The Berkshires Pet-friendly Holidays

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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 Wi-Fi and free parking. Popular attractions Margaret Lindley Park and Lindley Park are located ...
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 business-friendly hotel in Pittsfield. Enjoy free Wi-Fi, free parking and room service. Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (837 reviews)
The hotel was even more beautiful in person! Rooms were incredibly spacious and lovely. The staff was incredibly friendly and helpful. Great stay would definitley return.

Reviewed on 16 Mar 2026

Hotel On North
The Villager Motel

The Villager Motel

2 out of 5
953 Simonds Rd Williamstown MA
  • 1 hour drive from Tanglewood Music Center
Stay at this business-friendly motel in Williamstown. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (783 reviews)
No chance of beating the price for the overall stay. I saved about 400.00 over two nights by staying there instead of a major hotel downtown. Plus, it’s not too bad of a ride to get downtown for other food options outside of the ones right next to the motel. Friendly staff, good experience, solid ...

Reviewed on 24 Mar 2026

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.