The Best Small Wedding Venues in Cheshire, CT

The Best Small Wedding Venues in Cheshire, CT

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33 Wedding Venues in Cheshire, CT

Historic estates, mansions
Up to 50 guests
Available on September 13, 2026
Quick responder
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
Quick responder
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, 4 months ago
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
The estate exceeded our expectations in every way possible! The owners and planners were extremely easy to work with, and made everything we wanted possible. The property itself was beautiful and landscapers were there the morning of our wedding making sure the landscape and leaves were all cleared. Everything went very smooth from start to finish, and the staff were extremely helpful throughout the entire day/night. The staff were professional and so so nice. I wish I had an excuse to have another party at the estate!!
Nicolette C., 2 months ago
19Main 

5.0

New Milford, CT
  • Up to 130 guests
  • Raw space
  • Indoor
  • Starts at $6,000

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.

Why you'll love this venue

  • Dressing room available
  • Raw space for complete customization
  • Classic seating dinner

Venue considerations

  • Dance floor not included
  • Couple must handle cleanup and setup
  • Additional event staff required
We are so pleased and happy with 19Main's venue and team, for us, it was Kylie. We decided to have our October 2025 wedding at 19Main due to it's unique building - the vaults, mezzanine, and large bridal and groom suites sealed the deal as well as being right on the beautiful New Milford town square. We reserved the venue in early January 2025 and worked with Kylie who guided us through site tours and being our main point of contact in general. We opted to rent the entire building and have a day-of coordinator (Kylie) and access to place settings (glassware, silverware, china). We are thankful we went with the 'expanded wedding package.' On the weeks leading up to the wedding, we had multiple vendor meetings and Kylie served as the linchpin for everything and she was incredibly organized. On the day, we had guests moving between the two large spaces (ceremony to cocktail hour to reception) with plenty of space to explore. The guests were thrilled to see an old bank be converted to such a beautiful venue. 19Main really left an impression on us and our guests - we couldn't be happier to have had the pleasure of getting married there and working alongside Kylie.
Amy, 21 days ago
Quick responder
The Spinning Wheel 

4.8

Redding, CT
  • Up to 150 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $8,000

As the embodiment of ‘Connecticut Charm’ with its 18th-century architectural design & rustic, New England inspired designs, The Spinning Wheel is the ideal destination for an intimate reception. Our venue, sitting on five acres of rolling countryside, offers both privacy and accessibility - with its picturesque location in quaint Redding, CT and its proximity to major thruways (I-95) and Manhattan (approximately an hour away). Our charmingly-appointed banquet room can accommodate weddings of up to 150 guests and features the original fireplace from 1742. The scenic garden gazebo is a favorite for nuptial exchange and the covered patio serves as a perfect setting for cocktails and outdoor receptions. Come meet our family and explore our beautiful grounds yourself – we can’t wait to meet you!

Why you'll love this venue

  • Has a dance floor for celebration
  • Multiple event spaces
  • Provides setup and cleanup

Venue considerations

  • No on-site bridal suite
  • No in-house lighting and sound packages available
  • No on-site guest accommodations
Awarded Best of Zola
The Spinning Wheel made our wedding absolutely perfect. From the beginning of the process to the wedding day, Katlyn and her Staff were so attentive, professional and friendly. They made all my dreams come true. The food was AMAZING, the wait staff efficient and attentive, the vibe was awesome. Everyone had a blast and said it was the best wedding ever. I had the best experience at The Spinning Wheel!
Melissa, a year ago
GemHidden gem
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., 8 months ago
Phelps-Hatheway House & Garden 

5.0

Suffield, CT
  • Up to 160 guests
  • Raw space
  • Outdoor
  • Starts at $2,749

The Phelps-Hatheway House & Garden highlights the elegant lifestyle enjoyed by two 18th-century families on Suffield’s historic Main Street. From the grand staircase to the fine Connecticut furniture and Parisian wallpaper, the house showcases Federal period high style. The landscaped grounds feature formal flower beds and an herb garden. A historic barn and cozy summer house are perfect for weddings, meetings, and other special occasions.

