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The collection consists of photographs of members and performers, newspaper clippings, programs, "Chapter Notes" and "Opera Outlook" newsletters, invitations, membership directories & yearbooks, High Five Award certificates for increase of membership, roasters of Board of Directors, flyers, and a photocopy of the 2007-2008 Annual Report. Also included in the collection are 2 CDs with photographs in JPEG format : Mitnick Concert and Spring Brunch, 2008, and Ravinia, August, 2009.

The collection documents the chapter's activities, including activities held jointly with other chapters.

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).

One red cow 5 years old and one...for security of the above note.

Chamberlin's daily agendas document his life, family and activities. Various clippings, programs and other ephemera are inserted in the volumes. Highland Park (Illinois) subjects and organizations documented include Trinity Episcopal Church (Highland Park, Ill.), the Flute and Fiddle Club, North Shore Chamber Orchestra, schools and school districts, and the Highland Park Chamber of Commerce. Other organizations and events include the inauguration of Illinois Governor James R. Thompson, the American Bicentennial, and the Chicago Bar Association. There are also 2 monthly calendars, 1978-1979.

The diary in the first year of the series begins, "still unemployed."

Chamberlin diary's also documented the weather, deaths in his personal life, as well as what he ate everyday.

This series contains documents pertaining to Highland Park Historical Society. The documents from the Challenge Grant Fund from 1992 through 1994 are included as well as repairs that have been done on the house and other administrative documents pertaining to the society.