Ashland is a city in Ashland and Bayfield counties in the U.S. state of Wisconsin. The city is a port on Lake Superior, near the head of Chequamegon Bay. The population was 8,216 at the 2010 census, all of which resided in the Ashland County portion of the city. The tiny unpopulated Bayfield County portion is located in the city's southwest, bordered by the easternmost part of the Town of Eileen.

The city is situated at the junction of U.S. Route 2 and Wisconsin Highway 13. It is the home of Northland College, Wisconsin Indianhead Technical College, and the Sigurd Olson Environmental Institute.

Four flags have flown over the area around Ashland: Spanish, French, English and American. Eight Indian nations have lived on Chequamegon Bay. Later settlers included European explorers, missionaries and fur traders, and more recently, Yankees who platted and developed the lands, railroaders, shippers, loggers, entrepreneurs, and other settlers. The area was part of the Northwest Territory and was subsequently part of four successive territories before becoming part of the state of Wisconsin: Indiana Territory, Michigan Territory, Illinois Territory, and Wisconsin Territory.

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