Winston is a city in Douglas County, Oregon, United States, located 7 miles southwest of Roseburg.

In 1920, Oregon Route 99 was completed, directly linking Winston with the nearby community of Dillard, which had previously been separated by the Umpqua River.

In 1955, a new City Charter was approved, and the town was officially renamed to Winston.

In 1986, a bronze statue was placed at the triangular junction in the center of town, in remembrance of Khayam, a cheetah from the safari who died of kidney failure.

According to the United States Census Bureau, the city has a total area of 2.65 square miles (6.86 km2), all of it being land.

[7] Winston has a typical western Oregon Mediterranean climate (Köppen Csb), characterized by dry summers with cool mornings and hot afternoons, and chilly, rainy winters.

As of the 2010 United States census, there were 5,379 people, 2,140 households, and 1,483 families living in the city.

[5] As of the 2000 United States census, there were 4,613 people, 1,753 households, and 1,269 families living in the city.