The architecture of educational buildings is required to meet the contemporary needs and follow regulations concerning safety issues in an intelligent, resilient, and systematic manner. However, the current literature generally neglects to identify geo-referenced risks within GIS environment based on the users' perceptions of educational environments. This research aims to present a newly formulated risk evaluation criteria for assessing the spaces within and outside educational buildings. This chapter investigates students' experience of using different micro-spaces, architects' predesign assumptions and expectations of the spaces, and post-design assessment of the spaces. Two case studies of educational spaces within University of New South Wales campus in Kensington, Sydney was selected, and the questionnaire method was employed to collect data from students, who routinely use the selected areas. By comparing the results of the two buildings and mapping them in GIS, it is suggested that feelings of safety and security can be increased via improving the building features and enhancing the building control and security control, for example, installing CCTV and other security infrastructure. Data-driven findings mapped into GIS create a prototype for the identification of problematic areas on a map. The results help decision-makers to understand risks and strengthen risk reduction strategies. This work is also a step towards smarter buildings and enhanced preparedness for an effective response to a security threat, both minimal and extreme.