Why you'll love this venue

  • Combines timeless elegance with history
  • Multiple event spaces
  • Provides event staff

Venue considerations

  • Not wheelchair accessible
  • Does not allow pets
  • No dedicated areas for getting ready
Perfect venue for our party size. The staff could not have been better to us
Mary Beth W., 9 months ago
Quick responder
The Garden House at Keeler Tavern Museum 

5.0

Ridgefield, CT
  • Up to 80 guests
  • Select services
  • Indoor & outdoor
  • Starts at $6,000

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.

Why you'll love this venue

  • Has a dance floor for celebration
  • Classic elegance
  • Pets can join the celebration

Venue considerations

  • No on-site guest accommodations
  • Limited cleanup and setup services
  • No free parking
We loved having our wedding at The Keeler Tavern! It was cozy, warm and intimate and the beautiful antique ambiance was just what we were looking for. Combined with the comparatively affordable price point for the area, choosing Keeler Tavern for our wedding was easy and we don’t regret it. We also appreciated the unique and affordable option to hire a Keeler Tavern Museum docent to give mini museum tours during our cocktail hour. (Our guests loved it!) Mary Ann (the point person at Keeler Tavern) was easy to work with and helped to answer all of our questions. It rained on our wedding day so we didn’t get to use the garden space for our ceremony as originally planned, but the patio tent was still a beautiful setting for the ceremony and the reception hall with all of its windows was lovely and cozy during the rainstorm. We would absolutely recommend Keeler Tavern as a venue for an intimate wedding in the Ridgefield area.
Lyla & S., 5 months ago
Little London Collective 

5.0

New Canaan, CT
  • Up to 300 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $15,000

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

Why you'll love this venue

  • Historic touches
  • Multiple event spaces
  • Offers a sense of luxury

Venue considerations

  • No venue-provided food services
  • Does not allow pets
  • Couple must handle cleanup and setup
Little London Collective is an exceptional wedding venue that I highly recommend. Their communication throughout the planning process was perfect - they were always prompt in responding to inquiries and provided clear, detailed information. The quality of their work and the overall value they offer is truly outstanding, a solid 12/10. The venue itself is beautifully designed and maintained, and the staff is incredibly professional and attentive. I've had the pleasure of working with Little London Collective on multiple weddings, and they consistently deliver an exceptional experience for both the couple and their vendors. I can't say enough good things about this venue.
Ethan, 5 months 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
Magical venue under new management and they are working hard to update. Beautiful spot for a wedding...
Deborah, 4 years ago
Caramoor Center for Music and the Arts 

5.0

Katonah, NY
  • Up to 700 guests
  • Select services
  • Indoor & outdoor
  • Starts at $50,000

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.

Why you'll love this venue

  • Wheelchair accessible
  • Exudes old-world charm
  • Private area for the wedding party

Venue considerations

  • Does not allow pets
  • No on-premises lodging options
  • Dance floor not included
Caramoor magic is real! Surrounding nature, gardens, special spaces and treasures in the Rosen House, festive tented occasions, dining, and year round concerts all happen at Caramoor. With great pleasure, and for many years, I enjoy working with this lovely, personable, dedicated Caramoor staff.
Mary Lou Pappas, 6 years ago
The Bykenhulle House 

5.0

Hopewell Junction, NY
  • Up to 85 guests
  • Select services
  • Indoor & outdoor
  • Starts at $7,500

The Bykenhulle House is the perfect setting for a country chic wedding located in the heart of Hudson Valley, New York. Our historic estate boasts a formal ballroom, perennial gardens, a manicured lawn, and multiple stone patios to stage your event.

