To meet the United Nations and European Union goals of reducing road crash fatalities and injuries, it is also relevant to address the negative externalities due to mega-events on the road network and the local communities, to assess the safety of the road network involved, and to implement appropriate measures for different road environments. Despite their relevance, the literature often overlooks social costs and risks associated with mega-events. This study presents an operating framework for rapidly assessing the safety of the Milano–Cortina 2026—“Via Olimpica” road—which will host a significant proportion of the traffic during the Winter Olympic Games in 2026. The framework proposes a simplified Road Infrastructure Safety Management (RISM) to address the unique challenges posed by the limited time available for screening and implementation by local authorities. The framework integrates four data sources and follows a seven-step procedure. It provides recommendations for improving road safety by identifying critical road sections and blackspots. Road authorities, practitioners, and public administrations may all benefit from the framework, as it makes it easier to prioritise safety improvements within time constraints.