Find All Chester Hotels
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Find All Chester Hotels
We have found 882 Chester Hotels
- Cranwell Spa and Golf Resort
- The Red Door B&B
- The Dewey
- Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
- Regency Inn and Suites
- Hill Ross Guest Suite on Historic Homestead
- Chesapeake Inn of Lenox
- D. Hotel and Suites
- Red Carpet Inn West Springfield
- Elegant suite with a king bed, fireplace, and kitchenette.
- Experience Timeless Elegance in The Edith Wharton Room!
- Heart of the Berkshires
- Elm Motel
- Econo Lodge
- Cliffwood Cottage by Evergreen Home
- Stylish, renovated 3 bed 3.5 bath 1812 Colonial
- 26 Church Street
- Cozy Carriage House room with a double bed and private balcony
- Garden Gables
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- Farmhouse on Otis Pond
- Tru by Hilton Chicopee Springfield
- The Retreat at Norwich Lake
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- The Weathervane Motel
- For nature lovers: Charming 2-bedroom farmhouse in beautiful Lanesborough, MA
- The Kemble Berkshires
- Elegant Carriage House room with a queen bed and private patio.
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- 67 Church Street
- Rustic 4-bedroom farmhouse in bucolic Hinsdale, MA
- Rodeway Inn
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- July 12-19 2026: Resort with 2 bedrooms and AC in the delightful Berkshires
- Canyon Ranch Lenox
- stockbridge country inn
- Private Berkshire Retreat 9 Acres
- Forget-me-not By Avantstay Bold Lakefront Escape
- North King Motel