The Best Wedding Venues in Hillsdale, NY

BridleWood is an historic horse farm with gorgeous mountain views and a renovated event space for a candlelight reception and dance floor, plus a farm house to host the happy couple, wedding party or special overnight guests!

A gorgeous barn venue just waiting to host your dream event! We are a seasonal venue open from April-October. We are a large one story barn with a open floor plan and a neutral feel. Perfect to decorate how you want for your dream wedding. Since out barn is so large we typically only recommend people book with us if their attending guest count is 100+ people. If you book with us we promise it will be a day you will never forget and the beginning to the start of your lives together!

From a formal gathering to a more intimate get together, a multi course sit down dinner to a fire roasted family style meal, The BARN at Liberty Farms is a beautiful and flexible venue ready to satisfy your needs and desires. With your vision and our experience, together, we will make your entire day personal, unique and truly unforgettable.

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.

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.

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.

From our memorable destination weekend weddings with up to 220 Guests to small, intimate affairs, Interlaken offers impeccable service, seasonally inspired farm-to-table cuisine, a gorgeous lakeside ceremony site, and a garden wedding reception. We are located on 30 acres of manicured lawns and traditional New England style gardens, nestled in between two shimmering lakes. Guests staying with us enjoy use of the many property amenities. We host only one wedding per day to insure that our focus is entirely on you.

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.

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.

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.

✨ 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! 📖

Welcome to Camp Lenox, your destination for unforgettable events and celebrations. Nestled in the scenic beauty of the Berkshire Mountains in Western Massachusetts, Camp Lenox offers a unique and versatile venue for weddings, corporate retreats, family reunions, and more. Our family-owned camp provides a down-to-earth atmosphere, personalized service, and attention to detail that ensures your event is as memorable as it is special.

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.

From the minute you arrive at Upstate New York’s finest farm and vineyard venue, you will be enamored by the historic charm and rustic elegance that defines Stablegate Farm and Vineyard. Fall in love with the 19th-century Stablegate Barn filled with charming antique decor and ambient market-street lighting. For more intimate gatherings, our Stablegate Lodge provides guests with a warm, inviting atmosphere to celebrate. Choose from a private vineyard, a hilltop view of the Catskill mountains, a 200-year-old Dutch barn door, or a fossil stone fireplace for your Upstate New York ceremony.

Black Walnut Farm is a 34-acre historic estate in Saugerties, NY, where the Catskills meet the Hudson Valley— and where weddings become full weekends of revelry. Our Wedding Weekend gives you time to settle in, welcome your favorite people, throw one hell of a party, and actually enjoy it all. Celebrate in our restored 1891 barn with a four-foot disco ball, choose from three distinct ceremony sites, gather around the bonfire, and stay onsite in our 1747 farmhouse. Our hospitality team is here throughout the weekend, with thoughtful extras including wedding-morning breakfast, a Hospitality Concierge, welcome event space, and plenty of fun around the farm. Most couples who fully embrace the Black Walnut Farm weekend experience plan for a total wedding budget of approximately $65,000–$100,000+. We believe in great food, seriously good drinks, packed dance floors, and one more song.

Living Stone is an enchanted forest wedding venue in the Catskills- an exquisite handmade open air Pavilion nestled in the woods of the Catskills, with our very own waterfall. Onsite catering, full liquor license, and all the amenities of a state of the art facility, but in the woods. Contact us to set up a site visit to come and see our unique venue in person, and take the first step in hosting the wedding of your dreams!

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.

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.

Our Unique Venue on 100 Acres in the Scenic Catskill Mountains. Our rates are: 1-50 guests $5,200.00 + tax, 51-100 guests $7,200.00 + tax, 101-150 guests $9,500.00 + tax, 151-200 guests $15,500 + tax. For groups over 100 guests we recommend you rent an additional tent if dining together at the same time. • Any Licensed Caterer 3 Days, 2 Nights Includes: • Carriage House with Bridal Suite upstairs • 2 BDRM, 1 jacuzzi/tub bath, Kitchen • Living Room w/Mini Bar Guest House $185 nt, 2 BDRM, 2 Bathrooms, Kitchen • Living Room w/Queen Sofa Sleeper, DNRM • 30’x50’ Amish Built Event Barn w/Bar, Tables & Chairs. Packages for Linens & Dishes & Utensils, Stemware & More! ($500-$1,500) • 12’x50’ Covered Porch/Rain Aisle 4 Whiskey Barrel Hightop Tables w/20 Stools, Victorian Lounge • 14’x42’Covered Patio/Dance Floor w/Bar • 4 Custom Bars • Industrial Ice Machine • 100’ Aisle Set-up fee $250 Pergola, Bridge & Gazebo by the Pond No CURFEW! • 4 Fire Pits, BBQ Grills ($50 each), Parking, Smoking OK

