Oakland is a home rule-class city in Warren County, Kentucky, in the United States. The population was 198 during the 2020 Census. It is …Oakland is a home rule-class city in Warren County, Kentucky, in the United States. The population was 198 during the 2020 Census. It is included in the Bowling Green metropolitan area. In 1859, the city was named for its many oak trees by pioneer William Radford.