Urban intelligence is an emerging research field that aims at investigating the use of advanced technologies and data analysis techniques to enhance the efficiency, sustainability, and livability of urban areas. One of the components of urban intelligence is decision support which, among the possible implementations, can make use of forms of automated reasoning capable of planning the activities that must be carried out on the territory and, at the same time, of reacting to its dynamic evolution. Taking inspiration from the dual-process cognitive theories, this paper aims at investigating the integration of automated planning and rule-based systems as a means of supporting decision-making processes in urban management.