Why you'll love this venue

  • Has a glamorous vibe
  • Combines timeless elegance with history
  • Picturesque garden backdrop

Venue considerations

  • On-site parking not available
  • Limited cleanup and setup services
  • Not wheelchair accessible
The Bykenhulle House is a hidden gem hidden in the countryside in Dutchess County. The Bykenhulle has been hosting weddings for over 10 years, the setup is unique and beautiful. The ballroom speaks volumes with the perfect lighting. The gardens are perfect and offer those most beautiful of ceremonies. The Bykenhulle has great relationships with their preferred caterers and sought-after wedding vendors from the Hudson Valley.
Stacey Gillette Rogan, 4 years ago
Curry Estate 

5.0

Hopewell Junction, NY
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $8,300

We'd love to help you if your wedding has been postponed or rescheduled. We have dates available and are ready to work with brides. Let's sit down and plan a new date for your special day! Le Chambord at Curry Estate is one of the most elegant and romantic wedding venues in the Hudson Valley. We know you have a unique vision for your wedding and this ten-acre beautifully treed and gardened property, with 1863 historic Georgian Colonial estate, ballroom, covered outdoor pavilion, four-star restaurant, conference center and overnight accomodations is the perfect setting to make that dream come true.

Why you'll love this venue

  • Provides catering services
  • Offers full-service amenities
  • Bridal suite on site

Venue considerations

  • No in-house lighting and sound packages available
  • Best for events with big guest lists
  • Not for you if you are looking for something nontraditional
Having our wedding at the Curry Estate was the absolute best decision that we could have made. The sisters and all of the other staff were the most attentive, detail-oriented, and organized group!! They checked in on us throughout the entire day, and made sure every detail was executed perfectly. Throughout the planning process, they asked all the right questions and helped us make sure the day was a perfect fit for us. Can't thank them or recommend them enough to everyone planning on having their wedding in the 845!
Julia W., a month ago
Bank Street Events 

5.0

Stamford, CT
  • Up to 130 guests
  • All-inclusive
  • Indoor
  • Starts at $12,000

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.

Why you'll love this venue

  • Offers convenient lodging options
  • Full catering menu to choose from
  • Classic, vintage atmosphere

Venue considerations

  • Not wheelchair accessible
  • Does not allow pets
  • No free parking
Couldn’t have asked for anything more. There is amazing value in Bank Street for a wedding. From the wedding planner (who we loved working with) to all the details she helped to plan. We had some specific ideas and everything came to reality. Our night was perfect & our guests would also say the same. Thank you to everyone at Bank Street who made it so special.
Mike + J., 5 years ago
Quick responder
Berkshires Black Abbey 

5.0

New Marlborough, MA
  • Up to 75 guests
  • Select services
  • Indoor
  • Starts at $2,500

Celebrate your wedding in a breathtaking historic church surrounded by the natural beauty of the Berkshires. Featuring soaring 40-foot ceilings, original stained-glass windows, and a grand altar, this unique venue blends vintage charm with modern comfort. The main level offers seating for 50–70 guests, with space for 30 more in the loft, creating an intimate yet spacious atmosphere. Perfect for both ceremonies and receptions, the property also includes a three-bedroom, three-bath home that sleeps up to 10 guests—ideal for your wedding party or family. With over 4,000 sq. ft. of space and on-site parking for 30+ vehicles, the venue is designed to host your celebration with ease. Located in peaceful New Marlborough, MA, you’ll enjoy a retreat-style setting close to the cultural and artistic energy of the Berkshires. Let your love story unfold in a place as unique and timeless as your commitment.

Why you'll love this venue

  • Dressing room available
  • Has a chic vibe
  • Provides event staff

Venue considerations

  • Not wheelchair accessible
  • No in-house catering options
  • Does not allow pets
I highly recommend the Berkshires Black Abbey as a venue for your next special event. I recently attended a relative’s wedding there, and it was truly unforgettable. This beautifully restored church blends historic charm with modern elegance. The moment I walked in, the warm and inviting atmosphere took my breath away. The space is both expansive and intimate, with exceptional acoustics that enhanced every word and note. A grand piano added a lovely touch, filling the space with soft, elegant music. The original stained glass windows, preserved during the renovation, bathe the room in beautiful natural light, creating a magical ambiance. Outdoor amenities are equally thoughtful. There’s ample parking, and the large paved area outside easily accommodated food trucks and other vendors brought in by the couple. Nestled in the scenic Berkshires, the Abbey offers guests not only a stunning venue but also access to the area's natural beauty and local attractions. Whether you're planning a wedding, vow renewal, anniversary celebration, or any significant event, the Black Abbey is a unique and elegant choice. The owners, Hanna and Anthony, are responsive, helpful, and full of great tips and vendor recommendations to help bring your vision to life. If you're looking for a distinctive, sophisticated setting for your special day, be sure to explore the Berkshires Black Abbey.
Judy L., 2 months ago
Quick responder
StoneHurst at Hampton Valley 

