. Warm, welcoming, kind and helpful from booking to farewell. Impeccably kept interior and exterior spaces. Always thinking about the couples needs first, adjusting to the unique needs of the market and growing to keep that top notch experience. The space itself is very flexible in terms of personalizing couples experiences, and the venue is always open to exploring new options with this. In brief, I get a very big smile each and every time we are approached from one of the amazing couples celebrating their big days at The BARN, as they are truly, one of the best of the best in the Catskills / Hudson Valley venue scene.
Kate Arel, 5 years ago
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Salem Cross Inn 

5.0

West Brookfield, MA
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $1,500

Our wedding couples appreciate the authentic and welcoming warmth we offer at Salem Cross Inn – a warmth that can only be found in a colonial farmhouse and barn that have stood the test of time for centuries. If our walls could talk, they would tell you of all of the tender memories in the making that they have witnessed. Our New England venue with antique wide pine floors and chestnut beams sits on 600 acres of magnificent countryside with grazing cattle in the fields. We can accommodate up to 200 people in our barn and loft, while smaller weddings find a comfortable setting in one of our more intimate rooms in the house. We’re ready to help you make the wedding of your dreams become a cherished memory – not only for you – but for your guests as well.

Awarded Best of Zola
We were married 11/16/2024 here and we could not be happier with our choice of venue. Nancy and Donna were fantastic to work with and answered any questions we had right away. On the day of the wedding Donna was extremely helpful. We truly felt that the staff went above and beyond to ensure that we had a good day; they checked in on my husband and I during pictures multiple times to ensure we were able to enjoy the appetizers we had selected. We got so many compliments about the food and the aesthetic of the venue. If you are concerned about food allergies, rest assured that you are in good hands with this kitchen. Anything we needed they covered right away. Our easel was missing a screw and they were kind enough to let us borrow one! We truly felt very taken care of. They were extremely patient and understanding with any decisions we had trouble making or any time we were disorganized. The wedding coordinator that they recommended to us was AWESOME to work with as well. I loved the bridal suite. We had so much space and the decor was beautiful. It reminded me of my grandmother’s house which made me feel even more comfortable. I highly recommend getting the apple cider mimosas and snacks they offer while you’re getting ready there! Absolutely kept everyone happy in the morning. Our photos and portraits that were taken both inside and outside are simply gorgeous; I can’t say enough about how good they came out. The way the lighting comes in is a photographer’s dream. The entire layout of the venue makes for excellent photos. This venue is also very affordable compared to every other space we looked at. It felt like it was made for us to get married in and we cannot wait to return there for dinner on our anniversaries. Thank you so much to the Salem cross inn for being a part of the happiest day of our lives!
Meghan K., 9 days ago
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Weatherhead Hollow 

5.0

Guilford, VT
  • Up to 150 guests
  • Select services
  • Indoor & outdoor
  • Starts at $5,500

Exchange vows under an ancient maple tree, enjoy cocktails in the barnyard, and dine and dance the night away under soaring barn ceilings and twinkling lights. At Weatherhead Hollow, we’re here to help you celebrate, unwind, and create unforgettable memories. Our historic Southern Vermont Farmstead features overnight accommodations for 12 guests in a Farmhouse and Carriage Barn + unlimited events in a stunning Barn event space, surrounded by rolling fields and mountain views of the hollow — all for you to enjoy over a long weekend. We're featured in the 2024 winter edition of atHOME New England magazine for impeccable interior design. This isn’t a typical corporate event venue. When not hosting weddings, we support the creative economy in Vermont through fully funded artist residencies. Similar to how we support artists, as an event venue, we offer an unhurried environment over a 4 day weekend where you will have the freedom to create the weekend itinerary of your choice.

Awarded Best of Zola
Katherine and Daniel's Weatherhead Hollow is a magical Vermont wedding venue. Their direct and caring communication style made planning our big day a breeze. The venue was clean, beautiful, and oozed New England charm with its rustic barns and sweeping mountain views. On our wedding day, Katherine and Daniel checked in frequently to ensure everything ran smoothly. Guests raved about the gorgeous property for our ceremony and the cozy barn for dancing the night away under twinkly lights. We highly recommend Weatherhead Hollow if you're seeking a whimsical, fairy tale-esque Vermont wedding venue with attentive yet laidback hosts.
Jocelyn A., 4 months ago
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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.

