The Best Historic Estate & Mansion Wedding Venues in Shelter Island, NY

The Best Historic Estate & Mansion Wedding Venues in Shelter Island, NY

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30 Wedding Venues in Shelter Island, NY

Historic estates, mansions
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Westbury Manor 

4.8

  • Up to 300 guests
  • Select services
  • Indoor & outdoor
  • Starts at $5,000

The Perfect Setting For Your Special Occasion Welcome to Westbury Manor, Long Island’s premier venue for weddings, corporate affairs, family celebrations, and social gatherings. When you plan an event at Westbury Manor, we are dedicated to creating a individualized experience. Our lush, sophisticated surroundings are the perfect backdrop to any occasion. Set upon 5 acres of meticulously landscaped gardens and grounds, our historic mansion is home to several ballrooms and cocktail rooms that can be adapted to any mood or celebration. Our professional staff is dedicated to creating a seamless experience for you and your guests. We are delighted to welcome your family and friends, and most of all, to help you make your event truly your own.

Why you'll love this venue

  • Versatile for various event styles
  • Provides lighting and sound
  • Provides setup and cleanup

Venue considerations

  • Not wheelchair accessible
  • No on-site guest accommodations
  • Large venue, not ideal for small guest lists
Awarded Best of Zola
The staff at Westbury truly know how to put on an amazing wedding. The food was amazing, the staff was amazing, the gardens were amazing. I couldn’t of asked for a better wedding venue.
Serena B., 2 years ago
The Rams Head Inn 

5.0

Shelter Island Heights, NY
  • Up to 225 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $20,000

Please contact us directly to get more information, pricing and availability. Email corinna (a) the rams head inn . com, or text/call 6 3 1. 9 0 3. 2 3 5 5. 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. Website: the rams head inn .com

Why you'll love this venue

  • Historic touches
  • Caters to out-of-town guests
  • Provides catering services

Venue considerations

  • Not for you if you are looking for something nontraditional
  • Large venue, not ideal for small guest lists
  • Lighting and sound are not included
Corinna was great to work with! The lead up to the wedding and day of all went very smoothly and it was a perfect day. Highly recommend
Laura H., 2 years ago
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Moby's NY 

5.0

East Hampton, NY
  • Up to 250 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $30,000

Moby’s, situated in a lovingly restored 1880s home along the scenic stretch of Highway 27 leading to Montauk in East Hampton, beckons with its seasonal Italian cuisine, cocktails, and everlasting summertime enchantment. The restaurant offers a blend of indoor, outdoor, and patio dining experiences, providing a charming ambiance for culinary delights amidst historic allure. Amidst this charming backdrop, Moby's transforms into a versatile event venue, catering to gatherings of all sizes, from intimate dinners to grand affairs, Moby's offers a range of event spaces providing a seamless indoor-outdoor experience.

Why you'll love this venue

  • Has a glamorous vibe
  • Provides a dedicated team on-site
  • Flexible event spaces

Venue considerations

  • Not wheelchair accessible
  • Does not allow pets
  • On-site parking not available
Awarded Best of Zola
Where to begin? I had my heart set on Moby’s for our wedding long before I experienced their food, service, and ambience. Once we visited, it was an easy decision— the entire experience exceeded our expectations in every way; it was simply impeccable. Planning a wedding can be challenging, but John and the entire Moby’s team made the process effortless. The hospitality was truly incredible. There was never a no, instead a willingness to cater to our every desire and went above and beyond to ensure our vision came to life. From the stunning atmosphere to the exquisite food, everything was flawless. Our guests raved about the venue and the incredible food, making our special day even more memorable. The Moby’s team ensured everything ran smoothly, allowing us to fully enjoy our celebration. I highly recommend Moby’s for any event, and particularly for couples seeking a beautiful setting for their wedding with exceptional service.
Gab F., a year ago
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Alimentari Beach Montauk 

5.0

Montauk, NY
  • Up to 135 guests
  • All-inclusive
  • Indoor
  • Starts at $5,000

Founded in 2021, Alimentari Beach originally an Italian market, opened its doors with the intention to build community around good quality food. With its success, the market has since evolved into a restaurant space. Still chasing that same ethos, Alimentari’s mission is to bring the community of Montauk together through good food, wine, and atmosphere.

Why you'll love this venue

  • Has a relaxed and casual vibe
  • Offers full-service amenities
  • Provides lighting and sound

Venue considerations

  • Not wheelchair accessible
  • No on-premises lodging options
  • On-site parking not available
Alimentari Beach Montauk was an exceptional choice for our September wedding rehearsal venue. From the start, the team was always very attentive and responsive, ensuring that everything came together exactly as promised. The open, airy space provided a beautiful backdrop for our special day, and the food was absolutely delicious - our guests raved about it. The team was also present throughout the event, helping to make sure the flow went smoothly. They even went above and beyond to make our wedding rehearsal dinner the night before incredibly memorable. We are so grateful to Alimentari Beach Montauk for helping to make our wedding day truly perfect.
Maria F., 6 months ago
Essex Steam Train & Riverboat 

5.0

Essex, CT
  • Up to 230 guests
  • Select services
  • Outdoor & indoor

We make our beautiful facilities, equipment, and catering staff available for weddings, reunions, meetings, and other events. We have four beautiful indoor/outdoor event spaces to choose from, all different and unique in their own way!

