To offer a contemporary theological interpretation of pilgrimage, how might we describe the meaning of journeying and illustrate its spiritual depth? Integrating insights from the theology of culture and the theology of place, a philosophical theology of pilgrimage defines spiritual journeying as a uniquely dialectical movement of place and movement, being and action, dwelling and mobility. To show this, the first part of the essay provides an interpretation of a work of art, by investigating the unlikely but evocative description of pilgrimage found in the painting by Anton Mauve called A Dutch Road . In a reflection on this painting, the meaning of pilgrimage is found by walking into the frame of the canvas. Second, a more critical examination of a Christian theology of pilgrimage is developed as a response to Mauve's painting. The movement of the traveler can be shown as the identification of the Christian with the communio viatorum , as well as in the movement between journey and destination. Thus, within the surface of a painting, we find an important portrayal of the relationship between finite and infinite as it appears in human journeys.