The obvious answer is Gnome, as they wear them anyway, the best answer is succubus; they look good in almost everything or nothing, but goblins can pull off the hat without being gauche.
I was going to elf as the obvious then come up with something silly like a Taer (Big Foot) then saw the race of "Attractive Female." I need help folks.
I had to say Gnome. I have an old Superior Models miniature of a gnome, and he has a Santa hat. Since this was about my first mini of a gnome, I've always pictured them that way.