See all 1590 hotels in Chatham
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- Pocketbook Hotel and Bath
- The Wick, Hudson, A Tribute Portfolio Hotel
- Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
- Prospect Berkshires
- Element Lenox Berkshires
- Spark by Hilton West Coxsackie
- Howard Hotel
- Club Wyndham Bentley Brook
- Hudson Navigator
- The Whitlock
- The Dewey
- Gregory House Country Inn
- NEW RENO Historic Creamery in Berkshires w/hot tub
- NEW RENO - Historic Loft w/views of the Berkshires
- 1800s Carriage house in Berkshires / Hudson Valley