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Find All Chatham Hotels
We have found 1484 Chatham Hotels
- Wilder House Berkshires
- Cozy Cabin on resort property in Cultural Berkshires.
- Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
- Chambery Inn / 7,000 Sqft Luxury Historic Berkshire landmark on Main Street
- Modern Victorian - 2.5hrs from NYC - 100acres - Nature- Country living
- Historic 1817 Berkshire Farmhouse- Close to Everything!
- Kemble Inn
- Seven Hills Inn
- Berkshire Rural Retreat
- Garden Gables Inn
- Berkshire Mountain House
- Rustic Catskill cottage, 10 min to Hudson, 30 minutes to popular ski area skiing
- Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
- Lantern House Motel
- Eastover Estate & Eco-Village
- Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite
- 21B Motel
- Hampton Terrace Inn
- The Red Door B&B
- NEW RENO - Historic Loft w/views of the Berkshires
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Castle Inn
- The Grange - 1800s Farmhouse Estate on 80 Acres
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- The Kemble Berkshires
- Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
- Batterby House – Adults Only
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- 1 Bedroom - Vacation Village in the Berkshires Resort - Hancock
- Hudson City Bed & Breakfast
- 1805 House Bed and Breakfast
- Inn at 34
- Chesapeake Inn of Lenox
- 67 Church Street
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Vacation Village In The Berkshires 5 Star Resort - Suite B
- 10 Minutes to Ski Butternut! Dogs Welcome!
- Jacob's Tanglewood Ranch
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Bentley Brook: Elevate Your Winter Thrills with Premier Ski-In/Ski-Out Luxury
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Chestnut Lodge
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Slope-Side Ski-in Ski-Out: Bentley Brook Resort
- Bentley Brook at Jiminy Peak ^ Studio
- 26 Church Street
- NEW RENO - Chalet-style farm loft near Tanglewood
- Private Unit in shared 1830 Farmhouse
- Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
- Vanderbilt Lakeside
- Canyon Ranch Lenox
- Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
- Restored historic farmhouse on 25 private acres
- The Weathervane Motel
- Mile Hill B&B
- Barn House: isolated sheep farm Hudson area
- Blue Spruce Inn & Suites
- Lenox Inn
- The Inn At Lenoxview
- Mountain Lodge Apt!
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
- Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
- ONTARA....
- 1800s Carriage house in Berkshires / Hudson Valley
- 1789 Shaker Farmhouse in Berkshires/Hudson Valley
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- Howard Hotel
- Hudson Navigator