For inspiration in this self-challenge, I found a book Drawing for Printers by Ernest Knaufft. It was published in 1899 and is available at Gutenberg. It is a treatise printers, not a how to book. Since I also like writing, it may be beneficial for a couple of purposes.
At the very least for publishers of Old School Gaming products, this sort of book captures the style of early game publishers. If you would like a more modern look at publish games, check out A Brief Study of TSR Book Design by Kevin Crawford. I did a review of it about a year ago. I wish I had found it before I started developing my BD&D/AD&D supplement, Zero to Hero.