Cowboy Boots Can Be Tricky to Style—7 Spring Outfits That Make It So Easy

Cowboy boots are a thing again, though I'd argue that they've never been as "in" as they are right now. Between appearing in the collections of Saint Laurent and Celine to being worn by the likes of Emily Ratajkowski and Sienna Miller, I think it is safe to stay that cowboy boots are sticking around fr spring/summer 2023. I fully appreciate that they're not exactly the shrinking violets of the shoe-and-boot family, so I understand if you find cowboy boots a little too costume-like for your taste. But there are also plenty of styles to be found that offer a subtler nod to Western-inspired styling via a Cuban heel or embroidered stitching. I personally think you can't go wrong with a classic black leather pair, which is sure to go with everything you own.

There has been no end to the cowboy-boot outfit inspiration on Instagram this season, and of course, I've been making a mental note of each one. You've got the likes of Megan Adelaide Vega embracing the trend with a sleek grey blazer, white vest, and sleek black boots, and then Chrissy Ruthford similarly keeping her outfit simple but allowing her statement-making boots to breathe new life into her jeans. Scroll down to see my full edit of chic cowboy-boot outfits to inspire your 2023 style

1. Blazer + Vest + Miniskirt + Black Boots


(Image credit: @meganadelaide)

Style Notes: Megan Adelaide always offers up the coolest low-effort but high-impact pairings. Take a blazer, vest top, miniskirt, and cowboy boots, and you're good to go. 


2. Flannel Shirt + Boot-Cut Jeans + Brown Boots


(Image credit: @alyssainthecity)

Style Notes: Boot-cut jeans were made for the very purpose of, well, being worn over boots, so they make for a no-brainer solution for any cowboy boot-based fit. As far as your top is concerned, flannel feels most fitting for this pairing. 


3. Cotton Shirt + Tube Dress + Black Cowboy Boots


(Image credit: @raeannlangas)

Style Notes: Why not combine cowboy boots with one of the hottest dress trends of the season, the basic tube. I love how Rae has also worked on-trend Barbie pink into the equation with her mini. 


4. Blazer + Jeans + Bright Boots


(Image credit: @chrissyford)

Style Notes: Take a straight-cut or skinny pair of jeans and tuck them into your boots for an easy outfit you'll come back to throughout the colder months. A checked blazer completes the aesthetic. 


5. Dungarees + Quilted Jacket + Ankle Boots


(Image credit: @gracealexandriaa)

Style Notes: This is one of the easiest, and yet coolest, spring looks we've seen. Grace pairs her dungarees with a floral quilted jacket and black ankle cowboy boots. No doubt I'll be wearing this exact look this weekend...


6. Shacket + Leather Trousers + Colourful Cowboy Boots


(Image credit: @aprillockhart)

Style Notes: A pair of brightly coloured shoes is an easy way to liven up your wardrobe basics and otherwise muted ensembles, just as April has done here with her red pair. 


7. Shirt + Midi Skirt + White Cowboy Boots


(Image credit: @astyleedit)

Style Notes: When you don't know what to wear, you can't go wrong with a monochrome look. Lauren's outfit is the perfect fit for transitioning from winter to spring.


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This story was originally published at an earlier date and has since been updated.

Maxine Eggenberger
Deputy Editor

Maxine Eggenberger is Who What Wear UK’s deputy editor and has over thirteen years of experience in fashion journalism. She been creating engaging and elevated style content specifically for Who What Wear UK since 2018, covering runway reports, emerging trends, long-form features, self-styled shopping stories and columns, including her edit of the best new-in buys. She ensures the highest editorial standards are met across the site, leads the editorial team in their SEO strategy and keyword planning, works closely with the beauty team on content initiatives, represents the brand at industry events, and regularly contributes to social media, including her own Who What Wear UK TikTok franchise, French Style Fridays. Previously, Maxine appeared on ITV's This Morning in her own fashion segment and has interviewed countless celebrities—everyone from Victoria Beckham to Oscar winner Lupita Nyong’o.

Prior to Who What Wear UK, Maxine’s career began when, after completing her first-ever internship at Look magazine, she was offered a position on the brand's fashion desk. She accepted, leaving university a year early in the process. Her passion and natural talent for writing and styling meant she swiftly rose through the ranks to become the title's fashion news and commercial content editor, with a stint as’s fashion and beauty writer along the way. She later served as Look’s acting Editor in Chief, overseeing both print and digital, before embarking on a successful freelance career, working with Grazia, The Pool, and Marie Claire amongst others.

Maxine is based remotely from her countryside home near Edinburgh where she spends her downtime renovating her house, walking her dogs, hosting friends and trying to master the art of making Old Fashioned cocktails.