The first settler of the area was John Widner, who came to Knox County in 1798 and in 1804 settled on land two and a half miles northwest of Freelandville. William Polk, uncle of
James Polk, settled on land about two miles from Widner in 1808. In 1812, Fort Widner was built as protection against the
Native Americans during the
second war with Great Britain. Although the area was initially settled by the English, cheap available government land and the aspect of work on the Wabash & Erie Canal brought other immigrants to the area. Freelandville was settled mostly by immigrants from
Germany, many from the kingdom of
Prussia, in the mid-1800s. The German settlers originally referred to the place as "Bethlehem" or "
Kreuzweg", meaning "crossroads". The town was not officially laid out until July 31, 1866, when done so by John Ritterskamp. Residents chose to name the town "Freelandsville" to honor John F. Freeland, a prominent local physician. Maps from that period refer to the area as
Freelandsville, and some local sources still refer to the area with this name. It is not clear when the shorter spelling became predominant.
Kixmiller's Store, on the north side of the intersection of Highways 58 and 159, was added to the
National Register of Historic Places in 1978. The building was partially demolished on 20 February 2017 after its structure had significantly deteriorated. ==Freelandville School==