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Find All Chatham Hotels
We have found 1584 Chatham Hotels
- Experience Timeless Elegance in The Edith Wharton Room!
- COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.
- Wagon Wheel Inn
- Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
- Seven Hills Inn
- Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent
- Magic Forest Farm's Artist Retreat
- NEW RENO - Chalet-style farm loft near Tanglewood
- Farmhouse Retreat, Outdoor Dining/Fire-Pit, Fast Wifi, Golf & 3-Acre Privacy
- LEEDS A GREAT ESCAPE
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- The Egremont Village Inn
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Apple Tree Inn
- HollyKissHudsonValley Renovated 1900 Lodge, Full House, including Guest Suite
- Copper Kettle Farm - newly renovated farmhouse with spectacular views
- Hudson Valley Dream Farmhouse: Bike Trails, Wineries, Five Acres
- Country living close to the capital region 100 acres of nature to explore
- Vacation Village In The Berkshires 5 Star Resort - Suite B
- Farm House Getaway on beautiful horse farm!
- The Constance by the Lenox Collection
- A Writer's Retreat at The Barn
- Eastover Estate & Eco-Village
- 1 Bd - Vacation Village in the Berkshires
- Eastgate Inn B&B
- Brand new listing! Soothing farmhouse in Leeds near Grace’s cafe and the creek.
- Private Unit in shared 1830 Farmhouse
- -Private renovated farmhouse along the Hudson surrounded by State Park Land
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Berkshire Mountain House
- Chesapeake Inn of Lenox
- Castle Inn
- HollyKissHudsonValley Fully Renovated Lodge- Private Guest Suite
- Come to our lake house, pick apples, kayak & enjoy the fall foliage.
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- Batterby House – Adults Only
- HollyKissHudsonValley Full House + Renovated Upstairs Red Barn and Loft
- Garden Gables Inn
- Lantern House Motel
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- Race Brook Lodge
- Peloke's Motel
- Monk's Bunk, Old Chatham
- Heart of the Berkshires
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Elegant suite with a king bed, fireplace, and kitchenette.
- The Red Door B&B
- 26 Church Street
- Cozy Carriage House room with a double bed and private balcony
- 1805 House Bed and Breakfast
- Kemble Inn
- Renovated Private Guest House by Evergreen Home
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- All the comfort of home
- Charming 6 Bdrm Countryside Stay
- 1735 Stone Farmhouse
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Jacob's Tanglewood Ranch
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- Chestnut Lodge
- Rustic Catskill cottage, 10 min to Hudson, 30 minutes to popular ski area skiing
- Charming 1 Bedroom - 4 Star Resort w/ heated pool
- Jiminy Premier Ski-In/Ski-Out Resort Bentley B
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- 67 Church Street
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- The Kemble Berkshires
- Cliffwood Cottage by Evergreen Home