Wisconsin Highway 165

State Trunk Highway 165 (STH-165, commonly known as Highway 165 or WIS 65) is a highway in far southeastern Wisconsin connecting Pleasant Prairie, south of Kenosha, with Interstate 94/Interstate 41/US Highway 41 (I-94/I-41/US 41); the roadway continues westward as County Trunk Highway Q (CTH-Q) until it ends at US 45 near Pikeville. The areas served by this connecting route are a commercial area near the Interstate which is adjacent to a growing industrial park between the Interstate and WIS 31 (Green Bay Road) to the east; and a predominantly residential area between WIS 31 and WIS 32 (Sheridan Road) near the shore of Lake Michigan.

Route description
WIS 165 runs east-west in Pleasant Prairie. Between its eastern terminus at WIS 32 and WIS 31, it is an undivided highway. West of WIS 31, it becomes a multi-lane divided highway until its western terminus at an interchange with I-41/I-94/US 41. West of I-41/I-94/US 41, it continues west as CTH-Q.

History
The first WIS 165 in Wisconsin was a short connector between US 41 and WIS 55 in the present-day village of Germantown in 1926. In 1953, the designation was removed from this stretch of highway when the US 41/US 45 concurrency was routed to its present alignment.

Before it was numbered as a Wisconsin Highway, much of the current WIS 165 was designated as CTH-Q. A section near the Des Plaines River was constructed in 1988. The current WIS 165 was numbered in 1990, the same year nearby WIS 174 was decommissioned. In 2017, the section between Corporate Drive and Terwall Terrace was widened to four lanes, making all of the highway west of WIS 31 four lanes.

In 2006-2007, the Wisconsin Department of Transportation (WisDOT) conducted a study to evaluate the impacts of widening WIS 165 between WIS 31 and WIS 32 to a four-lane road with the intention of improving traffic flow and safety. The study recommended the section be widened to four lanes and roundabouts be constructed at three intersections.