Welcome, Ollie!

How 'historical' a look are you going for? I've heard it said that while in the UK a hundred miles seems a long way, in the US a hundred years seems a long time ... yes, while I am a graybeard, the 1950's are technically before my time. On your side of the pond I imagine you have a wealth of really, REALLY historical material to follow.

Don't figure your choice of media and method is an either/or thing. I've seen a number of scanned-in hand-drawn maps whose makers did their base work in the easily-erasable digital realm. We do welcome hand-drawn work!

I look forward to seeing what you draw up.