Why you'll love this venue

  • Has a dance floor for celebration
  • Provides lighting and sound
  • Space for a large guest list

Venue considerations

  • Venue feels large for events with small guest lists
  • Not for you if you are looking for something nontraditional
  • Not wheelchair accessible
I have loved coming to the Essex Steam Train & Riverboat museum since I was a child so when my husband and I got engaged, we knew we had to get married here. It was such a magical venue and was reasonably priced. They truly don't try to nickel-and-dime you like a lot of other wedding venues, they just want you to have a good experience. The bridal suite was a beautifully decorated air-conditioned train car. We also decided to add on a roundtrip steam train ride down to the CT river and a steamboat cruise as our cocktail hour (honestly didn't cost as much as you'd think...). Our reception was inside the hall and was perfectly air-conditioned and decorated. We did a buffet option and the food was good! If you decide to get married outside, just remember that it IS an active train yard so make sure your officiant has a microphone. Meredith and Tyler were very easy to work with while planning the event. I highly recommend getting married here. Oh, and your photos will look INSANE.
Kayla M., 4 months ago

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Haley Mansion at the Inn at Mystic 

5.0

Mystic, CT
  • Up to 220 guests
  • All-inclusive
  • Outdoor
  • Starts at $2,000

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.

Why you'll love this venue

  • Offers full-service amenities
  • Space for a large guest list
  • All-inclusive venue packages

Venue considerations

  • Does not allow pets
  • Large venue, not ideal for small guest lists
We were married at The Haley Mansion on July 25, 2025, and it was truly the wedding of our dreams. From the moment we began planning, the entire staff made us feel supported, cared for, and completely at ease. Our onsite wedding planner, Catherine, was an absolute gem—so personable, always in great spirits, and incredibly responsive no matter the day or time. She truly felt like home to us throughout the entire process, and we couldn't imagine our day without her guidance and warmth. The venue itself is breathtaking. We held our ceremony under the tent and it was nothing short of stunning. The setting, the ambiance, the flow—every detail was seamless. Our guests are still raving about the food! The passed appetizers were a huge hit, especially the cheesesteak eggrolls, and the prime rib dinner was unforgettable. We also added a custom ice cream bar with brownies for dessert, and the chef didn’t hesitate to bring that idea to life. Everything was perfect. If you’re looking for a venue with true New England charm, The Haley Mansion is it. The convenience of having the Inn at Mystic just steps away made it feel like our own private compound for the weekend. We hosted our rehearsal dinner and after party right on the property at Rocks 21, which meant no one had to worry about driving or calling an Uber—everyone was able to relax and celebrate together. The love and care we felt from the team—Catherine, Sue, and Zach—was undeniable. Thank you for making us feel so at home. We truly couldn’t have asked for more. If you're considering The Haley Mansion, book it. You will not regret it!
Elisia S., 15 days ago
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Bill Miller's Castle 

5.0

Branford, CT
  • Up to 250 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $10,925

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.

Why you'll love this venue

  • Multiple event spaces
  • Bridal suite on site
  • Historic touches

Venue considerations

  • Not wheelchair accessible
  • No on-site guest accommodations
  • Large venue, not ideal for small guest lists
Awarded Best of Zola
We cannot say enough about how incredible Bill Miller’s Castle in Branford, Connecticut, was for our November 8th, 2024 wedding. This family-owned and operated venue exceeded every expectation and delivered a level of care, sincerity, and expertise that left us speechless. From start to finish, Lisa, Victoria, and Christina were nothing short of phenomenal. From our very first meeting to the final moments of our celebration, they treated us like part of their family. Every detail was handled with thoughtfulness and precision—from decor and catering to timeline coordination, vendor recommendations, and bar service. Their willingness to step in and go above and beyond made our day seamless and magical. The venue itself is a true gem. The stunning architecture created a fairytale-like atmosphere that felt otherworldly. Every corner of the castle offered a unique and breathtaking backdrop, making it a dream come true. We cannot thank Lisa, Victoria, and Christina enough for their hard work, dedication, and genuine care for making our wedding day so perfect. From the bottom of our hearts, thank you! We highly recommend Bill Miller’s Castle to anyone searching for a venue that delivers excellence in every way. With love and gratitude, Trey and Cory
Trey and C., 8 months ago
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The Woodwinds at The Blackstone Library 

5.0

Branford, CT
  • Up to 475 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $9,000

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.

Why you'll love this venue

  • Has a dance floor for celebration
  • Has an intimate atmosphere
  • Full catering menu to choose from

Venue considerations

  • Best for events with big guest lists
  • No on-site guest accommodations
  • No in-house lighting and sound packages available
Worked with the woodwinds at the library and they were so helpful. They showed me ahead of time where I was setting up, on arrival they had a table waiting for me. They even made sure I ate (the food is delicious!!!) I hope I get to work with them in the future!
Jay, a year ago
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Woodwinds 

4.5

Branford, CT
  • Up to 600 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $115

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.

