The Best Outdoor Wedding Venues in Cuddebackville, NY

Nestled in the southern Catskills, Company House is a step back in time, filled with historic details (it's actually a historically landmarked home), and surrounded by the wilds of upstate NY. With 7 bedrooms, 4.5 bathrooms, and 5.5 acres of woods and lawns, it's the perfect place to gather family and friends, and say I do. All that, and just 90 minutes to NYC.

Allow me to introduce you to the splendor of The Chatwal Lodge. Nestled on a sprawling 100-acre expanse in the serene Catskill Mountains, our property boasts 14 exquisitely modernized guest suites, inviting public spaces, and a remarkable 3,300 square feet of indoor event space that has been thoughtfully redesigned and revitalized. Our dedication to perfection led us to unveil The White Birch Hall, a stunning 3,300 square foot Wedding Venue, in the enchanting fall of 2023. Our diverse array of event options ensures a personalized experience for your celebration. Whether you envision a seated dinner in the White Birch Hall, a relaxed rehearsal dinner on our Great Lawn, or an intimate gathering in the charming Garden Room, we are committed to crafting the ideal wedding weekend for you and your cherished guests. The White Birch Hall accommodates up to 100 guests for an enchanting dinner and dance, with the potential to expand this capacity through tenting on the premises.

Nestled in the tranquil Catskill Mountains, just 90 miles from bustling NYC, lies The Outlier Inn—a serene 14-acre property. Here, amidst nature's embrace, we offer a haven from the city's hustle and bustle. Our versatile space serves as a retreat center, event venue, workshop hub, and even boasts a fiber and vegetable farm alongside a top-tier recording studio. We offer a variety of on-site accommodations which are included in our weekend Wedding Package. Whether your vision is an intimate gathering or a lavish celebration, we're dedicated to crafting your dream wedding into reality.

A historic property with timeless beauty, Sylvan Ridge Farm is nestled into a Pocono mountainside forest overlooking the Delaware River Valley. We specialize in full-weekend weddings that INCLUDE professional coordination and overnight accommodation for couples and their wedding parties. Our gorgeous Amish-built wedding barn and its surroundings provide rustic yet modern indoor and outdoor spaces for ceremony, cocktail hour, and reception. Guests can unwind in rural tranquility on our 200 private acres, yet this Pocono wedding venue is situated just 10 minutes away from Interstate 84, Milford, PA, and Port Jervis, NY, with easy access from New York City. Over 100 couples (and counting!) from Northeast PA, NYC, the Hudson Valley, North Jersey, Philadelphia, Connecticut, and beyond have chosen Sylvan Ridge Farm as the backdrop for their wedding celebrations, and our perfect 5-star review rating across all platforms speaks for itself.

NOTE: ZOLA USES BOTS & SENDS FAKE LEADS. IF YOU'RE A REAL, START MESSAGE WITH "I AM REAL!" 🙏🏽 Dream Oasis for a Magical Catskills Wedding. This secluded, breathtaking estate is on 10 acres and 3 private bodies of water, w/ its own private island. The property emanates sacred energy. Over time, it has served us a venue for weddings (from Chasidic to Hindu and all in between), yoga and intimacy retreats, and concerts. The landscaping is designed around a sacred octagonal shape — w/ the island gazebo and the main house both being octagons. Parking for 80+ cars + lots of vendor staging areas. Hold your ceremony under a majestic lakeside weeping willow tree, on the island, or in a clearing surrounded by flowers, facing the back lake. Includes a 1,400 sq ft separated poolhouse for indoor cocktails, a beautifully appointed honeymoon suite w/ private kitchen/living room, 3BR main house, w/ wrap-around balcony overlooking water, 20-foot tall stone fireplace, and a majestic 700 sq ft main BR.

Wallkill Golf Club is a wedding venue located within the scenic Hudson Valley in Middletown, New York. This property offers both indoor and outdoor spaces where you can celebrate your special day in style and convenience. You and your guests will delight in this exclusive atmosphere, complete with stunning views of the 18-hole golf course, serene lake surroundings, and elegant hospitality courtesy of the staff and executive kitchen.

“Terry Gardens is a charming micro outdoor event venue offering an intimate garden setting for small gatherings, creative workshops, photoshoots, and celebrations surrounded by greenery. Small weddings and celebrations here has been a must have for those seeking a very intimate setting.

