Photo by Elizabeth Massa Peroulakis
Find All Chester Hotels
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Find All Chester Hotels
We have found 838 Chester Hotels
- Econo Lodge Hadley near University
- Historic Stone Church in The Berkshires
- 26 Church Street
- Kemble Inn
- 18th century 3-bedroom renovated farmhouse in peaceful Whately with WiFi, AC
- Seven Hills Inn
- The Inn at Stockbridge
- Gorgeous Timber Frame Home in Ashfield - 4 bedrooms, 3 bathrooms and Sauna
- Experience Timeless Elegance in The Edith Wharton Room!
- 67 Church Street
- The Red Door B&B
- Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
- Elegant suite with a king bed, fireplace, and kitchenette.
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- Chesapeake Inn of Lenox
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- Cozy Carriage House room with a double bed and private balcony
- Mountain Lodge Apt!
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- 1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.
- Heart of the Berkshires
- Berkshire Mountain Lodge
- Elegant Carriage House room with a queen bed and private patio.
- Jacob's Tanglewood Ranch
- Farmhouse on Otis Pond
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Historic 1817 Berkshire Farmhouse- Close to Everything!
- The Retreat at Norwich Lake
- The Kemble Berkshires
- Chestnut Lodge
- Cliffwood Cottage by Evergreen Home
- Red Carpet Inn West Springfield
- 18th century Berkshires farmhouse on 12 acres, impeccably updated.
- Hill Ross Farmhouse Historic Property
- Rustic 4-bedroom farmhouse in bucolic Hinsdale, MA
- The Weathervane Motel
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- Canyon Ranch Lenox
- stockbridge country inn