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You are here: Home / Cute Accessories / Cute Hats / 15 Ways To Pull Off Fall Hats This Season

15 Ways To Pull Off Fall Hats This Season

woman sitting on grass field and smiling | Ways To Pull Off Fall Hats This Season | Featured

September 28, 2020 By Charlotte Love Leave a Comment

Take your autumnal ensembles to the next level with trendy fall hats. Aside from adding more life to your outfits, they can also keep you warm while staying in style. Here are some of our favorites for the season!

RELATED: 9 Fall Hair Color Ideas You Should Try Next

15 Fall Hats You Need to Add to Your Autumn Collection

1. Feisty Fedora

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Add more spice to your fall outfits with an animal print fedora! It might be an unlikely choice for your fall hats, but it has all the attitude you need to make your autumn getup shine.

Wear With: A white button-down shirt paired with some acid-washed jeans is a no-fail look you can try. Neutral ensembles are the best bases to work with to let the wild pattern stand out.

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2. Beret Beauty

photo of woman wearing red hat | Ways To Pull Off Fall Hats This Season | fall season

The beret has always been one of the most popular hats for women during the fall season. The soft and chic feel is perfect for girly fashionistas!

Wear With: A turtleneck top and gingham skirt combo will give you instant Parisian girl vibes! For a more casual feel, you can switch the top for a light shirt or blouse.

3. Bucket Trend

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The bucket hat has been very trendy lately, especially in TikTok fashion. If you want to amp up your outfit game for your TikTok videos, you have to grab this must-have!

Wear With: An oversized graphic tee is a perfect choice to pair with your bucket hat to nail the street style look. Pinafore dresses can also work for more feminine ensembles.

4. Stylish in Suede

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Need a hat that can elevate your laid back looks? A suede cap has the ideal blend of relaxed and fancy to add more pizzazz to your outfits!

Wear With: A cropped hoodie is a closet staple that can offer you unlimited ways to pull off any kind of hat. Make your hat the highlight of your outfit by going for a suede purse or a pair of heeled mules!

5. Classic Beanie

photo of woman wearing yellow beanie | Ways To Pull Off Fall Hats This Season

Is it really the fall season if you’re not wearing a beanie? This classic hat is a cute accessory that can keep you warm during those cold autumn nights.

Wear With: A cable knit sweater is one of the best pieces to wear with your beanie. It amplifies the cozy vibe, especially if you add a pair of leggings!

6. Floppy Chic

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The floppy hat is a common favorite when it comes to bohemian outfits, but it’s also a fashionable piece you can rock during this time of the year. A lot of celebs are fond of this hat!

Wear With: A babydoll dress can go a long way when paired with a floppy hat. For a more laid back outfit, you can go for a knitted top and a pair of paperbag shorts. Don’t forget your beloved booties!

7. Velvet Dreams

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In the mood to wear something with velvet, but you’re concerned it might look too flashy? A velvet hat can satisfy your craving for a more elegant appeal!

Wear With: A monochrome ensemble is a cute way to let your velvet hat steal the show. Your printed blouse and wide-leg pants should feature a hint of your hat’s color to get a cohesive look.

RELATED: 15 Playsuits To Wear When It’s Too Warm For Jumpsuits

8. Autumn Ranger

woman in brown hat and orange knit sweater | Ways To Pull Off Fall Hats This Season | hats for women

Are you the type of fashionista who likes to go for more boyish styles? A ranger hat will give your ensemble a chic androgynous effect!

Wear With: A flannel shirt is a classic piece in fall fashion that will definitely look good with your ranger hat! Tuck in with ripped jeans or a denim skort for a casual finish.

9. Fuzzy in the Fall

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Achieve the soft girl aesthetic this season with a fluffy hat! It’s another trendy piece sported by Instagram influencers and fashionistas, so you know it’s a stylish accessory you gotta have.

Wear With: A textured top can help highlight the fuzziness of your hat. You can play with layers and add a fluffy jacket or coat for the ultimate comfy look!

10. Crazy for Corduroy

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One of my favorite fall hats is the corduroy bucket hat. The fabric offers a chic dimension and texture to your hat you won’t be able to resist!

Wear With: A corduroy-heavy outfit will never be overwhelming if you have the right pieces! A themed getup with a corduroy blazer and skirt is a bold fashion statement you can try.

11. Modern Cowgirl

woman wearing black cowboy hat | Ways To Pull Off Fall Hats This Season

It might be autumn, but that doesn’t mean you can’t rock a cowgirl hat! Ditch the cheesy snakeskin and go for the solid variety for a more modern take.

Wear With: A leather jacket and skinny jeans combo is the contemporary twist you need to flaunt your hat. If you want to go full cowgirl, you can slay in a fringe jacket!

12. Obsessed with Plaid

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Not a fan of fall hats in bright hues? You can never go wrong with a nude-colored hat! It’s the perfect shade that can complement outfits of different colors.

Wear With: A beige top and a vibrant pair of pants can create a two-tone colorblock effect for your fall outfits. Continue the neutral flow by going for light-colored strappy sandals.

13. Bedazzled Baker

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If you’re just like me who loves adding a little bit of bling on the hat, this baker boy hat is the one for you. It’s hard to say no to such a shiny accessory!

Wear With: A chambray shirt becomes a lot edgier when worn with faux leather leggings! Accessorize with silver constellation piercings and studded bracelets for more sparkle.

14. Bowler Babe

young student sitting on bench | Ways To Pull Off Fall Hats This Season

Believe it or not, a bowler is one of the most fashionable fall hats! You don’t have to worry about looking like a silent movie character as long as you have the right clothes.

Wear With: An all-black style is bound to look good with any bowler hat! Channel your inner preppy girl with a cute bodysuit, a houndstooth skirt, and an oversized blazer.

15. Neutral Twist

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This season, you will see a lot of women wearing patterned skirts and gingham outfits. Plaid is a fall favorite that can make your fall hats even cuter!

Wear With: A buttoned-up cardigan provides a smooth base that can help put the spotlight on the plaid details. Let the pattern take over your tote bag and hair clips, too!

Your autumn outfits deserve to be adorned with the cutest fall hats this season, so make sure to keep up with the latest styles! Select a hat that is versatile enough to complement the clothes you have in your wardrobe.

Which is your favorite among these fall hats? Share your picks in the comments below!

Up Next:

  • 7 Trendy Bandana Hairstyles To Wear This Summer [For All Ages]
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