Things to do in The Berkshires

1 pick. Tours and experiences I'd book myself, with a note on why.

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Everything Food & wine History & culture Adventure & views Good with kids

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Guided Hike at Mount Greylock

The Berkshires · About 2 hours · $150 per group

A private guided hike on the Greylock Glen trails at the foot of the highest peak in Massachusetts, with a local guide who picks the route and shows you spots like the old abandoned ski area. The price covers up to six people, so it's good value for a family or group of friends, and fall foliage weekends book up first.

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