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The collection consists of personal and professional papers of the architect Edward H. Bennett. The collection is arranged into two series. Series 1 includes correspondence, drafts, and plans from throughout Bennett's career. The most significant part of the collection is the correspondence between Daniel Burnham and Bennett, that reveals some of Burnham's thoughts regarding the 1909 Plan of Chicago. There are letters with other professional colleagues as well. The photographs span both  the professional and personal realms, including many photographs of three generations of the Bennett family and many photographs Bennett took or acquired to inform his architectural projects. There are several sketchbooks and scrapbooks and also several books of study photographs.

This collection consists of a photo album containing black and white photographs, mostly of Riverside Farm, some with people. There are also small black and white photographs of unknown people, each contained within an envelope labeled with photographer information and subject matter on the outside.

Additionally in the collection are several documents pertaining to the Hoffman family and the history of the farm, as well as a figuring book that contains annual financial reports and contact information for various individuals listed alphabetically.

These three scrapbooks contain newspaper clippings containing not only text, but also a number of images. The articles address various aspects of the Spanish-American War, including the origins of the war, battle summaries and war updates, numerous reports and statements made by president William McKinley and other government officials. The articles come from a variety of news sources, including the Chicago Tribune, Chicago Evening Post, Chicago Times-Herald, New York World, New York Herald and New York Journal.