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! (755 reviews)

"This is a great hotel in a rather run down town. The staff was very helpful in providing us with everything we needed and gave us good recommendations in the town. The hotel is very creative and comfortable in how they used its space. We were very content, including our dog."

Reviewed on 15 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! (728 reviews)

"Very quiet area. No microwave or coffee in the room. Breakfast was minimal. Coffee was good."

Reviewed on 18 Aug. 2025

See all 1,111 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.