Hazel Avenue/Prospect Avenue Historic District

The C. S. Soule House is a historic house at 304 Laurel Avenue in Highland Park, Illinois. The house's builder and construction date are uncertain, but it was most likely built circa 1880. Its first documented resident was C. S. Soule, the pastor at the Highland Park Presbyterian Church and a professor at the Highland Hall women's school; Soule lived in the house from 1880 to 1886. The house has a Gothic Revival design with several front-facing gables, a three-bay window, and an open porch. The property originally had a barn behind the house; this was demolished in 1978, and an attached two-car garage was added the following year.The house was added to the National Register of Historic Places on September 29, 1982.

The Haerman Lanzl House is a historic house at 1635 Linden Avenue in Highland Park, Illinois. The Prairie School house was built in 1921. Architect John S. Van Bergen, a former employee of Frank Lloyd Wright, designed the home. While Van Bergen had previously designed Prairie School houses in Chicago's western suburbs, the Lanzl House was the first of many Prairie School homes he designed in Highland Park. The house was also Van Bergen's first design to use stratified limestone on its exterior.The house was added to the National Register of Historic Places on September 29, 1982.

The Ross J. Beatty House, also known as Halcyon Hall, is a historic house at 344 Ravine Drive in Highland Park, Illinois. Built circa 1909, the house was the second of two homes built in Highland Park for steel magnate Ross J. Beatty. Originally situated on a large lot, the house is a Tudor Revival-style mansion with a carriage house, greenhouse, and gazebo on its grounds. Its lot was later subdivided, and multiple other houses now stand on its former grounds. The house's design includes a brick exterior, bas-relief stone carvings, decorative half-timbering, and a complex roof with several dormers and chimneys.The house was added to the National Register of Historic Places on September 29, 1982. Beatty's other home in Highland Park, the Ross Beatty House, is also listed on the National Register.

The 1905 Mary W. Adams House, is a Frank Lloyd Wright designed Prairie School home that was constructed in Highland Park, Illinois. The Adams House is a two-story home with three bedrooms and two bathrooms with a light stucco exterior and wooden trim that emphasizes the horizontal. The National Park Service recognized the house with a listing on the National Register of Historic Places on September 29, 1982, as part of the Highland Park Multiple Resource Area. The Highland Park Historic Preservation Commission named it a local landmark in 2011. The current owners received the Highland Park 2012 Historic Preservation Award for Restoration.

The Jean Butz James Museum is a historic house and former museum at 326 Central Avenue in Highland Park, Illinois. The Italianate house was built in 1871, two years after Highland Park's establishment. The Highland Park Building Company built the house without a buyer, as it expected that the new city would attract many affluent Chicagoans in the coming years. Its design includes a yellow brick exterior, bracketed eaves, and a widow's walk. The Highland Park Historical Society bought the house in 1969 and converted it to a historic house museum, which opened in 1972.The house was added to the National Register of Historic Places on September 29, 1982. The Highland Park Historical Society closed the museum and relocated in 2015.

The Ross Beatty House is a historic house at 1499 Sheridan Road in Highland Park, Illinois. Built in 1893, the house is the first of two homes built for steel magnate Ross J. Beatty in Highland Park. The house was primarily designed in the Queen Anne style, but it also incorporates elements of Classical Revival architecture. The house's Queen Anne influence is mainly present in its massing and complex roof structure with multiple dormers. Its Classical Revival influence can be seen in its decorative elements, including many pedimented windows and sidelights flanking the entrance.The house was added to the National Register of Historic Places on September 29, 1982. Beatty's other home in Highland Park, the Ross J. Beatty House, is also on the National Register.

The Linden Park Place-Belle Avenue Historic District is a residential historic district in Highland Park, Illinois. The district includes 34 houses along Linden Park Place, Park Avenue, Linden Avenue, Elm Place, Park Lane, and Belle Avenue. The district includes the work of noteworthy architects such as George W. Maher and Robert Seyfarth. It also includes several homes built from pattern books during the first wave of Highland Park's development in the 1870s. Architectural styles present in the district include Victorian Gothic, Italianate, and Prairie School.The district was added to the National Register of Historic Places on December 13, 1983.

The Granville-Mott House is a historic house at 80 Laurel Avenue in Highland Park, Illinois, United States. Built c. 1910, the house was designed by prominent Chicago architectural firm Tallmadge & Watson. The firm designed two houses and a church's chancel in Highland Park; the Granville-Mott House is the largest of these works. The house has a Tudor Revival design with Prairie School details. Its gable roof and extensive half-timbering are typical Tudor elements, while its casement windows and overhanging eaves are inspired by the Prairie School.The house was added to the National Register of Historic Places on September 29, 1982.

The Highland Park Public Library is the public library serving Highland Park, Illinois. It is located at 494 Laurel Ave across the intersection from the Metra station.

The George Madison Millard House, is a Frank Lloyd Wright designed Prairie School home that was constructed in Highland Park, Illinois, United States in 1906. It was the first of two houses that Wright would design for the Millards.

Highland Park is a railroad station in Highland Park, Illinois, serving Metra's Union Pacific North Line. It is located at 1800 St. Johns Avenue. In Metra's zone-based fare schedule, Highland Park is in zone 4. As of 2018, Highland Park is the 50th busiest of Metra's 236 non-downtown stations, with an average of 1,005 weekday boardings.The station consists of two side platforms and a waiting room, with a ticket agent booth staffed on weekday mornings. Northbound trains stop on the west platform and southbound trains stop on the east platform. Trains go south to Chicago’s Ogilvie Transportation Center, and as far north as Kenosha, Wisconsin. As of April 25, 2022, Highland Park is served by 57 trains (29 inbound, 28 outbound) on weekdays, by all 26 trains (13 in each direction) on Saturdays, and by all 18 trains (nine in each direction) on Sundays and holidays. On weekdays, seven outbound trains terminate at Highland Park, and six inbound trains originate from Highland Park.

The Ward W. Willits House is a home designed by architect Frank Lloyd Wright. Designed in 1901, the Willits house is considered one of the first of the great Prairie School houses. Built in the Chicago suburb of Highland Park, Illinois, the house presents a symmetrical facade to the street. One of the more interesting points about the structure is Wright's ability to seamlessly combine architecture with nature. The plan is a cruciate with four wings extending out from a central fireplace. In addition to stained-glass windows and wooden screens that divide rooms, Wright also designed the furniture for the house.