A derailment phenomenon could take place on the windward side of a 120 km/h high-speed train when it runs by a breach, between two windbreak walls, subjected to a normal wind speed of 32 m/s. To study the safety of a high-speed train under different normal speeds of crosswind, six wind speeds are investigated; 32 m/s, 28 m/s, 25 m/s, 20 m/s, 15 m/s, and 10 m/s. The wind forces and moments of the moving train are calculated using the Unsteady Reynolds-averaged Navier-Stokes (URANS) model, which are then applied to the train multi-body dynamics. The pressure fields around the train passing by the breach are analysed, which gives a reasonable explanation for the fluctuation of the wind loads. After an analysis on the response of the train, it is apparent that the risk of derailment on the windward side is much greater than the risk of overturning. The lateral distance of the first wheelset increases towards the windward side as along with the yaw angle of the wheelset, which increases as well with wind speeds of higher than 20 m/s.