Why you'll love this venue

  • Bridal suite on site
  • Provides a dedicated team on-site
  • Provides catering services

Venue considerations

  • Does not allow pets
  • No free parking
  • Large venue, not ideal for small guest lists
The team at Woodwinds was a pleasure to work with from start to finish. Their communication was always clear, concise and timely, which was invaluable in the wedding planning process. On the day of our wedding, they made sure my husband and I were able to eat and drink enough throughout the night, and they were very accommodating when the weather changed quickly. Woodwinds is worth every penny - they truly went above and beyond to make our special day perfect.
Becca D., 5 months ago
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Riverbend 

4.2

Higganum, CT
  • Up to 300 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $25,000

Welcome to Connecticut Wedding Group's latest jewel, Riverbend—a masterpiece poised to claim its title as the state’s foremost wedding destination, with an opening scheduled for 2026! Nestled in the heart of Higganum, this venue seamlessly blends the rich tapestry of the town's industrial history with a contemporary touch, resulting in an unmatched fusion of industrial charm and modern elegance. As you step through the entrance, prepare to be enchanted by a stunning architectural marvel nestled within a lovingly restored industrial gem. Towering, exposed-beam ceilings create an expansive atmosphere, and the weathered brickwork shares the timeless tales of a bygone era. Bathed in sunlight pouring through expansive windows, every corner is adorned with a soft, natural glow, ensuring that your celebration emanates with an undeniable warmth and inherent beauty. At Riverbend, history meets modernity to create the perfect backdrop for your special day.

Why you'll love this venue

  • Has a dance floor for celebration
  • All-inclusive venue packages
  • Dressing room available

Venue considerations

  • On-site parking not available
  • Large venue, not ideal for small guest lists
  • Not wheelchair accessible
We knew from the start that to ensure the most important day of our lives went off without a hitch there was no one but CT Wedding Group we trusted. Their reviews speak for themselves but first hand we can tell you they do them little to no justice(having been guests at weddings at their venues). Imagine our surprise when we were able to see the limitless possibilities of their newest space and how it completely shattered our reality of what a wedding day could be. We are lucky enough to say we are the first wedding booked for their newest venue and the sky is the limit. The renderings they provided were unlike anything we've seen anywhere else throughout this process. The vision of what the space can and will become has us more excited by a venue than we thought imaginable. Their attention to detail, earnest care to make our day specific to us, and their overall devotion to their craft is unrivaled. There is not stress, just excitement and its all thanks to their incredible team, and astounding venue. They preach that their 9-5 is the most important day of their clients lives and they take that seriously, and boy do they practice what they preach. CAN NOT say enough about this experience thus far, and as if that wasn't enough, their planning team make the experience simply incredible (and fool proof). This is not a diamond in the rough situation. They set a standard for what the industry should be and then deliver a thousand fold. We've only before seen the end result of their reputation as guests, and now as clients can say that words just simply fall short of the reality. This. Is. What. Dreams. Are. Made. Of.
Michael, 2 years ago
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The Estate 

5.0

New Haven, CT
  • Up to 200 guests
  • Select services
  • Outdoor & indoor
  • Starts at $4,500

NOTE: For additional information about The Estate, please email us directly via our website. The Estate is a countryside wedding venue located in New Haven, Connecticut. Nestled near the flowing waters of the coastline, this historic property is located on 12 acres and provides a refined setting for couples wanting to celebrate their special day in style. To begin your day on the right note, you can use the wedding suites for pre-ceremony preparations. Receptions are held outside in our elegant sailcloth tent while the mansion is a wonderful choice for hosting the cocktail reception. For your big day, The Estate is exclusively yours, giving you and your loved ones the time to create unforgettable memories together. When selecting The Estate as your wedding venue, the in-house event coordinator will work with you to ensure that your dream celebrations become a reality. Contact us today to learn more!

Why you'll love this venue

  • Both indoor and outdoor options
  • Provides lighting and sound
  • Surrounded by beautiful vineyards

Venue considerations

  • Does not provide event staff
  • Does not have a dance floor
  • No on-site guest accommodations
My wedding at the Estate was absolutely perfect - Ashley was such a pleasure to work with and I could not have asked for a more perfect venue. All our vendors, including photographer, DJ, and catering, all remarked on how the Estate had thought of everything to throw the perfect wedding. Our photos have come out so beautifully. It's such a wonderful venue and Ashley made sure our day went off without a hitch. I would 1000000% recommend this venue - the property is absolutely stunning and they have truly thought of everything to make it the best place to get married.
Kathy Z., 17 days ago
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The Elm City Club 

5.0

New Haven, CT
  • Up to 150 guests
  • Select services
  • Indoor

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.

