History of the Village of Pleasant Prairie:
The Pleasant Prairie area was the center of Indian activity in pre-pioneer Wisconsin. The remnants of Indian culture abound in Pleasant Prairie. Some of the earliest traces of Indian life in Wisconsin were found along STH 32 and STH 165 and in the Carol Beach area. These early Indian campsites, along what was once the shoreline of Lake Michigan, represent some of the highest quality archeological sites in the United States. Pleasant Prairie also saw pioneers arrive in Wisconsin through the Jambeau Trail (now known as Green Bay Road). In addition, several natural historic sites such as the Chiwaukee Prairie and the Kenosha Sand Dunes lie undisturbed in Pleasant Prairie and provide Wisconsin residents with an opportunity to see what Wisconsin looked like before the advent of our earliest settlers.

Pleasant Prairie originally was a township that was nearly 42 square miles in size. Over the years, the city of Kenosha began to annex lands south of 60th Street and west from Lake Michigan, and the Town of Pleasant Prairie slowly reduced in size over the next 150 years as the City of Kenosha grew. There were nine separate settlement areas in the township that in some cases became the starting point for significant growth in the future, and some no longer exist at all.