Making dotted or dashed borderlines in Photoshop is pretty easy.
For dotted lines, just use a hard round brush and adjust the spacing to suit. To make dashed lines, use a hard square brush and pull out the spacing past 100%, squash the brush tip shape so the square becomes a rectangle and set the Angle Jitter to 'Direction' under the Shape Dynamics Menu. Alternative dots and dashes together are slightly more involved, but I can take you through how to make those if you need them.

If what you're after is a more 'glowing border' effect, then use a soft brush on its own layer. Again a bit more fiddling required, but I can do a quick tut for you if you want.

For cities you need to first decide how you want to depict them, whether as abstract symbols like squares or circles or something more hand drawn like little pictures of buildings and the like.