Hotels in Columbia County

The Berkshire Mountain Inn - Berkshire Wing

The Berkshire Wing is a bright, generously sized king suite tucked inside The Berkshire Mountain Inn, a historic Berkshires inn built in 1766. Set high above the gardens, it pairs a plush king bed with airy charm, classic trim, and soft garden-inspired touches. The cheerful pink private bath adds a little joy to your stay. Ideal for ski and snowboard getaways near Great Barrington, Butternut, and Catamount. Third floor—stairs included, elevators not yet invented NOTE: THIRD FLOOR. NO ELEVATOR.

A wooden dresser with two drawers is featured, topped with a gold tissue box and a small potted plant. A blue nautical-themed artwork hangs above, depicting ships and diagrams. The scene is complemented by a slender green plant positioned beside the dresser.

Hudson Whaler Hotel - ADA Acessible/ Pet Friendly

Located on the first floor, suite 106 is our dedicated pet friendly and accessible room. Beautifully designed with a queen bed and step in ada compliant roll in shower.   Bathroom with grab bars All of our suites have an electric fireplace, Smart TV, Cable, Complimentary WiFi, Refrigerator, Keurig Coffeemaker, In-room Safe, Heat/AC and an Iron/board   Enjoy Soap/Shampoo/Conditioner, Lux Bedding, Towels, En-suite Bathrooms, firm euro-pillow top mattress, and in-room amenities for purchase.

5 out of 5 average rating, 3 reviews

The Berkshire Mountain Inn - Garden Room

Bright, cheerful, and unapologetically charming, the Garden Room is a sunny queen retreat in our 1776 historic inn—perfect for skiers and winter getaways. Pink accents throughout the room add a wink of personality (because winter stays don’t have to be beige). Warm up by the inn’s fireplace-lit sitting rooms after skiing Ski Butternut or Catamount, both just minutes away, with downtown Great Barrington only ½ mile away. PLEASE NOTE : NO ELEVATOR. THIS ROOM IS LOCATED ON THE SECOND FLOOR.

The Berkshire Mountain Inn - West Wing

Tucked into its own private wing on the second floor, the West Wing Family Suite is a light-filled retreat in our 1776 historic inn—ideal for ski weekends and family getaways. With a king bedroom, cozy twin room, and bonus lounge with daybed and trundle, there’s space to spread out. Warm up by the inn’s fireplace-lit sitting rooms after skiing Ski Butternut or Catamount, minutes away, with downtown Great Barrington just ½ mile away. **SECOND FLOOR - NO ELEVATOR**

A cozy sleeping area features a queen bed with a tufted navy blue headboard. A neutral-colored pillow adds a pop of contrast. A bedside table with a minimalist design complements the room, while a warm wall sconce provides soft lighting.

Hudson Whaler Hotel - Queen Deluxe 204

Beautifully designed with a queen bed, desk, modern bathroom with a multi-spray spa shower and bathtub. All of our suites have an electric fireplace, Smart TV, Cable, Complimentary WiFi, Refrigerator, Keurig Coffeemaker, In-room Safe, Heat/AC and an Iron/board. Enjoy Soap/Shampoo/Conditioner, Lux Bedding, Towels, En-suite Bathrooms, firm euro-pillow top mattress, and in-room amenities for purchase. This is a second floor room. We do have an elevator!

A desk is displayed with a sleek black writing surface, paired with a contemporary lamp providing warm light. Above, a round mirror with a decorative frame reflects the space, while a potted plant adds a touch of greenery to the scene.

Hudson Whaler Hotel - Queen Deluxe 203

A light-filled suite showcases a spacious bed adorned with a blue throw blanket. Wooden furnishings, including a dresser and a small desk, complement the room. Large windows, framed with blue shades, provide views of the surrounding area, while light wood paneling adds warmth.

Hudson Whaler Hotel - King Deluxe Suite 202

Beautifully designed with a king bed, queen sleeper sofa, multi-spray spa shower and deep soaking tub. The Hudson Whaler offers 16 beautiful suites, a gym, elevator, stylish lobby lounge and an event/meeting space. An elevator connects all floors. Complimentary parking pass available for the municipal lot behind the hotel building (pass needed). We offer 1 pet friendly room and 1 accessible room (please inquire for more information).

5 out of 5 average rating, 3 reviews

The Berkshire Mountain Inn - Edison Room

Perfect for skiers and snowboarders, the Edison Room is a first-floor queen suite in our 1776 historic inn, offering easy comfort after a day on the slopes. Warm hardwood floors, a cozy sitting area, and modern amenities make it ideal for unwinding. Enjoy fireplace-lit common rooms, unique historic decor, and a location just ½ mile to downtown Great Barrington, minutes to Ski Butternut and Catamount Mountain Resort.

A warm sitting area features a wooden fireplace with a glowing fire. Two blue armchairs are positioned beside a round coffee table, while a potted green plant adds a touch of nature. Large windows with blue drapes allow natural light to fill the space.

5 out of 5 average rating, 4 reviews

Hudson Whaler Hotel - Queen Deluxe 103

5 out of 5 average rating, 3 reviews

A mid-century building features a wooden balcony overlooking a vibrant green lawn. Surrounding colorful foliage, including tall evergreens and rich red bushes, adds to the landscape's beauty under a clear blue sky. Natural stone accents provide a rustic touch to the exterior.

Hotel room in Red Hook

The Reclaimed Motel, Hudson Valley - Three Farmers

Moving the past forward The Reclaimed Motel was built in 1960, and we wanted to respect its mid-century bones while making thoughtful modern upgrades. And the list of upgrades was long! From a new roof, to all new plumbing and electric, we've kept the integrity of this Red Hook landmark while investing in meaningful improvements to make this motel appealing and memorable for the modern traveler.

Guest favourite

5 out of 5 average rating, 6 reviews

The Berkshire Mountain Inn - Federal Room

The Federal Suite is a cozy queen room inside The Berkshire Mountain Inn, our historic 1766 inn refreshed for modern comfort. Plush bedding, blue-and-white touches, and a sunny seating nook set a relaxed mood. Enjoy a desk, streaming TV, and your own in-room fireplace for extra glow and romance—perfect for a Berkshire escape. PLEASE NOTE: NO ELEVATOR. SECOND FLOOR ROOM.

A well-appointed room features two queen beds, each adorned with soft, white bedding complemented by navy blue throw blankets. Warm lighting is provided by stylish wall-mounted lamps. A framed nautical-themed artwork adds a touch of character to the light-colored walls.