I've always liked wearing hats, from my teenage interest in Fedora that my current standard of a wool Trilby winter, and a Trilby or raffia floppy hat in summer.here seems to be a "hat is back" article in the New York Times every pair months or so, and yesterday's article about how the major fashion designers embrace the hats in their new collections seemed to seal the deal, at least in Guy Trebay mind.
Personal style is personal style, by bike or off. Another answer is that hat looks good on a bike.