Escape the city and discover the enchanting town of Milford, Pennsylvania, where love and charm intertwine. Just 75 miles from the bustling streets of New York City and 130 miles from the vibrant energy of Philadelphia, Milford is the perfect destination for your dream wedding. Our venues are one-of-a-kind for weddings and events. We cater to couples who desire a unique atmosphere, classy surroundings, and outstanding service. Our team is dedicated to making your vision come to life. With 8 unique properties our team will work with you to customize your dream weekend. We offer chef-designed menus and pay attention to all the small details that your guests will appreciate. Our goal is to create a unique weekend experience that you and your loved ones will never forget.

As a kept-secret private property instead of a public business venture, we share our name, website and corrected address once in touch to discuss possibilities. To hint: we're in the Hudson Valley in the most adorable town, 1.5 hours from New York City; on rural acreage but mere minutes from idyllic Main Street. And as a coveted AirBnB of many years, those who celebrate can return again for years to come... Our six-bedroom barn estate built in 1790 on three acres of lawn and meadow uniquely marries under one 4,000-sq-ft roof a post-and-beam "cathedral" side with soaring 40-foot ceilings and a grand staircase, and a cozier cottage side with farmhouse aesthetic. Aside the manse is a secondary 1,000-sq-ft whitewashed open-space "raw" barn. And fun fact: We host only a handful of events per year on a first-come basis, so you can rest assured that you aren't just filling a slot at a popular venue that will then move on to the next the following day. Let your day be as special as you!

Located in Callicoon, New York, The Barn on Hubbard is a rustic and charming wedding venue. This fully restored 19th-century barn is ideal for couples who want a vintage wedding with all the modern amenities required for remarkable celebrations. The barn was originally built in the 1800s by the Gabel family from Germany. Dairy farmers by trade, this barn was the family's home and livelihood for many generations. Surrounded by picturesque meadows and the Catskill Mountains, the barn is now a desirable wedding site for those dreaming of a naturalistic festivity.

As seen on HGTV's Frozen in Design, The Mod House is a wedding venue located 90 minutes from Manhattan in Ellenville, New York. Celebrate your big day at a luxurious midcentury modern retreat in the Catskill Mountains with a secret speakeasy inside it. The 4200-square-foot Mod House is an architectural gem built in 1959 by a follower of the renowned architect Frank Lloyd Wright. The open-plan layout and floor-to-ceiling windows connect the spacious interior to the natural world outside. You can tie the knot on the lawn with a lush forested backdrop. After the ceremony, revel with your guests in Love, Velma, an underground speakeasy and dance club within the venue. The speakeasy comes fully equipped with a bar, projector, stage, and lights. Love, Velma is wheelchair accessible and can host up to 100 guests, with parking available for up to 40 cars. Four bedrooms are available if you prefer to stay on-site on the wedding night. A large open kitchen can accommodate caterers.

Events and Weddings by Allan has been providing full-service catering to the Hudson Valley region since 2015. We are dedicated to creating unforgettable culinary experiences for couples on their special day. We partner with unique venues in the Hudson Valley from Rustic barns to Historic Estates, to Tree Farms or Microbreweries . Our fully equipped state of the art food truck provides us with flexibility in choosing the desired venue location and creating a memorable dining experience for you and your guests. Contact us today to discuss your wedding catering needs and let us bring your vision to life !

Third + Company is the perfect lakeside Hudson Valley venue. We have an open air pergola in the bluestone lined courtyard perfect for ceremony. Let the guests enjoy both indoor & covered outdoor space for cocktail hour before making their way to the pavilion for the reception. A stunning venue for photography as you walk the bridges & trails to the island. Weather you choose buffet or a family style brunch or dinner our CIA trained culinary team will wow you and your guests in both flavor & presentation. Our in house service team led by our event planner & coordinators will ensure your planning & event will make memories that will last a lifetime. We look forward to meeting you soon! XX Third + Company

The Villa Roma is perfect grounds for a magical marriage and has a treasure trove of options to help make your day one you’ll never forget. Our Clubhouse offers a truly fabulous and elegant venue for an affair to remember. Months and sometimes years are spent making your wedding day special, way too much time to let it rush by. Let us help your friends and your family enjoy this special occasion with you and with each other at The Villa Roma Resort. From pools to spa services, tennis to golf, dance halls to bowling, we have it all. This isn’t just the place for a one night event, it’s the place for your ultimate wedding destination for a weekend worth of wedding fun with everyone you love in one place.

