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Correspondence about the 50th reunion of the Highland Park High School Class of 1938 in 1988 and the 55th reunion in 1993.

The collection contains photographs, class reunion books, newspaper clippings, and issues of The Shoreline.

The collection is arranged by folders, and contains the commencement program (1941), photographs of the 20th class reunion (1961), a booklet from the 45th reunion (1986), two booklets from the 50th reunion (1991), photocopies of newspaper clippings from the 40's regarding high school events, newspaper clippings (1942-1944), a photograph from the 55th reunion (1997), a photograph of the Edwin Gilroy family (1997), Gertrude Frances Sesso Intermediate School diploma from Elm Place (1937), and a Vocation Reading Course Certificate (1935), an issue of Highland Park News (1943), and issues of the High School annual newsletter, The Shoreline (1938-1942).

Class images of grammar schools St. James School, Elm Place School, Ravinia School, Deerfield Grammar, Oak Terrace, Lincoln School.

Buzz Books for the 20th and 30th Class of 1955 reunions. Alumni listings include addresses, telephone numbers, occupations, and information about children.

VHS videocassette tape from the Class of 1955 40th Reunion

Correspondence about grant to Highland Park High School for pollinator/native garden.

Leaflet on Highland Park High School Vocational Building Trades Project No. 16 at 959 Harvard Court and cover page from Highland Park News June 2, 1955 about High School students building a house.