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Home • Fashion

11 Cool Hats To Style For Fall And Winter

This accessory has the power to completely change an outfit.
11 Cool Hats To Style For Fall And Winter
By Jamila Stewart · Updated October 24, 2022
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Most cold weather staples (scarves, jackets, and the works) are ones you don’t ever really think twice about season after season. Having a few of each in your rotation is pretty much a given, even if only to embrace them sartorially rather than in actual defense against freezing temperatures. Hats for the fall and winter often end up an afterthought on the backburner, especially if you happen to live in a location where wearing a hat isn’t necessarily imperative for warmth. However, anyone can tell you from experience, the splurge on the additional accessory proves worth it every time, as hats have a special way of upgrading any outfit, especially in the fall.

Prepping your closet for the temperature drop doesn’t have to mean revisiting the same old styles again, such as gets-the-job-done hats devoid of personality. The best part about fall dressing this year is the opportunity to use the ability to layer on styles to explore fashion that is just as fun as it is functional. For hats, that can mean reaching for animal print (which, when you do it right, is basically a neutral), vibrant colors, and in many cases, something really fuzzy. 

From sherpa bucket hats to slouchy berets, see ahead for 11 styles worth considering for your fall lineup.

01
01 Emma Brewin Bucket Hat

Emma Brewin’s fun, fuzzy handmade to order hats have become a clear favorite of Rihanna’s, and we’re following suit.

Available at Emma Brewin
362 Shop Now
02
02 Gap Shine Pom-Pom Beanie

Childhood favorite pom pom beanies have since become highly debated, but monochromatic styles (wherein the hat itself and the attached pom pom are the same color) is a great way to elevate the style while embracing its carefree, nostalgic vibe.

Available at Gap
35 Shop Now
03
03 Apparis Amara Vegan Shearling Bucket Hat

Hats in unexpected shades of nude, such as this pea green shearling hat, are all we want this fall.

Available at Apparis
68 Shop Now
04
04 Surell Faux-Fur Cloche Hat

As lush and expensive as this hat looks, you don’t actually have to break the bank for it.

Available at Bergdorf Goodman
75 Shop Now
05
05 Free People Margot Slouchy Beret

If you’re looking to put together a posh ensemble, try on a slouchy beret in an earthy, fall color.

Available at Free People
38 Shop Now
06
06 Urban Outfitters Kaz Corduroy Cabbie Hat

Nostalgia is the name of the game for fall this year, and this corduroy hat can take your outfit back in the best way.

Available at Urban Outfitters
29 Shop Now
07
07 Forever 21 Plaid Faux Shearling Bucket Hat

In case you’re looking for more ways to satisfy your plaid craving this fall.

Available at Forever 21
5 Originally $8 Shop Now
08
08 Stand Studio Vida Bucket Hat

Add this to any outfit that may be in need a little extra edge.

Available at
155 Shop Now
09
09 Gladys Tamez Pamela Hat

Gladys Tamez boasts fans among the likes of Cardi B. and with designs that turn heads the way this Pamela hat (which is made with ostrich feathers) does, it’s easy to see why.

Available at Gladys Tamez
495 Shop Now
10
10 Nicholas Daley

We won’t blame you for grabbing this hat day after day to remain cozy this winter.

Available at Nordstrom
232 Shop Now
11
11 Monrowe Tiger Bucket

It’s always a good idea to add animal print to your fall wardrobe.

Available at Monrowe
448 Shop Now

TOPICS:  fashion hats
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