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

Four-legged friends will appreciate the amenities, such as food and water bowls, during their stay (fees apply) at this pet-friendly hotel.

9.6/10 Exceptional! (869 reviews)

"Always a great experience at Hotel on North! Great, comfortable room with amazing bathroom. Helpful and friendly staff. Safe parking in the rear secured lot."

Reviewed on Jun 24, 2026

The Villager Motel

953 Simonds Rd 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 ...

8.8/10 Excellent! (794 reviews)

"Clean and simple accommodations. Great for a quick overnight!"

Reviewed on Jun 23, 2026

Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

9 min drive from Tanglewood Music Center

Don't leave your four-legged friend behind. They are welcome (fees apply) at this pet-friendly bed & breakfast located near hiking and biking trails.

10/10 Exceptional! (138 reviews)

"Excellent food and helpful staff"

Reviewed on May 13, 2026

See all 1,089 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.