See all 655 hotels in Cherry Plain
- Hilton Garden Inn Troy
- Element Lenox Berkshires
- Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
- Gregory House Country Inn
- The Springs Motel
- Club Wyndham Bentley Brook
- The Revival House
- 1800s Carriage house in Berkshires / Hudson Valley
- Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
- NEW RENO - Historic Loft w/views of the Berkshires
- NEW RENO - Chalet-style farm loft near Tanglewood
- COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.
- 1789 Shaker Farmhouse in Berkshires/Hudson Valley
- Harbour House Inn
- Experience Timeless Elegance in The Edith Wharton Room!
- NEW RENO Historic Creamery in Berkshires w/hot tub
- Come to our lake house, pick apples, kayak & enjoy the fall foliage.
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- The Orchards Hotel
- 1 Bd - Vacation Village in the Berkshires
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- Monk's Bunk, Old Chatham
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- Elegant suite with a king bed, fireplace, and kitchenette.
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Cozy Carriage House room with a double bed and private balcony
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- Heart of the Berkshires