This work explores the reconstruction of the topography and planning of the ancient Italian town of Spoleto. One of the most important towns of central Italy, Spoleto's Longobard, medieval and modern layouts and histories are well known but, so far, there has been no up-to-date study of the ancient town and its many spectacular Roman buildings. This new work attempts to put on a digital cadastral map all ancient finds known from the very first discoveries (11th and 12th centuries) up until the latest excavations. Using data processing techniques, the author investigates every feature of the ancient settlement and identifies the relationships between the ancient buildings and later constructions. Moving from the typology and building materials, the structures are separated into component layers, reflecting the many various periods of town planning and their relationships with the history of Roman Spoleto provided by ancient sources.