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 835 Chester Hotels
- Taggart Treehouse: Modern Luxury Meets Nature: Stunning river views, sleeps 10
- Kemble Inn
- Garden Gables Inn
- Lenox Inn
- Doctor Sax House
- Express Inn
- The Red Door B&B
- Cranwell Spa and Golf Resort
- Hampton Terrace Inn
- Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
- Heart of the Berkshires
- Jacob's Tanglewood Ranch
- Chesapeake Inn of Lenox
- The Whitlock
- 18th century 3-bedroom renovated farmhouse in peaceful Whately with WiFi, AC
- Guest House Sanctuary by Evergreen Home
- The Retreat at Norwich Lake
- Farmhouse on Otis Pond
- Historic 1817 Berkshire Farmhouse- Close to Everything!
- Red Carpet Inn West Springfield
- 1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.
- The Kemble Berkshires
- Cliffwood Cottage by Evergreen Home
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- Berkshire Mountain Lodge
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- Econo Lodge Hadley near University
- Chestnut Lodge
- Canyon Ranch Lenox
- Mountain Lodge Apt!
- The Weathervane Motel
- Hill Ross Farmhouse Historic Property
- Element Lenox Berkshires