I Searched Through Hundreds of High-Street Cowboy Boots—These 22 Are the Best

It's safe to say that cowboy boots are back. With influencers and celebs including Dua Lipa, Emma Chamberlain and Kendall Jenner donning this Western shoe, the style has well and truly stormed the fashion world (again). It's a firm favourite amongst minimalists and maximalists alike, and whether you want to stick to a neutral palette or branch out with a bright or embellished design, there's a pair to suit every taste and budget.
Style Notes: Kendall Jenner looks so chic in a simple racer-style midi dress, cowboy boots and sunglasses.
Style Notes: Queen of Y2K fashion Emma Chamberlain proves that mismatching colours can look both sleek and polished.
On the runways, designers don't shy away from this trend. After making its debut in 1979 as part of Ralph Lauren's new Polo Western and Ralph Lauren Western lines, the cowboy boot has been featured in an assortment of designer collections from Chanel (Haute Couture 22) to Isabel Marant (A/W 21) to Céline (A/W 21) to Ganni (S/S 23).
Plus, thanks to the ever-evolving world of street style, there's already plenty of inspiration if you want to know how to make cowboy boots work in your wardrobe. As we head into winter, pair slimmer styles with straight jeans and a chunky knit or cardigan before layering a wool coat on top. During autumn, I'll be wearing my boots with leather shorts and a blazer as seen at Copenhagen Fashion Week. Want to go bold? Take cues from Emma Chamberlain and pair bright boots with another block colour to really make a statement.
Style Notes: I love how Grace has paired her midi and longline blazer with cowboy boots to make her dress work for autumn.
Style Notes: How good is this all-white ensemble?
But what if your budget doesn't quite stretch to those much-loved designer names? Not to worry—that's where I come in. While I firmly believe a new season is a great time to invest in those forever pieces, I always head to the high street for my autumn and winter footwear. So I've done the hard work for you and searched through hundreds of high-street boots to find the very best affordable cowboy boots for women. Scroll down to see my top picks.
Style Notes: I'm obsessed with Lauren's gorgeous trans-seasonal outfit. Pair white cowboy boots with darker colours for a really chic take on the trend.
Style Notes: Chrissy has nailed the trend here by wearing her classic cowboy boots with denim shorts and a suede jacket.
Style Notes: Rae makes her boots work year-round by wearing a white pair with a pretty summer dress. Add a trenchcoat as it gets cooler.
Shop the Best High-Street Cowboy Boots
I love this Topshop pair for a more understated nod to the trend.
The contrast stitching on this pair really adds something special.
Slightly more expensive than other pairs but so worth it. These will last you for years.
Be brave and opt for a sleek all-white pair.
Tuck jeans or leggings into these and add a chunky knit for a relaxed yet put-together look.
Something fun if you're looking to channel the Y2K trend.
Don't you think these look so much more expensive than they are?
Pair with jeans and a blazer for an easy, chic trans-seasonal outfit.
Up Next: The 7 Boot Trends Everyone Is Eyeing Up for Autumn
Poppy joined the Who What Wear UK team as managing editor in 2022. After graduating from university with a degree in English literature, she worked for several publications, including Women's Health, The Times and Marie Claire.
As WWW UK’s managing editor, Poppy looks after the content calendar and all output across the brand, in addition to working with contributors and supporting with social media planning, branded content, marketing and brand strategy. A keen eye for detail means Poppy oversees the production of tentpole moments such as special issues, events, gift guides and more. You won’t find many articles by Poppy on site, but when you do there’s no doubt they will either be focused on dresses, handbags or classic high-street buys she shares with her mum. Or better yet, all three!
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