Why you'll love this venue

  • Creates a sense of togetherness
  • Has a dance floor to dance the night away
  • Allows pets

Venue considerations

  • Lighting and sound are not included
  • On-site parking not available
  • Not wheelchair accessible
We got married at the Elm City Club in June, and the entire experience was magical! Sandra was incredibly helpful throughout the planning process. I had tons of questions, and she made everything so easy. The venue itself was beautiful and didn’t require much decoration. It had the perfect vibe and truly captured everything I envisioned for my wedding.
Paige, 3 days ago
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The Wadsworth Mansion At Long Hill Estate 

5.0

Middletown, CT
  • Up to 200 guests
  • Select services
  • Indoor & outdoor
  • Starts at $30,000

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.

Why you'll love this venue

  • Has a dance floor to dance the night away
  • Versatile for various event styles
  • Private area for the wedding party

Venue considerations

  • Not wheelchair accessible
  • No built-in audiovisual options
  • No on-site guest accommodations
Weeks later, we're still absolutely gushing over the Mansion! It was the perfect venue for our wedding. They had it all, from phenomenal staff to luxurious facilities, not to mention the stunning views. We had the pleasure of working with Alexandra(Alex) we could not have asked for a better person! Alex knew all of our family members and bridal party’s names, and was extremely personable. She went above and beyond to make sure we were taken care of all night. She brought me a snack before the ceremony and continuously brought me my water all day and night (without me asking)They truly make you feel like a VIP throughout your entire day and their top notch team(along with our caterer David Alan) ensured that everything ran smoothly behind the scenes. In the early stages of planning we worked with Jessica Hess and she is extremely helpful and communicative. The mansion truly felt like home for the day. We hosted our ceremony on the vista , cocktail hour was on the terrace, and we had dinner in the East ballroom. Guests were in awe of the estate (we also lucked out with absolutely perfect weather), and how every detail was perfectly executed. Our special day was truly a dream and felt like it was out of a movie! We could not recommend the Wadsworth Mansion enough, and can't wait to return for future celebrations. It's definitely well-worth the investment and would 10/10 recommend hosting your special day here! Ps ask about the beautiful custom made bar (my stepdad built it) Our wedding Venue: The Wadsworth Mansion Photographer: Crystal Photography Second Shooter: Jenn Tee Photography Videographer: Jf3 Productions DJ: AMS - Mikey Tierney Caterer: David Alan Hospitality Group Bar: Cocktail Crusiers Gown: Grace Loves Lace Flower Girl Dress: Grace Loves Lace Tuxedo & Suits: Generation Tux Makeup: Upstyle Co. Autumn Starke Hair: The Hair Factory - Danielle Gagnon Getting Ready Suite: The Apiary Collective Cake: J Cakes MOB Dress: Camilyn Beth Bridal Bouquet & Boutonnière: Haworths Flower
Arianna C., a year ago
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Saint Clements Castle 

5.0

Portland, CT
  • Up to 260 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $120

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.

Why you'll love this venue

  • Bridal suite on site
  • All-inclusive venue packages
  • Provides event staff

Venue considerations

  • Best for events with big guest lists
  • No on-site guest accommodations
  • No built-in audiovisual options
Awarded Best of Zola
Saint Clements Castle provided a beautiful venue and kind staff for our wedding day. We especially appreciated our sales coordinator, Alyssa, who was professional, fast, and clear in her communication throughout the planning process. When rain forced us to move the ceremony indoors, the team quickly adapted the art gallery for us. The servers and bridal attendants were also attentive and went above and beyond to help finish set up when our florist left early. Our guests had incredibly kind things to say about the servers, and overall we had a great experience. It was also lovely to have a place that was a one stop shop for event planning! We did lose some decor in the shuffle which was an inconvenience, and some of the instructions for set up I left were not followed (our confetti got lost, only four guests got packets, the bridal suites did not have the supplies we left for them). My husband’s family were also really upset with one of the managers on property who wouldn’t allow them to walk in a covered area and was a bit rude about it, despite an event not happening and the rain being a torrential downpour causing unsafe conditions for his elderly family to walk in. Overall we had a great experience, and would recommend the castle to anyone planning a wedding!
Elise D., a year ago
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The Mansion at West Sayville 
West Sayville, NY
  • Up to 220 guests
  • All-inclusive
  • Indoor & outdoor

Lavish glass enclosed patio, spectacular panoramic views of the Great South Bay.

Why you'll love this venue

  • Provides event staff
  • Provides setup and cleanup
  • Dressing room available

Venue considerations

  • Does not allow pets
  • No on-site guest accommodations
  • Venue feels large for events with small guest lists
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Watermill Caterers 

4.3

Smithtown, NY
  • Up to 500 guests
  • All-inclusive
  • Outdoor & indoor

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.

