Global climate change leads to gradual increases in the frequency, intensity, and duration of extreme drought events. Human activities such as afforestation and deforestation have led to spatial variation in forest structure, causing forests to exhibit an age-spatial structure relationship. Thus, it is of great importance to accurately evaluate the effects of drought stress on forest ecosystems with different forest age structures. Because the spatial heterogeneity varies with drought stress intensity, forest age, there are still a lot of uncertainties in current studies. In this study, based on the field measurement, and the proxy index of stand age (based on forest canopy height from LiDAR and stock volume from inventory) at the regional scale, we analyzed the different drought responses of forest ecosystems with various forest ages across different scales in Yunnan province, southwest China from 2001 to 2014. At the local scale, significant differences in the effects of drought stress were found among forests with various ages, suggesting that older forests suffer more under drought stress than younger forests. At the regional scale, the investigation statistics of forest damage indicated a maximum damage ratio in the forest with tall trees (>32 m), whereas damage was minimal in the forest with short trees (<25 m). The stock volume of the forest exhibited the same pattern, that is, the forest damage ratio increased as the stock volume increased. These data demonstrate that the responses of forest drought could be affected by forest age. Under drought stress, older forests show greater vulnerability and risk of damage, which will require special attention for forest managers, as well as improved risk assessments, in the context of future climate change.