Welcome to The Caboose, a stunning 3,500-square-foot space steeped in Hudson Valley history, reimagined for an open, modern feel that’s both communal and cosmopolitan. With its soaring beamed ceilings and expansive cathedral windows, The Caboose is truly the best wedding venue in Hudson, NY and the perfect spot to host your next seated event, where guests can enjoy a seasonal farm-to-table menu curated by Executive Chef Nicole LoBue. After dinner, continue the fun with dancing and drinking, or simply step outside to watch the sun set on our lush private garden filled with over 14,000 perennials. Whatever you decide, The Caboose is the space to enjoy all the modern amenities you’ve come to expect from a venue like ours — including killer sound and PA systems and aesthetic finishes like warm woods, cool marbles and stone, and hand-finished metals, all accomplished without sacrificing our commitment to being 100% carbon-neutral — because we love our planet as much as we do our guests.

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

PLEASE REACH OUT TO US DIRECTLY THRU FOXTROT FARM & FLOWERS WEBSITE: Foxtrot Farm & Flowers is a woman-owned regenerative flower farm and event space located in the heart of NY’s Hudson Valley. Our small farm is nestled into 600-acres of protected land making it an idyllic setting for any special occasion or celebration. Whether you want to gather for outdoor dining in our flower fields, stay in our relaxing and cozy tiny house, or dance the night away in our historic barn, there are plenty of charming spots for you and your guests to explore at Foxtrot. As a working flower farm, Foxtrot is able to provide a unique, memorable, and beautiful setting for any experience. We specialize in curating the space for intimate gatherings and can accommodate up to 80 guests.

Stissing House is one of the oldest taverns in America, located at the crossroads of the village of Pine Plains in the heart of Dutchess County. It’s 90 minutes from New York City, and 30 minutes south of Hudson. It has hosted feasts for generations. Downstairs, intimate dining rooms and fireside lounges are ideal for parties of 8-10 people. Upstairs, the oldest Dutch Colonial ballroom in America is designed for long-table dinners and weddings of 25-150 people. Gather your friends and family for pitchers of shandy and wood fired eggs the day before or morning after your party. Chef/Proprietor Clare de Boer cooks food that is generous and has a sense of place. Ingredients come from surrounding farms and are prepared simply on the tavern’s mammoth hearth. The eggs are laid today, the butter is homemade, and the food is for feasting.

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

South Farms' features a premier farmland destination in Litchfield County and our award-winning events venue, The White Barn at South Farms Conveniently located between NYC and Boston in the Litchfield Hills of Connecticut, The White Barn at South Farms is a state-of-the-art events venue creatively constructed within the iconic Sam Paletsky Barn. South Farms boasts a working farm, stunning pastoral views, and all the amenities you would expect with a premier venue.

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

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.

The restored dairy barn built in 1828 on a 100 acre, family ran, historic venue with modern-day amenities is nestled in the Hudson Valley, NY. It can host up to 150 guests comfortably inside the barn, with additional space on the deck for cocktail hour and an adjacent lawn area for your ceremony. There is also an additional lounge seating area if some of your guests would like to relax with a bit of quiet time. Antique chandeliers accent the hardwood floors, walls and beams providing the rustic character that compliments the temperature controlled AC and heat to enable us to provide year-round events. In addition to the barn, deck, and ceremony space, the onsite 4 bedroom (7 queen beds) restored farmhouse is included in the venue for the weekend. A Friday check in enables you to prepare yourself for the big day and set up the space in the barn with any decor. The house is yours for the entire weekend for up to 8 guests. It works perfectly as a bridal suite for everyone to get ready.

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.

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

Our Patio is packed with class and charm and is the perfect canvas to host an array of gatherings. Located in the quaint "Christmas Town" of Bethlehem, CT. Our spacious venue offers a warm and inviting atmosphere, making it the perfect setting to hold your next Business Meeting, Birthday Party, Christian, Wedding, Bridal or Baby Shower, Anniversary, Fundraiser or Community Events. Prices are based on the type of event, day of the week and event time. Our newly renovated venue offers both indoor and outdoor event space while our beautifully landscaped grounds offer a picturesque backdrop for memorable photos.

Transform your special occasions into unforgettable experiences against the backdrop of pristine lake views and mountain vistas. From intimate weddings to large gatherings, our collection of distinctive venues accommodates 40 to 200 guests. Say your vows in a place where promises have been made for over a century — one built on reverence for nature, the beauty of gathering, and the sacred duty of hosting those you love.

