The Best Historic Estate & Mansion Wedding Venues in Chester, MA

The Best Historic Estate & Mansion Wedding Venues in Chester, MA

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27 Wedding Venues in Chester, MA

Historic estates, mansions
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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
Myles and his team at The Boylston Rooms were a dream to work with. Our wedding day couldn’t have gone more smoothly. The entire process from booking our date right through the wedding day was a breeze. We felt like we were cared for and that making our dream come to life was a priority every step of the way. We are over the moon with how everything went and also a little bit sad to say goodbye to our team at The Boylston Rooms! We wish we could live the day over and over again.
Lindsay, 12 days ago
GemHidden gem
The Hotel Northampton 

5.0

Northampton, MA
  • Up to 180 guests
  • All-inclusive
  • Indoor
  • Starts at $15,000

The Hotel Northampton is an elegant venue located in Northampton, MA. This hotel from the 1920s is situated right in heart of downtown Northampton and provides the perfect setting for couples seeking a timeless and classy setting for their wedding. With over 90+ years of experience providing welcoming and award-winning service, you and your guests are sure to feel right at home in our beautiful historic venue. With two opulent and classic ballrooms to choose from, depending on the size of your wedding, the Hotel Northampton can comfortably welcome up to 180 of your friends and family. The hotel has 106 newly renovated rooms and offers two restaurants and bars for couples and their guests. Not only are there available settings for wedding ceremonies and receptions, but there are also perfect settings for other aspects of the wedding, including rehearsal dinners and farewell brunch. Couples can enjoy the venue for their bridal shower, elopement, reception, and engagement party as well.

Ruby was exceptional in every single way. She made the process so seamless for my husband and I. I was searching for a relatively inclusive venue and the Hotel was just that. Ruby made sure everything was perfect leading up to our day and that everything went perfect on our day. I would do my wedding all over again at The Hotel Northampton
Nicole P., 3 years ago
Union Station Banquets 

5.0

Northampton, MA
  • Up to 200 guests
  • Select services
  • Indoor
  • Starts at $7,000

We are Northampton's newest, most modernized banquet facility, however Union Station has been a fixture for over 100 years. Originally built in 1897, Union Station pairs history and modernization, with our premiere 200 seat ballroom, three restaurants, and adjoining ancillary spaces such as The Atrium, The Lounge, and The Blue Goose. We host an array of events that are just as unique as we are! Weddings, rehearsal dinners, parties, corporate events, and more.

Awarded Best of Zola
6/4/21 was the best day of our lives and Union Station, Neil, and his amazing staff, all Played a huge role in that. My husband and I started the planning process back in 2019, our original plan was 10/2020 150 person wedding. Due to Covid we pivoted to a 20 person micro-wedding. I was blown away by how Union Station helped me along the way. Neil’s professionalism and communication was perfect. He made the absolute best out of covid. We chose Union Station for its charm, and location, I wanted a beautiful indoor setting, (the option for outdoor photos in the neighborhood are endless). But looking back I feel very fortunate that the venue had such a great team. The food was delicious and the presentation looked fantastic. My guests loved our bartender and the great drinks she made. We picked a dj that played acoustic guitar and the acoustics of the venue are perfect! Another bonus you can walk to the venue from the hotel and the town is so cute and fun our guests had lot of fun in the local bars and restaurants!!
Kathryn B., 3 years 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
As a photographer, I have worked at The Delaney House many times. The staff is always friendly and accommodating to us vendors. They always make sure we are fed and up to date with the timeline of the day and often check in with us. It's always a pleasure to work at Delaney!
Brian Marsh Photography, a year 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., a month ago
GemHidden gem
Inn on Boltwood 

5.0

Amherst, MA
  • Up to 180 guests
  • Select services
  • Indoor & outdoor
  • Starts at $7,000

The Inn on Boltwood offers an extraordinary collection of fully customizable wedding experiences. From the luxurious ballroom or picturesque garden tent, to the more intimate rooftop terrace, couples will discover a truly personalized New England weekend wedding destination. No matter the time of day or the size of the party, Inn on Boltwood is eager to assist you in planning a memorable occasion. We’ve had the honor of hosting intimate elopements with less than ten people to grand affairs with 180 guests.

