Boarding House

Rooms are set on the 2nd, 3rd, and 4th floors of our historic boarding house, built in the early 1900's. The ground floor of the Boarding House is home to our lobby as well as Rise & Shine Coffee and the Conover Club. Truly the heart of our property.

Pool House

The Pool House, originally known as Terrace Hall when added to the property in the mid 1900's, sits behind the Boarding House and offers accommodations in close proximity to our King Sized Pool. The Pool House contains our double rooms and accessible rooms.

Ridge Rooms

A short walk up a moderate hill from the Boarding House brings you to the three buildings which make up our Ridge Rooms. These rooms boast views out across the property and are nestled high amongst the trees.


Callicoon Hills is a great spot for weddings and events. Please visit our Events page for more information on groups and events. Please note that bookings of 5 or more rooms must be reserved through our Sales Department. At this time, we are not accepting Wedding Room Blocks on peak weekends (May - October). If group reservations are made through our website, without authorization of our Sales Department, they will be subject to cancellation/additional fees.