The Berkshires Pet-friendly Holidays

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Photo by Photo courtesy of Berkshire Visitors Bureau
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Top Pet-friendly The Berkshires Hotels

Stay Berkshires
Stay Berkshires
2 out of 5
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

Stay Berkshires
Hotel On North
Hotel On North
3.5 out of 5
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! (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 28 Jun. 2025

Hotel On North
The Villager Motel
The Villager Motel
2 out of 5
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! (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 30 Jun. 2025

The Villager Motel
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.