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All hotels in Cheshire, Massachusetts
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All hotels in Cheshire, Massachusetts
We have found 998 Cheshire Hotels
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- The Red Door B&B
- Stay Berkshires
- Lenox Inn
- Garden Gables Inn
- Doctor Sax House
- Green Valley Motel
- UU Rowe Camp and Conference Center
- Hampton Terrace Inn
- Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
- Restored historic farmhouse on 25 private acres
- 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
- 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
- Jacob's Tanglewood Ranch
- 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
- Bentley Brook, Charming 2-bedroom with WiFi, at Jiminy Peak Ski Resort
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Guest House Sanctuary by Evergreen Home
- Berkshire Mountain Lodge
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- 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
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
- Mountain Lodge Apt!
- Chestnut Lodge
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