Showing 16-30 of 59 Resorts and Lodges
See the mountainside suspended from a chairlift above Jiminy Peak Mountain and discover an unparalleled vacation destination at Wyndham Bentley Brook!... more
- Historical
- Mountain
- Ski/Snowboard
- Villas and Condos
Best Western Plus Berkshire Hills Inn & Suites
A B&B in the Berkshires
- Bed & Breakfasts, Inns
An elegant country inn, and fine dining restaurant, located in the heart of the Berkshires.... more
- Bed & Breakfasts, Inns
Four seasons of relaxation and excitement awaits for you at the beautiful Kemble Inn. This Berkshires destination combines the stunning architecture... more
- Meetings
- Holiday
- Honeymoon
- Luxury
- Romantic
- Wedding
Located in the heart of the Berkshires, luxurious Devonfield is world in itself. For the enjoyment of its guests, Devonfield features a heated... more
- Bed & Breakfasts, Inns
Berkshire Mountain Lodge
You can find spectacular accommodations at Vacation Village properties across the country, but for a real treat head to Pittsfield, Massachusetts, and... more
- Bed & Breakfasts, Inns
The Old Inn on the Green & Gedney Farm are located in the Old Berkshire village of New Marlborough, now a National Historic District. Enjoy the... more
- Bed & Breakfasts, Inns
Since 1979, Canyon Ranch has been empowering people to live healthier, longer, more joyful lives through fitness, nutrition, stress management and... more
- All-Inclusive
- Meetings
- Family
- Health
- Lake
- Luxury
- Nature
- Pet Friendly
- Spa
The Thornewood Inn, located in the heart of the beautiful Berkshire Hills, is the perfect place to vacation in any season. Conveniently situated at... more
- Bed & Breakfasts, Inns
- Bed & Breakfasts, Inns
The Windflower is a classic New England inn, located on a Berkshire County estate dating back to the 1850's. A full breakfast is served daily along... more
- Bed & Breakfasts, Inns
Chesapeake Inn of Lenox in the Berkshires is only one quarter mile from Tanglewood's East Gate and one mile from the center of Lenox. Rooms feature... more
- Bed & Breakfasts, Inns