As the weather cools down, it's time to start bundling up, and one of the easiest ways to do that is by keeping warm in a winter hat. A task that is, perhaps, easier said than done. Hats can be tricky to wear, and it's hard to know where to begin. Plus, you don't want to look like a doofus, and that old hat from grade school just isn't going to cut it. So, we've gathered some top picks (from fun, to funky, to functional) to help you find the right winter hat to keep you warm.

For the casual crowd, we've got a surf/snow inspired beanie. O'Neill's 'Ashbury White-Gray Reversible Beanie' will keep you warm, but looking cool. What we love about this classically shaped, double layered knit beanie is its seriously functional reversible quality. And, as its white and gray color combination is wonderfully neutral, you'll be good to go with just about any outfit. This one size fits (almost) all winter hat is 100% acrylic and boasts an O'Neill jacquard logo, keeping things extra casual, and perfect for cutting down the Christmas tree, or snowboarding trips with friends. With a full price of just $18.00, you really cannot go wrong with this fashion forward, functional winter hat!

For those of you who aren't really "beanie" people, we've got an old classic that's perfect for long walks out in the snow. Mad Bomber's 'Rabbit Fur Hunting Hat' is the best choice for a winter outdoorsman. This is not your old Elmer Fudd hunting hat! This traditional favorite is available in a new all-camouflage or bright orange hue, for those of you who just can't miss a good winter's hunt. Even though they're boasting new color choices, they're still lined with rabbit's fur along the interior, for a super soft, cozy, and all natural fit. And, you won't be getting the good stuff just on the inside, but the outside is constructed specially for wild winter weather. Available in water-resistant Saddle Cloth for the camouflage model, and Taslan nylon shell for the orange, you'll be set to go to take on even the toughest winter elements. Plus, with a quilted leather lining, no wind will be able to sneak into your tight-knit, cozy winter hat! Available from size medium to extra large, you can nab this huntsman's headgear for just $36.99!

If you like a classic look, but won't be heading out into the forest for a winter hunt anytime soon, and are looking for something a little fancier than a snowboarding beanie, you might want to try an Irish Wool Herringbone Cap, like the classic from Xavire Gifts. This extra comfortable and seriously stylish cap takes a little bit of Ireland's best fashion onto the street. And, this truly classic vintage tweed print is the perfect choice for cool winter evenings in the city. Handcrafted in Ireland, and made of 100% Irish wool, you can grab this great style in brown, black, grey, or dark blue. Plus, with a full price tag of just $39.95, you can sport this lasting classic (available in sizes small to extra large) for a cost that won't break the bank.

Regardless of your specific needs--from casual to outdoors, or city chic, any one of these great, affordable options will be the perfect fit for your winter-wear needs!

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