This chapter explores relations between heritage, sustainability, and urban morphology by demonstrating the importance of field-based learning in urban morphology for the recognition of in situ values. In line with a contextually sensitive approach, in situ values are recognized as valuable assets that could be found in a specific place both as cultural values that are already present and recognized and patterns that can become values through observation, documentation, and characterization. Accordingly, this study advocates for fieldwork as a framework for developing interest and professional responsibility for the in situ values of the local cultural context.