Forever 21 Fuzzy Pom-Pom Beanie
In a neutral hue that pairs well with everything, this chunky knit hat will keep your ears toasty all season long. The faux-fur pom-pom detail adds a dose of quirky appeal to anything from classic peacoats to quilted puffers. Available in three colors.
To buy: $10, forever21.com.
Boohoo Boutique Floppy Hat
Not quite cold enough for something warm and fuzzy? Conquer capricious weather with a 70s-inspired chapeau. A pretty braid detail adds to the retro vibe, but the chic camel shade feels thoroughly au courant.
To buy: $24, boohoo.com.
Merona Women’s Cable Knit Beanie Hat
A little color goes a long way: Pull on this bold beanie to give your ensemble a pop of color that will brighten up even the dreariest winter day. Available in nine colors.
To buy: $15, target.com.
Nine West Brimless Back Felt Cloche
Channel The Great Gatsby’s Daisy in a cloche accented with a dainty—but not too girly—bow. The feminine shape looks just right perched above a pair of flattering sunglasses. Pull the whole look together with a fashion-forward fishtail braid. Available in three colors.
To buy: $44, macys.com.
Boden Jeweled Beanie
Sparkling embellishments and a slouchy shape combine in this cozy alpaca-blend beanie for the ultimate casual statement piece.
To buy: Unfortunately, this item is no longer available. A similar product can be found here.
Neiman Marcus Faux Fur Stretch Hat
Eye-catching but not over-the-top (not to mention wallet-friendly!), this faux-fur topper is equally at home on city streets or après ski. Play up the wow-factor for a fancy evening out with a long wool coat and sleek leather boots. Available in three colors.
To buy: $59, neimanmarcus.com.