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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).

Club, including YWCA clubs, or school images of Betty Lou Garling, née Benson, and her mother Carrie Benson, née Gerken, active clubwoman. At least one image appears to be a graduation image from Elm Place School.

This collection consists of teaching materials used by Barbara Whitford while she was working as a Special Training Unit Teacher at Ford Sheridan during the years 1941-1945. Whitford taught remedial reading and arithmetic to soldiers during World War II. Included in this collection as well are personal administrative files of Whitford's during this time as well as some correspondence with her students.

The collection has been separated into two series. The first series contains Barbara Whitford's instructional materials used in her classes. The second series contains the personal administrative document of Barbara Whitford as well as documents kept from her time with the Special Training Unit.

These architecture plans are the preliminary study of a building for the Highland Park High School Deerfield- Shields Township High School District. This study was completed October 12, 1945. The scale is 1/16in to a foot.

Soldiers letters, chiefly to Highland Park High School principal and community activist Charles Mason.

Post map of Fort Sheridan, Illinois, showing location of principal buildings at Fort Sheridan.

Drawings for buildings at 474 (ex 374) Central Ave, Highland Park, Illinois.

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

This is a map of Lake County, Illinois by George Hale, county surveyor and J.N.Truesdell, clerk of the circuit court, published by L. Gast Bros. and Co., St. Louis. The map is from actual surveys and other authentic sources. The map shows Lake County in 1861. The map includes historical statistics of Lake County dating back to 1834. It also includes an illustration of the Public Square in Waukegan, a Table of Distances and a table of Statistics. There are also several insets: Waukegan, Antioch, Half Day, Millburn, Wauconda Central Part of Lake Forest, Hainesville, Long Grove, Lake Zurich, Libertyville, Deerfield Village, Forksville, Diamond Lake, O'Plain Bridge, and Barrington. There is a note at the bottom of the page: "Copied to preserve historical record in the office of R.M. Lobdell, County Superintendent of Highways, March 1948, by order of the Board of Supervisors of Lake Co., Guy L. Grinnell, Chairman, from old map furnished by the Lake County Historical Society, Bess Dunn, Secretary by R.M.Brown."