The Berkshires Fishing Holidays 2026

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 Cheshire Reservoir and Adams Theater are located ...

9.4/10 Exceptional! (56 reviews)

"The hosts are lovely and focused on customer service. Delicious breakfast served at 8:30 with other amiable guests. A BNB is not a hotel, so if you are used to hotels you might miss some amenities, but compared to other BNBs this one is very nice and I would definitely stay there again. If you prefer ..."

Reviewed on 10 Aug 2026

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 Tanglewood Music Center and Chesterwood are located ...

9.2/10 Wonderful! (116 reviews)

"My stay at Diane’s bed and breakfast was absolutely wonderful. Diane herself is incredibly warm, welcoming, and genuinely informative — she made the entire experience feel personal and cared for. The room was quaint, cozy, and charming in that classic New England way, with comfortable beds, plenty ..."

Reviewed on 21 Aug 2026

1896 House Country Inn & Motels

910 Cold Spring Road Williamstown MA

57 min drive from Tanglewood Music Center

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

6.6/10 (455 reviews)

"I booked this motel for the amenities: spa, pool, pond, but all I saw was broken down pool. As soon as I opened the door to rm 110 it stank of mildew. It was cold at night so tried the heat but it was not working! I asked for another room with heat but they were booked. They gave me a room heater ..."

Reviewed on 9 Aug 2026

See all 1,090 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.