All over the world, cities have to face three critical challenges: a) the economic crisis and the related wealth production; b) the increasing unemployment and its other social impacts; c) the decay of environmental resources. The question here is: can the culture, the cultural heritage, and, in particular, the cultural landscape play a positive role in relation to the three above mentioned problems? The term “cultural landscape” includes a diversity of interactions between humankind and its natural environment: cultural landscapes reflect tangible and intangible values and their relations. The cultural landscape is more and more recognized as the resource for the economic local/regional development, because it is able to produce at certain conditions new employment, to stimulate the localization of creative, green, ICT activities, to increase inclusiveness and social cohesion. The role of the “comprehensive/complex urban landscape” for city regeneration is proposed in the Interdepartmental Research Centre Alberto Calza Bini studies in its relations with circular/symbiotic/hybridization processes.