Hola gang. Looking for some idea’s here. I’m fleshing out a small city that is heavy on commerce and trade. There is a ton of interesting stores, NPC’s, rumours, back stories and so on. This will become a hub city if you will for future adventures through tie-in’s and repeat meetings etc. Key to this city is a vast keep that exists towering above it and heavily fortified. I have deemed it Lord BlackThornes Keep. My question to you keen minded types is this: Who is this Lord BlackThorne? Why is he reclusive? What is his story? What is he hiding behind those walls? etc. He runs this city with a fair but iron fist via his very well trained guards who are among the very best in the realms (there is a training ground where they basically lift hard, eat hard, train hard… live eat sleep and breathe fighting - like the UFC basically). Here is a map I pulled from the web to help maybe inspire your thinking.
Source of image: http://dandddoodles.blogspot.com/search/label/Winterhaven