The geography of Kazakhstan is characterized by a diverse landscape and a small population. Therefore, certain automobile roads pass through unpopulated mountain regions, where physical road diagnostics are rare or almost absent, while landscape factors continue to affect the road. However, modern geo-information approaches and remote sensing could effectively provide the road diagnostics necessary to make timely control decisions regarding a road’s design, construction, and maintenance. To justify this assumption, we researched the deformation of a mountain road near Almaty city. Open access satellite images of and meteorological archival data for the region were processed. The resulting data were compared to validate the road’s deformation triggers. Extreme weather conditions’ impacts could be identified via road destruction (nearly 40 m longitudinal cracks, 15 m short transversal cracks, and two crack networks along a 50 m road section). The remotely sensed parameters (vertical displacement velocity, slope exposure, dissections, topographic wetness index, aspect, solar radiation, SAVI, and snow melting) show the complexity of triggers of extensive road deformations. The article focuses only on open access data from remote sensing images and meteorological archives. All the resulting data are available and open for all interested parties to use.