The experiential empiricism at the heart of John Dewey's Art as Experience (John Dewey the Later Works, 1925–1953. Southern Illinois University Press, Carbonsdale, 1934) inspires a methodological underpinning for observational filmmaking for education. The chapter considers aesthetic experience, an experiential melding of artificial dualities in qualitative thought, the methodological ethics of experience, and the freedom to create ideas before domination by ideas. Putting this theoretical methodology into practice is supported with examples of films taken from the Childhood and Modernity project, led by anthropologist and ethnographic filmmaker David MacDougall. In this way, a Deweyan inspired philosophy of experience underscores an experiential practice for education research and classroom pedagogy.