The Berkshires Mountain Holidays

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Top Mountain The Berkshires Hotels

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd, Hancock, MA
  • 34 min drive from Tanglewood Music Center
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants and 2 hot tubs. Our guests praise the property condition in their reviews. Popular ...
8.2/10 Very Good! (982 reviews)
This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the ...

Reviewed on 5 Oct 2025

Jiminy Peak Mountain Resort
Club Wyndham Bentley Brook

Club Wyndham Bentley Brook

3 out of 5
1 Corey Road, Hancock, MA
  • 34 min drive from Tanglewood Music Center
Stay at this 3-star ski hotel in Hancock. Enjoy free Wi-Fi, free parking and a 24-hour fitness centre. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (549 reviews)
quiet and clean

Reviewed on 16 Oct 2025

Club Wyndham Bentley Brook
Chambery Inn

Chambery Inn

3 out of 5
199 Main St, Lee, MA
  • 8 min drive from Tanglewood Music Center
Stay at this 3-star B&B in Lee. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions Tanglewood Music Center and Berkshire Mountain ...
9.4/10 Exceptional! (369 reviews)
ease of late check in. Super comfortable room.

Reviewed on 24 Aug 2025

Chambery Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.