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The Harold D. Wines papers include a scrapbook containing clippings and other memorabilia relating to student life at the University of Michigan (1908-1912), his engineering career, and to the life of his father Levi D. Wines, an Ann Arbor high school teacher. Also included is a photograph of the fourth grade class at the 1st Ward School in Ann Arbor, dated 1894.

Photographic slides used in classroom presentation on the history of Blacks in Michigan; slides with views of classrooms, schools, and city views used in various instructional programs; and miscellaneous slides showing activities at Cobblestone Farm, collected historical images of Ann Arbor streets and structures, the University of Michigan, and the Huron River.