From Wellies to Nostalgic Styles, These Are the Winter 2026 Shoe Trends to Know
We've done the research. From the runways to reality, these shoe trends are going to be everywhere by winter 2026.
Every winter, I tell myself I'll stick to the boots I already own, and every winter, the runways talk me out of it. This season, though, the shift feels different. The shoes that stood out on the fall/winter 2026 runways weren't the sky-high stilettos or statement pairs. They were shoes made for real life in the cold—just with a lot more charm, especially because of how playfully styled they were.
Think rubber wellies polished enough for the city, lace-up leather flats borrowed from the dance studio, and wedges that have fully left the beach behind. The good news for your closet is that most of these work with what you already wear. Keep scrolling for the six winter 2026 shoe trends to know and the pairs I'm shopping now.
Wellingtons
A gray Saturday, a long walk to the farmers market, and coffee in a paper cup—wellies are made for those days, and on the TWP runway, they looked far more city than countryside. These are shoes that will have you actually start looking forward to the forecast.
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Barbour
Barbour Leighton Tartan Tall Rain Boot
$170
Moncler
$695
Hunter
Hunter Original Tall Rain Boot
$200
Jazz Shoes
After seeing these in the runway looks designed by Michael Rider, every cool person was wearing them during fashion week. Celine's lace-up flats started it, and I've been wearing my pair on repeat ever since. They're just as comfortable as ballet flats but feel a little more grown-up, especially with cropped trousers and white socks.
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Elegant Loafers
Loafers don't have to be big and bulky. This season's styles trade the chunky lug sole for something softer and prettier, and Chanel's F/W 26 runway made a strong case for a dainty, ballet-like take. Try them with a pleated skirt and tights or slouchy jeans for the easiest polished outfit of the season.
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Reformation
$298
Bobbies
$275
margaux
$395
Modern Pumps
Modern pumps are lower and much easier to walk in than the stilettos of years past, and Tory Burch's F/W 26 lineup proved that a simple mid-height heel can still feel exciting. The brand really does this shoe trend best.
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Reformation
$328
Phoebe Philo
$1200
Toteme
$860
Winter Wedges
Holiday-party season calls for a velvet dress and shoes you can stand in until midnight. Yes, wedges are back, and not in a beach-vacation way. Sportmax sent a version down the runway with serious '80s attitude, and now, they're the comfortable heels I didn't know I needed for winter. I'll style mine with sheer tights.
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Riding Boots
A weekend upstate means riding boots will be in the suitcase. They were made for that kind of escape, and Miu Miu made a case for the classic. A slim, slightly undone polish follows them around, and that's why the fashion crowd has been enamored season after season.
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Vagabond Shoemakers
Vagabond Shoemakers Freya Tall Boots
$320
DÔEN
$598
Massimo Dutti
Massimo Dutti Leather Riding Boots
$400