Nice photograph. Too bad that my father is not still around. He was an "expert" on automobiles. However, he did not know ding about trains, even though he laid logs, parallel, as rails for logging Shays in AR and LA. My Point, he would be able to date the "yore" by looking at the automobiles.
The Chicago, Rock Island and Pacific (CRIP) Railroad depot is still standing in Anadarko, OK It was on the Chickasha to Magnum branch line.