Our flexible event space is perfect for bridal showers, bridal ready rooms, reception dinners and social gatherings. Treat your guests to local farm-to-table catering and bring the tales of Hyde Park, NY to life!

A home to Hudson Valley food + bev adventure seekers since 2013, Plan Bee Farm Brewery proudly brews 100% NYS beer. Our beers go from ground to glass within measurable feet of their origins. At Plan Bee Farm Brewery, our beers are created by the limitation of local resources. From the yeast we cultivate from our honeycomb, to the grain and hops in our fields, if it isn’t in our community it doesn’t enter our beer. Weddings at Plan Bee Farm Brewery are relaxed, romantic, and environmentally conscious. Nestle in with your closest family and friends for a garden ceremony and cocktail hour, followed by dinner, dancing, and sweeping sunset views in our brand new hilltop pavilion. We would be so thrilled to host your special day on the grounds of our whimsical woodland farm, where we proudly grow the ingredients for our 100% NYS Farm Beer. With us, the natural world is never too far away.

BridleWood is a Farm Venue, set in the midst of a working horse farm, in the beautiful rolling hills of Columbia County! Our newly renovated event barn, lit by wrought iron chandeliers and candle sconces, surrounded by horses in green pastures, creates a rustic-elegant oasis for a truly memorable celebration. Three large carriage doors allow for a covered yet sunlit space, where guests may mingle for cocktails and hors d’oeuvres, or accommodate a formal sit down meal for up to 100. The polished floors double as a dance floor inviting guests to dance the night away beneath the warm glow of the chandeliers! Just beyond the carriage doors, our flat grass arena provides unlimited space for a large sail-cloth tent, with ample room for a caterer’s tent along side. Electrical hookups are provided for food service, sound, and additional lighting as needed. BridleWood is an idyllic location for a truly memorable event and we can’t wait to help you create the celebration of your dreams!

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.

This 400 acre estate on the Hudson River on Lenni Lenape ancestral land, with its gently rolling hills, expansive view of the Catskills, and extraordinary sunsets, is in the heart of the Hudson Valley and only 90 minutes north of New York City. Rokeby is a designated Historic Landmark, still privately owned by the descendants of Alida Livington, for whom the house was built in 1815.

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.

Nestled in the heart of the Hudson Valley, Keepsake is a wedding venue welcoming parties in Poughkeepsie, New York. Part of The Academy multi-purpose space, the building’s industrial charm will surely impress style-conscious couples and their guests. A historic setting, couples can add their own chapter to the property’s long and storied history. Located in the city’s downtown, the venue benefits from access to the city’s accommodation options making it a great choice for parties.

Built in 1845 as a Methodist Church and later purchased and expanded in 1895 by the Masons, this former iconic building in the City of Poughkeepsie has undergone a major transformation to become a one-of-a-kind event space in the Hudson Valley. Many original features remain today such as the large stained glass windows, brick façade, architectural details, wood floors, and so much more. Rich in history and nestled in the heart of the Queen City of Poughkeepsie, Revel 32° offers guests something truly unique. With city and urban flair, Revel 32° is the perfect location for any celebration, meeting, conference, festival, fundraiser etc... With seven unique spaces, the venue allows for creativity and flexibility to suit your needs. ​Located next door to the 40 Cannon Street and the 1915 Wine Bar, King's Court Brew Co, Cafe 40, & Gallery 40, Revel 32° is proud to be part of Poughkeepsie's revitalization!

At Hutton Brickyards we understand that everyone has a specific vision for their special day. When creating your wedding with us, our team of experts are here to assist you in creating a lasting experience for both you and your guests. Nestled along the Hudson River and spanning 100 acres, Hutton Brickyards is truly a remarkable, romantic backdrop for your special day.  With unique accommodations in either the beautiful Edgewood Mansion or our modern, newly built cabins. The property offers a variety of indoor and outdoor venues for your weddings, allowing guests to enjoy the views of the Hudson River and our beautifully manicured grounds. Our wedding packages are priced seasonally and include exclusive use of our distinctive spaces allowing you privacy to create unforgettable moments. 

