In this paper I consider how Hans-Georg Gadamer's philosophical hermeneutics can complement the pragmatic theory that has informed the field of service-learning, and with its emphasis on community and respect for others, can offer an orientation to further the work of service-learning and community engagement in a mutually satisfying way for scholars, practitioners, and community partners. In keeping with Gadamer's contention that mythological thinking has its rightful place alongside analytical thinking, I provide an interpretation of the myth of Hermes for emancipatory education practice, and then invite readers to consider some implications of philosophical hermeneutics through traditional philosophical exposition. I posit there is much to be gained by framing community engagement as a civic art or "practical beauty" with a distinct epistemological foundation that values conversation, participation, and open-ended, collective processes to work for the common good. This orientation would require us to reconsider the purposes and reorient the values of this field of educational practice.