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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.
The city is the home of Southern Oregon University (SOU) and the Oregon Shakespeare Festival (OSF). These are important to Ashland's economy, which also depends on restaurants, galleries, and retail stores that cater to tourists.