May in Colorado Springs is the cloudiest month of the year. In May, the weather in Colorado Springs is typically warm. Average daily high temperature in May is about 15 degrees above zero. On average, Colorado Springs has 15 rainy, 8 sunny, 6 partly cloudy, and 2 cloudy days in May. The rains are usually heavy. May as well as January, February, March, and July is considered the most uncomfortable time to visit Colorado Springs.