Cold weather? A wool watch cap; you can still hear when it's pulled down over your ears. Pulled down toward your evebrows, and the shine of your forehead is covered. If it's not real cold, a drab-colored Gimme Cap.
I'm a walking hunter, mostly, so if it's dry, I stay with my Russell Birdhunters or my RedWing 20-mile leather boots. Plain crepe soles; no "waffle-stomper" tread. Wet? Mostly I hunt the campfire.
For sitting, I've found that an old seat pad and an "army blanket" in olive drab makes for comfort. Cushions my delicate toosh. I wrap the blanket around my legs, and I don't have to wear a bunch of thick undies that would get hot while walking. A light day-pack is good for carrying all this comfort around...
, Art