Photo by Chris Addams
Find All Housatonic Hotels
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Find All Housatonic Hotels
We have found 1311 Housatonic Hotels
- Eastgate Inn B&B
- Charming 3-bedroom farmhouse with WiFi, central air in lovely Ghent
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
- Renovated Private Guest House by Evergreen Home
- Berkshire Mountain House
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Hampton Terrace Inn
- Becket Motel
- Cranwell Spa and Golf Resort
- The Red Door B&B
- Farmhouse on Otis Pond
- Bentley Brook, Charming 2-bedroom with WiFi, at Jiminy Peak Ski Resort
- Iron Masters - Inn on Main
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
- Private Unit in shared 1830 Farmhouse
- Slope-Side Ski-in Ski-Out: Bentley Brook Resort
- Vacation Village In The Berkshires 5 Star Resort - Suite B
- Guest House Sanctuary by Evergreen Home
- Historic 1817 Berkshire Farmhouse- Close to Everything!
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- 1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.
- Xmas in Hancock @ Jiminy Premier Ski-In/Ski-Out Resort
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Bentley Brook at Jiminy Peak ^ Studio
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Kemble Inn
- Charming 6 Bdrm Countryside Stay
- The Kemble Berkshires
- Garden Gables Inn
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- Jacob's Tanglewood Ranch
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
- Restored historic farmhouse on 25 private acres
- Holiday Inn Express Pittsfield Berkshires, an IHG Hotel
- Chesapeake Inn of Lenox
- 1805 House Bed and Breakfast
- 26 Church Street
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires
- Chestnut Lodge
- Vanderbilt Lakeside
- Charming 4-bedroom Farmhouse in Hudson with WiFi, AC/Fireplace on 11 acres Land
- Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- Lenox Inn
- Beautiful Berkshires Farmhouse with game room and plenty of room
- The Weathervane Motel
- Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- Canyon Ranch Lenox
- 67 Church Street
- Mountain Lodge Apt!
- Mile Hill B&B
- Barn House: isolated sheep farm Hudson area
- Blue Spruce Inn & Suites
- Charming 2-bedroom resort in marvelous Hancock with AC, fitness room, WiFi
- Charming 3-bedroom chic farmhouse within walking distance of great barrington
- Doctor Sax House