The growth in demand for rail transportation systems within cities, together with high-speed and long-distance transportation running on a rail network, raises the issues of both rail safety and security. If an accident or an attack occurs, its consequences can be extremely severe. To mitigate the impact of these events, the real-time monitoring of a rail system is required. In that case, the improvements in monitoring can be achieved using artificial intelligence algorithms such as neural networks. Neural networks have been used to achieve real-time incident identification in monitoring the track quality in terms of classifying the graphical outputs of an ultrasonic system working with the rails and track bed, to predict incidents on the rail infrastructure due to transmission channels becoming blocked, and also to attempt scheduling preemptive and preventative maintenance. In terms of forecasting incidents and accidents on board the trains, neural networks have been used to model passenger behavior and optimize responses during a train station evacuation. In tackling the incidents and accidents occurring on rail transport, we contribute with two methodologies to detect anomalies in real-time and identify the level of security risk: at the maintenance level with personnel operating along the railways, and onboard passenger trains. These methodologies were evaluated on real-world datasets and shown to be able to achieve a high accuracy in the results. The results generated from these case studies also reveal the potential for network-wide applications, which could enhance security and safety on railway networks by offering the possibility of better managing network disruptions and more rapidly identifying security issues. The speed and coverage of the information generated through the implementation of these methodologies have implications in utilizing prediction for decision support and enhancing safety and security on board the rail network.