Here's a map of the town of Middleton. I'm not really sure what to do with the background and would love some feedback. I'd also like to add some fields of grain, vegetables, grass (outside the castle), and whatnot along the outskirts - any suggestions as to how to go about doing so?

BTW, this locale has a number of content requests associated with it. If you'd like to help build the Pelagos campaign setting, you can register at the site and signup as a GM. You'll see the specific content requests for Middleton by going to the Middleton page when you're signed in. You can volunteer for any of them and use the tools at the site to create the content in question. Most of the current requests are for maps and descriptions of specific buildings or areas of the town.