5.0

Hampton, CT
  • Up to 299 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $8,000
  • Offer

The Barns at StoneHurst - Minimum of 75 Guests- Maximum 250 Guests with a dance floor and 299 without a dance floor! Our custom built barn venue can hold up to 250 guests comfortably with a dance floor. It includes a bridal suite downstairs, as well as a groom's suite upstairs. It is a venue like you have never seen before. Our custom built farm tables truly make the room come to life and the space comes with a large gorgeous bar, separate cocktail space as well as beautiful bathrooms and of course heat in the winter and AC in the summers! The Mansion at StoneHurst - Minimum of 50 Guests - Maximum 120 Guests A beautiful post and beam Swiss chalet Mansion with a stone façade is even more beautiful the second you walk into the wrought iron doors. With a jaw dropping entryway including and the mansion's beautiful stone fireplaces, a wedding at the Mansion would be a truly unforgettable experience for up to 120 guests!

Why you'll love this venue

  • All-inclusive venue packages
  • Has a dance floor for celebration
  • Rustic charm with elegance

Venue considerations

  • Not wheelchair accessible
  • Lighting and sound are not included
  • Venue feels large for events with small guest lists
StoneHurst at Hampton Valley was the perfect venue for our wedding. From the moment we first reached out, their communication was prompt, clear, and efficient - they made the planning process a breeze. On the day of, their staff was exceptional, ensuring the beautiful barn setting looked picture perfect and that both my husband and I were happy and taken care of all night long. They handled all the set up and clean up, allowing us to truly enjoy our special day. The venue itself had plenty of space to accommodate our large wedding, and the overall quality and value was unbeatable. We couldn't have asked for a more beautiful, accommodating, and all-in-one venue. We're so grateful to the team at StoneHurst for helping make our wedding day so perfect!
Nicole B., 5 months ago
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
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
Open Farmhouse 
Redding, CT
  • Up to 50 guests
  • Select services
  • Indoor & outdoor
  • Starts at $3,000

Open Farmhouse is located on 300 acres of protected land in Redding, Connecticut. Just an hour and a half drive from New York City, it’s easily accessible by car or short shuttle from metro north. As part of a working farm, guests experience farm fresh produce, bucolic views and engagement with the land. Built in 1840, the historic Federal Style house sits at the center of the farm, with sweeping views of the surrounding fields and forests. Restored true to its era, it’s a grand yet inviting space for gatherings of 10 to 50 people. Five private bedrooms provide a good night’s sleep, with simple furnishings and comfortable mattresses. Three shared bathrooms allow everyone to get ready for the day. All linens and towels provided. Our vision is to create a place that fosters connection to the land, strengthens community, and plants seeds for cultural renewal.

Why you'll love this venue

  • Exudes old-world charm
  • Rustic-chic setting
  • Flexible event spaces

Venue considerations

  • Dance floor not included
  • On-site parking not available
  • Couple must handle cleanup and setup
Akindale Farm 
Pawling, NY
  • Up to 200 guests
  • Raw space
  • Outdoor & indoor

Akindale Farm is one of a kind. Situated on 310 picturesque acres on Quaker Hill in the center of the Hudson Valley, Akindale offers a backdrop of rolling hills, herds of stunning racehorses, incredible vistas, and a wealth of different locations on the property to suit your special event. Akindale is not a typical wedding venue; but it is an exceptional place for your wedding. Our core mission is to rescue and care for retired Thoroughbred racehorses and we have over 120 on site. We are working farm, not a manufactured showplace. Therein lies our natural beauty. We welcome all types of ceremonies, and respect individual creativity. As a nonprofit, we are able to fund our work with the horses through offering our spaces and as such, your location fee will be completely tax-deductible. We hope you consider our space and invite you to come visit!

