Using three-dimensional, unsteady N-S equations and k-ε turbulence model, the effect of ambient wind on the pressure wave generated by a high-speed train entering a tunnel was studied via numerical simulation. Pressure changes of the train surface and tunnel wall were obtained as well as the flow field around the train. Results show that when the train runs downwind, the pressure change is smaller than that generated when there is no wind. When the train runs upwind, the pressure change is larger. The pressure change is more sensitive in the upwind condition than in the downwind condition. Compared with no wind condition, when the wind velocity is 10 m/s and 30 m/s, the pressure amplitude on the train head is reduced by 2.8% and 10.5%, respectively. The wall pressure amplitude at 400 m away from the tunnel entrance is reduced by 2.4% and 13.5%, respectively. When the wind velocity is -10 m/s and -30 m/s, the pressure amplitude on the train head increases by 3.0% and 17.7%, respectively. The wall pressure amplitude at 400 m away from the tunnel entrance increases by 3.6% and 18.6%, respectively. The pressure waveform slightly changes under ambient wind due to the influence of ambient wind on the pressure wave propagation speed.