Find All Pittsfield Hotels
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Find All Pittsfield Hotels
We have found 1315 Pittsfield Hotels
- A Writer's Retreat at The Barn
- NEW RENO - Chalet-style farm loft near Tanglewood
- Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent
- Becket Motel
- 67 Church Street
- Tourists
- Farmhouse Retreat, Outdoor Dining/Fire-Pit, Fast Wifi, Golf & 3-Acre Privacy
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Country living close to the capital region 100 acres of nature to explore
- Eastover Estate & Eco-Village
- Apple Tree Inn
- The Egremont Village Inn
- Vacation Village In The Berkshires 5 Star Resort - Suite B
- Farm House Getaway on beautiful horse farm!
- Garden Gables Inn
- COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.
- Berkshire Mountain House
- Lantern House Motel
- 1 Bd - Vacation Village in the Berkshires
- Eastgate Inn B&B
- Chesapeake Inn of Lenox
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- Come to our lake house, pick apples, kayak & enjoy the fall foliage.
- Stay Berkshires
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- Private Unit in shared 1830 Farmhouse
- Ladd Brook Inn
- Castle Inn
- Kemble Inn
- Northside Motel
- Elegant suite with a king bed, fireplace, and kitchenette.
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- Green Valley Motel
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Jacob's Tanglewood Ranch
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Monk's Bunk, Old Chatham
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- The Red Door B&B
- Cozy Carriage House room with a double bed and private balcony
- 26 Church Street
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- Charming 6 Bdrm Countryside Stay
- Renovated Private Guest House by Evergreen Home
- Chestnut Lodge
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Elegant Carriage House room with a queen bed and private patio.
- Jiminy Premier Ski-In/Ski-Out Resort Bentley B
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- The Kemble Berkshires
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Cliffwood Cottage by Evergreen Home
- Farmhouse on Otis Pond
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- 18th century Berkshires farmhouse on 12 acres, impeccably updated.
- Vanderbilt Lakeside
- Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
- stockbridge country inn
- The Weathervane Motel
- ONTARA....
- Secluded 19th century Farmhouse with mountain views
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- Blue Spruce Inn & Suites
- Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
- Rustic 4-bedroom farmhouse in bucolic Hinsdale, MA
- Tastefully Restored Berkshire Farmhouse Available October 15th - 31st 2024
- Club Wyndham Bentley Brook
- Charming 2-bedroom resort in marvelous Hancock with AC, fitness room, WiFi