This paper combines empirical observations, kinematic analysis, and numerical simulation to investigate slope failure susceptibility, with practical implications for regional infrastructure projects. Six slopes along the R37 road were analyzed to assess the impact of strata orientation and water presence on slope stability. The results indicate that various factors interact to destabilize the mechanical integrity of both rock and soil materials. Dry slopes were found to be less vulnerable to failure, although geological conditions remained influential. Numerical modeling using FLACSlope (version 8.1) revealed that the factor of safety (FoS) decreases as the water presence increases, highlighting the critical need for effective drainage solutions. Kinematic analysis, incorporating DIPS modeling and toppling charts, identified toppling as the most likely failure mode, with a 90% susceptibility rate, followed by planar and wedge failures at 6% and less than 5%, respectively. These findings are validated by the observed slope conditions and empirical data. Planar failures were often remnants of both sliding and toppling failures. Given the significant risk posed to road infrastructure, particularly where FoS hovers just above the stability threshold, this study emphasizes the importance of proactive, long-term slope monitoring and early mitigation strategies to prevent catastrophic failures. The results can guide infrastructure design and maintenance, ensuring safer and more resilient roadways in regions prone to slope instability. Nonetheless, the use of sophisticated slope stability modeling techniques is recommended for a thorough understanding of the mechanical dynamics of the slope material, and for catering to the shortfalls of the techniques applied in this paper.