Why you'll love this venue

  • Has a chic vibe
  • Has a dance floor to dance the night away
  • Full catering menu to choose from

Venue considerations

  • Large venue, not ideal for small guest lists
  • Does not allow pets
  • Not for you if you are looking for something nontraditional
Watermill Caterers was an absolute pleasure to work with for our wedding. From the moment we first reached out, their communication was attentive, responsive, and respectful - they made the entire planning process feel easy and smooth. The quality of their work was truly amazing, with a stunning, modern, and updated event space that exceeded all of our expectations. They helped make all of our wedding day dreams come true, handling every detail with care and ensuring the day went off without a hitch. I would book with Watermill Caterers again in a heartbeat.
Amanda K., 7 months ago
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Bourne Mansion 

5.0

Oakdale, NY
  • Up to 300 guests
  • All-inclusive
  • Indoor
  • Open house

This historic Vanderbilt mansion is a turn-of-the-century work of art that offers a traditional and classic setting for the grandest black tie affairs. From lawn events hosting over 1,000 guests, to weddings and corporate affairs hosting 300 guests, Bourne Mansion personifies luxury and grandeur and the elaborate celebrations of yesteryear. Bourne Mansion is conveniently located, only 90 minutes from New York City, yet worlds away.

Why you'll love this venue

  • Offers full-service amenities
  • Classic elegance
  • Has a dance floor to dance the night away

Venue considerations

  • Not for you if you are drawn to more unconventional venues
  • Not wheelchair accessible
  • Best for events with big guest lists
Awarded Best of Zola
We got married 1/5/25 but had been working with Miriam for probably a year and a half before our big day. She was always so personable with us a treated us like family. Words cannot describe the love and care we felt from Jake, our maître D and Samantha, our bridal attendant, on our wedding day. We were cared for tediously and effortlessly. We felt like at ease, happy and totally relaxed. I needed Samantha and didn’t even know it, I am forever indebted to her - she could not have been more attentive and wonderful. Comforting me, assuring me, getting me where I need to be and when. So friendly, kind and amazing. Thank god for Jake. He is so special and we’re so lucky we got him as our maître D. He deems himself as a “yes man” and he is not lying. Anything you could have ever wanted from him, he’d deliver. We wanted for nothing, had wonderful direction from him all night and he took care of EVERYTHING!  The night was flawless, amazing, perfect and all we could have ever hoped for. The staff at Bourne is unmatched, we made the right choice with this venue. Guests will be in awe of the venue and talk about the food for years to come. I wish I could do it all again. Thank you Bourne mansion & staff for the best night of our lives! I don’t have all my pics back yet!
Sara C., 7 months ago
Glastonbury Theater 

5.0

Glastonbury, CT
  • Up to 200 guests
  • All-inclusive
  • Indoor
  • Starts at $1,300

Nestled in the heart of Glastonbury, Connecticut, the historic Glastonbury Theater has been a cornerstone of community engagement since 1929. Originally a grange hall, this venue has been transformed over the years, keeping its unique charm intact while adapting to modern necessities. Today, the theater offers a blend of timeless elegance and state-of-the-art facilities, perfect for a variety of events, from intimate gatherings to large corporate functions. We can comfortably accommodate up to 100 guests seated, and up to 200 in a theater-style arrangement. At Glastonbury Theater, we craft memorable experiences with a deep commitment to excellence, celebrating the power of community and heritage. We're excited to invite you to become part of our rich history and create your own unforgettable moments on our storied stage.

Why you'll love this venue

  • Provides catering services
  • Provides lighting and sound
  • Has a glamorous vibe

Venue considerations

  • Does not allow pets
  • No on-premises lodging options
  • Not wheelchair accessible
The event team is highly professional and goes the extra mile to ensure a successful event. Highly recommended for a unique and memorable wedding experience
Asana Crystal, 2 years ago
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Mansion at Timber Point 

5.0

Great River, NY
  • Up to 250 guests
  • All-inclusive
  • Indoor & outdoor

Nestled on the bank of the Great South Bay with panoramic views of Fire Island, the Mansion at Timber Point is a beautiful and inviting setting for the wedding ceremony of your dreams. The bride’s big day will commence in the lovely bridal suite, where the bridal party is welcome to prepare for the big moment. A beautiful white wedding gazebo is perched at the edge of the stone patio overlooking the rolling greens of the golf course, which give way to a magnificent bay view, for a romantic exchange of vows. Inside of this historic mansion you’ll find classic country décor with modern lighting and sound systems, ensuring a full night of dancing. Every detail will fall perfectly into place with the help of the experienced staff while the bride and groom enjoy their fairytale evening.

Why you'll love this venue

  • Blends luxury with trendiness
  • Exudes old-world charm
  • Provides lighting and sound

Venue considerations

  • No on-premises lodging options
  • Large venue, not ideal for small guest lists
  • Not wheelchair accessible
Everything was great! The staff was amazing and so easy to work with at every point in the process. No one was ever pushy or anything like that. Our maitre d Matt was an absolute gem and my bridal attendant Emma was an absolute angel. Loved the option to get married inside or out. We wanted outside but it was windy and cold so we got married inside in front of the beautiful fire place. We couldn’t have asked for anything better. ️
Erin R., a year ago
Quick responder
Breezehill Farm 
Peconic, NY
  • Select services
  • Outdoor
  • Starts at $25,000

Nestled into over 72 acres of sprawling apple orchards and a private hunting preserve on the North Fork of Long Island rests an exquisitely constructed farmhouse and charming Farm Stand featuring fresh-picked fruits and veggies along with sweet treats like our famous apple cider donuts and fresh-baked pies. One visit to Breeze Hill Farm and Preserve and you’ll quickly realize why it’s one of Long Island’s local gems and most treasured destination.

