The Shoe Trends That Will Feel Dated by 2026 and What to Wear Instead
Fashion moves fast, but shoes move even faster.
If there's one thing I've learned living in New York, it's that no two people on the sidewalk are wearing the same pair of shoes. Thank goodness for that. Some styles definitely have an expiration date, but others are just waiting for the right person to revive them. With all that being said, this is just a reminder that this list isn't the end-all and be-all. We may disagree on some of these trends, but if you love them, don't let me stop you.
We've talked a lot about the wrong-shoe theory that blew up on social media earlier this year. The wrong shoes could be just the thing that unexpectedly makes your outfit. However, as a fashion editor, I'm going to be opinionated. You deserve the best of the best in your shoe closet, period. Below, find the five styles I'm quietly stepping away from and what I want to buy in the new year.
Pausing: Bulky Shoes
Buying: Sleek Updates to the Classics
Chunky, oversize soles had a moment, but the new wave is all about refinement. Think classic pumps, sculpted slingbacks, and ankle boots that nod to tradition but have a simple upgrade—be it a peep toe, new silhouette, or hardware detail.
Pausing: Mesh Styles
Buying: Boat Shoes
Mesh had its Hot Girl Summer, but 2026 is steering toward something unexpected: boat shoes. But they won't be styled in the same way your high school self remembers them. This new wave is styled in the ultimate East Coast manner.
Pausing: Platform Everything
Buying: Kitten Heels
Platforms were fun to wear for a bit, but kitten heels never go out of style. They feel elegant without trying too hard, add height without punishment, and somehow go with absolutely everything. They're the kind of shoes that instantly make your outfit feel intentional.
Pausing: Overly Embellished Ballet Flats
Buying: Retro Sneakers
The charm of embellished flats is undeniable, but the pendulum is swinging back toward simplicity and comfort. Retro sneakers are taking over in that perfect "I'm chic, but I didn't try" way. Think leather, suede, and neutral palettes that fit seamlessly into any wardrobe.
Pausing: Lug-Sole Combat Boots
Buying: Slouchy Boots
Lug soles will always have their place, but softer, slouchier boots are the new hero silhouette. They feel effortless and luxurious—like something you'd spot on an Isabel Marant model. Whether you go for suede or smooth leather, you'll love whichever style you choose.

Sierra Mayhew is a fashion editor at Who What Wear, bringing a decade of industry experience to the editorial team. Since joining in 2021, she has made her mark by blending luxury and accessible fashion, decoding runway trends, and curating must-have shopping lists. Before joining Who What Wear, Sierra sharpened her skills at Harper's Bazaar and Elle, with bylines in Bazaar.com and collaborated with iconic brands such as Gucci and Ferragamo. A graduate of the University of Notre Dame, Sierra translates editorial expertise into viral social content, making fashion engaging for a new generation. Her unique perspective is rooted in her love for travel, music, and discovering the hidden gems that make New York City a constant source of inspiration.