Q. I’m looking for a cute hat to wear on cold and rainy days that won’t leave me with terrible hat head (i.e. no tight fitting, knit hats). I am looking for a newsboy cap or a fedora-type hat. I know they’re very hot right now and can be found almost everywhere, but my problem is, I have a small head and most hats are too big for me. Even hats that are labeled "small" are too big. I need a hat that won’t blow off on windy days or when I’m riding my bicycle. Can you help me find an adjustable or small size hat?
A. I’ve never had your problem - most hats are too tight on my head so I’m always looking for the medium or large size. And I, too, like them a little loose so I can “try” to avoid hat head. But if you’re looking to be able to keep that hat on when it’s windy or when you’re riding your bike, you need a hat with a buckle so it’s loose on some days and tighter on others. Before shopping for a hat, especially online, take measurements of your head so you can find the right circumference or diameter that will fit. And don’t assume that a knit hat is not right for you, I have a knit newsboy cap that is loose on top, but fits around my forehead so my hair doesn’t get flat. Also, don’t forget to spray a little hairspray on hair or in the hat to avoid static and loose fly-aways during the dry, crackly months of winter.
Twill Cabbie with Buckle
adjusts for all head sizes
$18 at urbanoutfitters.com