The Best Wedding Venues in Cheshire, CT

Located in Moosup, Connecticut, Hope Lodge Venue is a unique event space. Perfect for celebrations, it has 2 floors of 5000 square feet of beautifully renovated space in a building bursting with historic charm. On the top floor, couples will encounter a wood ceiling, barn doors, gold chandelier and a huge stage. Combined, these elements can create an atmosphere like no other. On the lower level, couples will find an industrial but chic rustic space with large windows, full bar area and a bridal suite. We are also happy to share that we now offer access to our in-house speaker system, available on both floors and easy to use via Bluetooth perfect for setting the mood for your event.

The Lake House catering facility is located within steps of its own private lake. Situated on over 19 acres, privacy and sophistication adorn you from the moment you arrive. Designed and built to capture unsurpassed lake views from every seat, The Lake House delivers the finest service and cutting-edge cuisine to satisfy the most discerning of palates.

The Mountain Room at Mount Southington strives to create the perfect day for our Brides and Grooms by providing rustic chic amenities at an affordable price. Our Mountain Room is warm with wood accents, lofted ceilings, beautiful arching beams and one ceiling-to- floor glass wall from which there is a stunning view of our grounds. Ceremonies can be held outside on our spacious lawn and cocktail hour can be held on our vast patio.

From the moment you and your guests step foot onto Millpond Gatherings property, you will be awed by all you see. With gorgeous spaces to enjoy, your wedding will flow seamlessly throughout the venue. The main venue area is an idyllic setting for your nuptials. Its open layout allows for maximum customization and self-expression. The wooden beams and glossy flooring serve as the perfect backdrop, while the chandeliers warm the space with golden light. When you book Millpond Gathering, you will be delighted with the privacy and exclusivity you experience on the day, as they only host one wedding at a time. The onsite team will be on hand throughout your event to ensure that everything runs as smoothly as possible. Using only the freshest ingredients, your guests will enjoy a feast like no other, even using meat from their personal cattle farm up the road.

Step back in time and say "I do" surrounded by over 100 years of carousel art and history at The Carousel Museum in Bristol, CT. We are a unique venue for unique couples. Housed in a beautifully restored post-and-beam factory from 1901, the museum boasts a fascinating collection of intricately carved animals, and memorabilia from the golden age of amusement parks. Host your ceremony with us at no additional charge. The celebration continues in the charming ballroom upstairs with sparkling Venetian crystal chandeliers and ample dance floor, it's the perfect space to dance the night away. Choose your own caterer and vendors to bring your wedding vision to life. Your rental includes a full day of set-up, tables and chairs, and your celebration supports the museum's mission to preserve and restore these works of art for future generations to enjoy. ​Experience the timeless charm and beauty of The Carousel Museum as you celebrate your love and create memories that will last a lifetime.

The Barns At Wesleyan Hills is a historic wedding venue located in Middletown, CT. With glorious topiary and glistening ponds on the grounds, this one of kind barn offers beauty both inside and outside its walls. This venue accommodates one wedding per day, allowing couples to enjoy this spectacular location and the surrounding grounds at ease. Our award winning team of professional wedding planners, chefs, wedding coordinators and mixologists are here to help make planning and celebrating your wedding a breeze! Your guests will be in awe of the timeless one of kind beauty paired with award winning farm to table cuisine and the best hospitality in CT. We are ready to help tell your story and ensure you have the best wedding ever - we are just a call, text or email away!

Who doesn't love a party, and we're here to help you pull it off. Our farm gives you tons of space to spread out and enjoy the day. With multiple buildings on-site and sweeping scenic views, everyone's going to have a great time.

A magnificent, breathtaking landmark, Bill Miller’s Castle has served as an elegant venue for weddings, corporate events, and special occasions. Meticulous attention to detail, natural stonework, exposed reclaimed beams, an antique bronze bell weighing more than one ton, and rare antique furniture create a beautiful backdrop for any event or special occasion. Featuring five working field-stone fireplaces, three-story cathedral ceilings, ornate stained glass windows, crystal chandeliers, and a large dance floor; the grandeur of Bill Miller’s Castle will make your guests feel truly extraordinary from the moment they walk through the door.

Woodwinds at Gastler Farm is a stunning wedding venue in Durham, CT. Woodwinds Catering of Branford, Connecticut, brings over 50 years of experience to the wedding and catering industry to the beautiful Gardens and Farm Scenery of Kalmia Garden at Gastler Farm in Durham, CT. These two family-run businesses make All Inclusive Farm Wedding dreams a reality!

