How To Style Dresses for Winter
Content editor
Jayne Cherrington-Cook
Master the winter dress and boots outfit formula
While leopard-print remains a timeless classic, zebra print is emerging as a fresh and exciting trend. This eye-catching bodycon dress offers a bold way to embrace the latest fashion and make a statement this winter.
Its simple silhouette makes it surprisingly versatile, and if you're wondering how to style dresses for winter, it’s easy. Just layer it with a neutral wool coat or cardigan and add a pop of colour with a bright bag.
Cool-yet-casual dress outfits for chilly winter days
The jumper dress: winter's answer to effortless style and comfort. Featuring a snug roll neck and winter-ready long sleeves, this dress lets you embrace chilly days without compromising on style. The grey works with everything in your wardrobe, while casting a more flattering light than basic black.
Style it simply with tights and ankle boots or layer it up for extra cosiness. Think thermal leggings or even slim-fit flared jeans peeking out from beneath the hem. It's the perfect piece for staying stylish and snug all winter long.
How to wear dresses in winter? Just choose denim
A denim dress is the ultimate all-rounder: perfect for when you fancy a change from jeans, but don't want to stray too far from your comfort zone. A true year-round staple, a denim dress moves between seasons with just a few stylish tweaks.
We love this denim shirt dress - with its buttons and collared detail, it subtly nods to utility styling. Pair with knee-high boots for a smart-casual look that'll take you everywhere, from a day in the office to a brunch date with friends. And if it’s feeling a bit chilly, throw on a cashmere polo neck underneath or some trusty thermals.
The best winter dresses for cosy glamour
We get it: when the temperatures start to drop, all you want to do is cocoon yourself in soft, snuggly fabrics until spring arrives. Thanks to our winter dresses, that doesn't mean you can't look just as stylish as you do for the rest of the year.
This midi column dress is a case in point. It's made from a cosy jersey fabric with a touch of stretch, making it the ideal throw-on-and-go piece for those reluctant nights out when you'd rather be in bed. Available in grey or black, it's the perfect foundation for your winter dress outfits and can be easily styled for a range of occasions – a true wardrobe hero.
Scene-stealing winter dress outfits for those special events
While the festive season may be behind us, there are still plenty of opportunities to dress up and feel fabulous. Whether it’s a winter wedding or a birthday lunch, this frilled tiered dress will ensure you're the best-dressed guest. You'll love how this dress moves with you while the frills are just the right amount of pretty.
It's also perfect for creating a stylish winter dress and boots outfit. Choose a pair of suede knee high boots for a touch of boho luxe. The soft texture adds a cosy feel, perfect for those colder days. For extra warmth, simply add a pair of thermal tights. Finally, complete the look with some statement gold earrings for a touch of glamour.
Published 1.9.2025
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