The Best Wedding Venues in Winchendon, MA

Tucked away within the stunning countryside of Massachusetts lies Fern Hill Barn, a picturesque and enchanting wedding venue. Once a dairy farm, the now award-winning location artfully blends old-world charm with modern amenities, creating a one-of-a-kind setting for unforgettable events. The versatile venue boasts both indoor and outdoor spaces. Explore the surrounding grounds, home to meandering trails, lush fern forests, and breathtaking views. Enjoy impressive features such as a stone fireplace, exposed beams, built-in bar, and onsite hair and makeup services. The quaint town of Spencer provides a small-town feel with convenient guest amenities. Fern Hill Barn is a flawless combination of natural beauty and luxurious comfort, resulting in a memorable celebration. Let Wedgewood Weddings' experienced team and all-inclusive packages guide you to make for a stress-free and fun planning experience.

Hidden Hills Estates is located in the beautifully scenic town of Rindge, New Hampshire right on the boarder of Massachusetts. The Estates is a hidden gem surrounded by woodland and just minutes away from gorgeous national memorials and state parks. ​ We have three picturesque venues each with their own elegance and charm surrounded by pristine grounds of fragrant gardens. The Estates is nestled near Mt. Monadnock, with distant views which makes for beautiful sunsets. We have over 35 years of experience. We started from nothing and built this incredible venue one wedding at a time. We have 3 beautiful options for your reception . We are now celebrating our second generation of weddings referred by our first brides and grooms. We operate on the mindset that you are only as good as your last wedding, so every wedding must be perfect, we are continually striving to be the best for you.

The Colonial Hotel, is one of Central Massachusetts’ most romantic hotels & wedding venues. This 112 room hotel, idealizes New England charm & quintessential hospitality. Known for their expertise in event planning, this property hosts around 100 weddings and corporate events a year. This casual venue attracts guests from Massachusetts & Southern New Hampshire on wedding weekends, and business travelers from Tyco International throughout the week. With a restaurant and catering service onsite, The Colonial Hotel provides unparalleled service & event expertise for their guests. The Colonial Grille, offers a variety of functionality from rehearsal dinners to birthday parties and everything in between. The restaurant provides a local draw from the Gardner, MA area and contributes to the property’s off-season push throughout the months of January – March.

Milliken Manor sits right at the foot of Mount Monadnock and hosts incredible mountain views. With numerous event venues and weekend long rental, you can host as many events as you would like! The Manor is rich with history, and is in a beautiful, luxurious condition. It features a large eat in kitchen, formal dining room, ample sitting rooms, seven bedrooms each with their own bathroom, a game room and swimming pool. Additional accommodations include a farm house with four more bedrooms! The 2500 square foot barn is renovated to perfection with classy gold lighting features, a built in bar and large picture windows. Just outside the barn is ample land for a beautiful ceremony set up, an outdoor patio for cocktail hour and a covered pavilion. There is a great security in knowing you have a rain plan here. All of the event spaces include tables and chairs!

Four Winds Farm is a family-run boutique event space centered around an antique barn. The Barn is decked out with antique decor and has two large fireplaces to help create a cozy New England atmosphere. Four Winds Farm is over 300 acres of land in Southern New Hampshire including forests, rolling hillsides, mountain-views, a wetland walking trail, and all the fall foliage your guests can handle. Our 1700's barn was converted to being a center for theater and productions in the early 1900's and features a fantastic backdrop from a 1920's production. It is lit up with market lights and antique lanterns. We provide round tables and white chairs to be set up however you choose, and we can accommodate whatever vendors and catering you prefer. The grounds of the estate offer magical maple tree ceremonies with mountain vistas, a sunken garden cocktail hour, and an enchanting rehearsal dinner spot. We offer single and multi-day packages so you can keep it simple or make it grand!

Harrington Farm combines the perfect combination of rustic and modern touches to help create the perfect setting for your wedding day. A mix of beautiful indoor and outdoor spaces insure you get to share the beauty of the surrounding grounds with the comfort of an indoor reception. Our sixty-acre property features fragrant gardens, tranquil ponds, a rolling meadow that can provide stunning sunset photography, abundant patio space, and an elegantly renovated barn that dates back to 1763. Let our seasoned planning experts help you design a guest-friendly celebration that captures the season’s natural beauty and your unique style.

