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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.
Confidence votes 20.1K. Portland, Oregon is mostly in Multnomah County. Some parts of Portland are also spread into Clackamas and Washington Counties. 4 people found this useful.