Hotels in Berkshire County

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Top-rated hotels in Berkshire County

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Hotel room in New Marlborough
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Historic Barn Stay at Gedney Farm

Welcome to Gedney Farm, 50 acres of rolling pastures and high open meadows in the historic village of New Marlborough. Originally built around 1906, our Lodging Barn has been imaginatively transformed into a premier boutique hotel experience. Every room features its own distinct layout, individually furnished decor, and a private bathroom. Many of our spaces feature spectacular vaulted cathedral ceilings, granite-surround wood-burning fireplaces, and deep whirlpool tubs perfect for unwinding.

Hotel room in Lee

Peaceful Berkshires Escape – 2BR Resort Condo

After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf  • Accommodate up to 6 people  • One guest in the party, must be at least 21 y/o or older.    * U$10 PER NIGHT OF RESORT FEE(WAIVED) .  **Additional charge 

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A well-appointed room is presented with two spacious beds, complemented by premium linens. A round dining table with chairs is positioned near a window, allowing natural light to fill the space. A wall-mounted TV is visible, enhancing the room's functionality.
Hotel room in Great Barrington
5 out of 5 average rating, 9 reviews

Prime Berkshires Gem|Sleeps 4|WiFi|Near Tanglewood

Perfect for a family or friend getaway, this property features two luxury pillow-top queen beds, premium linens, a dining table and chairs for work or eating, a sparkling clean bathroom with a shower and a separate sink/vanity area, Roku Smart TV, and individually controlled AC and heat. Quiet, comfy, and comes with full access to East Rock Inn's outdoor dining tables and Adirondack chairs for lounging or enjoying your morning coffee while listening to birdsong. Only 1 mile to Ski Butternut.

A bright bedroom features a spacious bed dressed in a light green quilt. A golden lamp sits beside the bed on a nightstand. An inviting armchair complements the space, with sliding glass doors providing a view of the landscape outside.
Hotel room in Becket
3.67 out of 5 average rating, 6 reviews

The Becket Motel - Queen Bed *

Situated in the charming mountain of Berkshire, MA. The Becket Motel is close to a variety of area attractions, including hiking, cultural activities, and shopping. Jacob's Pillow Dance, Tanglewood, Museums, Becket Arts Center, and more. The Becket Motel is a place to take a vacation in an inspiring place and enjoy the outdoor attractions. The motel features comfortable accommodations, with a private bathroom with a bathtub In each room microwave, a mini-fridge, and a coffee machine.

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Hotel room in Great Barrington
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Prime Berkshires Studio|King Bed|Wi-Fi|Roku TV

Designed for a long weekend or intimate stay in the heart of the Berkshires. East Rock Inn's King Studio, features a king bed, bathroom with a walk-in shower and luxury bath goods, Roku TV, and a fold-out table for dining or working. Quiet and comfortable. Our central location, minutes away from downtown Great Barrington, Ski Butternut, hiking, Tanglewood and museums, means you're close to all the shops, restaurants, and outdoor activities the Berkshires have to offer year-round.

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A spacious bedroom showcases a comfortable king-sized bed with a plush green headboard. A round marble table and two chairs offer a cozy dining area. Large glass doors provide natural light and access to an outdoor patio, with decorative plants adding a touch of greenery.
Hotel room in New Ashford

Springs Motel Honeymoon Suite

Experience retro charm and modern comfort in our Honeymoon Suite at The Springs Motel. This beautifully designed suite features a spacious king bedroom, a cozy living area with a pull-out couch, and a dining space, all adorned with unique vintage decor. Enjoy the convenience of two full retro-tiled bathrooms, a private patio, and access to our seasonal front lawn lounge. You’ll love the stylish decor of this charming place to stay.

Hotel room in Great Barrington
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.

Hotel room in Great Barrington
5 out of 5 average rating, 3 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 soft, white robe is displayed on a wooden hanger against a dark wall. A small emblem is positioned on the robe's front. A door with a window and a minimalist handle is visible in the background.
Hotel room in Hillsdale
5 out of 5 average rating, 4 reviews

Little Cat Lodge -King room

Merging the rustic charm of an alpine lodge with the magic of mid-century Berkshires, our 400 sq. ft. King rooms are lined in mushroom wood, outfitted with a custom twin daybed, and accented by original artwork. Built in storage and a private terrace or patio ensure you can make the most of your mountain stay. Mini fridge and Keurig included!

Two double beds are arranged symmetrically against a wooden accent wall. Each bed is dressed in a yellow checkered coverlet and accompanied by a small nightstand featuring a simple lamp. A modest flower arrangement adds a touch of color to the room.
Hotel room in Hillsdale
4.67 out of 5 average rating, 3 reviews

Little Cat Lodge - Double Double

Merging the rustic charm of an alpine lodge with the magic of mid-century Berkshires, our 400 sq.ft. Double rooms are lined in mushroom wood and accented by original artwork. Built in storage and a private terrace or patio ensure you can make the most of your mountain stay. Mini fridge and Keurig included!

A contemporary artwork adorns the wall, featuring an abstract design with fluid lines and vibrant colors. A cozy sofa in light fabric is positioned nearby, complemented by a round wooden coffee table at center. A small green plant adds a touch of nature.
Hotel room in Williamstown

Mezze Guesthouse - Two Bedroom, sleeps 4

Experience luxury contemporary lodging alongside culinary excellence at the new Mezze Guesthouse. Accessed via a separate entry directly adjacent to Mezze Bistro + Bar, ascend the stairs to this Two Bedroom Unit, which exudes stylish and calming vibes of custom, one-of-a-kind finishes by local artisans.

Hotel room in Lee
5 out of 5 average rating, 14 reviews

Endless Family Fun: Pools, Arcade Room & Mini Golf

Escape to the Berkshires! Experience hiking, boating, and skiing at our doorstep. Nearby, enjoy the Norman Rockwell Museum, Tanglewood, and the Appalachian Trail. Perfect for families and nature lovers.

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