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We have found 830 Chester Hotels
- La Quinta Inn & Suites by Wyndham Springfield MA
- D. Hotel Suites & Spa
- Quality Inn West Springfield
- Red Roof Inn PLUS+ West Springfield
- Tru by Hilton Chicopee Springfield
- Best Western Plus Berkshire Hills Inn & Suites
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- FairBridge Inn Express
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
- Riverdale Inn
- Hotel Northampton
- Quality Inn & Suites Northampton - Amherst
- The Yankee, Trademark Collection by Wyndham
- The Red Lion Inn
- Berkshires Untold
- The Constance by the Lenox Collection
- Fairfield Inn & Suites Springfield Holyoke
- Berkshire Mountain Lodge
- The Ellery
- Hampton Inn & Suites Berkshires-Lenox
- Comfort Inn & Suites
- Howard Johnson by Wyndham Lenox
- Residence Inn by Marriott West Springfield
- Courtyard by Marriott Lenox Berkshires
- Candlewood Suites West Springfield by IHG
- Courtyard by Marriott West Springfield
- The Black Swan Lee - Lenox, Ascend Hotel Collection
- Fairfield Inn & Suites Springfield Northampton/Amherst
- Hampton Inn Chicopee/Springfield
- Hampton Inn Westfield
- Homewood Suites by Hilton Holyoke-Springfield/North
- Quality Inn
- Quality Inn Chicopee - Springfield
- Quality Inn Westfield - Springfield
- Hampton Inn West Springfield
- Homewood Suites by Hilton Hadley Amherst
- Holiday Inn Express Hotel & Suites Great Barrington by IHG
- Hotel On North
- Best Western Springfield West Inn
- Hampton Inn Hadley-Amherst Area
- Berkshire Inn
- River Valley Inn
- Baldwin Inn & Suites
- TownePlace Suites by Marriott Hadley Amherst
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- Residence Inn Springfield Chicopee
- The Little Lion
- Travelodge by Wyndham Great Barrington Berkshires
- The Cornell Inn, Lenox & The Berkshires
- The Dewey
- Econo Lodge Lee - Great Barrington
- Monument Mountain Motel
- Hilton Garden Inn Lenox Pittsfield
- Chambery Inn
- Pleasant Valley Motel West Stockbridge
- Tanglewood Suites
- Old Mill Inn
- The Whitlock
- Wagon Wheel Inn
- Pilgrim Inn
- Lakehouse Inn
- The Central Downtown Inn & Suites
- Whistler's Inn Bed & Breakfast
- Brook Farm Inn
- Holiday Inn Express & Suites Pittsfield - Berkshires
- Naomi's Inn Bed & Breakfast
- Sunset Inn
- Becket Motel
- Gedney Farm
- Devonfield Inn B&B
- Apple Tree Inn
- Knights Inn Hadley
- Berkshire Village Carriage House - Super Private!!
- Gateways Inn & Restaurant
- East Rock Inn
- Charming Farmhouse - quiet, private & peaceful
- The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
- A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
- The Old Inn On The Green
- Daniel Stebbins House
- 33 Main
- Lantern House Motel
- Cranwell Spa and Golf Resort
- Harbour House Inn
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- Seven Hills Inn
- Eastgate Inn B&B
- The Inn at Stockbridge
- 26 Church Street
- Charming, updated 3 bedroom farmhouse farm stay.
- Elm Motel
- Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
- Eastover Estate & Eco-Village
- 67 Church Street
Let Expedia take you to the best Hotels in Chester. You'll find the largest selection of hotel deals, discount prices, and cheap hotel rates on reservations anywhere in the world. Expedia, the leader in world travel, gives you customer reviews, maps, and the best selection of hotels near landmarks and attractions.