All hotels In Pittsfield, Massachusetts
There are 1341 hotels in Pittsfield
- Come to our lake house, pick apples, kayak & enjoy the fall foliage.
- Harbour House Inn
- Hideaway Inn Lenox
- Experience Timeless Elegance in The Edith Wharton Room!
- Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
- Farmhouse Retreat, Outdoor Dining/Fire-Pit, Fast Wifi, Golf & 3-Acre Privacy
- Williamstown Motel
- Apple Tree Inn
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- The Berkshire Mountain Inn
- Farm House Getaway on beautiful horse farm!
- Becket Motel
- Eastover Estate & Eco-Village
- A Writer's Retreat at The Barn
- Stay Berkshires
- 1 Bd - Vacation Village in the Berkshires
- Garden Gables Inn
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- Monk's Bunk, Old Chatham
- Elegant suite with a king bed, fireplace, and kitchenette.
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- The Red Door B&B
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Cozy Carriage House room with a double bed and private balcony
- Charming & Bright Berkshires Field House
- 18th century Berkshires farmhouse on 12 acres, impeccably updated.
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Charming 6 Bdrm Countryside Stay
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- Chestnut Lodge
- Elegant Carriage House room with a queen bed and private patio.
- Cliffwood Cottage by Evergreen Home
- Club Wyndham Bentley Brook
- Rustic 4-bedroom farmhouse in bucolic Hinsdale, MA
- Tastefully Restored Berkshire Farmhouse Available October 15th - 31st 2024
- Vanderbilt Lakeside
- Charming 2-bedroom resort in marvelous Hancock with AC, fitness room, WiFi
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