The Best Historic Estate & Mansion Wedding Venues in Trumbull, CT

Our Master and Signature Suites are the ideal getaway retreat for that perfect occasion. In an effort to ensure that our guests enjoy their stay, we offer luxury accommodations, complimentary high-speed internet access, and courtesy discounts towards the Stony Brook Village Shopping Center.

Now booking 2026 weddings – limited peak season dates remaining. Located in the heart of Redding, Connecticut, The Spinning Wheel is a romantic New England wedding venue offering garden ceremonies, rustic indoor receptions, and seasonal cuisine. Couples love our historic charm, outdoor cocktail patio, and cozy indoor fireplaces for fall and winter weddings. Come meet our family and explore our beautiful grounds yourself – we can’t wait to meet you!

Designed for entertaining by renowned architect, Cass Gilbert, The Garden House at Keeler Tavern Museum in Ridgefield, Connecticut charms in a manner that is once lavish, classically beautiful, and intimate. Step into a world of gorgeous gardens, lush landscapes, and intimate reception surroundings. Experience the distinction and elegance your special event deserves. The Garden House offers indoor and outdoor spaces, making your event as inspired and memorable as you imagine it to be. It is exclusively yours on your wedding day.

If you have always envisioned a wedding in an elegant and unique historical location, The Elm City Club is the perfect venue for your special day. Nestled on the Green in the heart of downtown New Haven, our historic venue combines timeless beauty with modern amenities creating an unforgettable experience for couples and their guests. Whether you are planning an intimate gathering or a grand celebration for up to 175 guests the Club can accommodate your vision.

The Estate is a one-of-a-kind historic wedding venue set on 12 serene acres in New Haven, Connecticut. A restored 1804 mansion holds centuries of character create an exceptional setting for celebrations that feel timeless and deeply personal. With the property exclusively yours for the day, The Estate offers endless opportunities to create a bespoke celebration from beginning to end. The historic mansion hosts cocktail hours, hors d’oeuvres, or intimate indoor receptions for up to 150 guests, while elegant parlors, a vintage-meets-modern bar, and two private wedding suites provide welcoming spaces for gathering and pre-ceremony preparations. Outdoors, The Estate’s sailcloth tent seats up to 200 guests for dinner and dancing beneath soaring peaks and warm bistro lighting. Ceremonies often take place on the Great Lawn or at the edge of the vineyard, with a bocce court, fire pit, covered pergola, bluestone terrace, and the century-old Pub House adding character throughout the grounds.

Romantic, stately and serene, Le Chateau is a rare jewel where past and present come together: where you can introduce your guests to the vintage elegance of a country estate with the sophistication and service of Manhattan. Le Chateau offers both historical details and modern luxuries, and where every aspect is designed with a bride and groom in mind. Let your wedding story unfold in rooms that have hosted glittering celebrations since the Gilded Age. Hosting just a single event at a time, make this magical 25 - acre estate yours for your once in a lifetime celebration.

Waveny House, a historic Tudor-style mansion established in 1912 for the Lewis Lapham family. It sits majestically overlooking 300 hundred acres of countryside in picturesque New Canaan, Connecticut. Accommodating up to 160 guests, it is a fairytale setting - from ceremony to last dance. This raw space venue provides a seamless celebration in one unforgettable setting with grand interiors, sweeping outdoor backdrops, and a refined yet relaxed atmosphere. Weddings take place on Friday, Saturday and Sunday all year round.

