Callicoon Hills is best suited for an entire weekend of wedding events. Greet your guests with an early evening cocktail and rehearsal reception on our porch overlooking activities on the lawn. Catch up over coffee or a morning mimosa. Experience nearby recreation, small towns, or just relax. Spend your evenings in the bar or by the fire pits. Then plan your Ceremony and Reception by making the Barn your own. Before you leave, spend the day by the pool to top off an unforgettable weekend. We typically host Barn events May thru October for up to 200 guests, although more may be accommodated with flexible seating arrangements. Our banquet room can hold up to 100 guests for a seated event all year round.

Nestled amidst 1,508 rolling acres in Silas Condict County Park, The Casino is a historic stone site that was renovated to restore its rich, authentic character as a bygone speakeasy. Host an unforgettable cocktail reception on the expansive patio adjacent to the pristine seven-acre Lake Canty partially lined with weeping cherry trees. Upon your request, paddle boats are available for your guests to delight in, and leisurely enjoy the surrounding beauty! Inside The Casino, your Bride and Groom table or your DJ/Band can be placed on the elevated stage area. Guest will marvel at the extended wooded bar enhanced by mirrored walls and surrounded by the distinctive décor of intricate murals. All an ideal backdrop for an intimate wedding with no shortcut to elegance.

Celebrate love, friends and family in the beautiful Berkshire Mountains of Connecticut. Your guests will share an amazing wedding with you, and enjoy an awesome weekend reconnecting in our 300-acre Resort. We provide all of the equipment you would need to host your event including tables, chairs, linens and more.

The petite Pond House offers a setting for cocktail hours or after parties. Wherever you decide to host your celebration on the grounds, you will surely be followed by the area's beauty and enjoy a unique celebration experience. Services Offered As you host your wedding at The Kaaterskill, you can avail of the many services and amenities available to you. From a get-ready suite for your pre-ceremony preparations to essential event rentals to decorate your space, the venue can provide it. The in-house coordinator will also work closely with you to understand your ideas and needs to ensure a seamless planning process. Besides weddings, the property can throw engagement parties, rehearsal dinners, and birthdays. Outside vendors can also work on the premises to ensure everything is tailored to your vision. Moreover, once your festivities have concluded, you and a few important guests can stay overnight in the comfortable on-site accommodations.