This study examines the effects of drought timing on height growth and seasonal leaf phenology in pedunculate oak (Quercus robur L.) seedlings. Drought represents a significant threat to long-lived tree species, impacting growth, phenology, and recovery potential. This research aims to assess whether the timing of drought stress influences height growth and leaf phenology while also investigating possible compensatory mechanisms. The experiment involved five groups of seedlings: four exposed to drought at different periods during the 2022 and 2023 growing seasons, and one regularly irrigated control group. The key monitored parameters included height growth, spring flushing, autumn leaf senescence, and photosynthesis. Preliminary results revealed that late-spring and summer drought had a significant negative impact on height growth and delayed autumn senescence, whereas mid-spring drought allowed for compensatory growth. Spring leaf phenology remained largely unaffected by drought treatments. None of the drought-stressed plants showed increased photosynthesis during the recovery phase compared to the control. These findings highlight the critical role of drought timing in determining growth and phenological outcomes. Relatively late-season droughts were particularly detrimental, limiting recovery and resource allocation, while early-season droughts provided better opportunities for compensation. Further research on drought recovery mechanisms and nutrient interactions is needed to refine forestry management strategies under climate change.