Highland Park - Named for its park-like setting and lofty elevation, this Lake County city boasts great restaurants, downtown areas and several beaches. Ravinia Festival hosts various types of live concerts throughout the summer months. Most of the housing market in Highland Park is made up of single-family homes, although there are townhouses and condos available as well. John Hughes directed many 1980s films in Highland Park locations. A true mix of vintage and modern, Highland Park has a feel of suburban life with hints of city living.