I've just been wearing my hiking boots. I wore my cowboy boots last fall, before it got too cold for them. The problem with any kind of cowboy type boot is that they are lousy for walking or rock crawling. And I'm likely to do both during the course of a several hour trail ride.
I read somewhere that it's better to ride in hiking boots than hike in riding boots. True statement!
That being said, I'm going to be looking for a pair of hiking boots with less of a lug sole come springtime. I use endurance stirrups and I'm not terribly concerned with getting a boot hung up in one of them--but less lugs makes it less likely!
"Don't just feed it! Ride it!" And the People said "AMEN!"