It looks like the Laurel diner (now the Tastee) goes back quite a ways. I’ve found newspaper records of it going back to 1934, when three men an a woman tried to kidnap one of the waiters. The Laurel diner has also had a liquor license going back as far as September of 1939.
I’m fairly confident this is a drawing of the actual diner and not just period clip art. Assuming that’s the case, can anyone make an id or at least a guess as to manufacturer, if it dates from a 1934 or a bit before?