rupp traveled extensively throughout her career and during her retirement focused on painting watercolors of landscapes around the bay area of san francisco. she kept numerous travel journals where she recorded written observations, photographs, sketches, and watercolors. her paintings were include in juried exhibitions organized by the pacific art league of palo alto. of her life and career, rupp said, "i'd like to be remembered for dissenting when everyone else thought it easier to go with the grain even when the grain was wrong. i'd like to be remembered for being a competent architect who did competent work, a competent painter who did competent painting and someone who told good stories. i've enjoyed almost everything i [did], but nothing is enough and time (life) is too short."