DoubleTree by Hilton Leominster offers an elegant and versatile setting for your wedding celebration. Located in central Massachusetts, this venue features expansive indoor and outdoor spaces, including a grand ballroom and a garden pavilion. Their dedicated wedding coordinator ensures every detail is tailored to your vision, from personalized catering options to seamless event planning. With comfortable accommodations for you and your guests, DoubleTree by Hilton Leominster provides a memorable backdrop for your special day

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."

Located in Barre, Massachusetts, in the heart of New England, Hartman’s Herb Farm is a local farm, with greenhouses, gift shop, an event venue, and bed and breakfast. Because we have our own farm, green houses, and kitchen, Hartman’s Herb Farm is an all-inclusive location for weddings and events. For more than 40 years our family-run business has been providing event planning, accommodations, floral arrangements, cakes, and a farm-to-table menu for gatherings of all kinds.

On behalf of the Innkeepers, we would like to congratulate you on your engagement. The Bull Run has been a Tavern for nearly three centuries and locally owned and operated by our family in Shirley for more than 80 years. We know that personalized service, attention to detail and our one-of-a-kind atmosphere will make this special time in your life memorable. Our philosophy is to offer you this historic setting with the most modern conveniences. The Bull Run is listed on the Massachusetts Register of Historic Places and we are a 3-star Green Certified Restaurant committed to sustainability. We look forward to the opportunity to make your vision a reality.

Elegance and New England charm flourish at the Chocksett Inn, making it one of the most sought after wedding locations in Massachusetts and the perfect setting for your wedding and surrounding events. Our luxurious wedding venue offers a selection of spaces for your wedding and surrounding events, including a romantic garden with gazebo and a luxurious ballroom that can accommodate up to 250. Our dedicated and experienced staff will make planning hassle-free. We have 27 intimate rooms and suites perfect for the wedding party, family and guests. In addition to our luxurious ballroom and romantic garden that includes a gazebo, the on site Chocksett Cellar Grille also has private event space that is perfect for your event. Whether you are planning a large wedding or an intimate family affair, consider the Chocksett Inn for a memorable event!

Allrose Farm is an affordable, Rustic wedding venue in New Hampshire, on the border of MA. Listen to the pond fountain babble while sipping mimosas in your private bridal dressing suite! Have an outdoor ceremony and cocktail hour, surrounded by Lush Gardens & Stone Walls. Enjoy dinner with your loved ones in an Antique Barn, Complete with Two Story Stone fireplace and elegant chandeliers Venue rental includes all the following, for FREE! -Heating & Cooling -Bose Sound System -On Site Ceremony -Ceremony Benches -Cocktail Tables & Chairs -Farmhouse Dining Tables (handmade by Allrose!) -Premium Cross Back Dining Chairs -Catering Tent & Prep Tables

Thank you for considering the Devens Common Center as a host site for your big day!!! All of our wedding packages can be custom-tailored to suit your individual preferences. We would be more than happy to assist you with creating the perfect package just for you and your fiancé! We can accommodate wedding receptions and ceremonies ranging in size from 50-350 people in our Grande’ Ballroom. Host your ceremony in the Grande’ Ballroom, outdoors, on the patio, or lawn and treat your guests to cocktail hour in our elegant Foyer, Fireplace room, and Piano Lounge. Whichever space you choose, make sure to capture your perfect day with photos in the bridal garden or bridal lounge area! You and your guests can also make your way to our grand staircase in the Piano Lounge, where you will find an enclosed walkway to SpringHill Suites Marriott, offering comfortable accommodations for the bridal party and out-of-town guests. Inquire today to tour our venue to see all that it has to offer!

The Herb Lyceum offers celebrations amidst the gardens and grounds of the Gilson Family Homestead. Located in scenic and historic Groton, Massachusetts, this enchanting farm comprises four acres of fragrant herb gardens, greenhouses, and flowering trees. Our country site provides a cozy setting filled with rustic charm for your most special events. Couples come to us for our excellent farm to table fare as well as our beautiful natural surroundings. Our wedding packages are designed for a stress free and seamless experience from first planning meeting to the very end of the big day (or weekend!)

