As if saying goodbye to summer wasn’t hard enough already, there’s something so unappealing about shifting from a summer-outfit mindset to layering up for colder weather. Maybe it’s because more layers means more to think about, or maybe we’re just stubborn about leaving warmer days behind. But whatever the reason, we know we’re not alone—and we’re determined to find a solution.
Thankfully, some of our favourite celebrities seem to know how to dress all year round, no matter the weather. So in hopes of finding perfect transeasonal outfits, we've turned to our favourite style stars for a little inspiration. Thankfully, we weren’t let down. Whether they've layered in a new way or paired unexpected combos, these celebs have provided us with outfit ideas we’ll be wearing on repeat all season long. Keep scrolling to be inspired yourself.
Kendall Jenner's unexpected pairing looks casual yet put together. Wear with this season's favourite white shoe for a high-fashion look.
Lucy Hale's unique sweater looks even cooler when paired with her statement making jeans. Sticking with a neutral colour palette, Hale's look isn't too crazy.
Kate Bosworth's pretty dress gets an autumn update with an oversize black jacket and coordinating accessories.
Olivia Palermo has inspired us to pair a structured military jacket with a more daring, brightly coloured skirt this season.
Gigi Hadid masters the high-low look by pairing more formal trousers with a casual tee shirt. Keeping the look black and white, the model's outfit still looked coordinated.
Olivia Culpo kicks her denim dress up a notch by pairing it with a trendy belt bag and pointed booties.
Selena Gomez's outfit is perfect for those not-hot-but-not-cold days that are synonymous with autumn. Wear the jacket on or off depending on the weather. This retro style is so trendy.
Lily Collins pairs a vintage tee with a long, structured coat for a look that is unique and perfect for cooler days.
Bella Hadid makes an all-black outfit even chicer by opting for fun textures like fur and corduroy.
Hailey Baldwin's two-tone jeans complete the look. Keep it relaxed by adding on an oversize jacket and mini sunglasses.
Shop some of our favourite items from these outfits:
As seen on Kendall Jenner.
As seen on Lucy Hale.
As seen on Hailey Baldwin.
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This Simple Fashion Person-Approved Layering Technique Changed The Way I Wear My BasicsEffortlessly cool.
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Spotted on Kendall and Hailey: The Pant Color Trend People Are Swapping Blue Jeans ForIt girls with good taste know best.
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Bella Hadid Just Wore the Elegant Heel Trend French Women Are Favoring Over SandalsIt's got that je ne sais quoi.
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Hailey Bieber Just Said This Classic Print Looks So 2025 When Paired With This Unconventional Shoe ColorUnexpected, yet so chic.
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Bella Hadid Just Wore the $160 Designer-Passing White Sneakers That Will Sell Out by September 1Hurry, there are only a few sizes left.
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Bella Hadid Wore the Season's It-Girl Legging Trend With the Flats Everyone Has Bought This YearSummer 2025 summed up in one outfit.
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Hailey Bieber Wore Vintage Tom Ford Gucci Sandals With the Summer Pant Trend I See Sticking Around Through FallAny pants that look this good shouldn't be packed up just because the season changes.
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Forget Lace-Up Boots: This Casual and Easy Boot Trend Is About to Be EverywhereMake this your first boot purchase for the season.
