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We have found 838 Chester Hotels
- D. Hotel Suites & Spa
- La Quinta Inn & Suites by Wyndham Springfield MA
- Quality Inn West Springfield
- Tru by Hilton Chicopee Springfield
- Red Roof Inn PLUS+ West Springfield
- Berkshires Untold
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
- FairBridge Inn Express
- Best Western Plus Berkshire Hills Inn & Suites
- Berkshire Mountain Lodge
- Quality Inn & Suites Northampton - Amherst
- Hotel Northampton
- Riverdale Inn
- The Red Lion Inn
- The Yankee, Trademark Collection by Wyndham
- Residence Inn by Marriott West Springfield
- The Constance by the Lenox Collection
- Fairfield Inn & Suites Springfield Holyoke
- Hampton Inn Chicopee/Springfield
- The Ellery
- Hampton Inn Westfield
- Candlewood Suites West Springfield by IHG
- Howard Johnson by Wyndham Lenox
- Courtyard by Marriott West Springfield
- Hampton Inn & Suites Berkshires-Lenox
- Comfort Inn & Suites
- Fairfield Inn & Suites Springfield Northampton/Amherst
- Courtyard by Marriott Lenox Berkshires
- The Black Swan Lee - Lenox, Ascend Hotel Collection
- Quality Inn
- Homewood Suites by Hilton Holyoke-Springfield/North
- Quality Inn Chicopee - Springfield
- Hampton Inn West Springfield
- Quality Inn Westfield - Springfield
- Holiday Inn Express Hotel & Suites Great Barrington by IHG
- Hotel On North
- Homewood Suites by Hilton Hadley Amherst
- Best Western Springfield West Inn
- Hampton Inn Hadley-Amherst Area
- The Whitlock
- Berkshire Inn
- River Valley Inn
- Baldwin Inn & Suites
- The Little Lion
- Residence Inn Springfield Chicopee
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- TownePlace Suites by Marriott Hadley Amherst
- Travelodge by Wyndham Great Barrington Berkshires
- Monument Mountain Motel
- The Cornell Inn, Lenox & The Berkshires
- Wagon Wheel Inn
- The Dewey
- Econo Lodge Lee - Great Barrington
- Hilton Garden Inn Lenox Pittsfield
- The Central Downtown Inn & Suites
- Holiday Inn Express & Suites Pittsfield - Berkshires
- Element Lenox Berkshires
- Pleasant Valley Motel West Stockbridge
- Chambery Inn
- Pilgrim Inn
- Old Mill Inn
- Tanglewood Suites
- Tru By Hilton Chicopee Springfield
- Lakehouse Inn
- Brook Farm Inn
- Gedney Farm
- Knights Inn Hadley
- Whistler's Inn Bed & Breakfast
- Sunset Inn
- Naomi's Inn Bed & Breakfast
- Becket Motel
- Apple Tree Inn
- Berkshire Village Carriage House - Super Private!!
- Devonfield Inn B&B
- Hampton Terrace Inn
- Harbour House Inn
- Gateways Inn & Restaurant
- The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
- East Rock Inn
- Charming Farmhouse - quiet, private & peaceful
- A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
- The Old Inn On The Green
- Daniel Stebbins House
- 33 Main
- Express Inn
- Lantern House Motel
- Cranwell Spa and Golf Resort
- Seven Hills Inn
- 26 Church Street
- The Inn at Stockbridge
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- Eastgate Inn B&B
- Charming, updated 3 bedroom farmhouse farm stay.
- Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
- Elm Motel