The paper presents a discussion concerning the development of projects regarding active travel with the policy of sustainable mobility, with active school transport in southern Poland being taken into special consideration. The implementation of the idea of sustainable school travel planning involves linking several social groups, including traffic planners and organizers, school administrators, governments, parents, and children. This, in turn, requires considering the criteria reported by all parties when choosing a scenario for the region’s development in terms of transport solutions. The following study was based on the methodological foundations of multicriteria decision-making analysis. The research purpose of this paper is to identify and classify the actions, policies, and scenarios of active travel projects for the sustainable development of mobility based on the cities of southern Poland. The evaluation was carried out through expert methods with multicriteria decision-making tools based on the MULTIPOL (MULTI-criteria and POLicy) prospective analysis technique. It allowed for the selection of the most probable policy, which covered the six actions considered by the experts to be the most significant for the development of the active school transport system in the analyzed region. Such actions are as follows: identification of walking school bus routes, modernization of crosswalk lines, planning of walking and cycling routes to schools, promoting safety educational programs, distribution of active school transport booklets and cycling, and pedestrian skills training workshops. The paper presents a new method to evaluate the policies and actions regarding promoting sustainable (active) travel to school. The innovative approach results from assembling a mixed group of people (stakeholders) as experts. The mix of experts consisting of users (pupils and parents), practitioners, and scientist experts in this field allowed us to score policies, actions, and scenarios, enabling a wider spectrum of assessment than before.