The Groton Inn is a boutique wedding venue nestled in the heart of historic Groton, MA, where timeless New England charm meets modern elegance. Steps from Main Street and surrounded by scenic landmarks, it offers a beautifully refined backdrop for your celebration. With 6,500 square feet of indoor and outdoor event space, the Inn provides a variety of settings for your day—from vow exchanges on the Lawn overlooking rolling Gibbet Hill to cocktails by the courtyard fireplace or quiet moments on the classic brick porch lined with wooden rocking chairs. Receptions unfold in the Prescott Room, featuring 1,600 square feet of sophisticated space, a private patio, and a built-in bar staffed by professional mixologists. Dedicated to exceptional hospitality, The Groton Inn offers onsite coordination, in-house catering, event rentals, and convenient room blocks to ensure you and your guests enjoy a seamless, memorable stay.

Nestled on 54 acres in the mountains of Francestown, NH, the Blue Bear Inn is a charming, historic property perfect for a full wedding weekend. Couples love the cozy fireplaces, beautiful views, and relaxed vibe. With plenty of indoor and outdoor spaces, plus thoughtful hosts (hi, we’re Carrie and Bobby!), it’s a place where people can truly connect, celebrate, and make lasting memories.

Set in a beautifully renovated and restored 100-year old barn overlooking rolling hills of conservation land, the Barn at Gibbet Hill is one of New England’s most unique venues for weddings and special events. The Barn offers rustic elegance with unparalleled views. The first wedding at The Barn at Gibbet Hill took place in 2002 when Jed and Asia’s fantastic outdoor wedding plans got rained out. Back then the Barn was completely unrenovated – hay bales were moved to the edge of the room and the tractor had to be parked outside so a makeshift wedding aisle could be made. After witnessing the undeniable magic of that day, the idea to transform the Barn into a permanent wedding venue began to take hold. Two years later, after a massive renovation of the Barn was completed, The Barn officially opened for business. And two years after that, CBS-4 crowned the Barn the best wedding venue in the Boston Area!

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. Our 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. We would also love to put you in touch with our preferred caterer, Wheelhouse.

Experience the charm and elegance of our classic country estate wedding and event venue. Discover the perfect backdrop for your special day, surrounded by picturesque Nestled in the secluded countryside of Holden, Massachusetts. Stonehouse is over 125 years old, built in the late 1800’s. It was originally built as a stucco home, in what was an area of parceled farms. Over time, the house was expanded and was eventually converted into a stone estate. The house fell into disrepair and in 1994, came into our guardianship. We have been working ever since to return it to its former glory. Stonehouse, with its arched windows, and open porches, would serve as a picturesque backdrop for any function. We have a luxurious indoor space that accommodates 70 guests. For weddings exceeding 70 guests your even takes place in a pristine Century Pole tent. *Stonehouse On The Hill requires you book one of our approved caterers for food and beverages for your event.*

Bay Path Barn is a rustic wedding venue in Boylston, Massachusetts. Set on the charming site of a rural farm, this spacious event facility makes a beautiful place to say "I do." Couples who marry here can look forward to celebrating with guests in the tastefully renovated barn and the surrounding farmstead grounds.

An unforgettable wedding deserves an unforgettable setting. Nestled in the heart of Central MA., Cyprian Keyes offers a timeless New England backdrop for your perfect day. From your first kiss to the last dance, savor every moment, every exquisite bite, every charming detail. When it comes to celebrating love, the choice is Cyprian. We can accommodate up to 200 guests in our Spring Garden Ballroom, and the 19th century Music Room is ideal for cocktails, showers, or rehearsal dinners. Both function rooms have vaulted ceilings, chandeliers, and private patios overlooking the golf course and grounds. Our facility is a favorite MA wedding venue, whether you're looking for the grandeur of the ballroom with its private bar and permanent dance floor, or the intimacy and elegance of the wood paneled Music Room, our staff will be happy to accommodate your needs. Our amenities also include a bridal suite with an outdoor balcony, indoor/outdoor ceremony sites, onsite event planner and catering.

