As a reaction to the complex global crisis, the notion of ecological urbanism has emerged in order to understand and attend the inaccuracy between the urban system and the environment of which it is a part. This article suggests that the form we perceive the city-nature relation deeply determines the praxis of urbanism arguing that the problem of ecological urbanism is essentially epistemological and ethical. Accordingly, the article introduces the concept of "landscape ecosophy" through which not only is possible to understand the indivisible connection of perception and socio-ecological practices, but also help us to reconnect the praxis of urbanism with a relational epistemology and landscape. The article empirically seeks to interpret how the Villarrica and Pucon urban system inhabitants in the Araucania Region of Chile perceive and relate with the mountain and lacustrine landscapes in their daily practices of inhabitation. To achieve this, an ethnographic methodology is used. The discussion central line is represented by the question, 'So close, but so far?', as in spite of the fact that both cities are deeply connected to the landscape, their socio-cultural constructions are defined by the notions of disconnection and a lack of awareness. On the other hand, in a sort of circular causality, the article also identifies how certain urban initiatives may not only imply a reconnection between the urban system and the landscape of which it is a part, but also contribute to trigger the emergence of deeper landscape ecosophies.