I have a couple of hats I take to outdoor festivals mostly for protection from the sun. I also wear hats in most of my vids to hide the growing forehead and the eye-twitch.
I wear the newsboy style - stroker cap or a beret. I make them myself out of leather or random sized pieces of whatever fabric is in our upholstery shop or ordered from my sample books. My wife worked at JoAnne's Fabrics, so she bought me some really nice fabric pieces. Pendelton wool is nice in the winter.
Two City Sport (hat makers in Belgium) newsboys. One is a grey silk weave (looks like wool) 8 panel, and the other is a denim 6 panel. My husband has a linen flat cap of the same brand that he never wears. I'm taking it over.