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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

Your four-legged friend can come along to this pet-friendly hotel (fees apply for pets). If you need a walk, try nearby Margaret Lindley Park.

8.2/10 Very Good! (353 reviews)

"Nice option to stay near MASS MOCA."

Reviewed on 2024/12/4

Hotel On North

297 North Street, Pittsfield, MA

17 min drive from Tanglewood Music Center

Four-legged friends will appreciate the amenities, such as food and water bowls, during their stay (fees apply) at this pet-friendly hotel.

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 2025/10/3

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 2025/10/2

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.