The purpose of this study was to analyze in depth the context and the dilemma of the educational field in relation to commuting in rural areas. To this end, this study conducted in-depth interviews and field participant observation using qualitative research methods with stakeholders in the categories of (a) remote rural areas, (b) general rural areas, (c) combined rural-urban areas, and (d) suburbs of metropolitan areas as the a priori process for improving commuting conditions in rural areas. Through this, contexts including difficulties in route configuration, a positive perception of the commuting policy (by bus) and the need for stable policy continuity, safety issues within the commuting policy, the dilemma of the subjects of the policy, the necessity of operating school commuting vehicles in a variety of methods, the existence of issues due to school commuting companies, the reduction of work related to commuting polices, and the necessity of a response system were confirmed. Based on this, discussion and seven policy directions for improving the commuting situation and conditions in rural areas are presented.