13 Cute Winter Hats for Bundling Up in the Colder Months

Mackenzie Dunn
·4 min read

Everlane, J. Crew, Burton

No matter where you are in the country, once the temperatures plummet, it’s time to break out the warm winter layers. On the coldest of days, you want to make sure you’re prepared, grabbing a puffer jacket, thick scarf, gloves, and, of course, a cozy winter hat on your way out the door. But finding the perfect winter hat is so easy feat. There are so many styles to choose from—including beanies, berets, and bucket hats—and you want to make sure your hat complements your full winter ensemble.

That’s why we rounded up 13 cute winter hats that not only look stylish but actually keep your precious ears warm. With these stylish picks, you’ll be ready to take on the elements, even on the coldest, most blustery days.

Cute winter hats to shop:

1. Pilipala Women Knit Beanie Hat

hellogiggles Available at Amazon

The pearl and bead accents on this sweet beanie hat add a bit of extra flair. Plus, the pom-pom attachment snaps on and off, so you can choose your desired style.

2. Livingston Women's Winter Chunky Knit Beanie Hat with Double Pompom Ears

hellogiggles Available at Amazon

This cute knit hat is super toasty, soft, and stretchy so that it can fit heads of all sizes. We're obsessed with the playful double pom-poms.

3. Soul Young Women's Leopard Faux Fur Hat with Fleece and Elastic for Winter

hellogiggles Available at Amazon

Faux-fur embellishments make this hat rival some expensive lookalikes at a fraction of the cost. The hat features a cozy thermal-padded liner for added warmth.

4. Halogen Wool Blend Beret

hellogiggles - $29 Available at Nordstrom

Channel your inner Emily in Paris with this festive beret that's made of warm, durable wool.

5. J.Crew Ribbed Beanie

hellogiggles - $45 Available at J. Crew

If you're looking for the perfect easygoing beanie, this hat is for you. It comes in five fresh colors and is comfortable, warm, and trendy. What more could you ask for in a winter hat?

6. Burton Women's Chloe Earflap Beanie

hellogiggles Available at Amazon

Earflap beanie hats are a cold-weather classic that never goes out of style. This soft, multi-colored cable knit is lightweight, and an added fuzzy lining keeps the wind from whipping straight through. Braided tassels and a pom-pom top add standout style.

7. Love Your Melon Beanie

hellogiggles Available at Amazon

Love Your Melon hats aren't just cute; the brand is committed to a good cause, too. It gives a portion of its proceeds to give beanies to children battling pediatric cancer. These beanies fold over at the top to fit any head size and are made of 100% natural cotton, so they aren't itchy or scratchy in the slightest.

8. Madewell Recycled Cotton Cuffed Beanie

hellogiggles - $35 Available at Madewell

Madewell's effortlessly cool beanie is a bestseller for a reason: It's made of an eco-friendly blend of recycled cotton and poly and comes in four colors to go with any of your favorite puffer jackets.

9. C.C BeanieTail Soft Stretch Hat

hellogiggles Available at Amazon

We love this ingenious hat that fits over your ponytail while keeping the rest of your head warm. It's made of soft cable-knit material and has an adjustable rubber band you can tighten around your ponytail. Simply place on and pull your messy bun or high ponytail through.

10. Everlane's The Teddy Beanie

hellogiggles - $35 Available at Everlane

Made of nylon and Italian merino wool, this hat feels like a hug for your head. It's cozy, durable, and soft; plus, it comes in five wearable colors.

11. Freya Ribbed Beanie

hellogiggles - $24 Available at Nordstrom

Add a pop of color to those gray winter days with a bright neon hat that's super soft and mega-chunky. The thick ribbing and a hefty cuff provide added warmth and a customizable fit.

12. Furtalk Fleece Lined Beanie

hellogiggles Available at Amazon

Cold temperatures are no match for this thick, double-layer, fleece-lined hat. The slightly slouchy fit gives a relaxed vibe, while the cozy material makes sure your ears are never cold.

13. Kenshelley Thermal Bucket Hat

hellogiggles Available at Amazon

If you're looking for a fashionable winter hat that's super on trend, try this sherpa bucket hat. Not only is the fabric cozy and soft, but this hat features an adjustable fit, too.