Clips of Chicago home movies spanning the mid-to-late 1960's. Begins with a river cruise aboard the Skyline Queen (circa 1968). Follows with footage of Bailey visiting Lilacia Park in Lombard, Illinois, where she films a group of school children. The latter half of the film shows construction on the John Hancock Center over the course of several weeks (circa 1965-1966). Also shows people enjoying a crowded beach in the summertime, sunbathing, and skiing.
Home movie of Bailey's trip to Iceland circa 1971. Shows close-up shots of flowers and trees blooming. Carson Ritchie (Bailey's third husband and travel companion in the early 1970's) and another man crossing a small river (the water is very bright, possibly another geothermal area). Footage taken from a boat sailing down the river.
Home movie of Bailey's trip to Iceland circa 1971. Footage taken from a window of a plane taking off. Glaciers are visible as the plane flies over the Arctic Ocean. Shows Bailey and Ritchie disembarking in Iceland.
Begins with brief footage of unknown children in front of a dilapidated house. Primarily feature the garden in front of the Wilkinson family home in Western Springs. Bailey's nephew, Paul Freeman Wilkinson, plays with some flowers and on a swing set.
A continuation of the home movie footage from [Lake Michigan and Calumet River ca. 1967]. This film focuses more on the river's industrial activity, showing trains, warehouses, and large piles of limestone.