How to Choose the Perfect Winter Hat

How to wear this season's best toppers - and avoid getting hat hair!
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How to Choose the Perfect Winter Hat

How to wear this season’s best toppers — and avoid getting hat hair!

-Kathryn H. Cusimano

Selena Gomez

This winter, make a hat the cherry on top of your favorite looks like Selena Gomez does (above). We’ve picked some of our favorites from the season, and asked top hat designer Eugenia Kim to explain how to choose the best hat for your face shape. Not into headwear because of what it does to your hair? Problem solved! Read on for tips from hairstylist to the stars Andre Davis of New York’s Roy Teeluck Salon.

Read 10 Best Winter Coats


sequined beret

Face Shape: “Most face shapes can pull off a beret,” says Eugenia. So there’s no reason to have second thoughts about this cute look!
How to Wear It:
Andre recommends using a beret to top off long, loose waves.
Our Pick:
This sequined beret ($19.50, is so versatile and can be worn with a variety of looks.



Face Shape: Eugenia tells us that fedoras work on just about everyone, but especially on women with round faces – “asymmetrical brims will help lessen the roundness of the face.”
How to Wear It:
Andre says that the fedora “speaks for itself” – a ponytail or chignon will let this hat do the talking.
Our Pick:
The vintage style of the Topshop down brim fedora ($44, will never go out of fashion.



Face Shape: The trilby’s brim turns up and away from the face, which Eugenia says is ideal for wide or square faces.
How to Wear:
Whether you prefer big waves or a small chignon, when it comes to a trilby Andre’s mantra is “behind the ears.”
Our Pick:
The tomboyish Roxy Acoustic hat ($32, is a perfect rock-chic accessory.



Face Shape: “Girls with square or heart-shaped faces look best in a cloche,” Eugenia says, but a higher crown can offset a round face shape as well.
How to Wear It:
Keep hair straight and simple with a cloche. “This style needs no help from hair,” Andre says.
Our Pick:
You already love Avon for beauty, but their Mark On Top of It cloche ($15, is adorable and affordable.

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