This research work arises from the need to design specific techniques for the characterisation of cultural sites. Assuming the increasing complexity of the protection typologies, the expansion of working scales gives thanks to technology and the pursuit of social sustainability objectives. Thus, its main objective is to search for innovative tools that other disciplines can contribute to the work of architects specialising in heritage studies. To this end, the research explores the main methodologies, maps, guides, and registers of landscape and historic landscape characterisation developed in Europe, particularly in Spain, over the last 40 years. Considering this intense and profound evolution of landscape analysis, useful strategies for the assessment of cultural sites from their conception in the 21st century arise. Nevertheless, landscape characterisation methods have been mainly developed and applied by geographers and are absent in many urban and territorial heritage studies. In response, this article proposes a new methodological approach focusing on contextual values to be used in the assessment of architectural heritage at the territorial scale.