Sometimes autumn gets a bad rap. And we get it. The drop in temperatures, sudden gusts of wind and bleak cloudy days? Not the best way to spend the last few months of the year.

But before we bid farewell to spooky season and begin layering on the parkas, let’s take a moment to appreciate the best sartorial moments of October. From neutral palettes and pops of colour to boots of varying heights, we can always count on celebs to dish out their coolest lewks. After all, what else complements wind-swept hair better than a chic tailored fit served with a steaming PSL?

Read on for October’s best celebrity fashion moments.

Taylor Swift


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The pop music queen must have her stylist (and PR team) working overtime because we’ve been obsessed with her street style lately. Sporting a Ralph Lauren cap, oversized Stella McCartney rugby top with a crisp white collar and knee-high boots, Taylor served preppy-meets-athletic in the most aspirational way.

Taylor Russell

It’s a great month for Taylors, style-wise. Bones and All Star and rumoured girlfriend of Harry Styles Taylor Russell attended the Loewe Foundation Studio Voltaire awards with director Luca Guadagnino in a striking backless gown and we couldn’t get enough .

Hailey Bieber


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Patterned tights simply don’t get enough attention, that’s why we couldn’t be happier about their recent rival. Fall is the perfect time to whip them out of your closet and bring them to their sheer sexy glory. Do it like Hailey and let your legs be the focus by pairing tights with a contrasting power blazer.

Olivia Rodrigo

Ahead of her hotly-anticipated tour, Miss Rodrigo has us on the edge of our seats for what she’ll do next—both musically and style-wise. Donning a collared crop top with a shorts and tights combo to perform at Jimmy Kimmel recently, this look is the definition of schoolgirl sophistication.

Gigi Hadid


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Leave it to Gigi to show us how to effortlessly pile on long layers without sacrificing style. The model was spotted cozying up in a cream cashmere sweater with a black leather maxi skirt at the opening celebration of Guest In Residence in New York last month. Finished with gold accessories, this outfit is simple, polished and just the right amount of edgy.

Emma Chamberlain


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Reigning Gen Z style icon Emma Chamberlain attended the Miu Miu SS 2024 show in spiffy suiting and chunky loafers—super on-trend for the Fall season. And the maroon bows tied in her braids? Divine.



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It’s always a good day when there’s a Rihanna sighting—especially when rumours of a new album are swirling. Decked out in Balenciaga pants, Gucci sunglasses, a Dries Van Noten coat and an oversized Bottega clutch, the icon was the picture of elegance in NYC.

Lola Tung


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It’s giving vampire, it’s giving old Hollywood glamour, it’s giving retro disco vibes. This swishy ensemble from Lola Tung at last month’s WWD Honors event blends all the things that autumn fashion dreams are made of into an understated outfit. The monochrome black dress and tights duo served as the perfect base for the sparkly strappy heels and muted red eyeshadow.

Kendall Jenner


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No occasion is too dull to dress up for, at least according to Kendall Jenner. Seen at a gas station last month (stars, they’re just like us!) the model wore attention-grabbing striped Bottega Veneta leather boots and a navy and white workwear-inspired dress with a flouncy tiered skirt.

Emily Ratajkowski

Ratajkowski has been stealing our hearts lately with her collection of functional yet trendy coats, like this caramel-coloured fur trim number. Playing around with materials, the model-turned-author styled the coat with a warm pair of slouchy suede boots.