21 Cute + Colorful Beanies to Stay Cozy All Season Long

Floppy hats and fedoras get a lot of love during the winter, but it’s the beanie that truly pulls its weight once cold rolls around. Keeping your head warm and those luscious locks protected from the wind and snow, they definitely earn their status as a wardrobe heavyweight year after year. The only problem? It can be tough to find the right one. Or at least, it used to be. The snug topper has become a chic statement piece over the last few years, meaning on-fleek styles are popping up left and right. From fluffy pom numbers to wordy wooly toques, these 21 hats are the best of the bunch. Snap ’em up now to stay cozy (and stylish) all season long.

1. Grumps Face Pom Beanie ($29): You might not be thrilled about the onset of winter, but this topper’s laughable grumpy face and fluffy pom pom make it all a little more bearable.

2. Topshop Faux Fur Pom Beanie Hat ($26): Funky and fiery, this knit faux fur cap is ideal for warding off “meh” vibes associated with gloomy, gray days.

3. Chiara Ferragni Flirting Beanie Hat ($209): Okay, so it’s a bit of a splurge, but with this fun, flirty hat, even negative temps won’t be able to get you down.

4. J.Crew Ribbed Cashmere Hat ($78): With its soft cashmere and a vibrant hue, this winter staple has you covered indoors and out.

5. Penfield Sanford Pom Beanie ($35): Not only is this retro-inspired number easy on the eyes, but it has the whole warmth thing on lock too. Pair it with your favorite puffer, or better yet, a long boyfriend coat.

6. Urban Outfitters Shimmer Ribbed Beanie Turban ($24): A fresh take on the classic beanie, this chunky knit turban gives off major boho chic vibes.

7. Kate Spade New York Fox Beanie ($68): This crazy cute topper is totally game changing. Besides brightening up a cozy getup, it might even make you excited when temps take a drop.

8. Free People Cuff Beanie ($48): Soft and slouchy, this heavy-duty knit cap pairs perfectly with a fresh athleisure ensemble and snuggly shearling pieces.

9. Reason Woodsman Plaid Pompom Hat ($28): Flannel tops aren’t the only way to get your plaid fix this season. Inject your getup with a little woodland flair with a bright bold buffalo check toque. It’ll have you dreaming of all the fab things fall and winter bring, like roaring fires, fresh pine scents and maybe even a glass of mulled wine (or two!).

10. Eugenia Kim Mika Hand-Knit Cable Beanie ($225): Like your favorite chunky sweater, only for your head, this brilliant knit hat is vying for a place in your cold-weather rotation.

11. Forever21 Zigzag-Patterned Beanie ($10): Going bright isn’t the only way to set yourself apart. A black and white graphic cap will turn heads and go with everything in your closet. Now that’s a win-win.

12. Rag & Bone Petra Beanie ($125): Made from super soft and incredibly warm mohair, this striped number will help ward off cold and bad hair days — no hat hair here.

13. Almer Hats Powder River Pom Beanie ($48): You’ll be pretty in pink when you top off your ensemble with this furry knit number. Create cool contrast by pairing it up with a leather jacket or a structured car coat.

14. Topshop Cat Ear Beanie ($26): Think outside the box when it comes to choosing your winter accessories. Channel your inner cat lady (because why not?) and top off your look with a super cute cat ear cap.

15. Frederica Morretti Knit Wool Beanie With Bow ($70): Balance out this hat’s flirty, feminine feel with leisurewear staples, like joggers, sweatshirts and vibrant trainers.

16. Topshop Chain Hand-Knitted Beanie ($30): One look at this bright beanie and you’ll be smitten. The candy-colored hue, texture and statement pom add a playful touch to your look while keeping you incredibly warm.

17. Aqua Embellished Beanie ($88): Who knew beanies could be so glamorous? Decked out in shimmery stones, this navy chapeau will shine bright all season long.

18. Eugenia Kim Margeuritte Knit Beanie ($161): It’s time to put on your thinking cap! Eugenia Kim reimagines her iconic “Do Not Disturb” floppy hat for a winter-appropriate alpaca beanie featuring playful typography.

19. Free People Hans Climber Beanie ($38): Laid-back and cool, this oversized beanie is the perfect complement to any off-duty outfit.

20. Local Heroes Bad Hair Day Beanie ($26): This sassy topper was made for days when your mane just isn’t on top of its game.

21. Rosie Sugden Cashmere Leopard-Print Beanie ($170): Leopard is a print that will never go out of style, so you’ll look on-trend for years to come in this soft cashmere topper.

Will you be rocking a beanie this season? Tell us in the comments!