I’m Dress Obsessed—Here Are 27 On My Winter Wish List

I will not disclose the number of dresses currently hanging in my closet right now (insert embarrassed face emoji here) but let’s just say I have a slight obsession when it comes to the easy-to-wear staple. And just because it’s winter, it doesn’t mean I’ll be casting them aside anytime soon. In fact, I love a good winter dress-tights-boots situation and there are certainly plenty of fresh new frocks currently piling high on my winter wish list right now.

Since we’re skipping the office holiday parties and big festive soirée’s this year, today I wanted to highlight some of the more casual winter dresses to slip into this cold-weather season. These strike the perfect balance of cozy and chic—some ideal for lounging, others perfect for a casual winter walk, or a holiday dinner with the family. Take a peek below and pair these casual winter dresses with your favorite slippers, boots, and cozy layers this season.

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(Image credit: @slipintostyle)

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(Image credit: @aimeesong)

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(Image credit: @ericadavies)

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(Image credit: @smythsisters)

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(Image credit: @camillecharriere)

Up next, if our editors could only buy 3 pieces for winter, these would be them.

Judith Jones
Senior Fashion Market Editor

Judith is the senior fashion market editor at Who What Wear and has worked in fashion for nearly a decade. Judith started on the Shop Who What Wear team, creating content and managing a team of merchandisers for the Who What Wear shopping app. She later crossed over to the editorial team, where she shares the coolest, most desirable fashion market finds and brands in her shopping-focused stories and social takeovers. She has become one of the top affiliate earners during her six plus years at Who What Wear. Before working in fashion, Judith was a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) and shared her passion for travel and food. She studied at the prestigious London Academy of Dramatic Arts as well as Stella Adler Studio of Acting in New York. She later studied fashion merchandising and design, which laid the foundation for her career in fashion.


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