If you are looking for a super comfy trail saddle, Billy Cook saddles are really nice. But what ever you decide to go with, do not buy a saddle that has any neoprene of material on it. They are cheap and arent reliable. You do not want to be on the trail and have saddle problems! I bought one cheap saddle and that was the last cheap saddle I ever bought because it broke while I was riding! Don't go with the neoprene! Stick with all good conditioned leather!
Whatever you do, do not buy a saddle with material or neoprene. All leather is the only way to go. I bought one saddle that wasnt all leather and it broke. I would highly suggest sticking with the all leather saddles because you want a saddle that is dependable when you are trail riding.
I use a treeless Startrekk espaniola, by far the most comfortable saddle I've ever used! And I don't normally like treeless. I use it both on trails and when I ride for my instructor. It gives a good, lose contact, doesnt need any thick pads, it's easy to move in and t the same times give a secure seat :P It's different from the normal treeless (at least around here) as it has real panels and feels more like a normal saddle.
I'll probably change it to a black one that's a bit more narrow tho.
But it's just a bit over your budget, maybe you can find a used one. I say it's worth the money :)