This study focuses on Karuizawa as a representative example of Japan's highland resorts. Using postcards as primary sources, it has two main objectives: (1) to identify and categorize the landscape characteristics of highland resorts through analysis of landscape elements, and (2) to examine the evolution of visitor engagement patterns and the intergenerational transmission of cultural values, by comparing postcard imagery with present-day landscapes. The findings reveal that Karuizawa's postcard imagery reflects a fusion of natural and man-made elements. These landscapes can be grouped into five typologies: "Kyu-Karuizawa Ginza streetscapes," "natural landscapes," "highland scenery," "forest and architectural landscapes," and "railway landscapes," each reflecting different aspects of the region's identity and historical development.
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