Hollandale is a village in Iowa County, Wisconsin, United States. The population was 306 at the 2020 census. It is part of the Madison Metropolitan Statistical Area. The village was first named Bennville and later was named Hollandale. Both names were for Bjorn Holland, a merchant, teacher, and a Wisconsin state legislator, who settled in th…Hollandale is a village in Iowa County, Wisconsin, United States. The population was 306 at the 2020 census. It is part of the Madison Metropolitan Statistical Area. The village was first named Bennville and later was named Hollandale. Both names were for Bjorn Holland, a merchant, teacher, and a Wisconsin state legislator, who settled in the area.