20 Cute Winter Dresses Fashion Girls Love

last updated 13 August 2019

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More of a dress than a pants kind of a gal? Then winter might prove to be a difficult month of dressing for you, and that just won't do. Cute winter dresses do exist, and if you leave the shopping up to us, you'll be guaranteed a frock that is both warm and stylish.

The first rule of thumb for searching for a perfectly cute winter dress is to always opt for long sleeves. You'll be tempted to reach for your favorite go-to silk slip dress or that short-sleeve floral wrap dress you can't get enough of, but when push comes to shove, an extra layer underneath your coat is never a bad idea. Ahead, we've rounded up our favorite cute winter dresses on the market for your shopping pleasure including every attire from cocktail to day.

Go on to shop the cute winter dresses we'll be shopping this season.

Who What Wear

Plus Size Ruffle Knit Midi Dress

Those sleeves will be a major conversation starter.
Available in sizes X to 3X and XS to XXL.

The Reformation

Gillian Dress

You can still show a little leg in the winter. Available in sizes 0 to 12.

Topshop

Lace Slip Hybrid Knitted Jumper

Layering made easy.Available in sizes 0 to 14.

Nanushka

Susane - Vegan Leather Dress – Black

Looks like a trench but is actually a dress. Available in sizes XS to XL.

Opening Ceremony

Sweater Bomber Dress

You can't deny the flattering qualities of this neutral sweaterdress. Available in sizes 0 to 3.

& Other Stories

Crushed Velvet Wrap Dress

This dress will wrap you up in all the right places. Available in sizes 2 to 12.

H&M

Ruffle-Trimmed Dress

Ruffles fit for a cool girl. Available in sizes 2 to 14.

Stella McCartney

Roll Neck Check Dress

If you're going to wear a mini dress in the winter, make it this. Available in sizes 32 to 46.

Zara

Cable-Knit V-Neck Sweater

Oversize has never looked so good. Available in sizes S to L.

Mango

Plumeti Panel Dress

A little bit witchy, a little bit boho. Available in sizes 4 to 8.

Tibi

Two-Tone Silk-Satin And Crepe Midi Dress

Brighten up your winter wardrobe with some stark white hues. Available in sizes 0 to 12.

Elizabeth and James

Gerri Ribbed-Knit Midi Dress

This basic will do you wonders this season. Available in sizes XS to L.

Diane von Furstenberg

Satin-Trimmed Flocked Chiffon Midi Dress

Holiday dressing has never looked so cool. Available in sizes XS to L.

Ganni

Carlton Georgette Maxi Dress

Prairie girl meets city girl. Available in sizes 36 to 40.

Pringle of Scotland

Textured Ribbed-Knit Dress

A knit dress that will go down in history. Available in sizes XS to M.

Rejina Pyo

Harriet Organza Sleeve Dress

A sale price has never been so tempting. Available in sizes 4 to 12.

H&M

Patterned Wrap Dress

Shine bright in this festive printed frock. Available in sizes 14 to 26.

COS

A-Line Dress With Chenille Ripples

That ribbing gives us the chills. Available in sizes XS to L.

A.L.C.

Printed Cut-Out Crepe Dress

If you're craving a cut-out dress this season, opt for one with lengthier sleeves. Available in sizes 0 to 10.

Violeta

Flowy Velvet Dress

Yes, yes, and yes to this rich velvet party dress. Available in sizes 10 to 18.Need some boots to go with that? Find out how to wear the coolest ankle boots right now.

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Lauren Eggertsen is currently the editorial director of Who What Wear and has worked at the company for over eight years, where she started as an associate editor and has since worked her way up. Lauren has over 10 years of experience in the fashion editorial space, starting her career with internships at Marc Jacobs, Marie Claire, and The Zoe Report, where she was later hired as their editorial assistant. Lauren has worked in the Los Angeles and New York Who What Wear offices but currently calls L.A. home. It is here where she leads and manages Who What Wear's fashion team and oversees all day-to-day editorial content and large tentpole moments. This includes all of the runway, trend, and shopping-driven content that ultimately helps to build a strong brand reputation within the industry. Lauren's role also includes helping to set the fashion direction for all original photo shoots and often styles many of the celebrity cover shoots, including big names like Kaia Gerber, Normani, and Kristen Stewart.

She has also attended multiple fashion weeks, including New York, London, Milan, and Paris, where her personal style has been featured on sites such as Vogue, Harpers Bazaar, and Elle. She prides herself on discovering and supporting small brands and on her knack for a good vintage shopping find. When she isn't working, she enjoys researching and dining at reputable restaurants around both her neighborhood and the globe.