Winston was developed as a result of the Northern Pacific Railroad platting the area and the Duncans, who opened the Duncan Hotel (a restaurant, rooming home), promoting the area. Gold, Silver, copper and lead mines were active in the area from 1908-1918, which lead to further growth.
One of Winston's first settlers was George Beatty, who came to Montana from New York as a young man with tuberculosis hoping to extend his life with the fresh mountain air. So certain of his imminent death he brought his tombstone with him. However, it was not put to use until his death at the age of 92.
Winston is located in central Montana, between Helena and Townsend on US Highway 12.