welcome to Hills

Welcome to the Hills

Welcome to 23 acres of future vacation memories. Nestled in the picturesque foothills of the Catskill Mountains, Callicoon Hills is the ideal retreat for outdoorsy travelers who want to be immersed in nature but want all the comfort of thoughtful accommodations close at hand.

When it comes to selecting activities to fill your days, variety is our watchword. Choose from an endless array of outdoor activities – hiking, fishing, swimming, biking, glamping, yoga, and much more. If it’s outdoors, fills your lungs with crisp mountain air, and replenishes your spirit, it’s there for you at Callicoon Hills, and each stay is a Choose Your Own Adventure book come to life.

If you’re feeling even more intrepid, our corner of the Catskills boasts an incredible array of offsite activities just a short drive away. Myriad amounts of hiking trails wend their way through the foothills, offering incredible diversity of both challenge and scenery. Or, if you’re feeling more lowkey, head into Callicoon Center, Narrowsburg, Monticello, or anyone of the nearby towns and hamlets, and peruse a unique variety of bookstores, craft shops, and antique stores. You’re guaranteed to leave with a quaint memento to commemorate your stay.

When your day of adventuring is done, retreat to your thoughtfully appointed guestroom.

Featuring 65 rooms of multiple varieties and locales, your choice of accommodation can be as diverse as your activities. Choose classic comfort at our Boarding House or Deck House or opt to be closer to nature at our A-Frame cabins, situated amongst lofty pines and lush forestry.

And no stay in the Hills would be complete without the right meal to fuel your day. Pull up a chair at the Conover Club, your living room away from home, and enjoy hearty portions of delicious comfort food. Add in a craft cocktail and some cozy, fireside ambiance, and you’re well on your way to making new friends and lasting memories.

So if you’ve found yourself needing a break from city life, or daydreaming of days lived at a slower pace, join us. We can’t wait to welcome you to the Hills.

Pool House Queen

The History Of Callicoon Hills

"There are deeper gorges, greater streams and higher mountains but in no other place is the combination so blended into a harmony so perfect as to form such tempting bits for the camera or the brush..." – The Switzerland of America.

Edward F. Bigelow

Before New York was New York, and Upstate was Upstate, America’s first wilderness beckoned. Dutch frontiersmen settled into the Hudson Valley, drawn to the abundance of timber, riverbanks, rolling hills, and wild turkeys – so many in fact that it became our town’s namesake. Though the centuries have evolved wilderness to Woodstock, the majestic landscapes and rolling hills of the Hudson Valley continue to captivate travelers through generations as a cure-all for city-life.

Blob Line Blob Line


Indoor-Outdoor Gym

Enjoy both indoor and outdoor activities at our spacious, well-equipped gym. With Peloton bikes, full-weight sets, yoga mats, medicine balls, and jump ropes, you’ll have every tool you need to stay healthy and fit on your trip. Look at you getting in a workout while on vacation. Color us impressed.



Every adventure needs a relaxing break at its end. With sleek, modern design, and tranquil ambiance, our Scandinavian saunas are the perfect way to finish your day. Or  Finnish, as it were.



No warm weather getaway would be complete without a refreshing swim at the pool. Cool off with a swim and enjoy a drink or snack from our retrofitted Citroën van. And since our pool is oversized, you’ll have plenty of room to float along leisurely or practice your backstroke. Plus it’s perfect for pool parties, if you catch our drift.


Yoga Deck

Our yoga deck offers a serene setting for practitioners of all levels to rejuvenate the mind and recharge the senses. And the picturesque, sweeping views of the Catskills mean you can salute the sun face-to-face.


Nightly S’mores

Cozy up by one of our bonfire pits with complimentary s’mores! Bonfires are lit by our staff each evening. Find s’mores supplies at our front desk in the Boarding House for your enjoyment.

Sun porch

Conover Club

Experience elevated comfort food and a warm, inviting atmosphere to match at the Conover Club, our full-service restaurant and bar. We welcome both guests and locals alike to sit back, relax, and indulge in seasonal, field-to-feast dishes that invoke the same sense of cheer and contentment that the Catskills are known for. And generous portions, mustn’t forget those either.

Conover Club
Play area
Rise & Shine Coffee
Cafe Counter

Rise & Shine Coffee Shop

If it’s a day that ends in ‘Y,’ it’s a good day to start off at Rise & Shine Coffee Shop, our breakfast-forward coffee shop. Enjoy seasonal bites from local purveyors, including Grizzly Bagels in New York, and coffee from our partners at the aptly named Partners Coffee. Mornings have officially met their match.

Rise & Shine Coffee Shop
23 acre chairs
23 acre 2

23-Acre Grounds

Your Catskills adventure starts and ends here, on 23-acres of peaceful, inspiring grounds designed with your relaxation in mind. Stroll the grounds, swim in the pool, bundle up by a bonfire, and enjoy all that this magical corner of New York countryside has to offer. And while we certainly won’t tell you where to go, we can always tell where you’ll arrive – at a peaceful state of mind that no skyscrapers or city streets can offer.

Our Property