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Find All Old Chatham Hotels
We have found 1530 Old Chatham Hotels
- Peloke's Motel
- All the comfort of home
- Hudson valley and The Berkshires Cottage
- Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
- The Inn at Stockbridge
- Four Season Motel
- Granville House
- NEW RENO - Chalet-style farm loft near Tanglewood
- All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
- Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent
- Spacious Farmhouse with Stunning Views
- Escape to this 120-acre farm in Upstate NY! Pet friendly.
- New 4500 sq ft modern 5 bed-5.5 bath on Housatonic River and walk to Stockbridge
- Historic Stone Church in The Berkshires
- Berkshire Rural Retreat
- 1800s Carriage house in Berkshires / Hudson Valley
- Farm House Getaway on 200 acre horse farm!
- Holiday Inn Express Pittsfield Berkshires by IHG
- HollyKissHudsonValley Renovated 1900 Lodge, Full House, including Guest Suite
- Seven Hills Inn
- Suite East Side
- Modern Country Farmhouse, Walking Distance to Lake
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Chambery Inn / 7,000 Sqft Luxury Historic Berkshire landmark on Main Street
- Eastgate Inn B&B
- Cranwell Spa and Golf Resort
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Eastover Estate & Eco-Village
- -Private renovated farmhouse along the Hudson surrounded by State Park Land
- Modern Victorian - 2.5hrs from NYC - 100acres - Nature- Country living
- Ski Jiminy Peak - Lg 1 Bd - Vacation Village in the Berkshires
- Charming Farmhouse; 2 Bed / 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Jiminy Premier Ski-In/Ski-Out Resort Bentley B
- Castle Inn
- HollyKissHudsonValley Full House + Renovated Upstairs Red Barn and Loft
- Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
- Lantern House Motel
- Restored historic farmhouse on 25 private acres
- Hampton Terrace Inn
- Doctor Sax House
- The Grange - 1800s Farmhouse Estate on 80 Acres
- Renovated Private Guest House by Evergreen Home
- The Red Door B&B
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
- Tranquil Retreat - Comfort and Convenience.
- Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Batterby House – Adults Only
- HollyKissHudsonValley1900 Fully Renovated Lodge Private Guest Unit
- Garden Gables Inn
- Private Unit in shared 1830 Farmhouse
- Carriage House at The Argus Hotel
- Bentley Brook, Charming 2-bedroom with WiFi, at Jiminy Peak Ski Resort
- Berkshire Mountain House
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
- Rustic Catskill cottage, 10 min to Hudson, 30 minutes to popular ski area skiing
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
- Vacation Village in the Berkshires 5 Star Resort - Suite A
- Vacation Village In The Berkshires 5 Star Resort - Suite B
- Spacious Modern Catskill Farmhouse - Hot Tub, Pool, Fire-Pit, Views
- Bentley Brook at Jiminy Peak ^ Studio
- 1735 Stone Farmhouse
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Historic 1817 Berkshire Farmhouse- Close to Everything!
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Chesapeake Inn of Lenox
- Kemble Inn
- Jacob's Tanglewood Ranch
- 67 Church Street
- The Turner Farm- 3bd Historic Gem with Lush Modern Amenities and Rich History
- The Kemble Berkshires
- 10 Minutes to Ski Butternut! Dogs Welcome!