January in Windsor is the snowiest, the cloudiest, and the most freezing month of the year. In January, the weather in Windsor is typically freezing. Average daily high temperature in January is about zero. On average, Windsor has 10 cloudy, 10 partly cloudy, 4 rainy, 4 snowy, and 3 sunny days in January. The rains are usually heavy. January as well as February, March, April, and November is considered the most uncomfortable time to visit Windsor.