January in Bend is the windiest month of the year. In January, the weather in Bend is typically cold. Average daily high temperature in January is about 2 degrees above zero. On average, Bend has 12 rainy, 9 cloudy, 5 sunny, and 5 partly cloudy days in January. The rains are usually moderate. January as well as February, March, November, and December is considered the most uncomfortable time to visit Bend.