Why you'll love this venue

  • Venue is completely outdoors
  • Exudes old-world charm
  • Has a sophisticated vibe

Venue considerations

  • Couple must handle cleanup and setup
  • Not wheelchair accessible
  • No in-house lighting and sound packages available
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Eolia Mansion at Harkness State Park 
Waterford, CT
  • Up to 150 guests
  • Select services
  • Indoor & outdoor
  • Starts at $3,800

Harkness Memorial State Park is set on 230 seaside acres of sweeping lawns with panoramic views of Long Island Sound. Eolia, the Italian villa style mansion was the elegant summer home of the Harkness Family. Formal gardens overflow with color and gentle shore breezes transport your guests back

Why you'll love this venue

  • Provides a dedicated team on-site
  • Provides catering services
  • Has a dance floor to dance the night away

Venue considerations

  • Not wheelchair accessible
  • On-site parking not available
  • Does not allow pets
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Guilford Yacht Club 
Guilford, CT
  • Up to 220 guests
  • Select services
  • Indoor & outdoor

A beautiful club located on the West River with Dock ownership, rentals, clubhouse and dockside memberships available. The Guilford Yacht Club is a full service facility providing yachting, swimming, tennis and various social activities in a true resort environment. As far as the eye can see, one is surrounded by undisturbed natural beauty, including spectacular views of Long Island Sound and Faulkner’s Island.

Why you'll love this venue

  • Unique barn setting
  • Classic seating dinner
  • Accommodates more than 200 guests

Venue considerations

  • Additional event staff required
  • No in-house lighting and sound packages available
  • Not for you if you are looking for something nontraditional
Stone Acres Farm 
Stonington, CT
  • Up to 200 guests
  • Select services
  • Outdoor & indoor
  • Starts at $13,500

Stone Acres Farm is a sixty-three acre working farm located in the historic coastal New England town of Stonington, Connecticut. The property's rolling hills, gardens, and acres of vegetable production are open to visitors. We celebrate natural farming, sustainable food, culinary education and the preservation of open space, cultural landscapes, and historic structures.

Why you'll love this venue

  • Private area for the wedding party
  • Promotes a party atmosphere
  • Rustic-chic setting

Venue considerations

  • No in-house lighting and sound packages available
  • Not for you if you prefer a more modern aesthetic
  • Best for events with big guest lists
Quick responder
Union League 
New Haven, CT
  • Up to 150 guests
  • All-inclusive
  • Indoor
  • Starts at $175
  • Offer

Union League is a French-inspired restaurant and wedding venue located in the heart of the Theater District in historic downtown New Haven, Connecticut. The 19th Century Beaux Arts building offers a classic elegance that is perfect for any wedding ceremony and reception, bridal shower, engagement party, and rehearsal dinner. The venue is known for its exquisite cuisine and unparalleled staff and service. The professional staff specialize in creating custom-tailored menus and wine pairings. Union League offers wedding packages that can be customized to match your wedding theme, budget, and needs. Situated directly across from Yale University, the venue offers a picture-perfect setting in a convenient location.

Why you'll love this venue

  • Provides a dedicated team on-site
  • Has a dance floor to dance the night away
  • Provides catering services

Venue considerations

  • Does not allow pets
  • Not wheelchair accessible
  • No free parking
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Heavitree of Griswold Bed and Breakfast 
Griswold, CT
  • Up to 100 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $2,500

Our ancestors settled here in 1635 from Heavitree, England, hence the name. We are one of the few longest-living farms to continue in the founder’s name “Geer.” The Heavitree is an original 18th-century building saved and moved to its current location, a 140+ acre farm started by our ancestors in 1700. The original structure was a tavern in Rhode Island, saved from destruction by Charlotte Geer to complement her family’s historic farmland. With twelve rooms, including four sleeping chambers, modern amenities, and unique 18th-century rooms, the 4,780 sq. ft. farmhouse offers a historic experience. Enjoy the vast lawns, fields, gardens, and beautiful private vistas.

Why you'll love this venue

  • Exudes old-world charm
  • Full catering menu to choose from
  • Caters to out-of-town guests

Venue considerations

  • Not for you if you're looking for a sleek and contemporary space
  • Couple must handle cleanup and setup
  • No built-in audiovisual options
Meadowbrook Estate & Mansion 
Marlborough, CT
  • Up to 200 guests
  • Select services
  • Indoor & outdoor

Meadowbrook Estate Inn and Event Venue is a beautiful venue with accommodations set in the rolling countryside of Marlborough, Connecticut. We offer luxurious lodging with private suites, spa baths situated perfectly between Boston and New York. Our grounds and ballroom also offer a safe environment for full-service events, weddings, family reunions & retreats. Create that custom elegant lodging vacation or plan your next event with us. Your wedding vision can be fulfilled with all your events held in one beautiful location. Our elite full-service event planning company can customize everything -from having your rehearsal dinner, Bridal Party Preparation, your Dream Wedding - to the After Party Brunch.

