Showing 16-30 of 59 Resorts and Lodges
Located in the heart of Williamstown, in the beautiful Berkshires of Western Massachusetts, the Williamstown Motel is just minutes from Williams... more
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
An elegant country inn, and fine dining restaurant, located in the heart of the Berkshires.... more
- Bed & Breakfasts, Inns
Crowne Plaza Hotel Pittsfield – Berkshires
Located in the small, charming Massachusetts town of West Stockbridge, Shaker Mill Inn is a bed and breakfast that offers comfortable, spacious... more
- Honeymoon
- Romantic
- Ski/Snowboard
The Ponds at Foxhollow offers suites with fireplaces overlooking a scenic pond in the beautiful Berkshires. The grounds feature indoor and outdoor... more
Surrounded by the beautiful Berkshire Mountains of Massachusetts awaits a charming destination for your next vacation. The Maple Terrace Motel offers... more
- Romantic
- Pet Friendly
- Mountain
- Honeymoon
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
Make your Massachusetts getaway extraordinary at Chambery Inn. In this nineteenth century parochial school turned country inn, you will find nine... more
- Family
- Golf
- Fishing
- Ski/Snowboard
- Luxury
The 1896 House, nestled in Massachusetts' Berkshire Hills, offers its guests natural beauty as well as the cultural activities of the Berkshires.... more
- Bed & Breakfasts, Inns
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
Gedney Farm was built in the turn of the century and modeled after the Normandy barns of nineteenth century France. Paired with modern amenities, this... more
- Family
Race Brook Lodge proudly proclaims itself the Berkshires most interesting "chintz free" rustic mountain hideaway. The beautifully restored 200 year... more
- Family
- Pet Friendly
The perfect marriage of the grandeur of a Florentine palazzo with elegance and comfort of the 21st century. On 22 acres overlooking the Berkshire... more
- Luxury