Highwood is a city located in Lake County, Illinois, United States. It is located approximately 25 miles north of downtown Chicago. The city is known for its diverse population and its strong Italian-American heritage. Highwood is home to a number of small businesses, including restaurants, coffee shops, and stores. It is also home to the annual Highwood Pumpkin Festival, which is held every October and attracts thousands of visitors from the surrounding area. The city is known for its close-knit community and its small town atmosphere.