The Greeks have a certain authority, for they are the source of the Western traditions of poetry, philosophy, and science. The figure of Penelope in the Homeric epic can be seen as a symbol not only for woman’s trials in general but also for the trials of the woman artist in a man’s world. This study explores the penelopean myth as ideological tool of patriarchal system and it argues that gender stereotypes set in Greek myths have been recreated later by the modern American poet, Edna St. Vincent Millay. Encouraged by the feminist movement, Millay revised and rewrote the penelopean myth highlighting the gender stereotyping as an important feature in her poems, ‘‘The Ballad of the Harp-Weaver,’’ and ‘‘An Ancient Gesture.’