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While some may shiver considering visiting a city almost continuously blanketed in snow during the winter, Madison is a definite bucket list destination, offering lovely winter outdoor activities alongside places like breweries and museums perfect for thawing out. Home to the University of Wisconsin, Madison has a 1,200-acre arboretum with trails for snowshoeing and cross-country skiing. Tenney Park turns into an ice rink in the winter where people gather to skate, play hockey and even ice fish. For some local goods, shop the weekly farmers market at its indoor winter location.