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Ashland is a city in Ashland and Bayfield counties in the U.S. state of Wisconsin. It is the county seat of Ashland County. The city is a port on Lake Superior, near the head of Chequamegon Bay. The population was 7,908 in the 2020 census, all of whom resided in the Ashland County portion of the city. The unpopulated Bayfield County portion is in the city's southwest, bordered by the easternmost part of the Town of Eileen.