Hello all, medium-ish-term lurker, first time poster!

This is my first map done with real conscious cartography thoughts, and I'd appreciate more eyes and maybe some feedback?

greyfieldtowaterstone7.jpg

Things I've fussed with most recently:
-typing the labels (they look harsh, but this looks kinda cutesy, but it sorta fits the overall, but I'm not sure I want it to...)
-labeling geographic landmarks, and/or more towns
-more/less detail on the mountains
-fancier/less abstract icons for the cities

For potential clarification, I drafted this while thinking of a story I'm crawling along on, and the area is the overall travel of the main character. Purple routes are main trips, dots within mark days of travel.

Overall, I'm not sure it needs more, and not sure it doesn't. Thoughts?

Thanks for reading/looking/posting!