Rainfall-induced failures of natural and artificial slopes such as cut slopes, which are subjected to freezing and thawing, have been frequently reported in Hokkaido, Japan. In particular, many failures occur intensively from spring to summer seasons. Despite numerous field studies, explanation of their mechanical behavior based on in situ data has not yet been completely achieved due to the difficulty in grasping failure conditions. This study aims at clarifying the aspects of in-situ volcanic slopes subjected to rainfall and freeze-thaw action. The changes in soil moisture, pore pressure, deformations, and temperatures in the slope were investigated using soil moisture meters, tensiometers, thermocouple sensors, clinometers, settlement gauges, an anemovane, a snow gauge, and a rainfall gauge. The data generated from these measures indicated deformation in the slope examined mainly proceeded during the drainage process according to changes in soil moisture. Based on this data, a prediction method for failures is discussed in detail.