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Freelandville is an unincorporated community and census-designated place in Widner Township, in northeastern Knox County, Indiana, about 20 miles northeast of the county seat of Vincennes.

The area's first settler was John Widner, who arrived in Knox County in 1798 and settled northwest of present-day Freelandville in 1804; a defensive post called Fort Widner was built nearby in 1812 during the War of 1812.

Freelandville was settled mostly by German immigrants, many of them from the kingdom of Prussia, in the mid-1800s, and the German settlers first called the place Bethlehem or Kreuzweg, meaning 'crossroads'.

The town was officially laid out on July 31, 1866, by John Ritterskamp, and residents named it Freelandsville in honor of Dr. John Freeland, a prominent local physician.

Freelandville sits at the intersection of Indiana State Roads 58 and 159 and counted 617 residents in the 2020 census, down from 643 in 2010.

The Freelandville census-designated place spreads across about 5.6 square miles of farmland, giving it a population density of only about 111 people per square mile.

Kixmiller's Store, at the town's main crossroads, was added to the National Register of Historic Places in 1978, though the deteriorated building was partially demolished in February 2017.

Local students attend schools in the North Knox School Corporation; Freelandville's own school teams were known as the 'Fightin' Dutch' before the area's high schools were consolidated in 1963.

One block of Henry Street in Freelandville is officially named Happy Street, a nickname residents have used since at least the 1930s — and its street signs were stolen so often in the 1980s that the town stopped replacing them.

Freelandville averages about 45 inches of precipitation a year, with July highs near 86 degrees Fahrenheit and January highs near 37 degrees, according to NOAA's 1991-2020 climate normals.