Why you'll love this venue

  • Rustic charm with elegance
  • Flexible event spaces
  • Offers full flexibility in setup and decor

Venue considerations

  • Does not have a dance floor
  • Does not provide event staff
  • Couple must handle cleanup and setup
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Lounsbury House 
Ridgefield, CT
  • Up to 150 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $9,500

This national historic site was built in 1896. All the original details have been preserved. The House can accommodate seated events of up to 150 guests, or a small, relaxed brunch in the gardens. White wainscoting adorns the rooms throughout the mansion, while floral wallpaper and neutral colored walls create a traditional look. Chandeliers glitter from the ceiling and delicately designed furniture grace the rooms. Outside, their gardens are flawlessly landscaped, for a romantic ceremony setting. Nestled in the manicured landscape are a gazebo, pergola, and fountain for doses of whimsy. Cocktail hour can be held on the charming wrap-around porch and Grecian columns add a stately, upscale touch to the façade. The estate’s event specialists can provide guidance throughout the planning process. Bridal showers can also be hosted on the historic grounds. Your event may take place inside or out, giving you a number of options to create your ideal day. Exclusively yours.

Why you'll love this venue

  • Both indoor and outdoor options
  • Lush gardens
  • Bridal suite on site

Venue considerations

  • No on-site guest accommodations
  • Does not allow pets
  • No all-inclusive dining options
The Acre 
Brewster, NY
  • Up to 80 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $1,000

Magical home on private acerage overlooking field, lake and forest, one hour from NYC. Perfect for small familty weddings throughout the year or with up to 80 guests. This listing is venue only and I can assist with recommendations for tent and table rentals, catering, parking (for more than 18 vehicles) etc. Wedding party weekend stays and dining room for 12, cocktail party for up to 75. For group stays, 10 beds sleep 12 in 6 rooms with 4 bathrooms. (Airbnb The Acre) The house and property were featured in weddings, Vouge Italia, concerts, music videos, model shoots and film.

Why you'll love this venue

  • Private area for the wedding party
  • Combines timeless elegance with history
  • Flexible event spaces

Venue considerations

  • Limited cleanup and setup services
  • Does not allow pets
  • Lighting and sound are not included
1920 Bar and Bistro 
Norwalk, CT
  • Up to 250 guests
  • Select services
  • Indoor
  • Starts at $2,250

Discover a one-of-a-kind event space nestled within the historic walls of a former Hat Factory in Old Norwalk. Immerse yourself in the allure of a bygone era and celebrate special moments at a venue that holds a piece of Norwalk's captivating history as the 'hat capital of the world.' Whether it's a grand wedding, or an intimate affair, our venue offers a unique backdrop that pays homage to Norwalk's illustrious past. Our versatile space can accommodate up to 250 guests, providing a sit-down setting that begins with private dining for 12 guests and extends to a grand affair, accommodating up to 150 guests for dinner. Our venue seamlessly blends the charm of history with the sophistication required for your special day. The space features a DJ or live music stage, pre-function areas, and an adjoining stylish bar available for private event rentals. Step into a space that not only hosts events but also weaves the narrative of Norwalk's rich heritage into every celebration.

Why you'll love this venue

  • Provides lighting and sound
  • Provides catering services
  • Pets can join the celebration

Venue considerations

  • No on-site guest accommodations
  • Large venue, not ideal for small guest lists
  • Not wheelchair accessible
Quick responder
The Waveny House 
New Canaan, CT
  • Up to 160 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $4,000

Established in 1912 for the Lewis Lapham family. Waveny House, a historic Tudor style mansion sits majestically overlooking 300 hundred acres of countryside in picturesque New Canaan, Connecticut. Accommodating up to 160 guests Waveny House is a fairytale setting for weddings and receptions. Take a tour down the flagstone walkways through the gardens and fish pond to discover the beautiful Walled Garden, a special nook for a small ceremony. The bride and groom truly have an opportunity to create that special wedding at Waveny House.