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 month ago
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The Webb Barn 

5.0

Wethersfield, CT
  • Up to 135 guests
  • Select services
  • Indoor & outdoor

Positioned east of the Connecticut River on Main Street, The Webb Barn rises from the cozy community of Wethersfield and presents blissful couples a historical and enchanting place to tie the knot. Conveniently located south of downtown Hartford, this venue features a vintage barn and Colonial Revival Garden as the perfect place to host a memorable wedding and reception. Constructed during the nineteenth-century, The Webb Barn provides brides and grooms a romantic meeting place to share vows and celebrate with family and friends. If you are searching for a remarkable building to say ‘I do,’ allow The Webb Barn to take your breath away.

I love the Webb barn. Beautiful garden and grounds, the barn is lovely. It was such a beautiful space and perfect for our vibe. Working with Katie was easy as well. They are very helpful for working with you for what you need and flexible. Just so you know - there is no day-of coordinator/on-site coordinator, though Katie was incredibly helpful in the planning process. We did have to clean up the night of the wedding - just FYI. Historic/ old Wethersfield is also super cute. Would 10/10 recommend.
Jackie, 3 years ago
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Stissing House 
Pine Plains, NY
  • Up to 150 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $65,000

Stissing House is one of the oldest taverns in America, located at the crossroads of the village of Pine Plains in the heart of Dutchess County. It’s 90 minutes from New York City, and 30 minutes south of Hudson. It has hosted feasts for generations. Downstairs, intimate dining rooms and fireside lounges are ideal for parties of 8-10 people. Upstairs, the oldest Dutch Colonial ballroom in America is designed for long-table dinners and weddings of 25-150 people. Gather your friends and family for pitchers of shandy and wood fired eggs the day before or morning after your party. Chef/Proprietor Clare de Boer cooks food that is generous and has a sense of place. Ingredients come from surrounding farms and are prepared simply on the tavern’s mammoth hearth. The eggs are laid today, the butter is homemade, and the food is for feasting.

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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.

My wedding experience at Birch Hill was incredible, and I owe so much of that to Serena and her amazing team! We started the booking process in early March, hoping for a September/October wedding date, and thankfully found one that worked. Serena was an absolute goddess from start to finish—she gave us a thorough tour of all the location options, answered every question, and made the entire process feel effortless. We knew almost immediately that no other venue would compare! Since we were on a tight timeline, I reached out to Serena frequently with questions, and she always responded promptly and thoroughly. By our 90-day planning meeting, we were already so comfortable with everything, and Serena guided us seamlessly through food choices (of which there were so many!) and other details. Her expertise really shone through when I wasn’t sure about certain things; she made it all so simple and stress-free. On the big day, I felt so confident in Serena and her team—it was like everything was taken care of before I could even think about it. I truly felt like I had nothing to worry about and could be fully present in every moment, which made the day even more magical. They thought of every detail, big and small, allowing me to simply enjoy and soak it all in. Speaking of the food—it was hands down the best meal I’ve ever had! We chose the Cocktail Style package and went with a wide range of options, including crispy calamari with lemon-garlic aioli, French onion soup, cider bacon-wrapped chicken, pulled pork wonton bites, and mini grilled cheeses with tomato soup shooters, among others. Every single bite was phenomenal! The prime rib was cooked to perfection, and the mashed potato bar and pasta station were crowd favorites. Our guests raved about the gourmet French fry station that we had later in the night. While we handpicked the items, I genuinely believe that anything else on their menu would have been just as amazing—the quality and flavors were out of this world. At the end of the night, everything was packed up perfectly and already in my car before I even stopped partying! If I had to give any constructive feedback, it would be about the bridal suite. It was a very warm day for late September, and the air conditioning hadn’t been turned on before we arrived, so the suite was quite hot initially. Other than that, our ceremony by the pond was absolutely beautiful. While the mosquitos and some goose droppings were a minor annoyance, the setting was otherwise perfect and so romantic. All in all, I couldn’t have asked for a better experience. Serena’s commitment and attention to detail made our wedding truly unforgettable!
Macy H., 15 days ago
Winvian Farm 

5.0

Morris, CT
  • Up to 210 guests
  • All-inclusive
  • Indoor & outdoor

A Winvian Farm wedding is love at first sight. An uncommon celebration for an uncommon love. Winvian Farm’s historic 113-acre New England estate of rolling lawns, stone walls, wildflower meadows and enchanted woodlands is the ideal venue for a single charmed day or a weekend of unfettered joy. The festivities unfold on every part of this storied estate. Celebrate in our elegant dining rooms, the luxurious Spa, the Solarium, and the vast, romantic Gordon Brown House. Winvian Farm’s 18 extraordinary resort cottages and Hadley Suite can be exclusively yours. Guest accommodations for larger weddings are conveniently located nearby. Our talented chef crafts delightfully fresh and unique farm-to-table feasts from Winvian Farm’s overflowing organic gardens. Our on-site wedding planner and attentive staff will anticipate your every need, even things you might never think to ask for. The sky’s the limit for the destination wedding of your dreams.

