As Route 66 arrives at its centenary in 2026, teachers have time to capture and build upon a place that is iconic throughout history and to use this landmark to foster critical thinking and curricula embedded in social justice. For too long Route 66 has been remembered as a place for cruising, dancing the lindy, and finding vintage Coke bottles. Left out of this narrative is the history and culture of segregation that framed the experiences of others along Route 66. Teachers in this National Endowment for the Humanities Program For K–12 Teachers workshop will participate in field trips and learn to use oral histories and other primary sources to examine differing perspectives on geography, history, and cultural aspects of Route 66.