My philosophy on Hats: The farther away from the equator you live, the more picky discerning you are about your hat. I live at 36º N, and I have several hats in the closet that I wear. One in particular I wear for taking the dog out at night in the winter. I know its qualities of warmth, and snugness, and I don't care about the color (it's dark out!). I have two felted cloche type hats (one white, one black) which I wear maybe once a year, when I can be outside and want to look "stylish". OK. Anyone who knows me... "stylish" doesn't compute. I'm not fussy.
However, my daughter, who lives at 60º N, has certain parameters for a hat. I understand it's a necessity, even a survival aspect, and her boyfriend is even more "discerning". If it covers your ears, and holds your hair in place, and it isn't too pointy, and has nothing dangling from it, and matches mittens, you have a winner.
I love to knit. But the specifications are sometimes just too limiting, and I hate setting myself up for disapproval. I wonder how many of my hats are in the Salvation Army Store?
For the past 3 days, I knitted a beautiful "Floating Spiral" hat with mixed results. I'm wearing it at this moment. I'm growing fond of it, in the middle of the night when I can't sleep, and it's perfect for the extra warmth while sitting here in a chilly house. Hat and bathrobe... I see no conflict of style!