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.

Discover the enchanting charm of L'Orangerie, a Victorian greenhouse nestled in the picturesque Hudson Valley. Our unique venue, with its European-inspired design and lush surroundings, offers a magical setting for your wedding day, where every moment feels like a fairytale. Our beautiful Victorian greenhouse provides an ethereal backdrop for your ceremony and reception. With its stunning glass architecture and abundant greenery, L'Orangerie effortlessly combines old-world sophistication with the beauty of nature. Set beside a tranquil pond and surrounded by sprawling fields and serene woods, our venue offers a variety of breathtaking settings for your special day. Thank you for considering L'Orangerie. We look forward to being a part of your love story. We are a raw space and do not offer any services other than the rental of the event spaces. Nothing else is included in the rental fee and all vendors must be brought in. One day rental price is $10,000, full weekend rental is $15,000.

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

Thomases Equestrian is a beautiful 40 acre working horse farm in the heart of the Hudson Valley. We offer a picturesque backdrop for you to bring the wedding of your dreams to life! Our warm and welcoming staff are excited to help make your special day unforgettable!

Our historic, nineteenth-century, recently renovated barn is surrounded by natural beauty with picturesque rolling green pastures grazed by Angus cows and Border Leceister sheep, as well as hay fields, and crop and cut flower fields. Our stately barn sits at the top of a hill overlooking the Vloman Kill. Our family has farmed this land in Albany County, NY for over two hundred years and we would like to share this beautiful property with you for your special day.

M&D FARM: FALL IN LOVE... GET INSPIRED. Tucked away on 58 acres of pastoral beauty in Upstate New York, M&D Farm is a boutique European-style garden and barn wedding venue where natural beauty, timeless elegance, and thoughtful design come together to create intimate and unforgettable celebrations. M&D Farm welcomes couples who want their wedding to feel personal and connected to the place where they celebrate. They are looking for a venue that feels like an extension of who they are. We are not a ballroom, a hotel, or a country club. We are a private estate where every wedding feels at home in its surroundings. Featuring European-inspired gardens, a restored 1940s barn, a serene pond, open meadows, lush woodlands, and a lovingly restored 1800s farmhouse, M&D Farm offers a refined countryside wedding experience for couples who value atmosphere as much as aesthetics.

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!

Loft 433 is a unique and versatile space offering unlimited possibilities for a truly memorable event. Built in the late 1800’s as a shirt factory, the building still maintains much of it’s industrial vibe with original masonry walls and lofty ceilings complemented by elegant touches in the ballroom, floor to ceiling windows and a rooftop space that provides one-of-a-kind skyline views of the Hudson River, the perfect backdrop for your event!

The Village at Boulder Ridge is a wedding and events facility located on nearly 68 acres of land in picturesque Barkhamsted, Connecticut. We only host one event per day, allowing your wedding to be customized and tailored to your needs and preferences. A seasonal facility, we are open each year from May until mid-October. We offer beautiful indoor and outdoor spaces for your ceremony and reception, accommodating staff, and delicious options for food catering.

Serendipity Lake House is the perfect place to host your dream wedding. Have an outdoor tent celebration in an idyllic lake setting or a more intimate gathering in our rustic lodge. Weddings can be customized to celebrate each couple’s unique personality. Receptions of 80 people or under can be held inside the lodge. Receptions of more than 80 people will be held under a tent on our upper lawn only steps away from the lodge. The cocktail hour can be in the lodge with open doors to the deck so guests can enjoy the amazing lake views.

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!