What's the most terrain heavy game of TOW you've played in and how did you think it worked with the rules?

I'm thinking of picking it up (players at my LGS) but the thing I don't like most about games is when the only terrain you get are a couple of trees and two symmetrical hills so if the rules make anything else terrible to play I want to know that upfront.
How terrain heavy can you get before the rules get in the way is more my concern. Obviously i'm not talking tournament stuff here but friendly games dicing off who gets to pick starting side, does the game suck playing like that or does it work fine?