As urbanization advances, the issue of urban heat islands (UHIs) grows increasingly serious, with UHIs gradually transitioning into regional urban heat islands. There is still a lack of research on the evolution and drivers of the thermal environment in urban agglomerations; therefore, in this study, we used trend analysis methods and spatial statistical analysis tools to investigate these issues in the Beijing–Tianjin–Hebei (BTH) urban agglomeration. The results demonstrated the following: (1) The land surface temperature (LST) exhibited low fluctuation, while the relative land surface temperature (RLST) fluctuated significantly. In Zhangjiakou and Chengde, the LST and RLST evolution trends were complex, and the results differed between daytime and nighttime, as well as between the annual and seasonal scales. In other regions, the trends of LST and RLST evolution were more obvious. (2) During the daytime, the high UHI clusters centered on “BJ–TJ–LF” and “SJZ–XT–HD” formed gradually; during the nighttime, the high UHI clusters were mainly observed in built-up areas. The distribution range and direction of UHIs showed greater degrees of evolution during the daytime in summer. (3) The total UHI area showed an increasing trend, and the intensity of heat stress suffered by the BTH agglomeration was increasing. (4) In BTH and Hebei, aerosol optical depth, surface solar radiation, population density, and gross domestic product were the dominant factors influencing UHIs; moreover, in Beijing and Tianjin, all factors showed an basically equal impact. The methodology and findings of this study hold significant implications for guiding urban construction, optimizing urban structure, and improving urban thermal comfort in the BTH urban agglomeration.