Photo by Photo courtesy of Berkshire Visitors Bureau

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Top Pet-friendly The Berkshires Hotels

Stay Berkshires

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 ...

8.2/10 Very Good! (353 reviews)

"Nice option to stay near MASS MOCA."

Reviewed on 4 Dec 2024

Hotel On North

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 Wi-Fi, free parking and room service. Our guests praise the helpful staff and the clean ...

9.4/10 Exceptional! (744 reviews)

Beautiful, perfect hotel

"Wow, I loved this hotel! The room was amazing, the beds were great. Great service, great people. Beautiful design. I would definitely stay here again."

Reviewed on 5 Jul 2025

The Villager Motel

953 Simonds Rd, Rt 7 North, 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! (721 reviews)

"Perfect fit for us: 5 minutes from Williamstown, quiet, clean, fine diner for early breakfast next door and a friendly staff. Could not ask for more!"

Reviewed on 14 Jul 2025

See all 1,116 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.