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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! (999 reviews)

"Very nice ! Everything was ready , Country Store on property had a good selection on snacks, sandwiches , soups and quick items needed ."

Reviewed on Jun 21, 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 National Shrine of the Divine Mercy and Tanglewood Music ...

9.6/10 Exceptional! (380 reviews)

"The Chambery Inn is in a great location to explore downtown Lee and attend shows at Tanglewood. Would recommend the Chambery to anyone coming to the Berkshires."

Reviewed on Jun 23, 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 National ...

9.2/10 Wonderful! (69 reviews)

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

Reviewed on Aug 4, 2025

See all 1,089 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.