We couldn't have chosen a more perfect venue than The Winvian Farm for our wedding. From the moment we arrived, we were enchanted by the serene beauty and elegant charm of the property. The staff went above and beyond to ensure that every detail was perfect, making our special day truly unforgettable. The picturesque surroundings provided a stunning backdrop for our ceremony and photos, while the luxurious accommodations ensured our guests felt pampered and comfortable. The culinary experience was exceptional, with a menu that delighted and impressed everyone. The Winvian Farm seamlessly blended sophistication and rustic charm, creating a magical atmosphere that reflected our vision perfectly. We are grateful for the incredible service and hospitality we received and will cherish the memories of our wedding day forever. We highly recommend The Winvian Farm to any couple looking for a breathtaking venue and an extraordinary experience.
Madison R., 5 months ago
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Vanderbilt Lakeside Bar Room & Guesthouse 

5.0

Hudson, NY
  • Up to 130 guests
  • Select services
  • Indoor & outdoor
  • Starts at $7,000

Vanderbilt Lakeside offers thoughtfully curated stays and events in a welcoming gathering space, with custom in-house food and bar packages. Charming, versatile, and ideal for group getaways, retreats, and celebrations of all sizes—from intimate dinner parties, to large scale gatherings and bespoke weddings. ​ The space itself is a newly redesigned, large (6000 SF) house. It was originally built in the 1800s. The outdoor areas can also be incorporated for your event--our deck and yard are completely open-air; you would be welcome to work with a third-party rental company to have a tent set up, if of interest. Including the outdoor areas, we have the following approximate Capacity for Events: *Seated Dinner with a Ceremony: 100 guests *Seated Dinner without a Ceremony (or with a ceremony that has fewer guests in attendance): 130 *Cocktail Party with or without a Ceremony: up to 150 guests

I photographed a wedding here in the spring and I really really hope to come back! I can't say enough great things about the venue, the staff, and the planner. If you're looking for a unique venue, you've found it! Do you want your wedding day to go smoothly? Have it here!!! As a photographer this venue was pure eye candy and gave me so many interesting spots for photos!
Tara, 5 months ago
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Robb Family Farm 
Brattleboro, VT
  • Up to 300 guests
  • Raw space
  • Outdoor

Let our beautiful 400-acre farm be the backdrop to your picturesque Vermont wedding or event. Our raw venue site sits on the side of a mountain, looking back across our family farm’s valleys, fields, and mountains. The site is located on the mountain across from our farmhouse and the area was made to accommodate a large event tent, it is approximately a 60’x200’ area. In addition to our venue site, we also have multiple possible ceremony locations available. Our farm is only a short drive from beautiful Brattleboro, Vermont, allowing accessible lodging for any guests traveling to help you celebrate your special day. With the help of our local and trusted vendors, we can help you create your Vermont dream wedding with our beautiful family farm as your priceless backdrop. A preferred vendor list of caterers, photographers, DJs, rental services, hotels, and more is available upon request.

South Farms 

5.0

Morris, CT
  • Up to 150 guests
  • Select services
  • Indoor & outdoor
  • Starts at $25,000

South Farms' features a premier farmland destination in Litchfield County and our award-winning events venue, The White Barn at South Farms Conveniently located between NYC and Boston in the Litchfield Hills of Connecticut, The White Barn at South Farms is a state-of-the-art events venue creatively constructed within the iconic Sam Paletsky Barn. South Farms boasts a working farm, stunning pastoral views, and all the amenities you would expect with a premier venue.

