The city of Highwood is a unique and vibrant community on the shores of Lake Michigan, about 30 miles north of Chicago. Sitting atop the Skokie ravine, Highwood is located at the highest point between Chicago and Milwaukee. Nearby Metra lines connect Highwood with the city and the southern parts of Wisconsin, making the area an ideal place for commuters to both Chicago and Kenosha. Highwood also provides easy access to Milwaukee via US-41.
The Highwood suburb is a unique, vibrant, growing community on the shores of Lake Michigan, about 30 miles north of Chicago. It was founded in 1887 in conjunction with the establishment of Fort Sheridan and gradually grew around the fort. For several years at the beginning of the 20th century, the Highwood suburb was defined by its highly utilized Chicago North Shore and Milwaukee Railroad and its population of Italian immigrants—while the railroad is no longer active, today the community still boasts some of the area’s best purveyors of Italian cuisine. Highwood doubled in size in 1993 after the active duty section of Fort Sheridan was closed and some of its property annexed by the town.
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