The temperatures have dropped, the days are getting shorter and just as the arrival of a New Year is inevitable, so is my rapid slip into an outfit rotation of jeans and jumpers. This season, I'm determined to get myself out of this cycle, and make this the winter that I finally find dresses that are just as easy to style as my beloved denim and knitwear. Thankfully, this year it seems that brands of every variety, from high street favourites to designer stars, are really stepping up their game when it comes to winter dresses. The odds are in my favour.
To meet my definition of "perfect winter dress," the style needs to deliver on a few fronts. As someone who leans more towards minimalist styles, it needs to look understatedly chic, in classic hues that ensure I'll be able to pull the dress out for future cold seasons. It needs to be versatile, so that I can style it with a mix of my jackets, coats, footwear and accessories to make it feel fresh and to make it work for a number of different situations and occasions. And finally, it needs to be practical, whether that means its a cosy knit dress or a style that can be layered with jumpers when it gets especially crisp.
Whatever your budget, and whatever your personal style, I'm confident you'll find your perfect winter dress this season. From Mango's simple knit midis to Khaite's striped style, Zara's cord minis to Doen's vintage-inspired designs, there's plenty to choose from—and this is my pick of the very vest.
BEST HIGH-STREET WINTER DRESSES 2024 UNDER £150:
H&M
Knitted Long Dress
Cosy, comfy and so easy to dress up or down.
Nobodys Child
Black Long Sleeve A-Line Penni Midi Dress
So elegant.
M&S Collection
Air-Yarn Knitted Roll Neck Sweater Dress
Yes to this whole outfit.
COS
Asymmetric Merino Wool Dress
A chunky turtleneck dress is such an easy throw-on style, but this asymmetric hem really sets it apart.
Warehouse
Cord Tie Back Smock Midi Dress
This entire outfit is just perfect for when you don't know what to wear!
ZARA
100% Wool Midi Dress
Red is the colour of the season, and this wool midi is such a chic way to boldly embrace the trend.
H&M
Draped Bodycon Dress
A fantastic price.
Arket
Heavy Knit Wool Dress
Just add boots and you're set.
ZARA
Rib Dress
Full-skirt dresses are the perfect way to a touch of elegance to your wardrobe.
COS
Cowl-Neck Long-Sleeved Maxi Dress
Such a versatile dress that you could style for so many occasions.
M&S Collection
Satin Lace Insert Midaxi Slip Dress
I'm a sucker for a slinky slip dress.
ALIGNE
Gabriella Denim Dress
A denim dress is such a cool style. I'd pair this with loafers or lug-sole boots.
ZARA
Printed Multiposition Dress X Kate Moss
The drape of this dress is stunning—and you could easily style it for day or night.
& Other Stories
Ruched-Waist Midi Shirt Dress
What a colour!
BEST MID-RANGE WINTER DRESSES 2024 UNDER £300:
Reformation
Tommie Knit Dress
I've already spotted so many influencers in this exact dress.
Whistles
Willow Ribbed Knit Dress
Stunning.
LESET
Lauren Stretch-Jersey Maxi Dress
The kind of dress you'll find endless ways to style.
Reformation
Micah Knit Dress
The kind of mini you could wear to work and date night.
Jess Kelham-Hohler is a freelance writer, editor and content strategist. She has been a contributor for Who What Wear UK since 2023. Currently based in London following six years in Washington D.C. and New York, she was previously the Digital Editor for Soho House & Co, an international group of private members’ clubs for creatives. She has interviewed a range of artists, creators and more, including Alighieri founder Rosh Mahtani, photographer Misan Harriman and fashion editor Lindsay Peoples Wagner. Today, she writes primarily about fashion, travel and culture for various publications, and has worked as a copywriter and content strategist for brands such as Belstaff, Olivela and Equinox.