Discover 7 Powerful Trends Insiders Deem “Cool” for 2026

I think we can all agree that what’s “cool” is totally subjective. If great design is a given, other common denominators include authenticity, not seeming try-hard and a sense of originality. But whether it’s Rihanna, Charli XCX or the influencers’ looks you regularly screenshot, I’d wager that they’ve worn at least one of the following recently as the temperature has dropped: a leather jacket, baggy jeans or statement sneakers. Am I right?

Whilst social media has definitely accelerated the rate at which “cool” fashion trends are discovered and discarded—and kudos to the agenda-setters and earlier adopters—one person’s “cool” can still be someone else’s “cringe”. We’re gravitating towards similar things, but what makes your outfit feel “coolest” to you is how successfully you project your one-of-a-kind personality when styling your winter wardrobe.