Richard Churchill House

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 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.

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 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 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 Henry Dubin House (also known as the Battledeck House) is an architecturally-significant house in Highland Park, Illinois, United States.

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.

On July 4, 2022, a mass shooting occurred during an Independence Day parade in Highland Park, Illinois, United States. The shooting occurred at 10:14 a.m. CDT (UTC−05:00), roughly 15 minutes after the parade had started. Seven people were killed, and forty-eight others were wounded by bullets or shrapnel. Authorities apprehended 21-year-old Robert Eugene Crimo III more than eight hours after the shooting and charged him the next day with seven counts of first-degree murder. On July 27, the charges were upgraded to 21 counts of first-degree murder, 48 counts of attempted murder, and 48 counts of aggravated battery.

The Hazel Avenue/Prospect Avenue Historic District is a historic area of Highland Park, Illinois, United States. It was home to some of Highland Park's most notable residents, including telephone inventor Elisha Gray.

The Ben Rose House is a private residence designed by modernist architect A. James Speyer, a student of Ludwig Mies van der Rohe and built in the Chicago suburb of Highland Park, Illinois in 1953.

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 Humer Building is a historic commercial building at 1894 Sheridan Road in Highland Park, Illinois. Built in 1926, the building houses two retail spaces on its first floor and office space on its second floor. Architect John S. Van Bergen, a former employee of Frank Lloyd Wright, designed the Prairie School building. While Van Bergen designed many homes in the same style, it was not commonly used in commercial buildings, and the Humer Building's design is unique among commercial buildings in Chicago's northern suburbs. The building features ribbon windows, geometric designs on the inside, and patterned glass on its staircase, all typical Prairie School elements.The building was added to the National Register of Historic Places on September 29, 1982.