10 Impossibly Cute (and Affordable!) Winter Hats

Bundling up in the winter doesn't have to mean puffy Michelin Man coats and unflattering hairdo-crushing skull caps. There are structured hats, supercute knit chapeaus, and plenty of styles in between. Best of all-you can pick up a warm and stylish winter hat starting at $9!


Hot Pink Cloche

Ribbon Flower Cloche Hat
Ribbon Flower Cloche Hat


Take a cue from Boardwalk Empire and opt for a 1920s-inspired cloche. This hot pink version from Charoltte Russe will help you stand out in the crowd and-best of all-it's only $14.50!


Open Knit Beret

Open Knit Beret
Open Knit Beret


So much of winter can seem dark and dreary, so we love the idea of a bright yellow hat, like this beret from Forever 21 ($9), to help keep our spirits up.


Knit Hat with Brim

Merona Grey Brim Hat
Merona Grey Brim Hat


This hat from Target's Merona brand ($25) combines the benefits of a cozy knit cap with a convenient-and stylish-brim to help keep the wind and sun out of your eyes.

SEE MORE: Chic (and Whimsical) Entertaining Essentials


Bow-Accented Beret

Magenta Contrast Bow Beret
Magenta Contrast Bow Beret


The traditional black beret gets a fun update with the addition of a fuchsia edge and bow. Topshop's supercute wool/angora-blend chapeau can be yours for just $20.


Wool Fedora

Wool Fedora
Wool Fedora


If the knit look isn't for you, try out a 100% wool fedora like this slightly floppy-brimmed version from Topshop ($50). It'll keep you warm, help your hair looking good, and make you look like a million bucks!


Bear Beanie

Truth or Bear Hat
Truth or Bear Hat


If you're feeling playful, nothing could keep you warm more cutely than this knit cap ($20 from ModCloth) featuring a bear's face and puff-ball ears to boot!

See More: Supercool (and Useful) Home and Kitchen Gadgets


Newsboy Cap

Country Gentlemen British Wool Cap
Country Gentlemen British Wool Cap


We can't help but swoon a bit at the sight of a well-dressed guy in a jaunty newsboy cap ($40 at Macy's). This wool-blend version is also water resistant, making it the perfect choice for winter weather.


Girls' Trapper Hat

Cherokee Girls' Trapper Hat
Cherokee Girls' Trapper Hat


How cute is this faux-fur-lined trapper hat ($10 at Target) for little girls! There's also a matching pair of gloves ($8), which means your little one can have a complete set of adorable and functional winter accessories for less than $20. Score!


Wool Hat with Earflaps

Zara Hat with Earflaps
Zara Hat with Earflaps


Nothing is worse in the winter than cold winds whipping through your delicate ears, so this ingenious wool-blend hat with built-in earflaps from Zara ($30) is definitely on our must-have list this season.


Pom-Pom Beanie

Appalachia of My Eye Hat in Snow
Appalachia of My Eye Hat in Snow


Add a playful touch to your winter outfits with the fuzzy pom-poms that adorn this acrylic and cotton beanie ($35) from ModCloth. When paired with a simple stylish coat, the fun details don't look over-the-top at all.

More from Kaboodle:
The Best Gifts for Everyone on Your List

Chic (and Whimsical) Entertaining Essentials
Easy DIY Designer Decor

Cute and Cozy Winter Accessories

The Latest Deals at Your Local Target
Enter for a Chance to Win $500

Connect with Kaboodle:
Follow us on Twitter!

Like us on Facebook!

Become part of our savvy shopping community