I could probably figure out how to do one, but I have to do like, 30 of these and I want to learn how to make it quick and painless. My first thought was using Live Trace in Illustrator, but I’m not terribly good at that yet.
Essentially I want streets to be in black (and at similar relative thickness) and the rest of the map to be white.
A good answer can simply be a link to a tutorial that I haven’t been able to find via a Google search (if the tutorial gives me the right information).
I’m quite sure I’m leaving out some information you need to know, so please ask for clarification in comments. Preferred software is either Photoshop or Illustrator CS6.
How can I create a stylised, outlined map?
So I just got an upvote on this and had an inkling that this might be a tad outdated and turns out it was.
As far as I can tell the wizard in my previous answer (↓) has been scrapped and has been replaced with this new Styling Wizard.
I also found a 3rd party service called Snazzy Maps, which does pretty much the same thing but serves as a gallery of community made styles
Styled Maps Wizard ( link ) does the job.
It does have pretty good instructions that show up when you open up the website.
Those instructions can be accessed at any point with the help button at the bottom of Map style panel ( shown in the image below ).
Below are the styles I used to create the static map on the right ( and in this link ).