Intelligent transport systems (ITSs) rely on wireless communications that provide many services to ground and aerial vehicles. We believe that vehicular communication protocols can evolve the train communication systems into the next generation. However, we found that channel models in train track environments at the 5.9 GHz frequency band are scarcer than in vehicular environments. Therefore, we conduct channel measurements at the 5.86–5.91 GHz ITS band at various railroad crossings in the United States. This allows us to extract the channel parameters and evaluate the propagation channel characteristics. The evaluations show a certain similarity between the train track channel characteristics and the vehicular communications channel characteristics. The railroad channel with an omnidirectional antenna is similar to a suburban environment in the vehicular channel, and with a bidirectional antenna, it is similar to a highway LoS environment in the vehicular channel. However, more importantly, the population of the surrounding buildings and the size of the LoS window can highly affect the RF propagation characteristics.