Eight Sights, as a cultural phenomenon, represents the features of city landscape and reflects the collective consciousness of region and recognition of the natural environment. Eight Sights is also an important part of the regional cultural landscape. This paper takes the case of the Eight Sights in Chongqing as a research subject, and illustrates the relationship between Eight Sights and regional cultural landscape. Four developmental stages of Eight Sights are described by employing the method of literature and historical reconstruction. And it summarizes the main evolutionary characteristics of Eight Sights: the homogenization of object selection, the scientification of evaluation method, the democratization of selection process, the times of aesthetic ideal and the inheritance of evolution process.