Hotels in Berkshire County

Prime Berkshires Gem|Sleeps 4|WiFi|1m Butternut

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.

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 Trail in Adams - Entire Inn (9 guest rooms)

Welcome to "The Trail in Adams" - Berkshires’ Art Hotel on the Ashuwillticook Rail Trail in Adams. "The Trail in Adams" is a 9-room boutique inn located in the heart of Adams. Nestled among world-renowned arts institutions, our artist-decorated boutique inn offers an intimate lodging experience that connects the art, culture, and nature of the Berkshires. Each guest room has its own ensuite bathroom and electronic door lock. Find out more about us on social media @theTrailinAdams

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.

Little Cat Lodge - 2 Bed 2 bath Suite - East Suite

Located on the 2nd floor of the Main House, the 732 sq. ft. East Suite blends the old world rustic charm of a chalet with modern amenities. A sunrise view of the mountain can be had from the 2 bedrooms, 1 with King bed, 1 with Queen bed. The 2 bathrooms - 1 with bathtub shower and 1 with vertical shower - and seating area with sectional sofa and a large TV that’s great for movie watching round out the cabin vibes. Sleeps up to 5.

The Central Downtown Inn

The Central Downtown Inn & Suites – Comfort & Convenience in the Heart of the Berkshires Welcome to The Central Downtown Inn & Suites, a modern and upscale guesthouse in the heart of Pittsfield. Whether you're here for a weekend getaway, a business trip, or a family vacation, our thoughtfully designed accommodations ensure a comfortable and hassle-free stay. Prime Location, Unmatched Convenience.

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!

Villa in the Berkshires Presidential Suite

2 bedroom- 2 bathroom Presidential Villa suite located in the Berkshires Massachusetts. The location is situated and close to many area attractions. There are plenty of fun things for the kids, including an indoor pool and game room. Perfect for families who want to explore nature, museums, and local culture.

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!

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.

Wyndham Bentley Brook 2 BR

Ski-In/Ski-Out Plus Year-Round Mountainside Fun. The Wyndham Bentley Brook is situated right at the base of Jiminy Peak ski mountain, making this resort an exceptional choice for mountainside play. In winter, ski out your door and onto the lifts.

Retreat rooms with Queen and Twin bed

Clean w white covered quilts and sheets, thick towels retreat room in motel like building. Most beautiful estate and views in Berkshires, 5 minutes to center of lenox town.