Highwood is a city in the Moraine Township of Lake County, Illinois, United States. The population was 4,143 at the 2000 census. Highwood is a neighbor to Highland Park and the two share a weekly newspaper and school district. An attempt was made in 2005 to convert Highwood to a home rule city, but this effort failed, limiting the town's abilities to raise funds and pass ordinances. Highwood achieved home rule status in 2007.
Highwood was founded in 1887 in conjunction with the establishment of Fort Sheridan. Throughout much of its history, it grew up around the Fort. Because of this, many of the town's businesses were taverns and bars to serve the Fort and the North Shore. It set the Guinness World Record for most bars per square mile and was called "the toughest town in America" by President Theodore Roosevelt. In 1905, the first of many Italian immigrants started arriving in the town, but since then the demographics have changed as more immigrants are of Latino descent. With the closing of the active duty portion of Fort Sheridan in 1993, the Town of Highwood doubled in size after annexing some of Fort Sheridan's old property. Currently a Navy housing development is underway in Fort Sheridan.
Highwood is located at 42°12′19″N 87°48′44″W / 42.205357°N 87.812345°W / 42.205357; -87.812345.