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! (742 reviews)
"The Hotel is lovely, clean, and has a minimal but thoughtful aesthetic. The bathroom and bedroom are huge, and the restaurant connected to the hotel is charming. The only drawback is the location. The town center is dilapidated and rundown, with many closed storefronts. I hope the town of Pittsfield ..."
Reviewed on Jun 28, 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! (717 reviews)
Nice clean room!
"As many of the reviewers have said, the place was comfortable and clean! I loved the fact that I could park my car directly in front of the motel. Bed was comfortable & there was a nice table and chair with a light. I felt safe with Motel and the surroundings. I would definitely recommend this place, ..."
Reviewed on Jun 30, 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.