All hotels in Pittsfield, Massachusetts
We have found 1331 Pittsfield, Massachusetts hotels
- Wagon Wheel Inn
- In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
- Inn at Kenmore Hall
- The Egremont Village Inn
- Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent
- Tourists
- Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
- Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
- Lakehouse Inn
- Farmhouse Retreat, Infrared Sauna, Fire-Pit, Fast Wifi, Golf & 3-Acre Privacy
- Cranwell Spa and Golf Resort
- The Dewey
- The Red Door B&B
- The Orchards Hotel
- Castle Inn
- Private Unit in shared 1830 Farmhouse
- Experience Timeless Elegance in The Edith Wharton Room!
- Renovated Private Guest House by Evergreen Home
- Chesapeake Inn of Lenox
- Charming 6 Bdrm Countryside Stay
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- Northside Motel
- Lantern House Motel
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Elegant suite with a king bed, fireplace, and kitchenette.
- Farmhouse on Otis Pond
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Cliffwood Cottage by Evergreen Home
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- The Kemble Berkshires
- Blue Spruce Inn & Suites
- 26 Church Street
- Jacob's Tanglewood Ranch
- Kemble Inn
- Ladd Brook Inn
- The Weathervane Motel
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- Green Valley Motel
- Cozy Carriage House room with a double bed and private balcony
- 67 Church Street
- Chestnut Lodge
- Vanderbilt Lakeside
- Rustic 4-bedroom farmhouse in bucolic Hinsdale, MA
- Garden Gables
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- stockbridge country inn
- Spacious 6-bedroom farmhouse in peaceful with additional barn/Stephentown withAC
- July 12-19 2026: Resort with 2 bedrooms and AC in the delightful Berkshires
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