Showing 31-45 of 59 Resorts and Lodges
The Ponds at Foxhollow offers suites with fireplaces overlooking a scenic pond in the beautiful Berkshires. The grounds feature indoor and outdoor... more
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
On the rolling hills of five beautiful acres, is the quaint and quiet Garden Gables Inn. Take a break from the hectic life that pulls relentlessly at... more
- Reunions
- Wedding
- Romantic
- Ecotourism
- Historical
- Spa
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
Brookside & Pondside Country Motel is an enchanting "retro" property on a brook and a pond. This bed and breakfast features a variety of polished... more
- Golf
- Nature
- Romantic
- Bed & Breakfasts, Inns
Barnside Luxury Inn is an enchanting three building property on a brook and pond, tucked away amongst forests and parks near Williamstown,... more
- Golf
- Historical
- Luxury
- Nature
- Romantic
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
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
Best Western Plus Berkshire Hills Inn & Suites
An elegant country inn, and fine dining restaurant, located in the heart of the Berkshires.... more
- Bed & Breakfasts, Inns
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
Crowne Plaza Hotel Pittsfield – Berkshires
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