All hotels in Cheshire, Massachusetts
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All hotels in Cheshire, Massachusetts
We have found 1020 Cheshire Hotels
- Eastgate Inn B&B
- Berkshire Mountain House
- Amazing People & Pet-Welcoming Country Haven
- Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
- In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
- COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- Cozy Farmhouse Retreat - Ram Dass Room
- Foliage Ready! Play Area, Crib, 11 Acre Farmhouse
- Cranwell Spa and Golf Resort
- Cozy Farmhouse Retreat in the Berkshires - Chocolog Room
- Eastover Estate & Eco-Village
- The Dewey
- Tourists
- Experience Timeless Elegance in The Edith Wharton Room!
- The Orchards Hotel
- The Red Door B&B
- Jacob's Tanglewood Ranch
- Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
- UU Rowe Camp and Conference Center
- 1 Bd - Vacation Village in the Berkshires
- Heart of the Berkshires
- Vacation Village In The Berkshires 5 Star Resort - Suite B
- Northside Motel
- The Kemble Berkshires
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Cliffwood Cottage by Evergreen Home
- Jiminy Premier Ski-In/Ski-Out Resort Bentley B
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Cozy Carriage House room with a double bed and private balcony
- Kemble Inn
- Chesapeake Inn of Lenox
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Cozy Retreat in the Berkshires - Apple Room in Orchard Guest House
- Secluded 19th century Farmhouse with mountain views
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Elegant Carriage House room with a queen bed and private patio.
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Cozy Retreat in historic Farmhouse - Tranquility Room
- Elegant suite with a king bed, fireplace, and kitchenette.
- 26 Church Street
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Green Valley Motel
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- Cozy Retreat in the Berkshires - Prue Berry Room in Orchard Guest House
- Ladd Brook Inn
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- Chestnut Lodge
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- The Weathervane Motel
- Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
- 67 Church Street
- stockbridge country inn
- Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
- Club Wyndham Bentley Brook
- Berkshire Mountain Lodge
- Cozy Farmhouse Retreat - Judy’s Room
- Charming 2-bedroom resort in marvelous Hancock with AC, fitness room, WiFi
- Gracious, updated, and classic 5-bedroom farmhouse in gorgeous Chesterfield
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- Relaxing 1-bedroom resort with AC in quaint Hancock MA
- Rustic 4-bedroom farmhouse in bucolic Hinsdale, MA
- Mountain Lodge Apt!
- Cozy Retreat in the Berkshires - Cherry Room in Orchard Guest House
- Cozy Farmhouse Retreat - Monk’s Room
- Cozy Farmhouse Retreat in the Berkshires - Gabriel’s Room
- Cozy Retreat in the Berkshires - Harvest Room in Orchard Guest House
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- Cozy Farmhouse Retreat for One - Lagniappe Room
- Orchard Guest House: Cozy Berkshire Retreat in the Woods
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- Econo Lodge
- 3-bedroom farmhouse 15 minutes from Williamstown and Bennington.
- Berkshire Lake Lodge
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