Nestled on a quiet cul-de-sac in New Canaan’s prestigious Silvermine area, "The Curve" offers a refined and private backdrop for unforgettable weddings, milestone celebrations, and upscale gatherings. Set on 4 level acres of manicured lawn and lush gardens, this stately 6-bedroom Georgian Colonial blends timeless architecture with modern elegance. Guests are welcomed through a grand entry foyer with sweeping staircases. The main level flows beautifully for entertaining, featuring a formal living room, sun-drenched family room with fireplace, and a large open-concept kitchen that spills onto a bluestone patio—perfect for cocktail hours, tented receptions, or summer soirées under the stars. - Elegant French doors leading to expansive outdoor entertaining space - Oversized formal dining room ideal for intimate seated dinners - Library and den that can serve as a private bridal suite or green room - Fully finished lower level with recreation space and additional guest access and parking

Although widely known for our weddings, many families have selected Caramoor to celebrate important milestones like special birthdays, anniversaries, family reunions, Bar and Bat Mitzvahs, and other significant life events. Our variety of unique venues will make your wedding day a one-of-a-kind experience for you and your guests.

Bank Street Events is a historic wedding venue located downtown Stamford, Connecticut. Originally built in 1912 as a bank building, the venue features classic architecture, decorative detailed walls and a magnificent dome. Its stunning atmosphere and elegant ambience provides couples with a unique, contemporary space to host their once-in-a-lifetime celebration. Our professional staff will handle every detail and work alongside you every step of the way, assisting with everything from decor and details to menu selection and planning.

WoodWinds is one of the most sought after Connecticut wedding venues for wedding receptions, banquets, corporate events or any special occasion, in the Tri-State area. A wedding in our impressive European Country Manor will reflect your personal vision. Imagine a magical experience, enhanced by a unique ceremony and reception on the beautiful grounds of WoodWinds. Envision standing on a grand staircase under the twinkle of Austrian Crystal chandeliers, taking pictures in a magnificent garden and dancing the night away on a marble dance floor.

The James Blackstone Memorial Library, commonly known as the Blackstone Library, in Branford, Connecticut, is a historic and elegant venue perfect for weddings. Commissioned by Timothy Blackstone to honor his father, James Blackstone, the library was designed by renowned architect Solon Spencer Beman and completed in 1896. Its classic architectural features and serene ambiance make it an enchanting backdrop for wedding ceremonies and receptions. Woodwinds Catering enhances the wedding experience at the Blackstone Library with exquisite culinary offerings and impeccable service. Their attention to detail ensures that every aspect of the wedding day is flawlessly executed, from planning to the final toast. The library’s stunning exterior, with its intricate stonework and majestic columns, provides a picturesque setting for wedding photographs. Inside, the elegant interiors with high ceilings and rich woodwork create a warm and inviting atmosphere for guests.

Constructed soon after the Great Fire of 1902, The United Bank Building was built to house two banks whose previous buildings had been destroyed, New Milford Savings Bank and the New Milford First National Bank. The two banks immediately organized to rebuild, quickly agreeing in principal to build a joint facility on the site of the New England House, a locally well known tavern and inn located at the corner of Bank and Main Street. For most of its life, the building had been used in some form of a bank, but had been largely under-used in recent decades, and had fallen into disrepair. The building was listed on the National Register of Historic Places in 1982 and taken over by Village Green Investments in 2015. After 9 months of renovations, the building became 19Main. Throughout renovations, we strived for modern amenities with historic elegance; three vaults remain from the building’s former bank days.

Timeless. Memorable. Traditional. Elegant. Host an unforgettable event on our private sailboat charter with up to 125 guests. Enjoy stunning ocean views and a full bar - it’s an elegant and memorable way to celebrate. The Liberty Clipper is available for special events, whether you are hosting your company, friends, family, clients, or employees, the Clipper is the perfect venue. Bring up to 125 guests sailing with you onboard a magnificent tall ship for an unforgettable private sailing charter. With several catering and bar options, we are able to customize each occasion to fit your needs. Whether it is a corporate mixer, wedding, or a private party, come aboard with us to make some unforgettable memories.

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.

Seemingly plucked from the south of France, this 80,000 square-foot medieval-style mansion provides a setting that is both timeless and historic. A majestic foyer greets guests upon arrival at this 40-room chateau; a stately circular stairway provides the perfect backdrop for photos, the grand ballroom and piazza offer two distinct settings. Your guests will appreciate being able to explore this 1912 mansion that is a point of pride for Huntington residents and a National Historic landmark.

