Pet-friendly Vacations in The Berkshires 2026

Photo by Photo courtesy of Berkshire Visitors Bureau

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Pet-friendly Hotels in The Berkshires

Berkshires Untold

194 Pittsfield Rd Lenox MA

6 min drive from Tanglewood Music Center

Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...

The Red Lion Inn

30 Main Street Stockbridge MA

12 min drive from Tanglewood Music Center

Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...

8.8/10 Excellent! (1,003 reviews)

"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally ..."

Reviewed on Sep 15, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel

435 Laurel St Lee MA

5 min drive from Tanglewood Music Center

Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...

9.2/10 Wonderful! (1,000 reviews)

"Beautiful view. Clean and comfortable. Great breakfast choices"

Reviewed on Sep 16, 2026

See all 1,097 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.