Villa Venezia offers an unforgettable setting for weddings, corporate events, and celebrations. Our family-owned venue is known for elegant ballrooms, impeccable service, and exceptional in-house catering. Combining timeless beauty and modern elegance, we provide versatile indoor and outdoor spaces for intimate gatherings or large-scale events. Whether you’re planning a wedding or a corporate retreat, our full-service team ensures every detail is perfect. Villa Venezia creates timeless experiences in the heart of the Hudson Valley.

A secluded 62-acre retreat surrounded by 30,000+ acres of protected forest, just two hours from NYC. Lundy Farm can comfortably sleep up to 30 guests across beautifully designed on-site lodging, allowing your closest friends and family to stay for the whole weekend. With multiple ceremony and reception locations — from meadows and ponds to forest clearings and garden courtyards — every wedding here is completely bespoke, shaped around your vision and the natural beauty of the landscape.

Plan your dream Wedding Weekend with us at The Arnold House, nestled in the heart of the Catskill Mountains, a mere 2-hour drive from New York City. Elevating the art of weddings into a three-day celebration of love, The Arnold House redefines the wedding experience, offering a personalized approach tailored to you. Our curated wedding weekends are available for every season and designed for couples who yearn for more than just a single day of festivities. Peak season is considered mid May through the end of October and requires a minimum of 120 guests and a maximum of 200 guests. Off peak season is considered November through Mid May with a maximum of 90 guests. At The Arnold House, we don't just host weddings; we create a celebration that spans all weekend long.

From the moment you step into our historic inn, you can see why so many couples envision their wedding here. From rehearsal dinners to lavish wedding ceremonies, intimate receptions, bridal showers or day after wedding brunch with family and friends, we do it all and cater to every detail. The inn’s owner, Faith Ferguson, is a renowned wedding and event planner, so your special occasion is truly in expert hands. Faith is known for her attention to detail which is evident throughout the Inn. The Stagecoach Inn staff will be on hand to help you with all of the personal touches that will make the most of your special day. Please be sure to schedule a visit to the Stagecoach Inn early into your wedding planning so that we may show you our historic inn, introduce you to our team, and discuss your wishes further.

Seminary Hill is an all-season flexible space that offers a distinctive venue to host your weekend wedding. Located 2 ½ hours northwest of NYC, our holistic apple and pear orchard and working cidery provide breathtaking views of the Catskills and the Delaware River Valley. We offer both indoor and outdoor settings. You may stage your ceremony on a high ridge overlooking the Delaware River or nestled among the apple and pear trees. You may serve lunch or dinner in our award-winning Tasting Room or our elegant Wedding Tent. Our Executive Chef Jack Tippett has created seasonal catering menus that pair perfectly with our ciders.Included in the wedding package are the Mountain House and Cottage, sleeping ten guests. Additional lodging for 50 guests is available at the Boarding House and two houses in Callicoon, the small town just down the hill that is listed on the National Register of Historic Places. Seminary Hill’s warm professionalism makes this the ideal setting for your wedding!

Stony Ford Golf Course is a scenic Hudson Valley venue offering a modern, airy banquet hall overlooking rolling fairways. Located in Montgomery, NY, the venue accommodates up to 140 guests and provides a bright, open space ideal for elegant décor and unforgettable celebrations. Couples enjoy beautiful outdoor areas for photography, a peaceful countryside setting, and convenient on-site amenities. Stony Ford partners exclusively with American Grill, a veteran-owned hospitality group known for exceptional cuisine, premium bar service, and full-service event coordination. Together, we deliver a seamless, elevated wedding experience from planning to execution

Tucked into the gorgeous rolling highlands of the Hudson Valley, The Venue at Winding Hills sits on over 85 acres of pristine wooded landscape. Our newly renovated venue boasts vaulted ceilings, large windows allowing natural light to shine through, rustic fixtures, a stunning double sided fireplace, and that's just the inside! Our patio includes a water feature with a view of sprawling greens and our newly structured tented patio allows you and your guests to enjoy the wedding day that you have always dreamed of!

