Photo by Photo courtesy of Berkshire Visitors Bureau

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Cheap Hotels in The Berkshires

Monument Mountain Motel

247 Stockbridge Rd Great Barrington MA

25 min drive from Tanglewood Music Center

Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...

9/10 Wonderful! (874 reviews)

"The owners are very pleasant The room was very clean The shower was very hot The AC was very cold"

Reviewed on Jun 15, 2026

The Yankee Inn

461 Pittsfield Rd Lenox MA

8 min drive from Tanglewood Music Center

Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...

9.2/10 Wonderful! (1,001 reviews)

"The hot tub was welcomed after a long day of hiking the Berkshires!"

Reviewed on Jun 26, 2026

Quality Inn Great Barrington

372 Main Street Great Barrington MA

27 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 breakfast and the helpful ...

8.6/10 Excellent! (1,001 reviews)

"Room was clean and comfy except for the window A/C unit which quit working about an hour after we turned it on. Opened the windows later at night which helped some, but not a perfect temperature. Did not try the morning continental breakfast because we slept in too late and had to be home by a certain ..."

Reviewed on Jun 22, 2026

See all 1,087 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.