From Gigi to Kendall—7 Boot Trends Celebrities Can’t Stop Wearing

As winter soldiers on, having the right boots to face the elements only makes sense. Thankfully, there are plenty of stylish options that can truly pull an outfit together—often times being the main character amongst a rotating cast of coats and other clutch winter accessories. Take it from some of our favorite celebrities on the street: this winter’s crop of street style-approved boots are downright chic and wearable. Here, we pulled together the celebrity boot edit—the styles your favorite stars can’t stop wearing, all in one place.

From Kendall Jenner’s pointed-toe booties, anchoring her minimalist-friendly wardrobe, to something more sultry, courtesy of Rihanna, in the form of snakeskin stiletto knee-highs, there are plenty of options to suit the day—and your personal style ethos. Find loads of seasonal textures, too, whether that be Bella Hadid’s sumptuous brown suede booties, or Taylor Swift’s glossy, patent knee-highs, ensuring your winter shoe wardrobe has plenty of spark. What’s more, you’ll discover how truly versatile all these shapes can be, making cold-weather dressing all the easier.

Whether you’re craving classics or trend-forward styles, these are the best boot buys of the moment—all co-signed by a few of our favorite celebs.

NEW YORK, NEW YORK – OCTOBER 27: Kendall Jenner is seen in SoHo on October 27, 2025 in New York City. (Photo by TheStewartofNY/GC Images)Photo: TheStewartofNY

Pointed-Toe Booties

Pointed-toe boots are almost a prerequisite to copying Kendall Jenner’s style. She’s been spotted many times this season, out and about in pointy styles, in everything from vintage Gucci to The Row. Pairing them with her minimalist-friendly wardrobe basics—think boot-cut jeans, T-shirts, and modern outerwear—is a fail-proof idea.

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Cozy Shearling

With freezing temperatures being the daily normal in the winter, Gigi Hadid knows the only way to truly keep your toes warm is in plush shearling boots. This New York-resident has been seen wearing many variations on this theme, mixing fur-trimmed boot silhouettes within her cashmere-heavy wardrobe (the ones pictured being from Portuguese label Alameda Turquesa, which she’s sported before). And though Gigi may be sporting hers on the streets of NYC here, ones with a grippy tread and warm lining would complement any apres-ski wardrobe.

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Snakeskin Stilettos

One of fall/winter 2025’s biggest boot trends also happened to be Rihanna’s favorite. Heeled snakeskin boots that walked the runways were taken to the streets by Rih, who wore them with everything from billowy trench dresses to tailored suiting. Bold as they may seem, they’re really quite neutral—and therefore for versatile enough to pair back to black, brown, and every color in between as you pull together your winter outfits.

Photo: Backgrid

Sleek Knee-Highs

Whether it be her ready-to-wear or accessory picks, Dakota Johnson relies heavily on the classics—and that includes black leather knee-high boots. Every shoe closet should include at least one pair, and below are a few of Vogue’s favorites. These streamlined shapes offer sleek styling capabilities with high reward—believe us, you’re going to wear these over and over, for years to come.

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Chunky Lug-Soles

When Jennifer Lawrence takes to the streets, all eyes are on. This winter, she’s been giving black lug-sole boots plenty of play in her off-duty wardrobe, inspiring us to add a pair into our weekly rotation. Pair these modern Chelsea boots with everything from leather jackets and straight-leg jeans, à la Ms. Lawrence, to a flowy dress and topcoat for sensible flair.

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Brown Suede Booties

Brown suede has swept the fashion world, featured this season on everything from jackets to handbags, and, of course, boots. When shopping the trend, do it the Bella Hadid way—with a soft and sumptuous bootie shape in a warm tobacco hue. A little heel is all you need to dress up jeans, dresses, or tailoring, with a polished western attitude.

Photo: Getty Images

Patent Finishes

Leather, suede, or animal print—it’s no secret that Taylor Swift loves knee-high boots. Her go-to of late being a patent, block-heeled style, perfect for giving her various date night ensembles a little lift. She often styles them with a mini skirt, leaning into their mod-era roots, however, these would also look good with sweeping hemlines or even wide-leg trousers.