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 at 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.

Ashland County is a county located in the U.S. state of Wisconsin. As of the 2020 census, the population was 16,027. Its county seat is Ashland. The county was formed on March 27, 1860, from La Pointe County. The county partly overlaps with the reservation of the Bad River Band of the Lake Superior Tribe of Chippewa Indians.