This is on Wandrer which doesn't track squares but the roads you travel but sometimes it's a bit off, I think those were mostly signed paths.
On the other hand it goes overboard in some denser areas
Ah, I see. Is it configured to only recognise roads or something? Perhaps you need more detail in the OSM maps or whatever it uses? Getting tiles is enough of a ball ache, I'm not doing whole streets too :)
What are you looking at? I do all my routing in RWGPS with Squadrats plugin.
Grew my square by another 1x1 yesterday thanks to a little ride out west. God damn it's so much easier to get tiles with a bike compared to walking!