All hotels in The Berkshires, Massachusetts
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
All hotels in The Berkshires, Massachusetts
We have found 1113 The Berkshires, Massachusetts hotels
- Kemble Inn
- Tourists
- The Red Door B&B
- Green Valley Motel
- Garden Gables Inn
- Lenox Inn
- Doctor Sax House
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Elegant suite with a king bed, fireplace, and kitchenette.
- Chesapeake Inn of Lenox
- Lg 1 Bd - Vacation Village in the Berkshires
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
- Cozy Carriage House room with a double bed and private balcony
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- Heart of the Berkshires
- Experience Timeless Elegance in The Edith Wharton Room!
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
- Vacation Village in the Berkshires 5 Star Resort - Suite A
- Jiminy Premier Ski-In/Ski-Out Resort Bentley B
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- Farmhouse on Otis Pond
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- Berkshire Mountain Lodge
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- 18th century Berkshires farmhouse on 12 acres
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Cliffwood Cottage by Evergreen Home
- The Weathervane Motel
- Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
- Elegant Carriage House room with a queen bed and private patio.
- Charming 2-bedroom resort in marvelous Hancock with AC, fitness room, WiFi
- Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
- 10 Minutes to Ski Butternut! Dogs Welcome!
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- Club Wyndham Bentley Brook
- Mountain Lodge Apt!
Let Expedia take you to the best Hotels in The Berkshires. You'll find the largest selection of hotel deals, discount prices, and cheap hotel rates on reservations anywhere in the world. Expedia, the leader in world travel, gives you customer reviews, maps, and the best selection of hotels near landmarks and attractions.