Photo by Photo courtesy of Berkshire Visitors Bureau

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Top Fishing The Berkshires Hotels

Harbour House Inn

725 North State Road Cheshire MA

37 min drive from Tanglewood Music Center

Stay at this B&B in Cheshire. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Adams Theater and Mount Greylock State Reservation Visitor ...

9.4/10 Exceptional! (53 reviews)

Great place, great hosts, lovely experience. Would go back 100x.

Reviewed on 14 Nov 2025

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

26 Glendale Road, RR 183 Stockbridge MA

12 min drive from Tanglewood Music Center

Stay at this luxury B&B in Stockbridge. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions National Shrine of the Divine Mercy and Tanglewood ...

1896 House Country Inn & Motels

910 Cold Spring Road Williamstown MA

57 min drive from Tanglewood Music Center

Stay at this inn in Williamstown. Enjoy free parking, a business centre and a garden. Popular attractions Sheep Hill and Bullock Ledge Wildlife Management Area ...

6.6/10 (450 reviews)

Older strip type motel. That said room was clean and bed was comfortable. It was good for a couple of days that I stayed. No breakfast available at motel though they did give me a discount coupon to bar/resturant next door.

Reviewed on 4 Apr 2026

See all 1,121 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.