Tucked into the quiet shores of Lake Zoar in Monroe, Connecticut, the Waterview boasts an award-winning reputation for excellence and elegance in a very private setting. Our very private and meticulously landscaped facility is nestled between two distinctly romantic gardens, and comprises two private ballrooms for pampering guests.

Where the castle meets the river, Saint Clements Castle & Marina, is Connecticut’s premier wedding and event venue in Portland. Situated along the banks of the river, each of the three unique event spaces provide a picturesque and scenic backdrop of the riverside and lush greenery while outdoors. Inside, you will find newly renovated historical charm for a variety of special events, including weddings, showers, corporate meetings, and other celebrations. Saint Clements Castle has earned a reputation of an elevated and enchanting setting perfect for all things in life worth celebrating. Saint Clements Castle and Marina’s location, in central Connecticut, is easily accessible as a midpoint from the New York City and Boston areas.

Wyndcrest Estate is a wedding venue located in picturesque Bethlehem, CT. The newly built rustic-style barn is positioned on top of a hill, overlooking a beautiful equine facility. This stunning property can host up to 250+ guests and features a gazebo for cocktail hour, spacious lawns for yard games, and new ceremony building! Wyndcrest Estate Venue is set up a bit differently, which is something we pride ourselves on! We are exclusive in the sense that we host only one wedding a weekend and we give wedding parties the entire weekend to enjoy their big day! This includes the day before for set up and rehearsal, the day of for the event, and the day after for cleanup. Additionally, onsite housing allows for the parties to gather throughout the entire weekend. We do not have a preferred list of caterers, in order to allow you to chose however you would like to celebrate your wedding. We also allow special requests such as dogs, bounce houses, mobile bars, etc.

Nestled in a scenic nook of Branford, The Owenego has welcomed guests to Connecticut’s spectacular shoreline since 1847. Often referred to as a “hidden gem,” the inn is steeped in history, while offering the amenities of today. Beautifully situated on a grassy knoll that overlooks expansive views of Long Island Sound, The Owenego is a uniquely beautiful location in which to say, “I Do!” to a lifetime of tomorrows.

Tucked away on a beautiful working farm, Witsend is where timeless charm meets relaxed elegance. Our property centers around a thoughtfully restored farmhouse that feels both welcoming and refined — the kind of place that instantly feels like home. With light-filled rooms, classic architectural details, and serene views of the surrounding land, the house serves as a stunning backdrop for getting ready, intimate moments, and meaningful gatherings throughout the day. Outdoors, the open landscape creates a naturally romantic setting for ceremonies, cocktail hours, and celebrations under the sky. Whether you’re envisioning something effortlessly simple or beautifully styled, Witsend offers a peaceful, private space where your day can unfold with ease, intention, and unforgettable moments.

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.

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.

2025 USA TODAY 10BEST: - Best Waterfront Hotel #4 - Best Hotel Restaurant #3 Madison Beach Hotel is an award winning beachfront hotel - classically elegant wedding venue in charming Madison, Connecticut. Part of Hilton's signature Curio Collection, our four diamond Hotel offers an exclusive location on the Long Island Sound to celebrate the wedding of your dreams. Whether you plan on sauntering barefoot across our private beach, or exchanging vows on our manicured lawn, Madison Beach Hotel offers unparalleled natural beauty as the backdrop of your wedding day story. Inside the Hotel, guests enjoy sweeping ocean views from the Grand Ballroom, exquisite award-winning cuisine, and 32 luxurious guest rooms and 2 suites. We take pride in our discerning service standards and authentic hospitality. In fact, we have an entire wedding team dedicated to working closely with you to plan each step of the way. After all, these memories last a lifetime!

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.

Castle Hill Farm is a family wedding and event venue, nestled within the town of Newtown. The farm has gardens, hay fields, a greenhouse, and pastures of cows that serve as a rustic backdrop for your outdoor wedding. We have set the stage for your wedding, however, we allow you to make it your own. We are located in a scenic part of Newtown, in the southwestern part of Connecticut, only minutes away from the historical Newtown's Center and Flagpole. The farm atmosphere embraces the feeling of a past time where life was genuine and simple.

Welcome to Smith Farm Gardens Countryside Venue, a family-owned historic 15-acre estate located in East Haddam, CT. Step back in time to experience the grace and grandeur of an earlier era. Our charming New England property includes an 18th-century farmhouse with expansive green lawns, flower and vegetable gardens, an apple orchard, and walking trails among many other features, all providing the perfect backdrop for your dream wedding or special event.

