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We have found 838 Chester Hotels
- Red Roof Inn PLUS+ West Springfield
- La Quinta Inn & Suites by Wyndham Springfield MA
- Berkshire Mountain Lodge
- Quality Inn West Springfield
- Riverdale Inn
- D. Hotel Suites & Spa
- Tru by Hilton Chicopee Springfield
- The Red Lion Inn
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- Berkshires Untold
- Courtyard by Marriott West Springfield
- The Black Swan Lee - Lenox, an Ascend Collection Hotel
- Baldwin Inn & Suites, SureStay Collection by Best Western
- The Ellery
- Quality Inn & Suites Northampton - Amherst
- Quality Inn Chicopee - Springfield
- Quality Inn Westfield - Springfield
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
- Hotel Northampton
- Best Western Springfield West Inn
- Comfort Inn & Suites West Springfield
- Hampton Inn Westfield
- The Yankee, Trademark Collection by Wyndham
- Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
- Fairfield Inn & Suites Springfield Holyoke
- River Valley Inn
- Homewood Suites by Hilton Hadley Amherst
- Hampton Inn Chicopee/Springfield
- Blue - A Modern Hotel, Ascend Hotel Collection
- Best Western Plus Berkshire Hills Inn & Suites
- Fairfield Inn & Suites Springfield Northampton/Amherst
- Hampton Inn & Suites Berkshires-Lenox
- Candlewood Suites West Springfield by IHG
- Residence Inn by Marriott West Springfield
- Hampton Inn West Springfield
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- The Constance by the Lenox Collection
- Howard Johnson by Wyndham Lenox
- Holiday Inn Express Hotel & Suites Great Barrington by IHG
- Hampton Inn Hadley-Amherst Area
- Courtyard by Marriott Lenox Berkshires
- Homewood Suites by Hilton Holyoke-Springfield/North
- Element Lenox Berkshires
- Berkshire Inn
- The Whitlock
- Hotel On North
- Quality Inn
- Monument Mountain Motel
- The Little Lion
- Hilton Garden Inn Lenox Pittsfield
- FairBridge Inn Express
- Apple Tree Inn
- TownePlace Suites by Marriott Hadley Amherst
- Travelodge by Wyndham Great Barrington Berkshires
- Econo Lodge Lee - Great Barrington
- The Cornell Inn, Lenox & The Berkshires
- Residence Inn Springfield Chicopee
- Lakehouse Inn
- Chambery Inn
- Old Mill Inn
- The Central Downtown Inn & Suites
- Pilgrim Inn
- Wagon Wheel Inn
- Pleasant Valley Motel West Stockbridge
- Daniel Stebbins House
- Brook Farm Inn
- Tanglewood Suites
- Tru By Hilton Chicopee Springfield
- The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
- The Dewey
- Knights Inn Hadley
- Whistler's Inn Bed & Breakfast
- Devonfield Inn B&B
- Gedney Farm
- Berkshire Village Carriage House - Super Private!!
- Naomi's Inn Bed & Breakfast
- Becket Motel
- Hampton Terrace Inn
- Gateways Inn & Restaurant
- The Old Inn On The Green
- Eastgate Inn B&B
- East Rock Inn
- Harbour House Inn
- 33 Main
- Elm Motel
- A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
- Charming Farmhouse - quiet, private & peaceful
- Woodland Dream House on private pond with forest and fields- Warm and Cozy
- Cranwell Spa and Golf Resort
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- Sunset Inn
- Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
- Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
- Garden Gables Inn
- Charming, updated 3 bedroom farmhouse farm stay.
- Eastover Estate & Eco-Village
- Lantern House Motel