Hotels in Highlands

King Room - Boutique Berkshires Lodge in Copake NY

Situated in the foothills of the Berkshires in beautiful Columbia County NY, the Alander is a newly renovated boutique lodge perfectly located for everything this vibrant area offers. Countless activities such as hiking, biking, skiing and shopping await, including nearby Copake Lake for water activities. With the Berkshires and the Hudson Valley both at your doorstep, there is so much to explore and experience. The owners are knowledgeable and passionate about the area and love to share tips!

Bear Mountain Bridge Motel (Rooms 1, 2, 4, 5)

We are a small family owned and operated 5 room motel looking to welcome you like a long lost friend. We live in a home on the property so you will get great customer service. The motel is on 9W and within walking distance of many great food options. We are 2m away from West Point Military Academy and 1 mi away from Bear Mountain and Harriman State Parks. There are many beautiful hiking options .We offer an Appalachian Trail shuttle to and from the trail and our motel. We welcome sleepy guests!

Cozy bed/ livingroom; Casa Particular @water front

The whole group will enjoy easy access to everything from this central located place, there is a sofa bed in the living room. -Room at second floor -Monitored 24/7 with security camera. -rate $ for the 2 first guests next are extra -Check in at 3pm check out at 11am -Kitchen, dining room and living room shared with other guests. - We require pics of your IDs through bnb chat - No parking spot available. - We have 2 dogs/2 cats well behave! book it if you feel comfortable with pets around!

Room 1 Cold Spring Hotel (Main St.)

The Cold Spring Hotel charms guests at first glance with its architecture and decor. Located in the quaint village of Cold Spring, NY. With just a little over an hour from NYC on the Metro-North Hudson Line.The most beautiful hiking trails north of city, shops for antiques and more. Each room has carved mahogany queen beds and stained glass windows with a spectacular view. The bathrooms offer a walk-in shower with a ceramic tile wall, with a personalized heating and cooling system.

Hidden Barn Farm Stay Apartment

Secluded feeling and charming, rustic barn apartment located on a working sheep and poultry homestead. Immediately convenient to Minnewaska Cliffs, Mohonk trails, pick your own orchards, vineyards, and the charming towns of New Paltz and Gardiner. Perfect for climbers, hikers, leaf peepers, and farm lovers. Chickens, ducks, and geese wander the property filling it with a symphony of farm sounds. Our flock of friendly sheep is always open to pets and chin scratches.

Steps to Central Park | Rooftop Bar. Gym. Dining.

Wake up steps from Central Park and the buzz of Midtown NYC. Sip espresso in a chic, art-filled lobby before exploring 5th Avenue, Broadway, or Central Park’s leafy trails. Come sunset, head to the rooftop for cocktails and city views that steal the show. Whether you’re here to wander, dine, or dance the night away, our hotel puts you in the heart of it all—elevated design, local flavor, and effortless city living rolled into one unforgettable stay.

The Pines Lodge in the Catskills

Come stay in our cozy Catskills Lodge! With five bedrooms and a full kitchen, a games- and record-filled living room, a large private porch and firepit, The Lodge is perfect any time of year. Situated on 3.5 acres with an acre on the Little Beaver Kill, and located between Woodstock and Phoenicia, we're the perfect Catskills retreat. The Pines Restaurant and Bar is open to enjoy Wed - Sun evenings with live music 7pm to 9pm every Wednesday.

The Chester Himes Room at The Harlem Flophouse

Step back in time to the height of the Jazz Age in this meticulously restored 1890s Harlem Brownstone. Famed venues like The Apollo Theater and Paris Blues are steps away, as are restaurants, cafes and museums. Internationally recognized for it's historical charm and simplicity this townhouse has been the site of many fashion and celebrity photo shoots that have included luminaries like Sharon Jones, Neil Patrick Harris and Moby.

Trout Town Inn

We provide an authentic cabin feel with all the modern conveniences. Breakfast, lunch and dinner are within walking distance. Stay in one of our five beautiful units, all separate, each featuring private and in-suite baths. A complimentary coffee bar is available at all times. Our guests are encouraged to relax in our private gazebo on the property. We offer keyless self entry and online reservations for your convenience!

Welcoming room with the brand’s signature perks

Style meets accessibility in the Fashionista King w/ Communication Features! Perfect for 2 guests, this thoughtfully designed room is located at the front of the building and offers a plush king bed for ultimate comfort. Enhanced with added communication features, it ensures every guest can relax and connect with ease while enjoying a chic New York stay. Sleep well and stay connected, all in one fashionable space!

Room 7: The Red Rose Motel & Tavern

We offer contactless check-in and check-out to our guests. Our lounge is available to guests, as well as outdoor amenities: two fire pits, hammocks in the pine trees, a backyard patio, and picnic tables throughout the grounds. Our tavern is open for food, beer, wine and cider Fri-Mon, 5-9p. Coffee, fridge and charcoal grills are provided. WiFi is not guaranteed in the guest rooms.

Inn at The Garrison - Room 204

The Inn at The Garrison is part of the lovely country property The Garrison, in a spectacular setting overlooking the Hudson River and surrounding highlands. During the winter months the inn is very relaxing but may be quiet for some. The inn rooms are private and located on the 2nd floor; there is no elevator. *Please note that the Valley Restaurant & Bar are CLOSED currently.*