The most pleasant months of the year for Winter village are August, July and June. In Winter village, there are 3 comfortable months with high temperatures in the range of 70-85°. July is the hottest month for Winter village with an average high temperature of 79.4°, which ranks it as cooler than most places in Wisconsin. December is the snowiest month in Winter village with 12.7 inches of snow, and 7 months of the year have significant snowfall. There are few days during the summer when the humidity becomes unpleasant.