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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.
Ashland offers a ski resort in the winter, and there are also three other distinctive seasons. With its warm summers and mild climate, Southwest Oregon is an excellent place to garden and raise a family. The Rogue Valley is still known as pear country, and you can see trees from the old orchards around town.