At LaBelle Winery, we understand that every couple has unique dreams for their special day, and we are dedicated to bringing those dreams to life. Whether you’re planning an intimate elopement, a destination, simple or grand wedding, LaBelle Winery Amherst is the perfect venue for your once-in-a-lifetime celebration. Our picturesque vineyards provide the perfect backdrop for your celebration, with stunning views and a tranquil ambiance that will leave you and your guests breathless. Winemaker Amy LaBelle and an award-winning architect created our refreshingly distinctive venue spaces. Our team of wedding experts will assist you in curating an unforgettable experience for you and your loved ones from start to finish. Our award-winning wine, exceptional cuisine, carefully orchestrated details, and extraordinary service will exceed your expectations!

Weatherhead Hollow is a historic Vermont farmstead created for unhurried wedding weekends. Exchange vows beneath an ancient maple tree, gather for cocktails and lawn games in the barnyard, and celebrate in a restored bank barn – a rare Vermont design built into the hillside. Couples have exclusive access to the property for a multi-day stay, with space to host several moments across the weekend rather than compressing everything into a single day. We host just 12 weddings each year (May–October), each reserved as a private, three-night experience. Your stay includes on-site accommodations for up to 12 guests, along with full access to the barn and grounds. Weatherhead Hollow is best suited for couples who value time, flexibility, and ease – and who want the freedom to shape their celebration at their own pace. Outside of weddings, the farmstead offers fully funded artist residencies — a commitment to beauty, care, and craft reflected throughout the property.

Experience the cathedral-like ceilings and hand-hewn beams of the historic North Barn. With water views and a seating capacity of 250, this majestic barn opens onto a one-acre grassy square surrounded by nine historic buildings and 500 acres of forests and farmlands. Whether you’re looking for a tented reception, an intimate elopement amongst the trees, or something in between, We have a variety of indoor and outdoor spaces that accommodate celebrations of 2 to 500 guests. Retreat Farm has unmatched experience creating magical events with long-standing relationships that give you access to coveted craft beverages, sought-after caterers, and the region’s best entertainment and musicians. From multi-day events to intimate elopements, you can design your day exactly as you imagine. Whether you’re looking to host a welcome reception, casual fire-side gathering, rehearsal dinner, or tented reception — we can make it happen. Book today and receive a $75 gift card to Retreat Farm Market!

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.

Of all the events that happen in your lifetime, your wedding will be the most romantic. You’ve no doubt been dreaming about what your wedding should be like all of your life. Since the time you were a child, you’ve probably had fantasies about it – what you and the attendants will wear, the magic scenery of the spot where you’ll say your vows, the delicious cuisine that your guests will eat, the flowers, the music.

With over 30 years combined experience in hospitality, you can trust the experience of owners, Kristen and Frank Riley. Together they are committed to tailoring your wedding day the way you have always imagined. Stone Garden offers excellence, both as a stunning venue space and with the services we provide. Clients can choose from our wedding planning services, or customize their own. We provide bar services as well. When you celebrate your special occasion with us, we’ll accommodate all of your wedding planning needs, with the entire Stone Garden team here to serve you.

The 571-acre Scott Farm, a The Landmark Trust USA property, is home to 130 varieties of ecologically-grown heirloom apples and other fine fruits, a seasonal Farm Market, and the Apple Barn Event Center. All 23 buildings on the property are listed on the National Register of Historic Places. A popular wedding venue, the farm is surrounded by four authentically-restored historic year-round vacation rental properties accommodating up to 22 guests—one of which is Rudyard Kipling’s Naulakha where he penned the Jungle Book. The Stone Trust Education Center, located in the 1862 Barn, showcases beautiful, unique dry-stone wall installations around the property. The Apple Barn accommodates up to 120 guests, has a commercial kitchen, three restrooms, one is wheelchair accessible. Overlooking the farm and mountains, a delightful spot for special occasions, rehearsal dinners, and wedding receptions. Exchange vows in the Courtyard or by a pond overlooking the apple orchard and stonewalls.

Having all your friends and family in the same place at camp for the entire weekend celebrating together makes for a perfect event. Windsor Mountain hosts several weddings each year for couples who are looking for a one-of-a-kind wedding experience where you can go as traditional or casual as you would like. A place where family and friends can all stay and celebrate together.

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.