In February, the weather in Sheboygan is typically freezing. Average daily high temperature in February is about 1 degree below zero. On average, Sheboygan has 9 sunny, 8 cloudy, 7 partly cloudy, 4 snowy, and 1 rainy day in February. The snowfalls are usually light. February as well as March, April, May, and October is considered the most uncomfortable time to visit Sheboygan.