In 1926, architecture students from the University of Liverpool travelled to Rome and documented their journey in the amateur film Road to Rome. On the surface, the film is a playful documentary and travelogue, blending campus humour, and visits to ancient monuments. Yet it also reflects deeper concerns within British architectural education during the interwar period, when classical training and modernist critiques were in tension. Rome, long established as the pinnacle of architectural study through the BSR Rome awards, functioned as both a symbolic and pedagogical destination, where students engaged in rigorous observation, measured drawing, and restoration of classical monuments. By situating Road to Rome alongside archival material from the British School at Rome (reports, correspondence, and scholar assessments), this essay discusses how students like George Albert Butling and Charles Anthony Minoprio navigated these expectations, and examines how notions of success, tradition, and innovation were defined within architectural education. Ultimately, Road to Rome provides both a visual record and an interpretive entry point for understanding interwar architectural training and the lived experience of students negotiating classical ideals in a changing educational landscape.