The Best Wedding Venues in Chester, CT

Located in West Sayville, NY, Mansion at West Sayville is a historic waterfront venue that hosts weddings and other milestone events. The management of this exquisite facility invites you to hold your special celebration in this setting with sweeping views of the Great South Bay. You and your loved ones can anticipate festivities with a private club ambience - a truly remarkable backdrop for your important day.

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.

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.

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.

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.

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!

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 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.

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!

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.

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.

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.

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!

Gather 360 is not your typical wedding venue- and that's exactly the point. Once a neighborhood auto body shop, this space has been reimagined into southeastern Connecticut's most distinctive boutique venue. Step inside to discover warm wood tones, soothing blue floors, soaring exposed beams, and dramatic dark ceilings that create an atmosphere unlike anywhere else. But the magic doesn't stop at the walls. Our signature black-framed garage doors swing open to reveal a stunning outdoor oasis: a pergola with intimate seating, flickering fire pits, meandering garden pathways, and lush rose gardens that bloom with possibility. Inside, three flexible bays adapt to your vibe: -A show-stopping farm table imported from Turkey, perfect for intimate seated dinners -A cozy lounge section with rich leather furnishings for cocktails and conversation. -Open space ready for dancing, dining, or whatever your celebration demands.

We are a fully operating flower farm. We offer blooms by the bucket for events, and also offer flowers and vegetables at a roadside stand. The flower field is a crowd pleasure and perfect opportunity for beautiful photos.

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.

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.

A home for weddings, celebrations, or the perfect sound side cocktail party, Sound View Greenport is the newly renovated, boutique Resort on the North Fork, with the ability to host events up to 200 guests (with a full venue buyout) or a small intimate wedding in our Library room, up to 50 guests. The convivial atmosphere and timeless charm of our spaces and grounds will provide you and your guests with memories to last a lifetime. Whether it is saying “I Do” on our private beach or celebrating a bridal shower or rehearsal dinner in our cozy library, our catering team is on hand to create a tailor-made event for your enjoyment. The Halyard can accommodate a seated wedding with dance floor for up to 120 guests and can offer a cocktail style reception for larger groups up to 150. Create the wedding weekend of your dreams.

Inside or out, a wedding at the Peconic Bay Yacht Club is a romantic affair. The manicured grounds and great lawn overlooking the Peconic Bay are ideal for your picturesque ceremony or tented reception. The building offers a variety of venues to accommodate your party’s style and guest list.

Located on beautiful Shelter Island overlooking Coecles Harbor, The Ram's Head Inn has breath-taking water views. The hotel features 17 guest rooms, a private beach, hammocks and adirondack chairs for our guests. The restaurant features the best in local fare with food coming almost exclusively from the east end of Long Island or from the Chef's garden.

Nestled along the shores of Long Island Sound, Amarante's Sea Cliff is a premier Connecticut waterfront wedding venue. With breathtaking water views, elegant event spaces, exceptional cuisine, and personalized service, we provide couples with an unforgettable setting for their special day. From romantic waterfront ceremonies to beautiful receptions overlooking the Sound, every wedding is tailored to reflect each couple's unique vision. Our all-inclusive approach creates a seamless planning experience while our experienced team helps bring every detail together. Whether you're planning an intimate celebration or a grand reception for up to 280 guests, you'll find stunning photo opportunities, outstanding hospitality, and a coastal atmosphere your guests will never forget. At Amarante's Sea Cliff, we're honored to help couples celebrate one of life's most important moments in a setting as memorable as their love story.

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.

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.

Founded in 1929, Mystic Seaport Museum is the nation’s leading maritime museum—and one of Mystic’s most visited attractions—created to gather and preserve the rapidly disappearing artifacts of America’s seafaring past. This19-acre destination is comprised of numerous on-site eateries and food outlets, as well as a robust offering of private dining and event spaces. It also includes a recreated New England coastal village, a working shipyard, formal exhibit halls, and state-of-the-art artifact storage facilities.

Delamar Mystic is a luxury hotel and wedding venue in Mystic, CT, radiating elegance and sophistication. You and your partner can tie the knot in a stunning, maritime setting overlooking the Mystic River and Seaport. For those staying in-house for the celebration, the hotel offers breathtaking waterfront views thanks to floor-to-ceiling windows in each of its 31 rooms and suites. The guest-only swimming pool will allow you to relax before or after your momentous occasion. Delamar Mystic offers unique event spaces that enable discerning couples to create a day tailored to their every need. With a breathtaking ballroom, a waterfront terrace offering river views, and spacious elevated patio and grand lawn for outdoor ceremonies Delamar Mystic embodies the charm and elegance of an unforgettable wedding destination. Contact us today to learn more about what the venue offers and to book your once-in-a-lifetime event in a brand-new, stylish location.

The Haley Mansion, located in the heart of Mystic, Connecticut, is a historic estate that offers a truly unforgettable setting for your wedding day. Originally built in 1904, the mansion seamlessly blends classic New England charm with thoughtful modern updates, creating an atmosphere that feels both timeless and inviting. The property provides a variety of picturesque spaces for every part of your celebration. Say “I do” in the secluded garden, framed by lush greenery and natural beauty, then dine and dance the night away under the elegant marquee—an open, adaptable space perfect for personalizing your reception. The mansion’s unique character and scenic views set the stage for a day that’s truly special. With all-inclusive packages, in-house catering and bar service, and a dedicated planning team to handle every detail, the Haley Mansion allows you to focus on what matters most—celebrating your love story in a place as special as the moment itself.

Deans Mill Farm is a historic, picturesque venue in the heart of Stonington, CT, offering multiple event spaces—including full onsite accommodations, open lawns, charming farmhouse, and lush gardens. Couples love our flexibility to bring in their own rentals, décor, and vendors, making each wedding completely unique. With on-site getting-ready areas, endless photo-worthy backdrops, and options for both intimate gatherings and large celebrations, the farm is the perfect blend of charm, versatility, and natural beauty.

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.

Tucked away in the picturesque countryside of Preston, CT, Maple Lane Farms offers a charming and serene setting for your wedding day. Spanning 325 acres of natural beauty, this historic farm has been cultivating Christmas trees, lettuce, and other crops since 1978. Now, its beautifully restored barn and 18th-century colonial-style house provide a warm and inviting space for couples to say "I do." One of the farm’s most cherished offerings is exclusive access to the property for the entire weekend, allowing couples to relax, enjoy, and celebrate without feeling rushed. Maple Lane Farms is conveniently located near many hotels as well as the two largest casinos in the world, Foxwoods and Mohegan Sun.

Pachaug Cottages hosts a lakeside 40x60ft heavy timber frame pavilion and seasonal cottages to host your wedding! Conveniently located near the Rhode Island / Connecticut border on Pachaug Pond, the property is within driving range of several international airports (Providence, Hartford, Boston). Contact us today to book a tour!