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Ashland, city, Jackson county, southwestern Oregon, U.S. It lies along Bear Creek, in the southern reaches of the Rogue River valley, at the base of the Siskiyou Mountains, just southeast of Medford. Settled in 1852 (during a gold rush) and laid out in 1860, it was named for both Ashland county, Ohio, and Ashland, Kentucky, and was known as Ashland Mills for its sawmills and gristmills. It was located on the Siskiyou Toll Road (now...