Photo by Ed Gaffny
Find All Cheshire Hotels
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Find All Cheshire Hotels
We have found 993 Cheshire Hotels
- Harbour House Inn
- Hotel Downstreet, an Ascend Collection Hotel
- Berkshire Mountain Lodge
- The Williams Inn
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
- The Red Lion Inn
- Berkshires Untold
- The Black Swan Lee - Lenox, an Ascend Collection Hotel
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- The Yankee, Trademark Collection by Wyndham
- Hotel On North
- Best Western Plus Berkshire Hills Inn & Suites
- Hampton Inn & Suites Berkshires-Lenox
- Howard Johnson by Wyndham Lenox
- Courtyard by Marriott Lenox Berkshires
- The Porches Inn at Mass MoCA
- Fairfield Inn & Suites by Marriott Williamstown
- Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
- Quality Inn
- Hilton Garden Inn Lenox Pittsfield
- The Constance by the Lenox Collection
- The Springs Motel
- Chambery Inn
- Element Lenox Berkshires
- Berkshire Inn
- The Whitlock
- FairBridge Inn Express
- Shaker Mill Inn
- Maple Terrace Motel
- The Cornell Inn, Lenox & The Berkshires
- Howard Johnson by Wyndham Williamstown
- Econo Lodge Lee - Great Barrington
- Blue Vista Motor Lodge
- Berkshire Travel Lodge
- Cozy Corner Motel
- The Villager Motel
- The Central Downtown Inn & Suites
- Willows Motel Williamstown
- Inn at Silver Maple Farm
- Williamstown Motel
- Brook Farm Inn
- Club Wyndham Bentley Brook
- The Revival House
- Pleasant Valley Motel West Stockbridge
- Berkshire Valley Inn
- Pilgrim Inn
- Lakehouse Inn
- The Trail in Adams - Berkshires’ Art Hotel
- Wagon Wheel Inn
- Blooming Inn
- The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
- Whistler's Inn Bed & Breakfast
- Gateways Inn & Restaurant
- Becket Motel
- Gregory House Country Inn
- The Dewey
- Devonfield Inn B&B
- Starlight Inn
- Berkshire Village Carriage House - Super Private!!
- Hampton Terrace Inn
- The Inn at Stockbridge
- NEW RENO Historic Creamery in Berkshires w/hot tub
- In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
- Eastgate Inn B&B
- 33 Main
- NEW RENO - Historic Loft w/views of the Berkshires
- The Orchards Hotel
- 1789 Shaker Farmhouse in Berkshires/Hudson Valley
- 1896 House Country Inn & Motels
- Cranwell Spa and Golf Resort
- NEW RENO - Chalet-style farm loft near Tanglewood
- Gorgeous Timber Frame Home in Ashfield - 4 bedrooms, 3 bathrooms and Sauna
- 1800s Carriage house in Berkshires / Hudson Valley
- Apple Tree Inn
- In town, newly remodeled studio with private balcony
- Garden Gables Inn
- Come stay with us and witness the majesty of our mountain foliage.
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
- Sunset Inn
- Eastover Estate & Eco-Village
- Charming Farmhouse - quiet, private & peaceful
- Tanglewood Suites
- Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
- 26 Church Street
- Modern Country Farmhouse, Walking Distance to Lake
- Historic Stone Church in The Berkshires
- Inn at Kenmore Hall
- Monk's Bunk, Old Chatham
- Seven Hills Inn