Why you'll love this venue

  • Allows pets
  • Private area for the wedding party
  • Wheelchair accessible

Venue considerations

  • Limited cleanup and setup services
  • Requires outside catering services
  • No on-site guest accommodations
Quick responder
Three Village Inn 
Stony Brook, NY
  • Up to 200 guests
  • All-inclusive
  • Indoor
  • Starts at $4,300

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

Location flexible? Discover venues near Cheshire, CT

About wedding venues in Cheshire, CT

Connecticut creates a magical backdrop for weddings with its diverse landscape ranging from historic mansions to renovated barns, waterfront properties and lush gardens. You'll find venues that perfectly blend traditional New England charm with modern amenities while showcasing the state's distinct seasonal beauty - exactly what you need to create those perfect wedding memories.

What Makes Connecticut Wedding Venues Distinctive?

Architectural diversity really sets Connecticut wedding venues apart. Eolia Mansion features an incredible amphitheater ceremony space and lovingly preserved period details that transport you back in time. The Barns at Wesleyan Hills stands out with its Edison Light Wall that creates absolutely magical evening ambiance you and your guests will remember forever. Fall weddings between September and October deliver spectacular foliage colors for ceremonies while July offers perfect conditions for waterfront celebrations along the Connecticut shoreline with comfortable temperatures and stunning water views.

How Much Do Connecticut Wedding Venues Cost?

Wedding venue costs in Connecticut typically range from $8,300 to $10,200 and represent about 17% of your total wedding budget. This aligns nicely with the national average of $6,500-$12,000 or 25% of total wedding costs, so you're getting good value in Connecticut.

For different guest counts, your approximate total wedding budgets will look like:

  • 50 guests: $24,172
  • 100 guests: $39,982
  • 150 guests: $54,842
  • 200 guests: $68,120
  • 250 guests: $81,398
  • 300 guests: $94,676

Where Can You Find Accessible Wedding Venues in Connecticut?

The Riverview in Weatogue accommodates up to 500 seated guests with complete accessibility features and packages starting at $10,000. You'll find The Waterview in Monroe offers beautiful lakeside event spaces for up to 300 guests with handicap-accessible indoor and outdoor areas that make movement easy for all your guests.

Eolia Mansion at Harkness Memorial State Park gives you accessible ceremony locations for up to 150 guests with pricing starting at $5,000, while The Glastonbury Boathouse welcomes 150 guests with wheelchair accessibility throughout its indoor and outdoor spaces so everyone can enjoy your special day without limitations.

Which Connecticut Venues Offer Outstanding Culinary Experiences?

The Omni New Haven Hotel at Yale showcases local ingredients through their upscale in-house catering that will impress even your foodie guests. Delamar West Hartford features the award-winning Artisan Restaurant offering refined cuisine in an upscale setting that perfectly complements your celebration.

The Pond House Cafe in West Hartford has earned serious praise for unique food options and stunning presentation that elevates your reception experience. Winvian in Morris delivers true 5-star farm-to-table dining with ingredients harvested from their on-site gardens; you'll taste the difference in every bite and your guests will be talking about the meal for years.

How Can Connecticut Venues Accommodate Remote Wedding Guests?

The Waterview offers cutting-edge virtual reality applications allowing your remote guests to explore venue grounds and interact with on-site attendees almost like they're physically there. Anthony's Ocean View provides dedicated event concierges who help integrate technology for seamless remote participation so no one feels left out.

Innovative venues now incorporate interactive video conferencing virtual reality experiences and personalized virtual engagement platforms that go far beyond simple streaming. These technologies create truly inclusive experiences for remote guests who can't make it in person but still want to share in your special day.

When Should You Book Your Connecticut Wedding Venue?

Connecticut venues typically need booking 16 months in advance with September generating the highest volume of venue inquiries. The peak wedding season spans September-October when fall foliage creates stunning natural decor driving serious competition for prime weekend dates at barn and outdoor venues. You'll want to secure your date early especially if you're dreaming of that perfect autumn wedding.

What Wedding Costs Should You Expect in Connecticut?

