
The Berkshires Pet-friendly Vacations
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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
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
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! (773 reviews)
"Great property! Very large clean room in a unique hotel!"
Reviewed on Sep 23, 2025

The Villager Motel
953 Simonds Rd, Rt 7 North, Williamstown, MA
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! (743 reviews)
"Everything was fine and dandy. Not fancy but nice."
Reviewed on Sep 27, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.