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The Guide to The Great Outdoors and Sports in the Berkshires - J

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Jacob's Ladder Trail - Originally traveled by native Americans of the Mahican and Woronoake tribes, Jacob’s Ladder Trail was the main route between Connecticut and Hudson River valleys. In 1910, the road was opened as the first highway built specifically for the revolutionary new horseless carriages.

Jiminy Peak - Hancock - Downhill Skiing - Referred to by some skiers as "the best mountain in all of Massachusetts," Jiminy has 33 trails (one nearly 11,000 feet long) covering over 157 skiable acres and features a dizzying vertical drop of 1,140 feet, four chair lifts (eight lifts in total) and the very first quad chair in Massachusetts.



Coming Soon: Jug End State Reservation and Wildlife Management Area



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