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25 Best Womens Cowboy Boots & How to Style Them for 2023

25 Best Womens Cowboy Boots & How to Style Them for 2023

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Cowboy boots are a celeb favorite right now. Here’s the best of them starting at under $50

Womens cowboy boots are a celeb fashion favorite and a 2023 trend but it can be hard to know how to style them. Thanks to Chanel including them in their Fall-Winter 2022/23 Haute Couture show they’re staying in style but with an elevated styling upgrade. Celebs have been wearing this classic boot all year. Here’s some of the best ways to style and wear them from classic to on trend outfit inspo. Inspired by celebs who all styled their tall black cowboy boots in different ways, showing just how versatile they are and not just for cold weather seasons.

They’re one of those boots that are more versatile and can be more dressy than you think. Emily Ratajkowski wore hers under a satin bustier and matching midi skirt, Kylie Jenner styled hers with a black tank and midi and Dua Lipa styled hers with a sexy orange coord set.

I’ve rounded up the most on trend womens cowboy boots to wear this season from designer to cheap womens cowboy boots under $50. It’s not just black and white this season, metallics and womens pink cowboy boots are in too.

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What I love about these boots besides the embroidery is that they come in so many different colors: black, white, pink, bright green, cow print, gold, metallic red & more. I’m personally loving both the black and white versions.

Are cowboy boots in style for 2023

Sparkly, black, white and womens pink cowboy boots were more popular at the Spring Summer runway shows. As seen at Coperni, Custo Barcelona, Neith Nyer Womenswear but were more limited in the Fall fashion shows but when Chanel shows them, you know they’re going to be big.

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Atelie Mao de Mae, Sass & Bide and Chloe were a few of the other designers who included them in their Fall/Winter 2022-2023 fashion week showing.

the modern cowboy boot trend showcases “independence, strength, and a ‘take no sxxt attitude.” Lily Chapman (TikTok content creator).


What cowboy boots are in style 2023

Celebs have been wearing round or pointed tall black cowboy boots with mid height slanted heels. There’s less square toes around in general for all shoe and boot styles this season.

Look for visible stitching, embroidery from classic stitching to butterflies, mid-calf to knee high length, slanted mid-height heels and pointed toes. Although square toes are also still in thank’s to the 70’s aesthetic.

It’s the year to have fun with colors not just neutrals so don’t feel limited to just black. Whether that’s brown, burgundy, pink or metallic. Although if you’re looking for a classic that’ll last year after year black, brown or white are your best bet.

womens cowboy boots suede tall beige heel
Sand Suede Womens cowboy boots Jeffrey Campbell shoes

25 Womens cowboy boots to wear this season

These are the best womens cowboy boots I could find after a whole morning searching the web. From designer to cheap womens cowboy boots under $50. Some of these boots come in more than one color. So if you like the style but not the color, click on it to see if it comes in any other colors, like the Jeffrey Campbell boot which comes in 9 different colors and prints.

How to style cowboy boots for 2023

When we think cowboy boots we tend to think casual and/or cowgirl aesthetic. We’re used to seeing them with denim shorts, skinny jeans or cute boho summer dresses and hats. Not this year.

Although it’s still ok to wear them with your skinny jeans, for a more on trend look this year the styling’s more feminine, coordinated, elevated and includes a lot of other Winter and Spring 2023 trends like sheer dresses.

womens tall black cowboy boots leather
Black cowboy boots Anine Bing mid height heel

1. With matching coord sets

Celebs have been styling their tall black cowboy boots with matching coord skirts and tops for a laid back look that’s easy to layer to take this trend from Summer to Fall to Winter. Whether it’s a 2 or 3 piece coord set, it’s an easy way to create a coordinated outfit that’s more street and less cowgirl.

2. Upscale cowboy boots outfit

For a more upscale look, take style inspiration from Chanel and style them with structured and tailored midi skirt suits. Either buttoned up or open with a pearl choker and lace camisole underneath to soften the look and add a femme luxe touch. The key take away from their show was to keep it feminine.

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Viard (Chanel’s Creative Director) says each piece is designed to be worn, remaining light and innately feminine.

Marie Claire

For a more glam look for the evenings, Chanel styled their womens cowboy boots with a sheer black floor length gown which was a fresh take on this Fall Winter 2022/2023 trend.

3. Celeb inspired cowboy boots outfit

Bustiers and midi skirts are both in style right now and perfect for Fall. Wear your cowboy boots with a bustier and matching midi skirt for an outfit that’ll take you from day to night and that’s easy to dress up or down.

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4. Casual cowboy boots outfit that’s not denim

Kylie Jenner styled hers with a black tank and midi skirt for a look that’s coordinated, casual and comfortable but more street and less country. You could also do this with womens white cowboy boots and a white coord set for a lighter look for Spring. Especially as white tank tops are a big trend for 2023.

5. With a shirt dress

I love a crisp white shirt dress with any color cowboy boots. It brightens up black cowboy boots, looks super coordinated and stylish with white or right on trend with pink boots. You could style them with a plaid shirt dress but that looks a bit tired and played out.

6. With a mini skirt and white tank top

Add a leather jacket for a more modern on trend look, add a denim jacket to the mix for a more classic way to style this casual outfit.

7. Classic style: cowboy boots, cut offs and a white tank top

Probably the most worn way to style them. Just stay away from tying a plaid shirt around your waist with this look as that styles a bit out dated.

8. Fall Cowboy boots outfit

Throw on a sweater with your cowboy boots and cut offs and you’ve got a look that works great for both Fall and Spring.

9. Under wide leg pants

Wide leg pants are still in style and a dressier way to wear them than with jeans.

10. With an LBD

This outfit works for both the day or night depending on the dress, heel height and accessories.

11. Midi dress + cowboy boots

One of the more elegant ways to wear cowboy boots. It’s hard to go wrong with this look whether you go for a print or solid color midi dress. Add a blazer, leather or denim jacket for extra warmth.

12. Cozy winter cowboy boots outfit

I love sweater dresses and cowboy boots and sweater dresses look a little more laid back and cool girl vibe than stilettos.

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13. Casual cowboy boots outfit

Leggings create a streamlined look with your boots and since there’s literally thousands of ways to wear leggings this will keep your boots on repeat and ensure they get worn.

14. Classic casual style

Skinny jeans will always be a classic with womens cowboy boots. Skinny jeans ensure there’s not too much fabric bulking over the top.


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