Looks good so far. Interesting sketch style you've got going on there.

I'm a little curious as to why the desert remains dry with all of that snow and ice right to the north of it.

I do think that the valley looks very small. This is probably an artefact of the fact that the mountains are really big rather than the size of the town buildings. The valley looks like its about one mountain wide and few mountains really take a day to walk right across in horizontal distance let alone 10 days. If you shrink the mountains it will become very obvious that the town images are symbolic rather than to scale.