One of Long Island's best-kept secrets, our sprawling estate is nestled in the heart of Suffolk County and is surrounded by manicured landscapes, winding pathways and historic architecture. With an atmosphere of rustic elegance and timeless beauty, the Watermill is the perfect marriage of old-world charm and luxurious modern comforts—perfectly providing the finest amenities and endless enchantments at every turn. For more than 25 years, the Watermill has fostered joy and thousands of lasting memories through an unyielding commitment to providing unparalleled service, award-winning cuisine, and an unforgettable experience for each and every guest who walks through our doors.

Weddings at Reid Castle are truly special and memorable events. When you have your wedding here, all the Shakespearean décor rooms on the first floor will be yours to use as you wish. Our glorious garden terraces and patio that adorn the castle are also open to you and your guests. As our special guest, we only host one reception per day, which means you and your bridal party can arrive early to get dressed, take some pre-wedding photos, or simply relax for a while before the excitement begins.

Nestled on a breathtaking hilltop overlooking the Long Island Sound, the Manor House offers one of the most stunning and unforgettable settings imaginable for your wedding day. This historic mansion combines timeless elegance, sweeping water views, and beautifully landscaped grounds to create a truly magical backdrop for your celebration. As a venue-only space, you have the freedom to design every detail exactly as you envision it. Even more meaningful, all proceeds directly support the education and programs of the Mill Neck Manor School for the Deaf, allowing your special day to make a lasting difference in the lives of children and families. Celebrate your love in a place where beauty, history, and purpose come together.

Located in the historic town of Briarcliff Manor, New York, the estate has been making memories and hosting lavish events for over 50 years. Under the new leadership of the DiNapoli family, the manor – a full service venue – has been renovated and remodeled to merge old-world charm and contemporary elegance. Hosting events of up to 180 guests, it is our mission to provide each and every one of our guests with a timelessly elegant experience. Dedicated to delivering events with delicious cuisine, exceptional service and meticulous attention to detail, it is our desire to make you and your guests feel like a part of our family in this historic manor that boasts charm with seven fireplaces, sweeping staircases, and a grand appearance. A non-exhaustive list of available services include: All-inclusive packages, Setup and cleanup, A decor specialist and planner, Event planning, Banqueting rentals, In-house bar and catering, Lighting and sound, Valet parking and wheelchair access.

The Wadsworth Mansion, a nineteenth-century Beaux Art style mansion, is the quintessential country estate. Graced by expansive lawns and surrounded by 103 acres of wooded parklands the Mansion reflects an era of grandeur and elegance. There are multiple locations for outdoor ceremonies and guests can enjoy cocktails and dance on the terrace under the stars. The Mansion can accommodate two hundred guests for a seated dinner reception and larger numbers for cocktail parties. Only one event is scheduled each day and couples can select from a list of approved caterers to create the wedding of their dreams. *Please inquire directly on our website email form*

Whitby Castle boasts a striking similarity to the details of the original Whitby Abbey in England, including some of the original Abbey stones. From the charm and romantic details of the architecture to the delicious food and drinks, and exceptional staff and service, we want to exceed all of your expectations.

The property creates a breathtaking landscape for both the ceremony and cocktail hours alike. Once inside, lounge by the fireplace in the library, engage with your friends in the living room, or sip on a cocktail in the Sunroom. The photo opportunities are endless, and that’s all before entering the reception. Create a custom menu that genuinely speaks to you and your guests’ palates, from the sweetest of send-offs. We specialize in making your moments MEMORABLE!

The Mansion at Oyster Bay stands majestically in the heart of 120 perfectly manicured acres in Woodbury, Long Island. The ambiance of this former magnificent Gold Coast estate is rich with elegance and hospitality, but updated with modern amenities. Come enjoy this experience of Long Island Gold Coast luxury, and share it with your guests in an unforgettable setting.

