An imaging system (5) for generating landmark correlated images taken from a railroad locomotive includes a camera (142) mounted on the locomotive (22) for imaging an environment in a vicinity of the locomotive and transmitting imaging data indicative of images acquired. The system also includes a location sensor (20) on-board the locomotive generating signals indicative of a geographic location of the locomotive constituting location data. The system also includes a railroad landmark database (68) comprising a plurality of railroad landmarks (76) associated with respective geographic locations constituting landmark tags. The system also includes a processor (e.g., 10) receiving the imaging data and location data and communicating with the railroad landmark database to correlate the landmark tags with the imaging data and the location data for generating landmark correlated image data. The system may also include a computer system (86) for accessing the landmark correlated image data by landmark location.