Why you'll love this venue

  • Classic elegance
  • Feels like a getaway
  • Lush gardens

Venue considerations

  • Dance floor not included
  • On-site parking not available
  • Not wheelchair accessible
Quick responder
Three Village Inn 
Stony Brook, NY
  • Up to 200 guests
  • All-inclusive
  • Indoor
  • Starts at $4,300
  • Open house

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.

Why you'll love this venue

  • Full catering menu to choose from
  • Creates a sense of togetherness
  • Exudes old-world charm

Venue considerations

  • Not wheelchair accessible
  • Best for events with big guest lists
  • No in-house lighting and sound packages available
Quick responder
Insignia 
Smithtown, NY
  • Up to 250 guests
  • All-inclusive
  • Indoor & outdoor

At Insignia, every wedding is a wonderful creation that’s as refreshingly different as your love together. Our elegant, modern décor both indoors and out is a beautiful departure from typical wedding halls. Combining the look and feel of a Hamptons-style mansion with a chic, upscale Manhattan restaurant, it sets the stage for a truly memorable experience.

Why you'll love this venue

  • Has a glamorous vibe
  • Provides setup and cleanup
  • Flexible event spaces

Venue considerations

  • Not wheelchair accessible
  • No free parking
  • Does not allow pets
Nathan Hale Homestead 
Coventry, CT
  • Up to 250 guests
  • Raw space
  • Outdoor
  • Starts at $500

Built in 1776, the Nathan Hale Homestead is a National Historic Landmark and the birthplace of Connecticut’s State Hero, Nathan Hale. The property features an 18th-century English Barn with rare gunstock timber framing, a charming 19th-century Dairy Barn, and open pastures surrounded by stone walls and forest. This beautiful home offers a quintessentially New England backdrop for your wedding day or other event.

Why you'll love this venue

  • Provides event staff
  • Offers full flexibility in setup and decor
  • Rustic-chic setting

Venue considerations

  • Not wheelchair accessible
  • No venue-provided food services
  • No dedicated areas for getting ready

Location flexible? Discover venues near Shelter Island, NY

About wedding venues in Shelter Island, NY

Why is New York the Perfect Wedding Destination?

New York gives you incredible variety for your special day, from Manhattan's iconic skyline to the charming countryside of Upstate. You can enjoy timeless elegance at The Plaza Hotel with its grand ballrooms overlooking Central Park, or take in breathtaking panoramic views of Manhattan at Tribeca Rooftop. Brooklyn offers photography-friendly industrial-chic spaces like The Foundry with its character-filled exposed brick and factory windows. Head Upstate and you'll find City Winery Hudson Valley where your celebration unfolds against the backdrop of a working vineyard with mountain views that change beautifully with each season. April sees the most wedding inquiries in New York, showing just how many couples are drawn to the region during spring's beautiful blooming season.

What's the Reality of Wedding Costs in New York?

Expect to pay more for your New York wedding than the national average of $6,500-$12,000 for venues alone. New York venues typically cost around $16,709 which makes up about 22% of your total wedding budget. Your overall costs will vary based on how many guests you're hosting:

Guest CountTotal Wedding Budget
50 guests (small wedding)$32,316
100 guests$54,844
150 guests$76,011
200 guests$94,911
250 guests$113,810
300 guests (large wedding)$132,709

Your other major expenses will include catering at $13,367 (18%), bar services running $10,694 (14%), florals at $8,177 (11%), planners costing $6,044 (8%), photography at $5,119 (7%), videography at $4,622 (6%), entertainment at $2,298 (3%), cake and desserts at $1,067 (1%), and hair and makeup averaging $550 (1%).

How Do NYC Wedding Venues Compare to Upstate Locations?

NYC venues offer you urban sophistication with distinctive skyline views. At Tribeca Rooftop + 360° you'll enjoy floor-to-ceiling windows showcasing Manhattan panoramas while The Plaza presents opulent ballrooms featuring chandeliers ornate molding and gold accents. The 620 Loft & Garden gives you a stunning rooftop terrace overlooking St. Patrick's Cathedral and Fifth Avenue.

Upstate venues surround you with natural beauty and historic architecture. City Winery Hudson Valley welcomes you to a renovated factory featuring vaulted ceilings stone walls and vineyard views. You can host up to 350 guests here and customize your outdoor ceremony areas to create exactly the atmosphere you're dreaming of.

Which New York Venues Offer Outstanding Culinary Experiences?

You can treat your guests to Two Michelin star cuisine at Manhatta perched 60 floors high in the Financial District where Executive Chef Justin Bogle creates memorable dishes like hamachi and black truffle dumplings. The River Cafe in Brooklyn serves Michelin-starred cuisine featuring Hudson Valley foie gras and Nantucket Bay scallops with Brooklyn Bridge views right outside your window. For a farm-to-table experience Blue Hill at Stone Barns in Westchester County offers cuisine sourced directly from their on-site farm with their HayLoft space accommodating anywhere from 40 to 260 guests.

