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

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 Dec 4, 2024

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! (749 reviews)

Hotel with Character & A Great Steakhouse

"This hotel has a lot more character than chain places on the highway, and parking was easy in the lot behind the hotel. Staff was friendly and efficient, the rooms were large and well-decorated, and the restaurant on the ground floor was top-notch."

Reviewed on Aug 1, 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! (725 reviews)

"Affordable, clean and comfortable room, with easy access to Williamstown and southern VT."

Reviewed on Jul 27, 2025

See all 1,107 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.