I'll be honest, I would probably wear a wide-brim hat, but I would not in a million years try to compete for the most ostentatious, over-the-top hat of the day. There are far too many fierce competitors in that arena. A couple of my favorites:
As fun as these are, I think a hat that big and crazy would just drive me nuts all day long, so something a little (lot) smaller and a little (lot) more subtle and understated would be my approach. Something classic, like Audrey's:
To me, this hat is perfect- it's simple and elegant, but it still makes statement. I'd wear it in life, not just for an event like the Kentucky Derby! How do you feel about hats as fashion? I tend to wear a lot of newsboy caps and straw fedora hats when it comes to fashion, but usually a hat is about function for me. My skin is so fair and incredibly sensitive to sun exposure, so wide brim hats are the most effective in protecting me from getting sunburned.
Now for your enjoyment, a few more Derby hat photos:
Now go get yourself a Mint Julep and watch the race! Happy Derby Day!