Photo by Photo courtesy of Berkshire Visitors Bureau

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Top Golf The Berkshires Hotels

Jiminy Peak Mountain Resort

37 Corey Rd Hancock MA

34 min drive from Tanglewood Music Center

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

8.2/10 Very Good! (996 reviews)

"Great staff! Property is clean"

Reviewed on 17 June 2026

Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington MA

23 min drive from Tanglewood Music Center

Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean ...

8.8/10 Excellent! (774 reviews)

"I paid for the insurance - Had a situation at home. Power outage and damage to property. Between Expedia and the Hotel you refused to honor the insurance protection. Very disappointed in Expedia- I have been a good customer for years. Date June 13 was the reservation."

Reviewed on 19 June 2026

The Orchards Hotel

222 Adams Rd Williamstown MA

59 min drive from Tanglewood Music Center

Stay at this business-friendly hotel in Williamstown. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Massachusetts Museum of Contemporary ...

See all 1,082 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.