In 1978, at age 18 I was the youngest member of the new NRHS chapter in Cumberland, MD. I was "volunteered" to serve as car host on 2 of the Chessie Steam Special trips out of Cumberland that year.
Here is the trip handouts and the 4-page instruction sheet for car hosts, authored by Chessie legend Bill Howes.
If it seems a bit overwhelming, it was, fortunately I had help. There is much here you won't have to deal with.
The bad thing was I was so busy that I really don't remember much of the trip, except the layover in Terra Alta,WV.
During the second trip, again I was so busy that I stayed on the train after it let off most passengers in Harpers' Ferry, WV. This was so I could spend some time with my grandfather, who was riding another car. The train was taken to Point of Rocks,MD. to turn on the wye, so I was able to get my 1st look at Point of Rocks and Brunswick.