Where Can You Find Accessible Wedding Venues in New York?

For couples prioritizing accessibility 620 Loft & Garden offers customizable settings that can work with various needs though you'll want to confirm specific features during your planning. Prospect Park Boathouse and Central Park Conservatory Garden provide accessible options with proper pathways for all your guests. Always ask about specific accommodations like wheelchair ramps elevators and accessible restrooms when you're researching potential venues to ensure everyone can fully participate in your celebration.

How Can Guests Participate Remotely at New York Weddings?

Historic Manhattan venues can make remote guests feel included by incorporating virtual tours during ceremony breaks while Midtown Loft & Terrace supports interactive platforms that go beyond simple passive streaming. You might consider venues in Chelsea or SoHo that can enhance those famous skyline views with live streaming that includes interactive elements like virtual photobooths live chats or virtual toasts. These features help create genuine engagement for participants joining your special day from afar.

Why is New York the Perfect Wedding Destination?

New York gives you incredible variety for your special day, from Manhattan's iconic skyline to the charming countryside of Upstate. You can enjoy timeless elegance at The Plaza Hotel with its grand ballrooms overlooking Central Park, or take in breathtaking panoramic views of Manhattan at Tribeca Rooftop. Brooklyn offers photography-friendly industrial-chic spaces like The Foundry with its character-filled exposed brick and factory windows. Head Upstate and you'll find City Winery Hudson Valley where your celebration unfolds against the backdrop of a working vineyard with mountain views that change beautifully with each season. April sees the most wedding inquiries in New York, showing just how many couples are drawn to the region during spring's beautiful blooming season.

What's the Reality of Wedding Costs in New York?

Expect to pay more for your New York wedding than the national average of $6,500-$12,000 for venues alone. New York venues typically cost around $16,709 which makes up about 22% of your total wedding budget. Your overall costs will vary based on how many guests you're hosting:

Guest CountTotal Wedding Budget
50 guests (small wedding)$32,316
100 guests$54,844
150 guests$76,011
200 guests$94,911
250 guests$113,810
300 guests (large wedding)$132,709

Your other major expenses will include catering at $13,367 (18%), bar services running $10,694 (14%), florals at $8,177 (11%), planners costing $6,044 (8%), photography at $5,119 (7%), videography at $4,622 (6%), entertainment at $2,298 (3%), cake and desserts at $1,067 (1%), and hair and makeup averaging $550 (1%).

How Do NYC Wedding Venues Compare to Upstate Locations?

NYC venues offer you urban sophistication with distinctive skyline views. At Tribeca Rooftop + 360° you'll enjoy floor-to-ceiling windows showcasing Manhattan panoramas while The Plaza presents opulent ballrooms featuring chandeliers ornate molding and gold accents. The 620 Loft & Garden gives you a stunning rooftop terrace overlooking St. Patrick's Cathedral and Fifth Avenue.

Upstate venues surround you with natural beauty and historic architecture. City Winery Hudson Valley welcomes you to a renovated factory featuring vaulted ceilings stone walls and vineyard views. You can host up to 350 guests here and customize your outdoor ceremony areas to create exactly the atmosphere you're dreaming of.

Which New York Venues Offer Outstanding Culinary Experiences?

You can treat your guests to Two Michelin star cuisine at Manhatta perched 60 floors high in the Financial District where Executive Chef Justin Bogle creates memorable dishes like hamachi and black truffle dumplings. The River Cafe in Brooklyn serves Michelin-starred cuisine featuring Hudson Valley foie gras and Nantucket Bay scallops with Brooklyn Bridge views right outside your window. For a farm-to-table experience Blue Hill at Stone Barns in Westchester County offers cuisine sourced directly from their on-site farm with their HayLoft space accommodating anywhere from 40 to 260 guests.

Where Can You Find Accessible Wedding Venues in New York?

For couples prioritizing accessibility 620 Loft & Garden offers customizable settings that can work with various needs though you'll want to confirm specific features during your planning. Prospect Park Boathouse and Central Park Conservatory Garden provide accessible options with proper pathways for all your guests. Always ask about specific accommodations like wheelchair ramps elevators and accessible restrooms when you're researching potential venues to ensure everyone can fully participate in your celebration.

How Can Guests Participate Remotely at New York Weddings?

Historic Manhattan venues can make remote guests feel included by incorporating virtual tours during ceremony breaks while Midtown Loft & Terrace supports interactive platforms that go beyond simple passive streaming. You might consider venues in Chelsea or SoHo that can enhance those famous skyline views with live streaming that includes interactive elements like virtual photobooths live chats or virtual toasts. These features help create genuine engagement for participants joining your special day from afar.

What types of wedding venues are in Shelter Island, NY?

What other Shelter Island vendors will I need?

What other wedding venues are nearby?