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Ashland, Oregon. Ashland is a city in Jackson County, in the State of Oregon. It lies along Interstate 5 approximately 16 miles (26 km) north of the California border and near the south end of the Rogue Valley. As of 2015, the city's population was approaching 21,000.
1 Portland and its eastern suburbs (Hood River, Clackamas, Wasco, Multnomah) 2  Far northwest Oregon (Columbia, Clatsop, Washington and Tillamook Counties) 3  Salem and Yamhill, Polk, Lincoln, Benton, Linn, Marion and Jefferson counties.  Eastern Oregon (Grant county and others in eastern OR)