The Mediterranean climate has dry and hot summers, which is harsh for plants, especially seedlings. During the 1950s and 1960s, most reforestations carried out in Central Spain, a Mediterranean climate area, were successful, but in recent decades an increasing difficulty in forest regeneration has been observed, often attributed to increased summer drought. This study analyses changes in climatic parameters related to forest regeneration through statistical treatment of meteorological data series from the mid-twentieth century to the present. Simple and multiple regressions and ANOVAs were performed for five parameters, considering annual, summer and extended summer values. Rainfall reduction and prolongation of the summer drought period were not statistically significant. The change that better explains regeneration problems is the increase in temperature, especially in July and August, which was mostly significant between 2002 and 2021. Raising temperatures increase the vapor pressure deficit, exacerbating drought effects and plant mortality. Climate change scenarios point to an increase in temperatures until 2100; thus, the tipping point for natural regeneration of some species could be passed. The most affected species are those at their ecological limit. It is necessary to facilitate the adaptation of these forests to climate change, since their future will depend on the actions carried out today.