We have 4 beautiful venue locations to host your guests: The Herb Garden, The Great Lawn, The Orchard, and The Barn. Come and enjoy an authentic farm-to-table experience, submerge yourself in the beauty of a working farm, and enjoy world-class cuisine using ingredients grown and raised on the farm. Our Herb Garden can host cocktail hour or a full-course meal right in the middle of our organic herb and vegetable beds. The Great Lawn offers unlimited possibilities, where you can enjoy views of animals grazing in nearby fields and vegetables growing in our 2-acre field. The Barn is a former dairy barn transformed into a beautiful, rustic event space with turn-of-the-century charm. It boasts idyllic 24-foot cathedral ceilings and romantic lighting—the perfect setting for a magical night of dancing. We also have The Orchard, a lovely ceremonial area in our old-growth apple orchard above the pastures, overlooking the Appalachian Mountains.

Come get married on a horse farm! You and your guests will never forget it. Speak to the couples who have been married on our special farm and who have danced the night away under the glowing paper lanterns in the covered, weather-proof pavilion. It’s a magical experience with stunning 360 degree mountain views, grazing horses and curious Guinea hens! Summer / Fall.

Thank you for considering City Winery for your upcoming wedding. City Winery offers the romance and unique style of a rustic winery wedding with the ease of a full-service wedding venue, located on the outskirts of the small village of Montgomery, NY, surrounded by the sights and sounds of the Wallkill River with the Shawangunk Mountains in the distance, and near numerous art and architecture attractions like the Storm King Art Center, Dia Beacon, and Bannerman Castle. With the ability to host everything from a small intimate rehearsal dinner to an elaborate wedding for up to 350 guests, our goal is to help you create everlasting memories. We look forward to bringing your wedding vision to life!

The Boiler Room has historic charm with industrial design overlooking the Paupack High Waterfall. Perfect for weddings of 80 people or less this venue makes you feel like you are getting married in the tree tops with elegance and style.

Host your magical day at the most elegant wedding venue in the Poconos, The Settlers Inn. Our stunning bed and breakfast is the perfect backdrop for your special day. When you book one of our fantastic wedding packages, you can rest assured that we will work to exceed your expectations. From the ceremony to the reception, our dedicated staff will be there to help you in whatever way possible. When it’s time to plan your wedding in the Pocono Mountains, choose The Settlers Inn’s classic charm and outstanding service. Located on the Lackawaxen River the property boasts a beautiful garden.

Watonka Outdoor Facilities is a premier location in the Pocono Mountains for your upcoming wedding! We are a family owned and operated facility going on its 61st year of operation! Our property is a quiet, rustic facility situated on 100 acres of pristine and secluded land, including a 10-acre private lake. We also have overnight accommodations for up to 130 people through our on site cabins! When you book with us, you'll have the entire property from Friday - Sunday which provides you time to truly make the space your own.

We offer three stunning wedding locations on our beautiful acreage, each featuring a 40x80 tent with picnic tables, a dance floor, and folding tables: Riverfront Campgrounds Wedding – Celebrate beside the famous Kellam's Bridge with serene water views. Off-Grid Riverfront Wedding – Experience a peaceful, off-grid location with solar lights, optional generator power, and beautiful, water-adjacent campsites. The Lodge at Soaring Eagle – Exclusive event space, available for the weekend or as an add-on. The lodge sleeps 24 with 6 bedrooms, features a creekside ceremony site, an outdoor kitchen for large dinner parties, and a fully stocked kitchen. Lodge rental pricing differs from event pricing at The Lodge at Soaring Eagle.

Say “I do” at our exclusive wedding venue right here at Mountain Creek with a scenic mountaintop ceremony followed by a reception in a rustic yet luxurious lodge. We know how important this day is to you and our wedding specialists will help craft a magical experience that caters to your every need.

The Sugarhouse is a historic wedding estate nestled in the heart of New York’s Hudson Valley. Spanning 280 private acres and opening to the public for the first time since the mid-1800s, The Sugarhouse offers a rare blend of rustic elegance, natural beauty, and refined hospitality. Couples may exchange vows in our romantic outdoor garden, celebrate beneath the beams of our restored barn, and enjoy sunset views across rolling pastures and wooded landscapes. With exclusive use of the property, no noise ordinances, and over 3,000 square feet of luxurious bridal suites, weddings at The Sugarhouse unfold seamlessly from morning preparations through the final dance. As a chef-owned and operated venue, The Sugarhouse is known for its elevated culinary experience, thoughtfully crafted menus, and warm, attentive service. The Sugarhouse is an unforgettable setting for couples seeking a timeless, elegant wedding rooted in natural beauty and impeccable hospitality.