From the first inquiry to book with the Boltwood up until the last hours of our wedding celebration, we couldn't have had a better experience or more accommodating staff. If we could do it all over again, we'd book with them again & again. The wonderful staff, especially Catherine, made the whole process so easy and left no questions unanswered. They made our wedding even more special and memorable than we could have ever imagined. Don't wait to book with the Inn on Boltwood!
Stephanie G., a month 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.

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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
Beautiful event space with professional, helpful staff, and fantastic food
Laurie J., 4 months 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., 3 months ago
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BLDG 4 CT 

5.0

Manchester, CT
  • Up to 250 guests
  • Select services
  • Indoor & outdoor

BLDG 4 is a Connecticut historic event venue specializing in weddings, private parties and corporate functions. Our capacity for sit down is (250) and cocktail is (500)! We have ample amount of parking and we offer great amenities! We offer tables, chairs, support staff, indoor & outdoor spaces along with much more. All of our wedding packages include full access the day of and a wedding suite. You can also upgrade to our Penthouse Wedding Suite for those couples who need a bit more.

I cannot say enough wonderful things about Historic Events and Banquets! The venue itself has been so thoughtfully developed, with gorgeous details throughout and a clean, beautiful aesthetic that is perfect for weddings! But their team is...AMAZING. From the attention to detail, to the client experience they create, this is simply a wonderful experience for epic celebrations!
Teresa Johnson, 4 years 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, 4 months ago
GemHidden gem
The Church 

5.0

Hudson, NY
  • Up to 100 guests
  • Select services
  • Indoor
  • Starts at $2,500

Experience the beauty and elegance of this 1870’S historic church, now fully renovated and modernized for all your event needs. Our 2,500 square foot, freshly painted white and cream interior venue located in the picturesque Hudson NY offers a unique and stunning setting for weddings, parties, performances, dinners, photo + video shoots, and so much more… "The space can comfortably accommodate 100 invited guests and is equipped with a full modern kitchen for dining, professional spot lighting for image highlights, ample storage space, and two bathrooms for your guests' convenience. 30 ft high ceilings, hand-painted stain-glass windows with stunning natural light, and timeless architecture will provide a one-of-a-kind backdrop for any event. Our doors are open for your next special occasion in a space that is truly unforgettable. Please don’t hesitate to contact me if you would like to book this stunning location. Thank You

We cannot express enough gratitude for the exceptional wedding services provided by Milandou. Our wedding was held in the beautiful white church in Hudson, NY, and it was an event that we and our guests will never forget. The moment we saw the church, we knew it was the perfect location for our special day. The white exterior and classic architecture provided a stunning backdrop for our ceremony and reception. The church was immaculately maintained and provided ample space for our guests to comfortably celebrate with us. The staff were truly remarkable. They were professional, attentive, and went above and beyond to make sure that everything ran smoothly. From the setup to the cleanup, they ensured that every detail was taken care of and that we were able to enjoy our day without any worries. We highly recommend Milandou's Church to anyone looking for a beautiful space and exceptional wedding services. We are so grateful for the memories we created on our special day and we can thank your company enough for making it possible.
Johan & S., 2 years ago
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Harding Allen Estate 

5.0

Barre, MA
  • Up to 240 guests
  • Select services
  • Indoor & outdoor
  • Starts at $4,950

The Harding Allen Estate is a Central Massachusetts wedding venue, nestled in a Currier & Ives setting in the rural countryside. Only about 25 minutes from Worcester! Built during the Roaring Twenties, the magnificent mansion evokes memories of the style and opulence of that bygone era with its stunning architecture. Our walled gardens and variety of outdoor spaces for guests provide plenty of space for personalizing your wedding, whether you're looking for a glamorous or rustic event. It is a place that nourishes affairs of the heart until they blossom into great love stories. A place where couples declare their love for one another and embark upon their life "happily ever after."