Key wedding expenses for a 150-guest wedding include:

  • Venue: $9,243 (17%)
  • Catering: $7,395 (13%)
  • Florists: $6,399 (12%)
  • Bar Services: $5,916 (11%)
  • Planners: $5,119 (9%)
  • Photographers: $4,977 (9%)

Connecticut creates a magical backdrop for weddings with its diverse landscape ranging from historic mansions to renovated barns, waterfront properties and lush gardens. You'll find venues that perfectly blend traditional New England charm with modern amenities while showcasing the state's distinct seasonal beauty - exactly what you need to create those perfect wedding memories.

What Makes Connecticut Wedding Venues Distinctive?

Architectural diversity really sets Connecticut wedding venues apart. Eolia Mansion features an incredible amphitheater ceremony space and lovingly preserved period details that transport you back in time. The Barns at Wesleyan Hills stands out with its Edison Light Wall that creates absolutely magical evening ambiance you and your guests will remember forever. Fall weddings between September and October deliver spectacular foliage colors for ceremonies while July offers perfect conditions for waterfront celebrations along the Connecticut shoreline with comfortable temperatures and stunning water views.

How Much Do Connecticut Wedding Venues Cost?

Wedding venue costs in Connecticut typically range from $8,300 to $10,200 and represent about 17% of your total wedding budget. This aligns nicely with the national average of $6,500-$12,000 or 25% of total wedding costs, so you're getting good value in Connecticut.

For different guest counts, your approximate total wedding budgets will look like:

  • 50 guests: $24,172
  • 100 guests: $39,982
  • 150 guests: $54,842
  • 200 guests: $68,120
  • 250 guests: $81,398
  • 300 guests: $94,676

Where Can You Find Accessible Wedding Venues in Connecticut?

The Riverview in Weatogue accommodates up to 500 seated guests with complete accessibility features and packages starting at $10,000. You'll find The Waterview in Monroe offers beautiful lakeside event spaces for up to 300 guests with handicap-accessible indoor and outdoor areas that make movement easy for all your guests.

Eolia Mansion at Harkness Memorial State Park gives you accessible ceremony locations for up to 150 guests with pricing starting at $5,000, while The Glastonbury Boathouse welcomes 150 guests with wheelchair accessibility throughout its indoor and outdoor spaces so everyone can enjoy your special day without limitations.

Which Connecticut Venues Offer Outstanding Culinary Experiences?

The Omni New Haven Hotel at Yale showcases local ingredients through their upscale in-house catering that will impress even your foodie guests. Delamar West Hartford features the award-winning Artisan Restaurant offering refined cuisine in an upscale setting that perfectly complements your celebration.

The Pond House Cafe in West Hartford has earned serious praise for unique food options and stunning presentation that elevates your reception experience. Winvian in Morris delivers true 5-star farm-to-table dining with ingredients harvested from their on-site gardens; you'll taste the difference in every bite and your guests will be talking about the meal for years.

How Can Connecticut Venues Accommodate Remote Wedding Guests?

The Waterview offers cutting-edge virtual reality applications allowing your remote guests to explore venue grounds and interact with on-site attendees almost like they're physically there. Anthony's Ocean View provides dedicated event concierges who help integrate technology for seamless remote participation so no one feels left out.

Innovative venues now incorporate interactive video conferencing virtual reality experiences and personalized virtual engagement platforms that go far beyond simple streaming. These technologies create truly inclusive experiences for remote guests who can't make it in person but still want to share in your special day.

When Should You Book Your Connecticut Wedding Venue?

Connecticut venues typically need booking 16 months in advance with September generating the highest volume of venue inquiries. The peak wedding season spans September-October when fall foliage creates stunning natural decor driving serious competition for prime weekend dates at barn and outdoor venues. You'll want to secure your date early especially if you're dreaming of that perfect autumn wedding.

What Wedding Costs Should You Expect in Connecticut?

Key wedding expenses for a 150-guest wedding include:

  • Venue: $9,243 (17%)
  • Catering: $7,395 (13%)
  • Florists: $6,399 (12%)
  • Bar Services: $5,916 (11%)
  • Planners: $5,119 (9%)
  • Photographers: $4,977 (9%)

What types of wedding venues are in Cheshire, CT?

What other Cheshire vendors will I need?

What other wedding venues are nearby?

What other wedding services are nearby?