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 1110 The Berkshires Hotels
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Kemble Inn
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- The Red Door B&B
- Stay Berkshires
- Lenox Inn
- Doctor Sax House
- Chesapeake Inn of Lenox
- Green Valley Motel
- Hampton Terrace Inn
- Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
- Heart of the Berkshires
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
- Lg 1 Bd - Vacation Village in the Berkshires
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Renovated Private Guest House by Evergreen Home
- Jiminy Premier Ski-In/Ski-Out Resort Bentley B
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
- Northside Motel
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Bentley Brook at Jiminy Peak ^ Studio
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Farmhouse on Otis Pond
- Bentley Brook, Charming 2-bedroom with WiFi, at Jiminy Peak Ski Resort
- Guest House Sanctuary by Evergreen Home
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- Berkshire Mountain Lodge
- Cliffwood Cottage by Evergreen Home
- Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
- Charming 2-bedroom resort in marvelous Hancock with AC, fitness room, WiFi
- 10 Minutes to Ski Butternut! Dogs Welcome!
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- Chestnut Lodge
- Mountain Lodge Apt!
- The Weathervane Motel
- Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
- Bentley Brook 1-BR Mountainside resort sleeps 8- Available April 27-May 3
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.