Cultural landscape is a social natural process under which people actively participate in thinking, feeling, and acting. On this basis, their connection with a certain part of the environment in turn affects people’s perception of the world and the products of their actions. Trails is a representative and complex practice of integrating nature into society and transforming it into a mixed entity. However, the dynamic and diverse relationships of cultural landscapes represented by this interactive process have not been well interpreted in landscape research. The research first discusses the conceptualization and value theory of cultural landscape, and develops the methodology of cultural landscape interaction process research combining typology and Network theory. Taking the trails spontaneously formed around the Zhengqi Pavilion of Sun Yat-sen Mausoleum in Nanjing as an example, this paper discusses the interaction process of trails as a cultural landscape. Based on the analysis results, we obtained the dynamic characteristics of cultural landscapes by treating trails as a network, while obtaining the value expression created by typology.