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! (777 reviews)

"Clean room nice property great location if you want to be center of all Berkshire activities 20-30 minutes from most things to do. It is in the downtown area and can be loud at night with cars etc. Pittsfield has a small city vibe a little depressed but seems to be a nice city with neat ..."

Reviewed on 3 Oct 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! (745 reviews)

"All was good."

Reviewed on 2 Oct 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.