Pathway design features in urban parks are vital in facilitating leisure walking and maintaining a minimal rate of physical activity, hence enhancing public health. This study investigated the relationships between the design aspects of Cautin Park, Chile’s largest urban park in the Araucania Region, and the tendency for walking, as well as walking behavior. The objectives were investigated using a combination of quantitative and qualitative methodologies. Several design elements were discovered to be connected to walking tendency and walking behavior in this urban park, including path paving, pathway width, (dense) trees, green spaces and vegetation, connectivity with programs and activity zones, tranquility along pathways, more shade along pathways, pathways that provide better connectivity between different parts of the park, and the presence of benches along the urban park’s pathways. These insights could be used by urban planners and designers in the future planning of urban parks in this region.