The paper presents the results of the study on participative mapping of landscape values and conflicts and a subsequent interpretation of the indicated localities from respondents’ point of view. The study focused on younger groups of landscape users—lower-secondary-school students (aged 11–15) and university students (aged 20–25)—in comparison with experts’ points of view. The research presumed that the perception of landscape values and issues are determined by age, level of education and by experience in the field. The study was conducted in the southeastern area of the Czech Republic (49° N, 16° E) via online data collection. Based on the obtained records, we conclude that, in terms of the typology of the valuable and problematic locations, the individual groups of respondents did not differ significantly and the selection of location types was similar across all groups. Lower-secondary-school students rather identified cultural values associated with everyday activities, and the descriptions contained emotional overtones. University students preferred natural values associated with formal values based on general consensus or conflicts associated with society-wide impacts. The experts base served as the benchmark for other groups.