Photo by Elizabeth Massa Peroulakis
All hotels in Chester, Massachusetts
Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
All hotels in Chester, Massachusetts
We have found 777 Chester Hotels
- La Quinta Inn & Suites by Wyndham Springfield MA
- Red Roof Inn PLUS+ West Springfield
- Life House Berkshires
- The Red Lion Inn
- The Yankee, Trademark Collection by Wyndham
- The Black Swan Lee - Lenox, Ascend Hotel Collection
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
- Hampton Inn & Suites Berkshires-Lenox
- Quality Inn
- Riverdale Inn
- Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
- Candlewood Suites West Springfield, an IHG Hotel
- Travelodge by Wyndham Great Barrington Berkshires
- Pleasant Valley Motel West Stockbridge
- Chambery Inn
- Apple Tree Inn
- Brook Farm Inn
- The Central Downtown Inn & Suites
- Cranwell Spa and Golf Resort
- Eastover Estate & Eco-Village
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.