Taylor was a member of several literary groups. One such group referred to themselves as "The Little Room", the name borrowed from a short story by Madeline Wynne in which a room magically disappears and reappears. The group mimicked the story in that it disappeared and reappeared on Friday afternoons at such places as Chicago’s Auditorium Hotel (now occupied by Roosevelt University) and Fine Arts Building. The group was composed of an eclectic range of distinguished members including reformer Jane Addams, sculptor Lorado Taft, architects Allen Bartlit Pond and Irving Kane Pond, dramatist Anna Morgan, painter Ralph Clarkson, and poet Harriet Monroe. Taylor was also a member of the Cliff Dwellers Club, a club established by novelist Hamlin Garland that consisted of Chicago artists and literary men. The club's name originated from a novel written by Henry Blake Fuller. Fuller was a close friend of Taylor's, and played an instrumental role in getting Taylor published.