I wear ball caps a lot but when its hunting season or I am running the tractor I wear brimmed hats. My cowboy hats, felt or straw, and a couple of canvas brimmed hats for hunting. My favorite is a straw fedora that just fits right. It stays put in windy conditions and shades my eyes and neck pretty well.

I winter I use a few different wool hats from ball caps to those kind with ear flaps and a chin tie. The best one is a "bomber" hat.