Global climate change, which is connected to global warming and changes in weather patterns, affects various parts of the environment, including the growth/development of plants. Generally, a number of plant species are capable of acquiring tolerance to frost after exposure to cold (in the cold-acclimation/cold-hardening process). In the last few decades, there have been more and more frequent periods of higher temperatures—warm periods that, e.g., break down the process of cold acclimation. This generates deacclimation, which could stimulate growth and lower frost tolerance in plants. Generally, deacclimation causes the reversal of changes induced by cold acclimation (i.e., in concentration of sugars, accumulation of protective proteins, or hormonal homeostasis). Unlike cold acclimation, the phenomenon of deacclimation has been less studied. The aim of this article was (1) to briefly describe the problem of deacclimation, with more attention being paid to its significance for economically important winter crop species, (2) to review and characterize the physiological-biochemical changes that are induced in plants by deacclimation, and (3) to discuss the possibilities of detecting deacclimation earlier in order to counteract its effects on crops.