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

4 min walk from Jiminy Peak Mountain Resort

Stay at this hotel in Hancock. Enjoy free parking, 2 hot tubs and breakfast (surcharge). Our guests praise the property condition in their reviews. Popular attractions ...

8.4/10 Very good! (1,000 reviews)

"Rooms were clean, nice beds and new kitchen accessories."

Reviewed on 25 Oct 2026

Chambery Inn

199 Main St Lee MA

41 min drive from Jiminy Peak Mountain Resort

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

9.6/10 Exceptional! (390 reviews)

"Super welcoming and charming inn."

Reviewed on 26 Oct 2026

Eastgate Inn B&B

207 West Street Lenox MA

34 min drive from Jiminy Peak Mountain Resort

Stay at this business-friendly B&B in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Tanglewood Music Center and Frelinghuysen ...

9.4/10 Exceptional! (73 reviews)

"We enjoyed our stay. Dalija was a warm and welcoming host. She was very helpful in recommending beautiful spots to enjoy our fall foliage experience."

Reviewed on 16 Oct 2026

See all 1,097 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.