Showing 31-45 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
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
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
A B&B in the Berkshires
- Bed & Breakfasts, Inns
- Bed & Breakfasts, Inns
Yankee Inn
Discover a charming country hotel that's still just minutes away from plenty of Berkshires attractions at the Yankee Inn. This cozy destination offers... more
- Family
- Romantic
- Ski/Snowboard
Race Brook Lodge proudly proclaims itself the Berkshires most interesting "chintz free" rustic mountain hideaway. The beautifully restored 200 year... more
- Family
- Pet Friendly
Whether you're looking for a romantic getaway, a family vacation, or just a week with friends you'll find exactly what you need to make it a special... more
- Family
- Meetings
- Reunions
- Wedding
- Nature
- Romantic
- Ski/Snowboard
- Mountain
- Villas and Condos
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
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
- Bed & Breakfasts, Inns
The Berkshire Valley Inn is located on 350 pristine acres in the beautiful Berkshire Mountains of western Massachusetts. Enjoy the rich cultural... 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