Photo by Photo courtesy of Berkshire Visitors Bureau

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Top Mountain The Berkshires Hotels

Jiminy Peak Mountain Resort

37 Corey Rd Hancock MA

34 min drive from Tanglewood Music Center

Book a stay at this ski hotel in Hancock. Enjoy free parking, 2 restaurants, and 2 hot tubs. Our guests praise the property condition in our reviews. Popular ...

8.2/10 Very Good! (1,000 reviews)

"Everything about our stay was wonderful We made a last-minute decision just to go up for a night and we were able to use several amenities like the chairlift ride for sightseeing. The pool a few times which was at a very comfortable temperature just to get in and relax We were able to use their locker ..."

Reviewed on Jul 13, 2026

Chambery Inn

199 Main St Lee MA

8 min drive from Tanglewood Music Center

Stay at this B&B in Lee. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Tanglewood Music Center and Berkshire Mountain Country ...

9.6/10 Exceptional! (381 reviews)

"Location is convenient to walk through downtown Lee and to get to a show at Tanglewood."

Reviewed on Jul 7, 2026

Eastgate Inn B&B

207 West Street Lenox MA

2 min walk from Tanglewood Music Center

Book a stay at this business-friendly B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Frelinghuysen ...

9.2/10 Wonderful! (69 reviews)

"Dahlia is great. Excellent accommodation. We walked to Tanglewood"

Reviewed on Aug 4, 2025

See all 1,094 properties in The Berkshires

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.