January in Dorchester is the rainiest and the windiest month of the year. In January, the weather in Dorchester is typically cold. Average daily high temperature in January is about 7 degrees above zero. On average, Dorchester has 20 rainy, 5 sunny, 4 partly cloudy, and 2 cloudy days in January. The rains are usually heavy. January as well as February, March, October, and November is considered the most uncomfortable time to visit Dorchester.