Another worthy Kickstarter campaign has come up. Cityographer made by the same people who brought Hexographer. This would be especially useful for wide ranging sandbox campaigns where the characters are constantly visiting new settlements.
To me the Old School Renaissance is not about playing a particular set of rules in a particular way, the dungeon crawl. It is about going back to the roots of our hobby and seeing what we could do differently. What avenues were not explored because of the commercial and personal interests of the game designers of the time.