Elaine Showalter, the author of “Feminist Criticism in Wilderness”, is one of the second wave feminists who explores extensively female writings. Her gynocentric reading, the study of female literary works, focuses on a double-voiced discourse which presents that most of the female writings do contain both masculine and feminine characteristics. Within masculine dominance influencing women’s writing styles, they, on the other hand, have their own space, ‘wild zone’, to express their own individuality that men cannot access. In this research, Virginia Woolf’s Orlando remarkably pursues what Showalter calls a double-voiced discourse and female ‘wild zone’ when looking through its complicated narratives, its challenge to conventional literary genres, and its provocative questions on sexuality. These challenging topics articulate noteworthy dimensions which uncover new ways of reading this novel.