This paper presents a method for simulating sector-coupled energy systems, quantifying their resilience and analyzing the cost-effectiveness of mitigation strategies for a broad range of scenarios. Using data from a German distribution grid operator, the study examines the impact of high-impact, low-probability events, such as heavy rainfall, on the power grid and evaluates the effectiveness of various mitigation measures, including Vehicle-to-Grid and Gas-to-Power systems, as well as traditional grid hardening methods. The simulation environment integrates detailed grid models to realistically assess different failure scenarios and their effects on system resilience. Results indicate that while conventional hardening methods are most effective in cost minimization, Vehicle-to-Grid mitigation measures significantly enhance resilience by mitigating initial impacts of disruptions. The study underscores the importance of sector-coupled mitigation strategies, particularly under future climate scenarios, and provides a comprehensive framework for evaluating energy system resilience.