Catastrophic winds from tropical cyclones and storms cause tree failure in forests, leading to economic and environmental losses. Tree failure, especially uprooting, results from energy transfer from winds to the roots through the tree stem. However, we do not fully understand how trees in forests respond to winds under different weather conditions and whether the responses remain unchanged with the configurations of the forest. In this study, we established two Cryptomeria japonica plots, namely P-100 as a control (3000 stem ha−1), and P-50, which was thinned to halve the control stand density (1500 stem ha−1) in November 2017, in Kasumigaura City, Japan. Two kinds of sensors were installed on the tree stems in the plots and data was collected over the following 2 years. Strain gauge transducers at the stem base were used to calculate turning moments. Inertial measurement unit (IMU) sensors at 6 m height provided the x, y, and z coordinates of the tree motion. At the end of the observation period, we conducted tree-pulling experiments to calculate the maximum turning moments the trees could resist. During the observation period, the trees experienced winds from typhoons, including super typhoon Trami in 2018, causing some tree failure in the thinned plot (P-50). Based on this damage incident, we selected four different forest configurations and 18 windy conditions (7 typhoons and 11 weather conditions in which a maximum wind speed of more than 7 m s−1 was observed). We found two dominant movement frequencies, one at between 0.2 – 0.5 Hz and one at between 2.0 – 2.3 Hz. The higher movement frequency appeared at the lower wind speeds and the lower movement frequency appeared at the higher wind speeds. The transition wind speeds from the higher to the lower movement frequency were found between 1.79 and 7.44 m s–1 in the P-100 unthinned plot and between 1.57 and 5.63 m s–1 in the P-50 thinned plot. In addition, we determined that the resistance to the damage over a 10-min period during typhoon Trami, based on the tree that uprooted, was only 48 % of the maximum tree resistance estimated from the tree-pulling experiments. Our study describing tree dynamic responses to winds under different forest configurations and wind conditions could provide alternative methods for modifying the forest environment, especially through forest management activities such as thinning and harvesting, in order to mitigate wind damage risk in the future.