The present work focuses on the development of an integrated evaluation framework with the aim to assess the resilience of an environmental system. This framework analyses the environmental system by employing a set of territorial resilience indicators in the framework of a Multicriteria Decision Analysis (MCDA), and by integrating Lotka-Volterra mathematical model of cooperative type. The system of territorial resilience indicators is able to identify the most valuable and the most critical areas that need an intervention in terms of enhancement and conservation. The mathematical model is a Network Environment Model (NEM) that aims to simulate future territorial scenarios when the connectivity between the landscape units under investigation is taken into account. This integrated evaluation framework is here applied to one of the most important European wine regions located in Northern Portugal: the Douro Valley. Such framework may be considered a useful support for technicians and decision-makers in the field of regional development and planning to interpret complex territorial dynamics and so defining more sustainable territorial policies and actions.