Union Church of Pocantico Hills is a quaint wedding venue located in Tarrytown, NY with plenty of parking. Ideal for newlyweds planning a wedding, this charming stone church, built by the Rockefeller family, has a classic aesthetic that wedding-goers are sure to appreciate. Our non-denominational church welcomes all couples regardless of religious background, gender or belief. You don't need to be a member! The church boasts the world-famous 9 Marc Chagall and Henri Matisse stained-glass windows. The only Chagall stained-glass windows in the U.S. Commissioned by the Rockefeller family and Henri Matisse’s last work, the Rose Window creates a dramatic combination of art, beauty, and spirituality. After you have exchanged your vows, you and your partner can walk down the aisle marveling at the eye-catching windows above. The beautiful Reception Hall provides style and comfort! This remarkable venue will provide a truly magical atmosphere as you leap into your new marital adventure.

Marry Me At The Mansion From the moment you turn onto the winding driveway of this glorious Gold Coast landmark Georgian estate, it becomes easy to envision exchanging your vows and celebrating your wedding day here, at The Mansion. Nestled on 55 sprawling acres of landscaped grounds, magnificent surroundings, both inside and out, the possibilities are as limitless as your imagination…and our experienced wedding professionals are unsurpassed in their ability to ensure that your vision becomes a reality. Grand or intimate, formal or casually elegant, your wedding and the preparation leading up to it should be easy and carefree, allowing you, your family and friends to celebrate this most memorable milestone of your life. We vow to make that happen. Experience the New Era in Gold Coast Luxury.

Set on a magnificent eight-acre estate, The Fox Hollow is one of the most elegant and romantic destination wedding venues on Long Island. Love blossoms in our gorgeous banquet hall and pristine gardens with colorful flowers, waterfalls, and streams. With the charm of an English estate, The Fox Hollow offers a stunning Long Island wedding venue with vaulted chalet ceilings, stone fireplaces, photo studios, stunning floral arrangements, extraordinary catering services, and beautiful gardens and cocktail areas. From the rehearsal dinner to the ceremony and reception, every moment will be a time of joy. Schedule a tour of the Fox Hollow Restaurant, Catering & Hotel today!

One Wedding at a Time, No Membership Required Experience the elegance of a private country club without the need for membership. Whether you're envisioning an outdoor reception, a grand ballroom wedding, or a dazzling black-tie affair, The Muttontown Club will bring your dream celebration to life. Our expert chefs and acclaimed catering services will craft a memorable menu tailored to your desires. From elaborate dinners to receptions and al fresco lunches, every meal is executed with impeccable service and flawless flair. Make your special day unforgettable—contact us today to start planning your perfect wedding.

MBYC offers a wide range of culinary adventures. Situated on the scenic Long Island Sound and Mamaroneck Harbor the club’s setting makes for a stunning backdrop from all of our indoor and outdoor dining facilities. MBYC is a historic social institution, whose unparalleled facilities and grounds have made it a destination for major social events since its inception in 1885. Situated on the scenic Long Island Sound and Mamaroneck Harbor make for a stunning backdrop for all types of events. The Club offers many options for your private event from small imitate gatherings to larger events in our catering facility. Whether it be for 360 people or small intimate gatherings, our elegant ballroom, unique wine cellar or any of our other indoor and outdoor venues will be the perfect setting for your special event.

Each wedding at Rare 650 is one of a kind – everything you ever dreamed and more. Dine, dance and celebrate in our fantastic new Conservatory with gleaming atrium-style ceilings that soar into the sky like your love together, capturing late afternoon sunbeams or the twinkling stars of night. Anchoring the great room is a majestic 12-foot handcrafted mantle adorned with warm, flickering candlelight. While our lush surrounding gardens bring the vibrant colors and beautiful textures of nature indoors. Comfortably accommodating over 100 guests in a perfect temperature-controlled environment, our Conservatory is a true architectural triumph that your wedding guests will marvel at and you will always remember as the perfect setting for the most special day of your life.