When hunting I like a Boonie style hat. My favorite is one I got from Brigade Quartermasters in ASAT tan camouflage about 6 years ago. Wish I'd bought a couple since they quit making them. Practical, heavy cloth, washable (important for deer hunting since your hat is a odor sponge and needs to be washed frequently), and well built. Plus, I like my hunting hats to have chin straps.
When it's cold I wear a "GI Sleeping Cap" underneath it. How many of you guys know what that is? They're kinda rare, I bet a lot of guys with 20+ years have never even seen one. Sleeping Caps are issued with GI sleeping bags when they're brand new, they look something like a Pile Cap except much lighter and made of a poly/fleece material.... green of course.
With my boonie and sleeping cap I'm good to go from baking desert heat to freezing arctic cold - rain, snow, sun, wind.... bring it on, it's a versatile combo. -- Kernel