How To Style Your Cowboy Boots For Fall

If you were to take a look at your Instagram feed right this second, it’s likely that you would see at least one set of cowboy boots — if not more. They've been all the rage since the summer of 2023, when the Western trend first blew up on TikTok, only gaining strength in 2024 thanks to Taylor Swift’s Eras Tour, which saw attendees donning them by the bucketload. By festival season, we had the “coastal cowgirl” aesthetic making party-ready, glittery, and metallic cowboy boots hotter than ever. While some may appear most suited to hoedown throwdowns, poolside holidays, and music festivals, we’re here to prove that these kicks work just as well for everyday errands come fall, too.

Truth is, cowboy boots have always been playfully stylish — take it from Princess Diana to Pamela Anderson, who wore them regularly. The resurgence of Y2K fashion and festive concert attire might account for their most recent revival, but they’ve always been the statement shoe. Now, we just have a wider “yeehaw agenda” to blame (or thank).

For those wondering how they can style a pair of cowboy boots for day-to-day, non-farming adventures, we’ve delved into our Instagram feeds to find the most fall-appropriate ‘fits for every occasion. Whether you're into bright, bold boots or classic vintage styles, we’ve gathered the best looks to serve as your style inspiration, rodeo not required. So, giddy up and click through the slides ahead to discover and shop the best cowboy boots on the market for fall.

Shimmering metallics are all the rage these days, and they’ll see us through the festive season. Why not lean into the look with a pair of space-age boots? See @audreyags for how to pull metallic cowboy boots off in the daytime, or go fully intergalactic and pair with a matching statement jacket.

It's time we all start romanticizing life and dressing like we're the protagonist in a rom-com. Pair some white or patterned cowboy boots with a romantic dress, like this dreamy outfit from @collagevintage on Instagram. Try juxtaposing shorter ankle cowboy boots with long, flowing skirts to add a little edge, and pair them with a cardigan, trench coat, and tights to take this look from summer to winter.

Cowboy boots are perfectly suited for rock 'n roll or punk inspired 'fits, too — just look to @spacecowboymaya for inspo. For a softer take, try mixing fabrics and textures; suede cowboy boots can soften a statement leather outfit while remaining bang on trend.

Subtlety? We don't know her. Fire engine red cowboy boots immediately bring attention to your outfit, as shown by @lilianalexkaiser. Cow print is another compelling option.

Bring a touch of country to the city by wearing cowboy boots alongside streetwear, like @itsisabellaloren does with a baseball hat, chic sunglasses, and a bum bag.

An ultra-cool monochrome 'fit like this one from @foodshelterfashion on Instagram is the ideal summer-to-fall formula. This is also a reminder that black cowboy boots look very chic under a pair of jeans — we particularly love pairing flares with these from Clarks. (Those looking for wide calf cowboy boots, rejoice!)