In October, the weather in Aspen is typically cold. Average daily high temperature in October is about 4 degrees above zero. On average, Aspen has 14 sunny, 11 rainy, 4 partly cloudy, 1 snowy, and 1 cloudy day in October. The rains are usually moderate. October as well as April, May, July, and August is considered the most uncomfortable time to visit Aspen.