Stillson taught art and painting from 1920 to 1934 at John Herron Art Institute. She also taught art at Shortridge High School from 1928 to 1939 and Butler University in the evenings beginning in 1933. Stillson exhibited her paintings and woodcuts at numerous art shows, including the Hoosier Salon's annual shows from 1925 to 1928 and at the Indiana State Fair from 1920 to 1927. Her art also appeared in books and newspapers, and on bookplates, greeting cards, promotional materials.
Author
Stillson wrote a weekly art column for the Indianapolis News from 1923 to 1925. She also wrote magazine articles, including "On Block Prints," an essay that was published in the Alpha Phi Quarterly in June 1922. She was the author of three books. Abe Martin––Kin Hubbard, which she co-authored with Dorothy R. Russo, describes Frank "Kin" McKinney Hubbard and Abe Martin, the cartoon character he created. The Marmon Memorial Collection of Paintings, describes the modern art that Caroline Marmon Fesler acquired and donated to the Art Association of Indianapolis. Wings: Insects, Birds, Men which gained national attention from the Book of the Month Club, is her most well-known work. Stillson, an avid bird watcher, provides a detailed account of the evolution of flight. In a book review published in the American Museum of Natural History's magazine, Natural History, E. T. Gilliard described Wings as "a classic" and compared it to Rachel Carson's The Sea Around Us, explaining that Stillson's book "does for the air around us what Rachel Carson has done for the sea."
Cultural leader
Stillson was active in the Indianapolis arts community. She was elected a trustee of the Art Association of Indianapolis, the present-day Indianapolis Museum of Art in 1944. She was also a member of the IMA's board of directors and served as vice president of the board in 1959.
Personal life
Throughout her life, Stillson resided at a home that her parents had built in 1908 on North Meridian Street.
Death and legacy
Stillson died on January 4, 1977, at Methodist Hospital in Indianapolis. Her remains are interred at Indianapolis's Crown Hill Cemetery. Stillson produced art in several mediums, including still-life paintings, but she is best known for her wood-block prints, especially her bookplates. Examples of Stillson's art are included in the permanent collections of the Indianapolis Museum of Art in Indianapolis, and in the collections of the William Henry Smith Memorial Library at the Indiana Historical Society in Indianapolis.