Hairstyles To Wear With Cozy Winter Hats

Of all the First World Problems that vex us, one of the most annoying has to be the quandary of figuring out what to do with your hair under a winter hat. Certain head toppers can look silly or costume-y when paired with the wrong hairstyle (we're still regretting a certain high-ponytail/beanie combo from last year). With winter upon us and our chosen chapeaux begging to be donned, we asked celebrity stylist and Redken brand ambassador Rodney Cutler to break it down for us. Click through to find out which hairstyles go best with winter's chicest hats, plus Cutler's tips for fighting the dreaded hat head.
Photos (clockwise from top left): Via Rail, Via ShopBop, Via JCrew, Via ASOS

R29 Original Series

Watch Now
Film
Hey Hollywood - you can't win without women. We helped 12 female directors claim their power.
Watch Now
Fashion
In fashion, what's seen on the streets is just as important as what goes down the runway.
Watch Now
Beauty
The craziest trends, most unique treatments, and strangest subcultures in the beauty world.
Watch Now
Documentary
A premiere series about the important moments, powerful women and pressing issues of our time.