The Niagara Escarpment is a fractured Palaeozoic sedimentary cuesta, subject to year-round weathering in a temperate climate. We examined the temperature of the rock surface and fractures at three in situ sites with varying aspect and lithology, as well as the surface and interior of three control blocks maintained in outdoor conditions between December 2020 and March 2021. The objectives were to examine the interplay between freeze–thaw and thermal weathering in the winter months and to identify potential factors influencing these processes. Both diurnal-scale and prolonged freeze–thaw cycles differing in spatial and temporal extent were identified, coincident with periods of high moisture. We frequently observed rapid temperature changes (>1 °C min−1) at sites with strong insolation, which implies that the temperature regime is suitable for thermal shock and fatigue to occur. Site-specific factors, such as the aspect of the escarpment face and lithology, impact the mechanism and extent of weathering. Southeast-facing sites with high insolation are dominated by diurnal-scale freeze–thaw; west- and east-facing sites with lower insolation experience a more prominent prolonged freeze–thaw cycle. Across all sites there is a gradient between surface and fracture temperature that follows diurnal trends in air temperature and insolation. Variability in the surface-fracture gradient may enhance weathering processes by shifting the orientation and magnitude of stress, and by changing the spatial distribution of freezing and thawing. Our research indicates that site-specific factors and pre-existing fractures moderate the influence of air temperature and insolation on thermal gradients, and ultimately the weathering regime.