Showing 16-30 of 59 Resorts and Lodges
Crowne Plaza Hotel Pittsfield – Berkshires
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
- Bed & Breakfasts, Inns
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 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
The Rookwood Inn is a restored fairy tale Victorian bed and breakfast in the charming village of Lenox. Peace, seclusion and relaxation are exactly... more
- Meetings
- Family
- Pet Friendly
- Romantic
- Wedding
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
Berkshire Mountain House
- Bed & Breakfasts, Inns
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
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
- Bed & Breakfasts, Inns
The Lanesboro Country Inn is a wonderfully intimate, centrally located cozy retreat in the heart of the Berkshires. Featuring brand new , individual... 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
Race Brook Lodge proudly proclaims itself the Berkshires most interesting "chintz free" rustic mountain hideaway. The beautifully restored 200 year... more
- Family
- Pet Friendly