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We have found 991 Windsor Hotels
- Berkshire Mountain Lodge
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- Berkshires Untold
- The Red Lion Inn
- The Williams Inn
- The Black Swan Lee - Lenox, an Ascend Collection Hotel
- Hotel Downstreet, an Ascend Collection Hotel
- Red Roof Inn PLUS+ South Deerfield – Amherst
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
- The Yankee, Trademark Collection by Wyndham
- Best Western Plus Berkshire Hills Inn & Suites
- Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
- Hampton Inn & Suites Berkshires-Lenox
- The Porches Inn at Mass MoCA
- Hotel On North
- Howard Johnson by Wyndham Lenox
- Howard Johnson by Wyndham Williamstown
- Courtyard by Marriott Lenox Berkshires
- Berkshire Inn
- The Constance by the Lenox Collection
- Quality Inn
- Fairfield Inn & Suites by Marriott Williamstown
- Berkshire Travel Lodge
- Element Lenox Berkshires
- Hilton Garden Inn Lenox Pittsfield
- The Whitlock
- FairBridge Inn Express
- The Springs Motel
- Williamstown Motel
- Club Wyndham Bentley Brook
- The Cornell Inn, Lenox & The Berkshires
- Apple Tree Inn
- The Villager Motel
- Cozy Corner Motel
- Econo Lodge Lee - Great Barrington
- Berkshire Valley Inn
- The Central Downtown Inn & Suites
- Lakehouse Inn
- Pilgrim Inn
- Chambery Inn
- Shaker Mill Inn
- Willows Motel Williamstown
- Pleasant Valley Motel West Stockbridge
- Maple Terrace Motel
- Blooming Inn
- Blue Vista Motor Lodge
- Inn at Silver Maple Farm
- Wagon Wheel Inn
- The Revival House
- Brook Farm Inn
- Tanglewood Suites
- The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
- Whistler's Inn Bed & Breakfast
- The Dewey
- Devonfield Inn B&B
- Berkshire Village Carriage House - Super Private!!
- Becket Motel
- The Trail in Adams - Berkshires’ Art Hotel
- Gateways Inn & Restaurant
- 1789 Shaker Farmhouse in Berkshires/Hudson Valley
- Hampton Terrace Inn
- NEW RENO - Historic Loft w/views of the Berkshires
- Eastgate Inn B&B
- Harbour House Inn
- 1896 House Country Inn & Motels
- NEW RENO Historic Creamery in Berkshires w/hot tub
- All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
- 33 Main
- NEW RENO - Chalet-style farm loft near Tanglewood
- Charming Farmhouse - quiet, private & peaceful
- 1800s Carriage house in Berkshires / Hudson Valley
- Sunset Inn
- COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.
- Inn at Kenmore Hall
- In town, newly remodeled studio with private balcony
- Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
- Cranwell Spa and Golf Resort
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
- Garden Gables Inn
- Berkshire Mountain House
- Eastover Estate & Eco-Village
- In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
- Charming, updated 3 bedroom farmhouse farm stay.
- Historic Stone Church in The Berkshires
- Northside Motel
- Seven Hills Inn
- 26 Church Street
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Fresh mountain air, colorful foliage, antique shops, Mount Greylock and more!
- The Orchards Hotel
- Kemble Inn
- 18th century 3-bedroom renovated farmhouse in peaceful Whately with WiFi, AC