My Mayor always wears a hat, usually the blue cap or beret. She's been wearing the blue cap for a couple of months now the weather is sunnier ^^
The Mayor in my second town wears a moon hairpin all the time.
My characters change their outfits,hat included twice a week. I change their hair style and color to compliment the outfit I choose. Right now the hats they are wearing are, the cloche hat and flamenco hat.
My main town mayor usually wears a crown, my second town mayor is wearing the coin headpiece and currently my third town mayor is wearing the dj hat/headphones deal but will probably end up in the Mohawk wig
My main town mayor wears a kintaro wig and a very cute sailor's dress, and my other town's mayor wears a twin bun wig and a casual dress with red polkadot rain boots.