We just had our wedding here this past weekend and wanted to write this review while everything was still fresh in our minds (albeit a bit blurry still!) because the team at South Farms was so amazing and we are so grateful to them. We live in NYC and planning a wedding while out of state seemed a little daunting, but the whole team here is so professional, responsive, friendly and welcoming that we felt comfortable we'd be able to plan from afar. We really wanted an outdoor element to our wedding while still having modern amenities and South Farms was the only place that checked all of our boxes with its beautiful fields, mix of indoor/outdoor spaces, interesting history and features, exposed beams, modern bathrooms, temperature control, and a charming indoor/rain option. The spaces all have great bones with a lot of room to make things personal and unique, and we felt the staff was really open to working with us to achieve our particular aesthetic. Jennifer was very accommodating in the beginning with scheduling our tour and answering our initial questions, and as we got closer to the wedding we met our venue coordinator Sam, who is amazing. She kept us on track, was super friendly (and patient with our thousand questions, details and project ideas) and we always felt confident that things were going to go smoothly on our day no matter the situation. We felt pretty organized and on top of everything as the day was getting closer, but so many small things come up that you can't predict and Sam was calm and on top of everything - we are so grateful to her and the rest of the team that worked on our wedding day. No matter how well you prepare, the day moves fast, and you need a vendor team you trust. Not only was all of South Farms dependable, but most of our vendors were from their preferred list, and everything was executed exactly how we imagined. Even working within their preferred list, we still had lots of choices to personalize everything from the caterer, to the lighting, to the decor. All of our guests complimented how beautiful and unique the space was, and how well executed all of our details were (which is thanks to the SF team). There is probably a lot more we can say about our experience here, but we highly recommend this venue, and are already wondering how we can host another party at South Farms someday.
Jes H., 7 months ago
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Century Ballroom at the Bristol Event Center 

5.0

Bristol, CT
  • Up to 500 guests
  • All-inclusive
  • Indoor & outdoor

The Century Ballroom at the Bristol Event Center is a dream come true for couples who love to dance. This spacious venue boasts advanced lighting and sound systems, creating the perfect ambiance for a lively and unforgettable celebration. The elegant design and ample space allow for a variety of wedding styles, from classic to contemporary. With top-notch service and a dedicated staff, the Century Ballroom ensures that every wedding is a unique and joyous occasion, filled with lasting memories.

The Bristol Event Center made all our NYE wedding dreams come true! The venue is absolutely gorgeous, from the floor to ceiling windows, tall ceilings, huge bars, and high-end finishes. Everything was sparkling and new. Having two spacious hospitality suites upstairs to get ready in (or to touch-up during the reception) was a huge bonus. The staff at the BEC was amazing, from our initial tour to the day of. They are experts in the hospitality industry. They got back to us quickly with any question and were extremely accommodating with all our requests. Even our vendors commented how great they were to work with! Food was very important to us and the BEC nailed it! It was difficult to narrow down our hors d'oeuvres choices because everything was so amazing at the tasting. The chef was extremely accommodating to all our requests, including a huge raw bar during cocktail hour which was the talk of the wedding. Lastly, I can’t emphasize how convenient it was for our guests to stay in the hotel next door. Our guests stayed at the DoubleTree which was a 2 minute walk, or they could take one of the shuttles that staff were running back and forth. We also had our afterparty in one of the hotel ballrooms. Staff from both the BEC and Doubletree worked together to make this seamless. It will be even more convenient now that the connected Home2Suites is open for guests! Overall, our experience with the Bristol Event Center was a 1000/10. If you’re looking for a brand-new, sparkling venue with amazing service, food, and convenience, this is your place.
Elizabeth, 4 months ago

Location flexible? Discover venues near Chester, MA

About wedding venues in Chester, MA

How much do wedding venues typically cost in Chester, MA?

The cost of a wedding venue varies widely by location, number of guests, and many other details of the wedding package. Chester, MA offers a range of options that can fit most budgets. All-inclusive packages start at $500 and average $6,600.

What types of venues can I find in Chester, MA?

Chester offers a wide range of venues, including Ballroom, Historic estate and Barn and ranch.

What are some of the best wedding and reception venues available in Chester, MA?

Some of the most popular venues in this area include Quonquont Farm, The Boylston Rooms and The Log Cabin. 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 Chester, MA?

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 (80% in Chester do) or whether the venue provides an event coordinator (75% in Chester 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 Chester, MA accommodate both small and large weddings?

Of course! Small wedding venues in Chester, MA can host intimate parties while large venues can accommodate up to 500. The average venue in Chester can seat 150 guests.

What amenities do the reception venues in Chester, MA offer?

The venues in Chester, MA are known for the exceptional suite of services and amenities offered to couples and their wedding parties. The most common services provided are Wheelchair accessible, Wi-Fi and Bar services. Some venues even offer Transportation!

What types of wedding venues are in Chester, MA?

What other Chester vendors will I need?

What other wedding venues are nearby?

What other wedding services are nearby?