Winter is the perfect time to wear a hat. It not only adds interest to your outfit, but keeps you warm – extremely practical if you commute on foot. Newsboys and Cadets are the “it” hats of the season. They are more or less the same silhouette with slight differences in the crown and head of the hat. Newsboys tend to be slouchier than Cadets, which fit more snugly around the head.

Hats are not for everyone (especially if you fear “hat-hair”). But you might be surprised how gorgeous you look if you give one a try. Anthropologie and Urban Outfitters have an excellent hat selection this season.

And be sure to keep your hats in an accessible spot. We often forget about this accessory when its hidden somewhere in the back of our wardrobe.

Roomy Newsboys from Anthropologie.

Tailored Cadets from Anthropologie (left) and Urban Outfitters (right)