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 3-star ski condo 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! (966 reviews)

Beautiful Berkshire relaxation!

"From the pleasant staff to the comfy cozy, clean atmosphere of the room, this resort is a definite “go to” experience while vacationing in the Berkshires. The resort attractions are a family fun filled adventures that are great to experience. Our favorite was the ski lift to the top of the mountain ..."

Reviewed on Aug 19, 2025

Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd, Great Barrington, MA

23 min drive from Tanglewood Music Center

Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...

8.8/10 Excellent! (649 reviews)

"Very Good; Clean, Quiet Motel, Area has many dining options."

Reviewed on Aug 14, 2025

The Orchards Hotel

222 Adams Rd, Williamstown, MA

59 min drive from Tanglewood Music Center

Book a stay at this business-friendly hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Colonial Plaza and Linear ...

Travelers like: golf course nearby, golf lessons nearby

Travelers say...

"A little dated. Restaurant shut down for renovations, disappointing"

Reviewed on Mar 9, 2020

See all 1,113 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.