From London to Oslo, Fashion People Are Replacing Jeans With This Cosy Yet Elegant Dress Trend

When I say that winter is my favourite season to dress for, it comes with a caveat: it's only my favourite when I have the time to do it justice.
If my morning is slower, I revel in layering up merino tops and cashmere layers, mixing and matching knitwear and satins and indulging in playful accessories like cosy mittens and sleek scarves. But at the busiest time of the year, those languid mornings are few and far between, and getting dressed during winter can feel like an added task that our extensive to-do lists simply don't need. My solution? The winter maxi dress.
Easy to throw on and even easier to style, it's a piece that will consistently serve your wardrobe when the temperatures drop. Whether you're facing a day in the office, a stroll to your favourite coffee shop or even an evening out, let a maxi do all the heavy lifting this winter.
The elegance of a maxi silhouette speaks for itself, so you don't have to do much to form a seriously put-together look when you only have five minutes to get ready. For the day, simply slip on boots or flats with a dash of classic jewellery and you're all set; and for the evening, swap in mules or heeled boots for a more elevated appeal. Finally, call upon your trusted winter coat to pull the ensemble together and you're ready to take on the day, come rain, shine or even snow.
Taking inspiration from some of our favourite fashion people, I've separated the best winter maxi dresses into four categories, covering the most popular, wearable and timeless styles around.
Keep scrolling to explore them now.
The Best Winter Maxi Dresses
1. The Best Knitted Winter Maxi Dresses
Style Notes: For those who always want to be cosy, a knitted dress is ideal, and if you choose an elegant silhouette, it can easily transform for the evening as needed.
Shop the Best Knitted Winter Maxi Dresses:
If cosy and chic is what you're looking for, meet COS's merino wool dress.
From the bold shoulders to the softly draped pleats, there's a lot to love about this dress.
For a more affordable option, look to this classic offering from Mango. The asymmetric silhouette is my favourite part.
2. The Best Evening Winter Maxi Dresses
Style Notes: January is when I get all my winter party invites, so I've whittled down a selection of compliment-inducing maxi evening dresses that are ready to become your go-to "going out dress."
Shop the Best Evening Winter Maxi Dresses:
Sometimes, simple ruching and a sleek cowl-neck is all that's needed for a highly elegant look.
& Other Stories always excels in the classic black dress department.
3. The Best Black Winter Maxi Dresses
Style Notes: The Little Black Dress can take a break whilst the Long Black Dress steps in. You can't go wrong with any of these picks.
Shop the Best Black Winter Maxi Dresses:
4. The Best Patterned Winter Maxi Dresses
Style Notes: If monochromatic palettes just won't do, there's an array of playful prints ready to join your winter wardrobe immediately. From florals to stripes, these contenders will stand the test of time.
Shop the Best Patterned Winter Maxi Dresses:
I've had my eye on this dress since it first launched.
Florrie embarked on her fashion journey whilst studying in Aix-en-Provence, she began to write her dissertation on the history of fashion and landed her first role at Harper’s Bazaar. Following this, she interned for various publications including Elle, Grazia and Marie Claire before joining the fashion team at Conde Nast Traveller. There, she contributed to international photoshoots, styled pages and covers, and produced engaging digital content. Over eight years of fashion industry experience, Florrie has honed her skills from styling e-commerce photoshoots to personal shopping. Florrie first joined Who What Wear UK as a freelancer before becoming the Commerce Writer. Now, as the Shopping Editor, she monitors current trends, new-in styles, wardrobe heroes and how best to style them.
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