D&D Town Map Maker – Battlemaps easily create overhead battlemaps to use on any virtual tabletop platform or printed with. The street outside is watched by a squad of the town guard and has drunken revelers. The map even labels the city sections for you! Pros the best thing about this tool, in my opinion, is its integration with the watabou one page dungeons tool and the donjon random dungeon generator.
D&D Town Map Maker
I used to do all of my maps by hand. This application generates a random medieval city layout of a requested size.
D&D Town Map Maker 5 Best City Map Creator, Builder And Generator Resources! – World Anvil Blog
The tool tends to work best as either a planning tool or to create a partial map that is then later edited to improve upon the functionalities.
The map even labels the city sections for you!
Or start with a blank map, and using the generate menu generate the coast & river (if you want them), main roads, city wall (if you want it.
The street outside is watched by a squad of the town guard and has drunken revelers.
I would get to the point where many spots are illegible, run out of room on my graph paper, or just want to erase something i have already.