Cheap Vacations in The Berkshires 2026

Photo by Photo courtesy of Berkshire Visitors Bureau

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Cheap Hotels in The Berkshires

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 ...

Willows Motel Williamstown

480 Main St Williamstown MA

59 min drive from Tanglewood Music Center

Book a stay at this business-friendly motel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

9/10 Wonderful! (1,005 reviews)

"Room was very clean, fully set up with all that we needed. The beds were very comfortable and breakfast had delicious fruits and muffins. Would recommend staying here"

Reviewed on Aug 3, 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! (1,023 reviews)

"The room was clean. Linens in good shape. Good access to lots of activities nearby. Breakfast can be crowded. Go early."

Reviewed on Aug 11, 2026

See all 1,083 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.