Sorry, I was being dim, I thought the first map was a zoomed in section of the second map. That's what comes of trying to read posts too quickly. Things I would experiment with:

Look up Happimess's tutorial on handdrawn mountains, it takes time but if you want this style of map I don't think you can get away with repeated symbols, you will need at least 20 or so different drawings of mountains, perhaps more to fool the eye into thinking that they are all handdrawn.

Might be worth daubing more of the plain areas of the map with that watercolour brush - could give it a bit more character.

You have a road overlaying the forest (if it is a road, I mean the red line) - I would mask out the forest around the road.

I'd also be tempted to put a black stroke around the rivers so they are consistent with the lakes and mask out the bit of the stroke where the river joins the lake.

Just some ideas to play with!