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About Winston, OR In 1920, Oregon Route 99 was completed, which directly linked Winston with the nearby community of Dillard, which had been separated by the Umpqua River. In 1953, the city was incorporated under the name "Coos Junction". The first City Recorder (Gene Geyer) was employed. The following year, Paul Bender was appointed as the mayor of Coos Junction. In 1955, a new City Charter was approved, and the town was officially renamed to Winston.
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