25 Amazing Winter Dresses to Take Note of This November

Team Who What Wear are firm believers in the power and versatility of a good winter dress. While there'll always be a place in our hearts for the perfect pair of jeans or a chunky knit, if chosen correctly, a dress can become one of those multitasking cold weather heroes. Just think of a wool roll-neck midi: You can throw it on with tights and boots in two seconds flat for an easy weekend look, then swap out your combats for heeled knee-highs, add some gold hoops, and voilà—you have an elevated ensemble, even if you're just heading out for a walk.

Best winter dresses 2020



Conveniently, chunky boots are very much holding onto the spotlight for the foreseeable future, so you don't need to worry about the "What shoes to wear with a winter dress?" conundrum. I recommend opting for a pair of black high Chelsea boots, as they are sure to go with everything from florals to knitted fabrics. Plus, they're comfy and hardworking, so it's a win-win.

Dress-wise, there's so much to choose from this season, whether you prefer longer lengths or knee-grazing hemlines, bodycon cuts or loose silhouettes. At the top of our wish list is Arket's delectable selection of cashmere roll necks (just embrace the oversize fit and keep accessories pared-back) and Joseph's nonchalant shirtdresses that can be worn on their own or layered over trousers. Ready? Scroll down to see and shop our edit of the best winter dresses to take note of this November. 

Scroll Down to Shop Winter Dresses

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