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Find All Cheshire Hotels
We have found 960 Cheshire Hotels
- Harbour House Inn
- Life House Berkshires
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- The Yankee, Trademark Collection by Wyndham
- Hotel Downstreet, Ascend Hotel Collection
- The Williams Inn
- The Red Lion Inn
- The Black Swan Lee - Lenox, Ascend Hotel Collection
- The Constance, The Whitlock, & The Dewey By The Lenox Collection
- Hotel On North
- Howard Johnson by Wyndham Lenox
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
- Berkshire Mountain Lodge
- The Porches Inn at Mass MoCA
- Best Western Plus Berkshire Hills Inn & Suites
- Courtyard by Marriott Lenox Berkshires
- The Cornell Inn, Lenox & The Berkshires
- Quality Inn
- The Central Downtown Inn & Suites
- Fairfield Inn & Suites by Marriott Williamstown
- Hampton Inn & Suites Berkshires-Lenox
- Club Wyndham Bentley Brook
- Maple Terrace Motel
- Hilton Garden Inn Lenox Pittsfield
- Williamstown Motel
- Cozy Corner Motel
- Berkshire Inn
- Blooming Inn
- Gregory House Country Inn
- The Villager Motel
- Pleasant Valley Motel West Stockbridge
- Berkshire Travel Lodge
- Willows Motel Williamstown
- Econo Lodge Lee - Great Barrington
- Berkshire Valley Inn
- FairBridge Inn Express
- Pilgrim Inn
- Chambery Inn
- Wagon Wheel Inn
- Berkshire Village Carriage House - Super Private!!
- Lakehouse Inn
- Shaker Mill Inn
- Howard Johnson by Wyndham Williamstown
- Charming Farmhouse - quiet, private & peaceful
- Inn at Silver Maple Farm
- Blue Vista Motor Lodge
- Sunset Inn
- Whistler's Inn Bed & Breakfast
- Devonfield Inn B&B
- 1896 House Country Inn & Motels
- Heart of the Berkshires
- All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
- The Trail in Adams - Berkshires’ Art Hotel
- Brook Farm Inn
- The Springs Motel
- In town, newly remodeled studio with private balcony
- 33 Main
- The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
- Gateways Inn & Restaurant
- 1789 Shaker Farmhouse in Berkshires/Hudson Valley
- Inn at Kenmore Hall
- The Inn at Stockbridge
- NEW RENO - Historic Loft w/views of the Berkshires
- Apple Tree Inn
- NEW RENO - Chalet-style farm loft near Tanglewood
- Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
- Tanglewood Suites
- Seven Hills Inn
- 1800s Carriage house in Berkshires / Hudson Valley
- Holiday Inn Express Pittsfield Berkshires by IHG
- New 4500 sq ft modern 5 bed-5.5 bath on Housatonic River and walk to Stockbridge
- Becket Motel
- Cranwell Spa and Golf Resort
- Starlight Inn
- Eastgate Inn B&B
- Historic Stone Church in The Berkshires
- Hampton Terrace Inn
- In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
- The Revival House
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Rural charm a mile from Berkshire East Ski Resort and 29 miles from Mt. Snow.
- Modern Country Farmhouse, Walking Distance to Lake
- Berkshire Rural Retreat
- Stay Berkshires
- Eastover Estate & Eco-Village
- SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!
- UU Rowe Camp and Conference Center
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Doctor Sax House