Primarily made up of photographs, these scrapbooks also contains dance cards, invitations, ribbons, student handbooks, foreign currency, a letter, and ticket stubs.
The student era images depict Winne with his fellow fraternity members (Kappa Theta Rho), picnics with other students, football games, campus views, his wife Molly, and portrait shots of his parents. There are also views of Winne in high school and as a part of group shots with other OAC alumni at 1924 class reunions.The images relating to World War I are a combination of mass produced views by H.R. Schroyer and photographs taken by Winne during his military training. Numbered and identified by subject in a booklet attached to one of the scrapbooks, the Schroyer images depict wartime scenes in France and Germany as well as scenes of the troops returning home to celebratory events in Seattle, Portland, and other places. Some of Winne's WW I views also appear to have been taken in Europe. Photographs and other items found detached inside the scrapbooks have been placed into a file folder that is stored with the scrapbooks.