From within the philosophy of history and history of science alike, attention has been paid to Herder’s naturalist commitment and especially to the way in which his interest in medicine, anatomy, and biology facilitates philosophically significant notions of force, organism, and life. As such, Herder’s contribution is taken to be part of a wider eighteenth-century effort to move beyond Newtonian mechanism and the scientific models to which it gives rise. In this scholarship, Herder’s hermeneutic philosophy—as it grows out of his engagement with poetry, drama, and both literary translation and literary documentation projects—has received less attention. Taking as its point of departure Herder’s early work, this chapter proposes that, in his work on literature, Herder formulates an anthropologically sensitive approach to the human sciences that has still not received the attention it deserves.