Photo by Photo courtesy of Berkshire Visitors Bureau

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Top Pet-friendly The Berkshires Hotels

Stay Berkshires

1146 Cold Spring Road, Williamstown, MA

56 min drive from Tanglewood Music Center

Stay at this hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Margaret Lindley Park and Lindley Park are located ...

8.2/10 Very Good! (353 reviews)

"Nice option to stay near MASS MOCA."

Reviewed on 4 Dec. 2024

Hotel On North

297 North Street, Pittsfield, MA

17 min drive from Tanglewood Music Center

Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...

9.4/10 Exceptional! (758 reviews)

"Quite and good location to around towns"

Reviewed on 21 Aug. 2025

The Villager Motel

953 Simonds Rd, Rt 7 North, Williamstown, MA

1 hour 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 helpful staff and the clean ...

8.6/10 Excellent! (729 reviews)

"Villager is a gem. Perfect for my visit to the Clark. Those who remember past motels will appreciate getting an actual room key. That said, the up to date and well-designed rooms, including a comfortable mattress, even a working TV, were a pleasure. Even the continental breakfast was well-chosen- ..."

Reviewed on 21 Aug. 2025

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.