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Find All Cheshire Hotels
We have found 954 Cheshire Hotels
- Harbour House Inn
- Life House Berkshires
- The Yankee, Trademark Collection by Wyndham
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- The Williams Inn
- Hotel Downstreet, Ascend Hotel Collection
- 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
- Berkshire Mountain Lodge
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
- The Porches Inn at Mass MoCA
- Courtyard by Marriott Lenox Berkshires
- The Cornell Inn, Lenox & The Berkshires
- Quality Inn
- The Central Downtown Inn & Suites
- Fairfield Inn & Suites by Marriott Williamstown
- Best Western Plus Berkshire Hills Inn & Suites
- Hampton Inn & Suites Berkshires-Lenox
- Club Wyndham Bentley Brook
- Hilton Garden Inn Lenox Pittsfield
- Maple Terrace Motel
- Blooming Inn
- FairBridge Inn Express
- Berkshire Inn
- Cozy Corner Motel
- Gregory House Country Inn
- The Villager Motel
- Williamstown Motel
- Willows Motel Williamstown
- Pleasant Valley Motel West Stockbridge
- Econo Lodge Lee - Great Barrington
- Berkshire Travel Lodge
- Berkshire Valley Inn
- Chambery Inn
- Pilgrim Inn
- Wagon Wheel Inn
- Lakehouse Inn
- Shaker Mill Inn
- Sunset Inn
- Howard Johnson by Wyndham Williamstown
- Charming Farmhouse - quiet, private & peaceful
- Blue Vista Motor Lodge
- Inn at Silver Maple Farm
- Devonfield Inn B&B
- 1896 House Country Inn & Motels
- The Springs Motel
- Heart of the Berkshires
- Whistler's Inn Bed & Breakfast
- All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
- Brook Farm Inn
- The Trail in Adams - Berkshires’ Art Hotel
- In town, newly remodeled studio with private balcony
- 1789 Shaker Farmhouse in Berkshires/Hudson Valley
- 33 Main
- The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
- Gateways Inn & Restaurant
- The Inn at Stockbridge
- Inn at Kenmore Hall
- NEW RENO - Historic Loft w/views of the Berkshires
- NEW RENO - Chalet-style farm loft near Tanglewood
- Apple Tree Inn
- Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
- Tanglewood Suites
- 1800s Carriage house in Berkshires / Hudson Valley
- Seven Hills Inn
- Becket Motel
- Holiday Inn Express Pittsfield Berkshires by IHG
- Historic Stone Church in The Berkshires
- Spacious Farmhouse with Stunning Views
- Starlight Inn
- New 4500 sq ft modern 5 bed-5.5 bath on Housatonic River and walk to Stockbridge
- Eastgate Inn B&B
- In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
- UU Rowe Camp and Conference Center
- Rural charm a mile from Berkshire East Ski Resort and 29 miles from Mt. Snow.
- Modern Country Farmhouse, Walking Distance to Lake
- SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!
- Berkshire Rural Retreat
- Cranwell Spa and Golf Resort
- Stay Berkshires
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Eastover Estate & Eco-Village
- Hampton Terrace Inn
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Ski Season! Play Area, Crib, 11 Acre Farmhouse