Nice and varied design.
Seems the pavement border is both above road and pavement, why not raise the pavement at the same height?
From road to dirt, you may try the SimonOC tutorial for nice shading effect between 2 textures
Here is the link if you want to try it:
http://simonoc.com/pages/articles/terrain2_1.htm
You should as well tweak the sky lighting with the ambient _color of worldspawn, lighting color and skybox looking seem really different (Red skybox for white lighting I mean here)?


