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The Highland Park Hospital began as a community institution in 1918. It began with a focus on local community health and was supported by individuals and associations of Highland Park. Some of the associations that contributed to the Hospital in its early years are the Woman's Auxiliary, Ossoli Club, Ravinia Woman's Club, and the Garden Club of Highland Park. The Hospital had many departments: a Maternity Ward with staff obstetricians, Operating Rooms with staff surgeons, X-Ray department, Medical Laboratory Dental Clinic, Baby Clinic, Emergency Room, and general patient care admittance. A few of the goals of the Hospital were to educate the public on health information, care of elderly, and the general well being of the community.

With the growth and expansion of the community, the Hospital grew as well. In 1978, they added a new wing to the existing hospital, and in 1980, they added a heliport. The new wing allowed for more patients to stay in the hospital and allowed the hospital to further expand its existing departments. Adding a heliport, allowed patients to be flown in or out of the hospital due to their needs. It also allowed the hospital to gain status as a triage center.

The Highland Park Hospital, in 2012, is part of the NorthShore University HealthSystem .

The first Highland Park High School classes were held at Elm Place School. One person graduated in the first class in 1885, Milton H. Baker, Jr. In 1887, the second floor of Brand's Paint Store on Central Ave. began to serve as the high school. Renamed Deerfield Township High in 1890, the school was called Highland Park High School colloquially until Shields Hall Opened in 1900. By 1904, the high school officially included students from Shields Township and became Deerfield-Shields High School. The 1936 opening of Lake Forest High School witnessed the return of the name Highland Park High School as Shields Township students began to attend Lake Forest High School.
The current Deerfield High School opened the late 1950s.