Wedding Venues & Event Spaces

The venue and setting of your wedding set the stage for your special day, and Callicoon Hills ensures a breathtaking moment, regardless of the season. Nestled amidst stunning Catskill hills and the serene upstate countryside, our natural surroundings amplify the essence of your envisioned wedding. Offering a blend of indoor and outdoor spaces, we welcome the opportunity to find you your ideal venue on this momentous occasion. 
CallicoonHills Barn Long Tables Event-Barn

Haypress Barn

Up to 230 (seated 200)

Our charming and versatile barn serves as an exquisite venue for weddings. It retains an abundance of details reminiscent of its 19th-century heritage, including exposed hand-hewn beams, a 40-foot ceiling topped with a round chandelier, and large sliding barn doors to allow a seamless flow to the Barn Deck and nature that surrounds it. The barn can accommodate up to 200 guests seated or 230 for a standing reception with its 4,000 usable square footage.

Barn Firepit Barn Deck

The Barn Deck

Up to 200

Guests will enjoy pond views, cocktails, and light bites from our Barn Deck during your cocktail hour prior to your reception. The Barn Deck and lawn are usually set with reception-style seating and can accommodate up to 200 people standing. Once the festivities in the Haypress Barn kick-off, we’ll light the fire pits for guests to enjoy late fireside chats and s’mores!

Ceremony Site

Up to 230 seated

Steps away from the Haypress Barn, a wildflower-lined trail opens into a grassy oasis with a breathtaking natural creekside backdrop. Our idyllic ceremony location creates an intimate and romantic atmosphere for your “I do’s.” The site accommodates up to 230 guests seated, ensuring all of your loved ones witness your union in a picturesque setting.


Up to 175 (seated 70)

Set the stage for a warm and inviting welcome reception or customize the setup of our Terrace space for a luncheon or Saturday BBQ. Our 2,700 square-foot terrace accommodates up to 175 guests for a reception-style event or 70 people for a seated dinner. This space is set with charming Farmhouse and cafe tables or can be a custom setup to create a personalized ambiance that reflects you and your partner!

Farmhouse Room

Up to 140 (seated 50)

Our versatile Farmhouse Room lends itself to various wedding events, such as intimate rehearsal dinners (formal seating up to 50 guests), welcome receptions (standing events up to 140 guests), wedding after-parties, and farewell brunches, the Farmhouse Room becomes a space where all your guests will gather!

Sun-Porch sun-porch

The Sun Porch

Up to 50 (seated 45)

Enhance your weekend celebration with the enchanting views of the front lawn from our outdoor porch located at the Boarding House. This uncovered space is an extension of our Farmhouse Room and offers a serene ambiance for your welcome receptions, farewell brunch, and even a space for guests to socialize while enjoying the scenery of our front lawn. The Sun Porch alone has a capacity of 50 (seated 45).


Up to 50 (seated 30)

Located at the front of the property, this delightful space is perfect for pre-wedding games, small welcome receptions, cocktail parties, or intimate gatherings. With a capacity of 50 (seated 30), it offers a cozy and inviting atmosphere for your guests to socialize, relax, and celebrate your special day.