A server and a controlling method of the same provides notification information about risk level by determining risk level for personal mobility based on information received from personal mobility and vehicle. The vehicle includes a communicator and a controller that determines risk level for personal mobility based on personal mobility information received from the personal mobility, vehicle information received from vehicle located within a preset radius from the personal mobility, and congestion level of driving road of the personal mobility. The controller operates the communicator to transmit notification information corresponding to the risk level to the vehicle.