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15 Editor-Approved Winter Dresses You Need This Season

Because not every day is meant for a pair of wool pants.

By Noelia Rojas-West

To quote the iconic line from Home Alone 2, “Merry Christmas, ya filthy animals!”

Yes, my favorite time of the year is finally here. The air is filled with sweet peppermint aromas, snow is falling, and Christmas carols are filling the space like a calming white noise. It’s a beautiful time, but it can also get quite busy with all of those festivities piling up. So, it’s best to get ahead of the game and be ready to dress to impress this season—no matter the occasion—with the best winter dresses of the year.

Could there be anything better than a chic winter dress? They’re typically made with warmer materials like knit or wool making them a solid choice for the colder months (and if they’re not, a thicker or sturdier material is in their place). More often than not, they feature long sleeves and longer lengths to keep you cozy while blocking out the cool breeze. The best part? These pretty one-piece wonders are easily styled and accessorized, which makes them great for almost any event—from post-office happy hours and holiday parties to romantic dinner dates.

Whether you’re looking to turn heads this season or simply stay stylish and warm, shop 15 chic winter dresses ahead.

Sea Elizabeth Tiered Lace Midi Dress

Elizabeth Tiered Lace Midi Dress

Florals for winter? Absolutely! When the print comes in a moody hue—like this one—it’s the perfect way to add a sweet touch to your winter wardrobe. Follow the model’s lead and pair it with your favorite boots.

Sizes: XX-Small-X-Large

Colors: Black

Materials: Viscose, cotton

The Casual One

Mango Asymmetrical Dress with Slit

Asymmetrical Dress with Slit

Mango has been on our radar for go-to holiday looks this year; need I say more?

Sizes: 0-12

Colors: Medium Brown

Materials: Cotton, elastane

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Elevated Knits

Me+Em Elevated Pointelle Knit Midi Dress

Elevated Pointelle Knit Midi Dress

A knit dress is an essential during this time of the year. Plus, this one comes in the trendy burgundy hue.

Sizes: 0-14

Colors: Deep Merlot/Smoke Pink

Materials: Viscose, polyester

Trans-Seasonal Stripes

Ulla Johnson Evangeline Stripe Rib & Pleat Mock Neck Maxi Dress

 Evangeline Stripe Rib & Pleat Mock Neck Maxi Dress

Not only would this stripe dress pair well in your wardrobe for the winter, but it would also look stunning in the spring. I love versatility.

Sizes: Petite - X-Large

Colors: Adriatic

Materials: Viscose, polyester, nylon, metallic fibers

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Day-To-Night

Reiss Caitlyn Asymmetric Midi Dress

Caitlyn Asymmetric Midi Dress

A dress that works well at the office in addition to an evening out is a win in my book.

Sizes: XS-XL

Colors: Grey

Materials: Viscose, elastane

Third Form Unbound Boucle-Knit Maxi Shirt Dress

Unbound Boucle-Knit Maxi Shirt Dress

Winter is the perfect time to add a bit of texture to your closet. Third Form’s long-sleeve polo dress brings it with a a fuzzy boucle-knit finish. Pair it with boots and your favorite coat to the office and beyond.

Sizes: 2-10

Colors: Beige

Materials: Acrylic, nylon

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Ballerina Core

Helmut Lang Protection Draped Midi-Dress

Editor’s Choice
  Protection Draped Midi-Dress

I love an asymmetrical dress, and this Helmut Lang piece is exactly what I’ve been looking for. The additional fabric creates a beautiful layered look and serves balletcore in an unconventional way. In my opinion, this makes the dress just that much more appealing.

Sizes: XS-XL

Colors: Dusty Pink, Olive, Black

Materials: Lyocell, elastane

Ooh La La

Khaite Ava Dress

Ava Dress

I am a huge fan of the off-the-shoulder moment, and Khaite has stolen the show with this chic wool option. The sleek silhouette offers an effortlessly elegant feel.

Sizes: XS-XL

Colors: Grapeseed, Black

Materials: Wool, polyamide

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Line & Dot Lenora Off Shoulder Dress

Lenora Off Shoulder Dress

Looking to win best dressed? Look no further; the off-the-shoulder detail and deep pink color is the perfect way to stand out this winter.

Sizes: XS-L

Colors: Pink

Materials: Acrylic, rayon, polyester

Ganni Velvet Jersey Midi Dress

Velvet Jersey Midi Dress

Ganni truly understood the assignment with this dress; rest assured, I’ve added it to the top of my holiday wish list). Fingers crossed!

Sizes: 0-11

Colors: Red

Materials: Velvet, jersey

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Sporty Chic

Ser.o.ya Saydi Sweater Dress

Saydi Sweater Dress

We all need an upscale sporty number in our holiday roundup, and I think this one takes the cake. The quarter zip and cropped detail are stunning and will look great whether you style it with Uggs or a platform boot.

Sizes: XXS-XL

Colors: Eggshell

Materials: Acrylic, polybutylene, nylon

The Viral One

Skims Soft Lounge Long Sleeve Dress

Soft Lounge Long Sleeve Dress

We’ve all seen the viral TikTok videos of this dress, not to mention how it’s been styled by celebs like Kim Cattrall, Nicola Coughlan, and, of course, Kim Kardashian herself. The thick “snatching” material is incredible. Maybe you’ve thought about it. Here’s your excuse to try it out for yourself.

Sizes: XXS-4X

Colors: Heather Grey, Onyx

Materials: Modal, elastane

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Sweater Season

English Factory V Neck Knit Dress

V Neck Knit Dress

We all want to feel cozy and cute during the holidays, and this sweater dress has absolutely nailed that combo. It’s perfect for dinners or a visit home to show off your styling skills.

Sizes: XS-XL

Colors: Cream

Materials: Stretch knit

Red Is The New Pink

Staud Cindy Long Sleeve Stretch Cotton Shirtdress

Cindy Long Sleeve Stretch Cotton Shirtdress

Staud has outdone itself with this burgundy number. The oversized sleeves and button-down effect make the dress incredibly trendy while remaining elevated. Dress it up with heels or keep it casual with a riding boot.

Sizes: XS-XL

Colors: Merlot

Materials: Cotton, spandex

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LBD

Reformation Vivien Knit Dress

Vivien Knit Dress

You can never go wrong with a little black dress, and this one offers a subtly sexy yet chic look. Pair it with your favorite dressy boots and a mini bag, and you’re ready for date night or a night out dancing with the girls.

Sizes: XS-XL

Colors: Black, Spice, Tone

Materials: Polyester, spandex

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