Choosing the right location for your wedding is one of the most important and often the most challenging decisions to make. Let your imagination run wild at Connecticut’s Beardsley Zoo! Celebrate your special event in one of three unique spaces, including our Victorian Greenhouse, rustic Hanson Building or large Carousel Building with an indoor working carousel. Whether it’s your ceremony, reception, or rehearsal dinner, we are sure to have a venue to meet your wedding vision!

Welcome to the Inn at Mount Pleasant! We have a barn for a rustic wedding, an inn for 10 guests, and beautiful New England views. We offer numerous scenic ceremony locations, a firepit, bistro lighting and chandeliers, farm tables, and much more!

Imagine saying "I do" on a hilltop surrounded by rolling vineyards, golden light filtering through maple trees, and 40 acres of New England countryside stretching behind you. That's your wedding day at Priam Vineyards. Set in Colchester, Connecticut — just 20 minutes from Hartford and minutes from the shoreline — Priam is an award-winning, family-owned vineyard where every celebration feels intimate, no matter the size. Exchange vows in our Bluebird Pasture with up to 300 guests under open sky and vine-covered hills, or gather up to 75 for a warm, light-filled ceremony inside our charming winery. We take care of the details so you can stay in the moment. Our all-inclusive site package includes a bridal suite, elegant tent, tables and chairs, full setup and breakdown, a firepit for late-night conversations, and connections to top local caterers who can match any style and budget. Come walk the property, stand where you'll say your vows, and feel it yourself. Schedule your tour today.

The Candlewood Inn is a stunning waterfront venue located in Brookfield, CT. Imagine your ceremony overlooking panoramic views of the lake and surrounding hills, a sunset cocktail reception on the lakefront lawn, and a gorgeous ballroom with arched windows allowing natural light and stunning views of the shimmering lake. Crystal chandeliers adorn the ballroom and cast a warm glow over the festivities. Our event team has more than 20 years of experience on property and will design a beautiful celebration for you and your partner. Led by our Executive Chef and in-house culinary team, the reception package offers a five-hour event with a premium open bar, butler passed hors d’oeuvres, cocktail hour stations, plated dinner or dinner stations, tiered cake and coffee. Our team is eager to help you create the perfect event, and will pull out all the stops to ensure a flawless and fabulous night.

If you imagine a waterfront venue on your wedding day, then look at what the Water’s Edge Resort & Spa offers. Less than two hours from New York and Boston and under forty-five minutes from Hartford, Water’s Edge has been hosting the most memorable bridal showers, rehearsal dinners, ceremonies by the beach, and receptions in our ballrooms for decades. Traditional or unconventional, festive or formal – a view of the water complements any wedding. With the one-of-a-kind backdrop provided by the views of the water, it’s easy to see why Water’s Edge is a perennial wedding destination in Connecticut.

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

The Salem Herbfarm Offers a delightfully unique venue in the heart of New England. For your wedding or special event, take advantage of our beautiful grounds and peaceful gardens for your enchanting ceremony and pictures. Our spacious lawns and gardens offer you and your guests ample opportunities for relaxing strolls and quiet conversation before venturing into our rustic, 1867 barn to enjoy an elegant dining experience. You and your guests will always remember the quiet conversations and romantic dancing as the sun sets over The Salem Herbfarm and your new life together begins.

Let our experienced wedding professionals help bring your vision to life with old-world elegance and seaside charm. Saybrook Point Resort & Marina has an amazing reputation for handling weddings of all sizes and styles. With several options for your ceremony, cocktail hour, and reception, you can leave all the details to us.

“The Quintessential Hudson Valley Farm Wedding Venue” Nestled in Quaker Hill, a small hamlet northeast of Pawling, NY, Kirby Hill Farm offers a rustic-styled wedding backdrop on a sprawling countryside. Kirby Hill farm is a unique and beautiful equestrian farm just an hour north of New York City. It offers horse enthusiasts the finest boarding, training & recreational options for nearly every discipline and skill level. The estate is complete with indoor riding arenas, horse barns, paddocks, riding trails, an outdoor event field with observation pavilion and clubhouse. With over 250 majestic acres, you will find yourself surrounded by beautiful outdoor landscapes, a few breathtaking ceremony sites to choose from, and newly renovated barn overlooking our pristine grounds. From intimate celebrations to large formal occasions, Kirby Hill Farm couples farm elegance and modern celebration in a country setting with many picture-perfect spots to capture your special moments.

We have a gorgeous rustic indoor space that easily accommodates 100 people. We have two outdoor patios, one covered and one partially shaded with sails, overlooking the lush vineyard. We also provide all the tables and chairs.