For those of you that are doing lettering artwork, have you been to WhatTheFont?
http://www.myfonts.com/WhatTheFont/They have a pretty cool upload feature where you can send a screenshot of text and they will compare it to font libraries and bring up the closest matches.
Rarely will you get an exact match to a railroad font, but it will give you a great starting point that can then be dialed in with Illustrator. Railroads all had their own fonts, and it's a field of study all it's own.
Here I was looking for something similar to the Milwaukee Road's font so I could lay out AUTOMOBILE lettering for a project:
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