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Chestnut Mountain

Windy City Ski offers Ski Vacation Packages including bus transportation and lift tickets. Chestnut Mountain Ski resort is great for all levels of skiers and boarders. Book now!


Chestnut Mountain's winter terrain is geared for all levels of skiers and boarders. Our 475-foot vertical drop runs 3,500 feet through nineteen runs ranging from novice to black diamond. Two quad chairs, four triple chairs and three surface lifts take you to the top as fast as you go down. Well, almost as fast.

A Midwest snowboarding haven for boarders and skiers alike, Chestnut Mountain Resort's terrain park, the Farside, is the largest of its kind in the Midwest. The Farside has more than 25 rails and features and is served by its own triple chair lift. And if you don't know what that means, you should probably check it out for yourself.