The design characteristics of urban parks’ pathways are important in facilitating leisure walking and maintaining the minimum rate of physical activity, thus improving public health. This study examined and explored the relationships between design characteristics as well as certain visual qualities of Cautin Park, the biggest urban park in the Araucanian Region of Chile, and the tendency for walking as well as walking behavior. A mix of quantitative and qualitative methods was used to examine the objectives. Several design attributes were found to be related to the tendency for walking and the walking behavior in this urban park, including greater pathway width, more vegetation, tranquility along the pathways, and more comfortable pathway environments for pets. Additionally, these correlations were assessed based on gender and age, and it was found that adolescents showed the greatest difference from other groups. For instance, adolescents walk significantly more along pathways with more connectivity to activity zones. Among the visual qualities, only legibility shows a significant correlation with the number of all types of pedestrians, as well as subgroups of adolescents, adult men, and adult women. These results were reviewed, and their implications were discussed. Urban planners and designers could apply these findings when designing future urban parks in this context.