The article of the freeze/thaw dynamic of high-latitude Earth surfaces is extremely important and informative for monitoring the carbon cycle, the climate change, and the security of infrastructures. Current methodologies mainly rely on the use of active and passive microwave sensors, while very few efforts have been devoted to the assessment of the potential of observations based on signals of opportunity. This article aims at assessing the performance of spaceborne Global Navigation Satellite System Reflectometry (GNSS-R) for high-spatial and high-temporal resolution monitoring of the Earth-surface freeze/thaw state. To this aim, reflectivity values derived from the TechDemoSat-1 (TDS-1) data have been collected and elaborated, and thus compared against the soil moisture active passive (SMAP) freeze/thaw information. Shallow subsurface soil temperature values recorded by a network of in situ stations have been considered as well. Even if an extensive and timeliness cross availability of both types of experimental data is limited by the spatial coverage and density of TDS-1 observations, the proposed analysis clearly indicates a significant seasonal cycle in the calibrated reflectivity. This opens new perspectives for the bistatic L-band high-resolution satellite monitoring of the freeze/thaw state, as well as to support the development of next-generation of GNSS-R satellite missions designed to provide enhanced performance and improved temporal and spatial coverage over high latitude areas.