In light of the rapid development of electrified railways, the safety and stability of train operations, as well as the catenary’s interaction with current quality, have garnered widespread attention. Electrified train operation with additional track irregularities serves as a principal excitation source within the vehicle–bridge–catenary system, significantly influencing the vibration characteristics of the system. Addressing the aforementioned issues, we first established the vehicle–track dynamics model and the bridge–catenary finite element model based on the principles of coupled dynamics of the vehicle–track system. These models are interconnected using dynamic forces between the wheel and rail. Subsequently, within the vehicle–track coupled system, track random irregularities are introduced as input excitations for the coupled model, and the dynamic response of the system is simulated and solved. Then, the obtained wheel–rail forces are applied to the bridge–catenary coupled system finite element model in the form of time-varying moving load forces. Finally, the dynamic response characteristics of the catenary portal structure under different conditions are determined. Meanwhile, a study on the vibration characteristics of the truss-type pillar portal structure was conducted, and the results were compared with those of existing models. The results indicate that the vertical and lateral forces between the vehicle and track are positively correlated with the speed and irregularity amplitude. Response values such as the derailment coefficient and wheel load reduction rate are within the specified range of relevant standards. The low-order natural resonant frequency of the truss-type pillar structure has, on average, increased by 0.86 compared to the existing pillar structure, which signifies improved stability. Furthermore, under various conditions, the average reductions in maximum displacement and stress response of this pillar structure are 13.2% and 14.19%, respectively, in comparison to the existing pillar structure, rendering it more suitable for practical engineering applications.