[4] Before settlement, the locality now known as Heyworth was covered by a heavy growth of timber and underbrush which was inhabited by the Kickapoo Native Americans, and supported a great number of deer, wild turkeys, and packs of large gray wolves.

As settlers began to move West, families such as the Rutledges, Funks, Passwaters, Bishops, Nobles, Wakefields, and Martens settled in the immediate vicinity of the present village of Heyworth as early as 1824.

In the course of his achievements, Wakefield became the owner of a vast tract of land including what is now Heyworth.

As the population of the region increased and industries began to spring up, railroads were becoming a great advantage.

Additionally he set aside adjacent land for the foundation of a town, a Presbyterian church, and a district school.

[6] After the establishment of the station, Campbell Wakefield made several donations to encourage trade and induce businessmen to locate in the new town.

U.S. Route 51 passes through the west side of Heyworth as a four-lane divided highway, leading north 12 miles (19 km) to Bloomington, the county seat, and south the same distance to Clinton.

The annual Hey Days celebration in May features a carnival, food and live entertainment.

The Junior High offers the following sports for students: Basketball, Baseball, Softball, Volleyball, Track and Wrestling.

The Senior High offers the following sports and activities for students: Basketball, Football, Golf, Soccer, Volleyball, Baseball, Softball, Track, Cheerleading, Marching Band, Speech, Wrestling, and FFA.