The concept of historic gardens has gradually expanded to encompass a broader range of landscape meanings. UNESCO's cultural landscape categories have significantly influenced land policy improvements in the context of globalization, with historic gardens being classified as Category 1 cultural landscapes. The other categories are organically evolved landscapes (Category 2) and associative cultural landscapes (Category 3). While existing studies have primarily focused on each of these categories individually, it remains unclear how to characterize a cultural landscape when all three categories coexist and influence each other, as seen in complex cases such as the Chengde Mountain Resort (CMR). Furthermore, strategies for improving sustainable land management based on this understanding are still lacking. This study uses landscape mapping to collect data, digitally reconstruct, and characterize cultural landscapes in the CMR based on four environmental factors: topography, accessibility, visibility, and land use changes. Based on this, we illustrate the evolution of the CMR through reconstruction, capturing four phases detailed in 144 scenes. From this, we identify six distinct groups of scenes with six targeted indicators, each reflecting specific spatial attributes of Category 1. Additionally, statistical and comparative analyses of land use changes illuminate various landscape dynamics of these scenes that correspond to Categories 2 and 3. The discussion presents a systematic sustainable pathway to characterize the interdependencies among UNESCO’s three cultural landscape categories. Based on these findings, this research proposes a three-level management model that connects dynamic authenticity and modern functionality, offering insights for urban policymakers navigating pluralistic cultural landscapes.