Showing 31-45 of 59 Resorts and Lodges
Built in the grand era of the 1920's, the elegant Applegate is set amid towering pines and manicured lawns. Once inside the iron gate, the circular... more
- Bed & Breakfasts, Inns
For over 200 years the Village Inn has offered hospitality and lodging to Berkshire travelers. With their close proximity to Tanglewood, summer home... more
- Meetings
- Historical
- Nature
Soon to be listed on the National Register of Historic Buildings, the Federal House is located in the Berkshires close to summer music, drama and... 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
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 Lanesboro Country Inn is a wonderfully intimate, centrally located cozy retreat in the heart of the Berkshires. Featuring brand new , individual... 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 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
- 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
The Ponds at Foxhollow offers suites with fireplaces overlooking a scenic pond in the beautiful Berkshires. The grounds feature indoor and outdoor... 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
Race Brook Lodge proudly proclaims itself the Berkshires most interesting "chintz free" rustic mountain hideaway. The beautifully restored 200 year... more
- Family
- Pet Friendly