The Berkshires Pet-friendly Holidays 2026

Photo by Photo courtesy of Berkshire Visitors Bureau

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Top Pet-friendly The Berkshires Hotels

Hotel On North

297 North Street Pittsfield MA

17 min drive from Tanglewood Music Center

Stay at this family-friendly hotel in Pittsfield. Enjoy free Wi-Fi, free parking and room service. Our guests praise the helpful staff and the clean rooms in ...

9.6/10 Exceptional! (916 reviews)

"Great location, clean room!"

Reviewed on 14 Sept 2026

The Villager Motel

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! (825 reviews)

"Very clean and quiet area. Very helpful staff"

Reviewed on 15 Sept 2026

Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

9 min drive from Tanglewood Music Center

Stay at this golf B&B in Lee. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Tanglewood Music Center and Greenock Country Club are located ...

10/10 Exceptional! (141 reviews)

"Wonderful location and hosts are amazing. Breakfast was great. Clean."

Reviewed on 14 Sept 2026

See all 1,094 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.