Cozy-Chic Winter Hats to Keep You Warm All Season Long

Image via Lele Sadoughi Jet Pearl Snowflake Beanie

From wool caps to fur-lined beanies, a winter hat not only keeps your head warm, it literally tops off your outfit. We rounded up some of our favorite cozy-chic winter hat options for every style and budget.

FP Movement Powder Puff Fleece Beanie ($30, shop here)

This fuzzy fleece beanie has a slouchy style, folded brim, and small logo patch detailing. Free People Movement designs for performance beyond the gym, so this hat looks equally as good on a run as during your work commute. Available in dusty mauve, marshmallow, and camel, the beanie can complement any outfit.

Ugg Up Flap Hat ($185, shop here)

This traditional up-flap hat made of water-resistant sheepskin will keep your head and ears nice and warm this winter without the need for earmuffs. It can be worn two ways: with that flaps up or down. Simply snap or unsnap in place, then fold.

Free People Big Sky Pom Beanie ($58, shop here)

Chunky knit beanies with pom-poms on top never go out of style! The ultra-soft wool fabric will keep your head warm on chilly days, and the slouchy design and wide-ribbed cuff keep it chic. The beanie is available in six colors with subtle patterns of alternating textures.

H&M Faux Shearling Cap ($17.99, shop here)

With its teddy texture and simple silhouette, this faux shearling cap is right on trend. It’s available in two sizes and is adjustable for the perfect fit, thanks to the back tab and plastic buckle clip. Choose from light purple or black – or both!

Free People Poppy Mega Pom Beanie ($48, shop here)

Make a statement with this chunky 100% acrylic beanie featuring an oversized pom and contrasting colors. Pair it with everything from a casual athleisure look to an office event get-up. It’s available in four bold colors that match the loudness of the overall design.

Lele Sadoughi Jet Pearl Snowflake Beanie ($175, shop here)

Mixing luxury with comfort, this knit beanie from Lele Sadoughi is made from a stretchy, super-soft viscose for all-day comfort. The hand-embellished faux pearl teardrops in snowflake patterns add to the chic winter aesthetic.

Free People Phoebe Slouchy Lieutenant Cap ($38, shop here)

Add a little more “cool girl” chic to your winter ’fit with this slouchy lieutenant-style felt hat. The relaxed silhouette lends to a casual tone, while the curved, short brim and beret style add a touch of elegance. The hat comes in camel, lilac, dark gray (coal), and ivy.

Free People Teddy Bucket Hat ($48, shop here)

This fuzzy number brings two popular trends together: teddy texture and bucket hat style. The structured silhouette mixed with the ultra-soft fabric makes this hat a great go-to for any occasion. The hat is available in pink, black, and beige, all neutral colors that should pair well with anything in your closet.

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