This research investigates the digital documentation and interpretation of small- and medium-sized historic centres through the integration of integrated surveying, perceptual mapping, and AI-driven visualisation. Conducted partially within the iNEST framework, it combines metric, morphological, and psychological analyses to explore the relationship between built heritage, landscape, and space perception. The data acquisition and management of two case studies of Piazzola sul Brenta (Italy) and Amparo (Brazil) is presented, in order to demonstrate two examples of documentation, interpretation and enhancement of cultural heritage through digital tools. By merging quantitative and qualitative data within interoperable digital models, the study proposes a methodology for interpreting architectural and environmental complexity beyond mere representation. The use of AI-generated imagery extends this approach, transforming digital tools into cognitive instruments for exploring the boundary between reality and imagination.
