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Find All Cheshire Hotels
We have found 904 Cheshire Hotels
- Harbour House Inn
- Hotel Downstreet
- Life House Berkshires
- The Yankee, Trademark Collection by Wyndham
- The Red Lion Inn
- The Black Swan Lee - Lenox, Ascend Hotel Collection
- Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
- The Constance, The Whitlock, & The Dewey By The Lenox Collection
- The Williams Inn
- Hampton Inn & Suites Berkshires-Lenox
- Quality Inn
- Club Wyndham Bentley Brook
- Courtyard by Marriott Lenox Berkshires
- Berkshire Mountain Lodge
- The Cornell Inn, Lenox
- Best Western Plus Berkshire Hills Inn & Suites
- Berkshire Inn
- Hotel On North
- Fairfield Inn & Suites by Marriott Williamstown
- Hilton Garden Inn Lenox Pittsfield
- Howard Johnson by Wyndham Lenox
- Willows Motel Williamstown
- Maple Terrace Motel
- Cozy Corner Motel
- Lakehouse Inn
- Wagon Wheel Inn
- The Porches Inn at Mass MoCA
- The Villager Motel
- Blooming Inn
- Econo Lodge Lee - Great Barrington
- Shaker Mill Inn
- Berkshire Travel Lodge
- Berkshire Valley Inn
- Pleasant Valley Motel West Stockbridge
- Apple Tree Inn
- Chambery Inn
- FairBridge Inn Express
- Blue Vista Motor Lodge
- Williamstown Motel
- Pilgrim Inn
- Brook Farm Inn
- Howard Johnson by Wyndham Williamstown
- Inn at Silver Maple Farm
- Devonfield Inn B&B
- Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
- 33 Main
- The Central Downtown Inn & Suites
- Whistler's Inn Bed & Breakfast
- Charming Farmhouse - quiet, private & peaceful
- In town, newly remodeled studio with private balcony
- The Inn at Stockbridge
- The Trail in Adams - Berkshires’ Art Hotel
- Sunset Inn
- Stay Berkshires
- Tanglewood Suites
- Gateways Inn & Restaurant
- The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
- 1896 House Country Inn & Motels
- Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
- Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
- Modern Country Farmhouse, Walking Distance to Lake
- Inn at Kenmore Hall
- Large, family-friendly farmhouse located in the beautiful Berkshires
- Becket Motel
- Charming Farmhouse; 2 Bed / 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.
- Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
- Eastgate Inn B&B
- In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
- Play Area, Crib, 11 Acre Farmhouse
- Northside Motel
- Cozy Cabin on resort property in Cultural Berkshires.
- Super discount for 9/23 to 10/3. Fun fairs, flea markets, music and hikes.
- Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite
- Chambery Inn / 7,000 Sqft Luxury Historic Berkshire landmark on Main Street
- The Orchards Hotel
- Seven Hills Inn
- Historic 1817 Berkshire Farmhouse- Close to Everything!
- Kemble Inn
- Berkshire Rural Retreat
- Garden Gables Inn
- Berkshire Mountain House
- Eastover Estate & Eco-Village
- Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace
- Historic Stone Church in The Berkshires
- Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite
- All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.