The Berkshires Fishing Holidays

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Photo by Photo courtesy of Berkshire Visitors Bureau
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Top Fishing The Berkshires Hotels

Harbour House Inn

Harbour House Inn

3.5 out of 5
725 North State Road, Cheshire, MA
  • 37 min drive from Tanglewood Music Center
Stay at this 3.5-star B&B in Cheshire. Enjoy free breakfast, free WiFi, and free parking. Popular attractions St Mary's of the Assumption Church and Adams Theater ...
9.6/10 Exceptional! (37 reviews)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!!"

Reviewed on 4 Jul. 2025

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

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

4.5 out of 5
26 Glendale Road, RR 183, Stockbridge, MA
  • 12 min drive from Tanglewood Music Center
Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Chesterwood ...
"Very expensive for a small room. My son and I could barely sleep in this remote quiet place. Staffs were very friendly."

Reviewed on 2 Nov. 2024

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
1896 House Country Inn & Motels

1896 House Country Inn & Motels

2.5 out of 5
910 Cold Spring Road, Williamstown, MA
  • 57 min drive from Tanglewood Music Center
Stay at this inn in Williamstown. Enjoy free parking, a business center, and a garden. Popular attractions Sheep Hill and Bullock Ledge Wildlife Management Area ...
6.4/10 (346 reviews)
"Stayed here to hike around the area, and this motel was exactly what i wanted - pet friendly, affordable, simple, 10minutes from trailheads, and nice staff."

Reviewed on 21 Jul. 2025

1896 House Country Inn & Motels
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.