Awarded Best of Zola
The Harding Allen Estate provided the perfect venue for our wedding day. As a small business, their communication was consistently prompt, genuine, and enthusiastic throughout the planning process. We toured the property three times before booking our date, but the 1920s architecture and beautiful gardens captured our hearts on the first visit. The incredible, unique estate contributed an unforgettable backdrop on our special day that wowed our guests. Friends flew in from across the country and couldn't imagine a more perfect venue. The quality and attention to detail of their work, combined with the fair value, left us thrilled that we booked Harding Allen. I received so many compliments and would enthusiastically recommend any couple consider them for their big day!
Alison P., 3 months ago
Oakholm Farm Estate 

5.0

Brookfield, MA
  • Up to 200 guests
  • Select services
  • Outdoor
  • Starts at $7,250

Welcome to Oakholm Farm! Discover our rustic-glam, charming location, and rich history. We value connection with our customers and hope to be a reliable friend during this special time. Weddings at the farm can be casual, spiritually inspired, or elaborate with elegance. Imagine exchanging hand written wedding vows under a rustic solid pine arbor, with a beautiful backdrop of the peaceful Lake Quaboag, surrounded by the beauty of the farm with your closest friends and family. Maybe you imagine your wedding party goers enjoying a late campfire, dance party, a lingering after party under a sky full of stars or in the estate game room.

We had a great experience with Oakholm Farm Estate, and truly feel we picked the best venue out of what we toured! From the start, we were informed and involved. I have over 100 emails back and forth with our appointed day of coordinator which really made the process of planning an out of state wedding as seamless as possible! Oakholm is such a beautiful place, they have so much to offer, and they very clearly know what they are doing which again made all of the planning, but most importantly, day of anxiety and stress free! I am so happy we went with Oakholm for our wedding :)
Emma F., 20 days ago
Farm Road Estate 

5.0

West Dover, VT
  • Up to 300 guests
  • All-inclusive
  • Indoor & outdoor

Imagine twinkling lights, farm-to-table fare, and your closest friends gathered under the expansive Vermont Sky. Farm Road Estate is the quintessential Vermont wedding destination uniquely suited to host weekend-long wedding celebrations and large events. Located in West Dover, VT near the base of Mount Snow, this stunning property is spread across 32acres, an easy drive from anywhere in New England. Farm Road Estate offers a variety of locations for all your wedding needs. We offer numerous ceremony locations: Beside the picturesque ponds, on the beautiful 1450 sqft bluestone terrace, or in our enchanted forest. Our newly renovated Great Room - once an 18th century sawmill - features exposed beams, wood floors, elegant chandeliers, and a large fireplace provides incredible ambiance for an indoor reception. We can also host up to 300 guests outdoors! Accommodations on-site for up to 96 guests! Come see why Forbes listed this property as one of the most romantic Inns in the world.

Where to even begin! The farm road estate team was phenomenal!! Leading up to the wedding Taylor addressed our every question and was extremely detail oriented. She helped share best practices from other weddings on site but was always supportive when we had our own unique vision. Everyone who worked at Farm Road was friendly and helpful to our guests. They were also ready to shift as unexpected things popped up (like a sudden downpour) and this helped us to relax and fully enjoy the weekend. Our guests LOVED Farm Road Estate too. They raved about the beautiful and cozy rooms, the wood beams and architecture through the Great Room, the delicious food at every meal, and the lovely grounds. We were really happy to have picked a venue where our guests could stay onsite so people had more quality time together. We would definitely recommend Farm Road to any couple looking for a special wedding weekend in Vermont!
Anna H., a month 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?

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