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.

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!

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.

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.

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.

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!

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.

The Hinterland is a barn located in Avon CT. We have decided to take a leap of faith and restore the barn to become a beautiful, budget-friendly rustic wedding venue. Owner, Kristyn LeBarron, has been in the Bridal Industry for over 8 years as a stylist, manager, and bridal coordinator for an award-winning company. She sees the need in the industry for a wedding venue and event space that allows brides to enjoy their big day, even under all the regulations. The Hinterland is a place you can come to and have options. Partner, Patryce Cintron (bus. partner) sees the opportunity to make more room for brides and so with two great minds we bring to you The Hinterland.

A newly constructed event barn based in the Hudson Valley. This one floor event space offers gorgeous neutral tones that allow customization for any wedding or keep it simple for a more natural look.

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.

“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.

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.

✨ 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! 📖

The Mountain Room at Mount Southington strives to create the perfect day for our Brides and Grooms by providing rustic chic amenities at an affordable price. Our Mountain Room is warm with wood accents, lofted ceilings, beautiful arching beams and one ceiling-to- floor glass wall from which there is a stunning view of our grounds. Ceremonies can be held outside on our spacious lawn and cocktail hour can be held on our vast patio.

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!

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.

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!

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.

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

Nestled on 12 private acres in the foothills of the Berkshires, our property offers comfort and luxury beyond compare with some of the most breathtaking views for your incredible event. Our venue offers an elegant space with a neutral palette to meet every design aesthetic. Our private Berkshire oasis is the perfect backdrop to create memories that will last a lifetime.

Your wedding at Bellavista Country Estate will include a two night or longer stay at the beautiful 12,000 square foot estate for up to 16 guests. The property is located on 60 private acres in picturesque Hudson Valley. Amenities include nearly 2,000 square feet of beautifully appointed bridal & groom men’s suites. Perfect for photo ops, the estate also includes a game room with air hockey, pinball, card table, home theater, an in-house gym, library, five full bathrooms, library and fully stocked kitchen .. all for the wedding couple, family and friends to enjoy during their stay.

If you're seeking a charming, rustic, vintage venue that looks like it's straight out of the pages of a fairytale storybook, look no further than The Barn at Black Walnut Farm! Our 19th-century barn has been meticulously renovated and restored to its original glory… with a few added bells and whistles. We offer air-conditioning, heating, and a 4-foot disco ball, among other modern amenities. The property is a hidden gem set amidst 34 acres of breathtaking grounds with open meadows, forests, winding nature trails, and gardens, offering an idyllic backdrop for events of up to 200 guests. We specialize in creating unforgettable celebrations filled with heart. Accommodations for 8-10 are included in our premium long-weekend packages, along with a suite of amenities for a resort-style feel. Reach out for our Pricing Guide!

Berkshire Lake Camp is a wedding venue located in Hinsdale, Massachusetts. This refuge, open three seasons a year, is ideal for couples who want to celebrate their marriage close to nature. The plentiful outdoor spaces make it simple for to-be-weds to organize an unforgettable event held under the open sky. Facilities and Capacity BLC is a conveniently located venue and sits just two and a half hours from New York City and Boston. In addition, it is centrally situated in the Berkshire Region. Couples can begin their day by exchanging vows alongside the lapping shores of Lake Ashmere followed by a reception under a tent. Then, as the sun sets and night settles in, festivities can resume around the warm flicker of a campfire.

Welcome to The Farm at Abeel House, a unique wedding venue in the heart of the Catskills, where rustic charm meets natural beauty! Our stunning, spiraling outdoor space features a barn, a serene stream, vibrant flowers, and a picturesque meadow, providing the perfect backdrop for your dream wedding. Celebrate your love story in a way that's uniquely yours, free from the ordinary and predictable. Our barn accommodates intimate gatherings of up to 50 people for seated dinners and 75 for dancing, while the expansive outdoor space can host larger celebrations. With the flexibility to configure any area of the property to fit your vision and the option to bring in tents for outdoor festivities, every detail can be tailored to create a memorable experience that stands out. Together, we are committed to making your wedding day a remarkable celebration filled with love, beauty, and creativity. Our in house food team is lead by led by Stephanie Skiadas, formerly Chef du Cuisine at Gaskins.

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.

Castle Hill Farm is a family wedding and event venue, nestled within the town of Newtown. The farm has gardens, hay fields, a greenhouse, and pastures of cows that serve as a rustic backdrop for your outdoor wedding. We have set the stage for your wedding, however, we allow you to make it your own. We are located in a scenic part of Newtown, in the southwestern part of Connecticut, only minutes away from the historical Newtown's Center and Flagpole. The farm atmosphere embraces the feeling of a past time where life was genuine and simple.

Located in the heart of the Hudson River Valley, experience beautiful and breathtaking grounds for pictures while being conveniently located in the Metro area. With our stylish rustic aesthetic and top-notch amenities, this one-of-a-kind destination sets the scene for a truly unforgettable experience. For couples that want a farm wedding, but not a dirt floor, Bad Seed Cider can provide a unique yet lavish wedding experience for guests. Whether you're planning a grand soiree with 125 of your best friends or a more intimate event, we have you covered. Ceremonies can take place with a scenic view of the apple orchard. After saying 'I do', couples and their loved ones can make their way into the Cider House for a night of dancing and entertainment. The 3,000 square feet of indoor space is a blank slate for you to plan your perfect reception. Plus over 5,000 square foot outdoor space complete with fire pits for your guests to relax and unwind at the end of a memorable evening.

With over 80 years of experience, Birch Hill Catering continues to be one of Upstate New York’s most memorable wedding destinations. From a formal sit-down dinner in a ballroom setting to casual outdoor BBQ style wedding or even a rustic barn wedding; any one of the venues at Birch Hill Estate or Stablegate Farm is sure to capture your imagination.

Nestled in the heart of the Hudson Valley, Kismet House was brought to life as the perfect venue for your dream wedding and next event. With housing for 24 onsite it's an amazing local destination wedding weekend. The Kismet property spans 62 acres, anchored around our centerpiece, an original classic Red Barn. Surrounded by acres of apple orchards, a secretly nestled pond amidst the trees, meandering walking trails. — Kismet House is a memorable and escape close enough to find a wooded paradise less than two hours from New York City.