Years ago, I used Campaign Cartographer 3, which I liked but found very complicated to make nice looking maps.
I used Inkwell Ideas Citiographer to quickly generate maps. They were not great looking, but functional and would randomly generate occupants of building, price lists for shops, etc.
I've played with Dungeon Alchemist, but really am not a fan of the 3D look and don't find it useful for whole towns.
Started playing with Inkarnate.
Just wondering what folk's suggestions are for making simple to mildly complicated villages and towns that is on the less technical side.