We are your destination resort without boarding a plane! You can park our car and celebrate all weekend long. We offer Rehearsal Dinners, Breakfast, Bar / Restaurant, Spa, Fitness, Pools, Hot Tubs and of course Hotel Guest Rooms. We have outdoor ceremony options in the stone garden or the vineyard and we always have a weather back up space in case the weather is not perfect. Timbers is our most popular rustic reception room. It can hold up to 200 guests and has 24' cathedral ceilings with exposed beams with lots of natural light overlooking our vineyard. Couples can take photos on our Golf Course while guests enjoy cocktail hour. After the wedding, everyone can go to the Tavern for the After party. After partying the night away, hit the elevator button and you can go right to your room. We typically host one wedding a day and have no set start time. Reach out today for availability and additional information

Locust Grove Estate is an unforgettable setting for weddings throughout the year, overlooking the Hudson River that combines the charm of the 19th century with the comfort of the 21st. Our West Gallery, located in the Arts-&-Crafts style Museum Pavilion, offers a unique setting for weddings. Guests can enjoy cocktails on the covered terrace and shaded courtyard, then dine and dance in an elegant gallery with hardwood floors, a cathedral ceiling, and three walls of windows and French doors providing access to the estate’s 200 acres of gardens and grounds. The West Gallery comfortably accommodates between 50 and 150 guests for dinner and dancing, while the adjacent Garden Lawn may also be rented for a ceremony overlooking the perennial gardens. For your convenience, the rental includes tables and chairs, a caterer’s kitchen, air conditioning, ample restroom facilities, and easy parking. Locust Grove only schedules one event each evening, so you and your guests are assured privacy.

Nestled in the picturesque landscape of Middlebury, Connecticut, our versatile weddings and events venue offers stunning indoor and outdoor spaces. With immaculate grounds, charming rooms, and an on-site restaurant, we provide the perfect setting for your celebration.

✨ Planning Your Perfect Event? We've Got You! ✨ Looking for a seamless, no-stress vibe for your ceremony? We’re all about making it easy—ceremonies are on the house! 🎉 Keep the party going with music until 11 pm (yep, gotta respect those town rules) and wrap up your event on time, but don’t worry—we’ve got after-party options in Hudson or Rhinebeck! 🌃 Bars stay open ‘til 3 am, and food’s served ‘til 1 am, so you can keep the energy high. 🍕🍸 Bonus: Get rehearsal time the day before AND clean-up time the morning after. More time to make it perfect, less stress on the big day. ✨ We don’t do catering, but no sweat—we’ve got a lineup of awesome vendors we recommend. Plus, we require a wedding coordinator (because organization = peace of mind) and wedding insurance to keep things covered. ✅ Let’s make your event one for the books! 📖

They say a picture is worth a thousand words, let Fortune Valley Manor be the barn venue for those beautiful words. A private 35 acre manor nestled in the Hudson Valley offering a 5,000 square foot barn or outdoor tented reception, cocktail hour, and wedding reception sites. The barn offers a beautiful rustic yet elegant feel with black iron chandeliers, white draping, and bistro lights around the property. When you combine stunning ponds, plush green meadows, and a natural wooded backdrop, the options for your special day become endless. We are located 10 minutes off of the NYS Thruway exits Saugerties/KIngston NY Offering hotels within 5 minutes from our venue for the ease and convenience of your out of town guests. FVM prides itself on offering a stress free and fun wedding planning process. We look forward to working with you to create your picture perfect dream wedding

Buttermilk Falls Inn & Spa offers both indoor and outdoor spaces to host your ceremony and reception on its extraordinary 75 acres. We offer onsite accomodation for up to 50 guests across houses, lofts, and our historical inn. Buttermilk Falls Inn & Spa provides catering for your wedding through their premier on-site restaurant, Henry’s at the Farm, which prides itself on providing a true farm-to-table experience and offers

We include coordination and staff, photography, officiant, florals, catering, desserts and more. Say "I do" to a stress-free wedding experience with The Wedding Foundry. Let us handle the details while you focus on what truly matters – celebrating your love in a setting that's as unique and unforgettable as your relationship. We host perfect Micro Weddings up to 65 guests.

Located just south of the Catskill Mountains where the Esopus Creek meets the Hudson River and 100 miles North of NYC, Diamond Mills in beautiful Saugerties NY is one of the most flexible, modern and beautiful facilities in all of the Hudson Valley. Whether you’re looking to host an elegant wedding reception in our traditional Grand Ballroom, or have cozy gathering in mind, Diamond Mills has the innate ability to tailor our venues to your unique style. With 30 boutique hotel rooms and a full-service restaurant on-site, we are the perfect destination to celebrate all weekend long in Upstate, New York. Our Event Professionals understand and truly appreciate the importance of your event and work with you each step of the way throughout your planning process. From start to finish, we customize and coordinate each little detail to ensure you the best day ever on your wedding day!