While we’re not exactly psyched about the icy days around the corner, there’s one part of winter that we’re actually excited for: the cozy-chic fashion. The colder temps provide a unique opportunity to experiment with layering different patterns, colors, and textures without becoming soaked in sweat. And, contrary to popular belief, you can stay warm while still looking stylish.

But entering a new season doesn’t mean you need to buy an entirely new wardrobe. Adding a few trend-forward pieces will easily elevate your cold-weather wardrobe staples. In need of some more styling guidance for the months ahead? We asked fashion experts to share their best trend predictions for winter, plus some shopping picks to give them a go IRL. 

Sure, summer may have midi dresses and sandals…but winter has teeny bags paired with oversized coats! Check out the top winter fashion trends for 2020 below. 


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Business casual 😉

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Pleated Trousers

Crystal Cave, CEO and Founder of Crystal Cave Style and Founder and Creative Director of Poppy Row, predicts a triumphant comeback for good ol’ pleated pants. They’re the perfect work-appropriate trouser to pair with your favorite sweaters and blouses but you can dress them down with t-shirts on weekends, too. 

Shop the look:

Madewell Pleated Taper Wide-Leg Pants ($85; madewell.com)

The subtle indigo shade will go with tons of staples you already have.

MANGO Soft Culottes Pants ($50; shop.mango.com)

Stay chic and comfy at the same time with these super-soft pants.

High Rise Velvet Pleated Wide-Leg Pants($70; gap.com)

These jewel-toned velvet trousers are the perfect opportunity to play with texture in your wardrobe. 


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Bright Turtleneck Sweaters

Black turtleneck sweaters always dominate the colder months, but this winter, try getting a little more playful with your color palettes.

Shop the look:

Superdown Lira Turtleneck Sweater ($58; revolve.com)

Give the classic chunky knit sweater a twist with this vibrant yellow tone.

Nasty Gal Get Knit Right Turtleneck Balloon Sleeve Sweater ($28; nastygal.com)

Bring in the spirit of spring during the chillier months with this poppy purple sweater.

ASOS DESIGN Neon High Neck Rib Midi Dress ($20; asos.com)

Because no winter wardrobe is ever complete without a sweater dress.


Colorful Vegan Leather

Vegan leather (aka “pleather”) has evolved from the plasticky stuff of the past. Nowadays, there are tons of options on the market that feel like the real deal but are cheaper and more ethical. And when it comes to winter trends, it’s all about color. “Classic black leather will always hold a place in our hearts but this season, jewel tones have taken over,” says Brittany Diego, Los Angeles-based celebrity stylist. “Brighten up dreary winter days with a pop of color-emerald green, ruby red, and sapphire blue.”

Shop the look: 

BlankNYC Onto the Next Faux Leather Drape Front Jacket ($88; nordstrom.com)

This ruby red jacket has a classic (faux) leather look on the outside, with a suede-like inner lining for textural detail.

Zara Faux Leather Leggings ($36; zara.com)

Who said (p)leather is only reserved for jackets? For an elevated approach to your winter wardrobe, spice things up with these forest green pants.

Forever21 Faux Patent Leather Puffer Jacket ($45; forever21.com)

The humble puffer jacket gets a much-needed upgrade in this hot pink hue.



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Catching the last bit of fall before winter officially arrives. Which to me, means after Cyber Monday 😁

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Plaid Coats

This season, make Cher Horowitz proud by wearing your boldest plaid print coats. “If you don’t already have a plaid coat in your wardrobe, it’s time to add one to your rotation,” says Diego. “It instantly adds a flair of sophistication to any outfit, and rings back to Olivia Pope’s style: a win-win.”

Shop the look:

AQUA Plaid Single-Breasted Coat ($148; bloomingdales.com)

A simple green plaid coat to compliment any of your jeans-and-tee combos.

KENDALL+KYLIE Plaid Brushed Wool Coat ($265; nordstrom.com)

We love the chic, understated navy and grey color combo on this chic wool coat.

Collectif Luxe-y in Love Coat ($329; modcloth.com)

Blend your trends with this plaid coat featuring faux fur accents.


Velvet Slip Dresses

For an easy, party-ready look, Cave recommends an elegant velvet slip dress. It’s a great way to play on the classic silk slip dresses we loved during the summer, while still being seasonally appropriate. 

Shop the look:

Express Velvet Slip Dress ($80; express.com)

A velvet texture will give your LBD a winter-approved upgrade.

Reformation Moore Velvet Midi Slipdress ($248; nordstrom.com)

This navy blue dress is a must for holiday parties.

MIlly Velvet Slip Dress ($350; shopbop.com) 

Add something extra to your velvet slip with floral patterns. 


Snakeskin Boots

This primal pattern has had its moment throughout 2019, and it seems to be following us into the new year. “You certainly don’t need a head-to-toe snakeskin look to take part in this trend,” says Diego. A snakeskin ankle boot or thigh-high can do just the trick to upgrade your winter apparel.

Shop the look: 

Sam Edelman Hai Knee-High Block-Heel Boots ($240; macys.com)

These knee-high boots glam up any go-to sweater-and-jeans look.

Everlane The Boss Boot ($235; everlane.com)

For a casual take on the trend, try strapping into this pair of ankle boots.

Urban Outfitters UO Alana Snakeskin Boot ($69; urbanoutfitters.com)

These tan snakeskin booties will add a pop of earthy tones to your usual wardrobe.



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returns from 95-degree weather to find out i only dry-cleaned half my winter coats at the end of last season 😐

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Oversized Coats

An oversized coat is essential not only for staying head-to-toe warm this season, but for looking instantly put-together, too. Plus, they give you extra room to layer your favorite pieces.

Shop The Look: 

Zara Wool Blend Oversized Coat ($169; zara.com)

Sometimes all you need is a classic black coat to add sophistication to even the simplest ‘fits.

Tibi Oversized Belted Faux Fur Coat ($695; netaporter.com)

If you’re looking to splurge on a new winter coat, this plush oversized coat is the perfect luxury pick.

COS Single-Breasted Wool Cashmere Coat ($285; cos.com)

Add a pop of color to your winter wardrobe with this fiery red coat.


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more pink more green 🤷🏻‍♀️🍉😬

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Micro Bags

When it comes to winter fashion accessories, micro bags are still making a major statement. Though the aren’t quite as tiny as Lizzo’s infamous Valentino bag, purses are particularly petite this season.

Urban Outfitters Mini Envelope Crossbody Bag ($19; urbanoutfitters.com)

This bag is ultra-tiny, but it’s also double-sided, so you can squeeze in the essentials.

Rebecca Minkoff Kate Mini N/S Tote ($268; shopbop.com)

Need a mini bag with a lot of space? Enter: this itty bitty tote bag.

MICHAEL Michael Kors Mott Cheetah-Print Smartphone Crossbody ($158; bloomingdales.com)

If you’re on the lookout for a mini bag that makes a big statement, try experimenting with animal prints, like this micro cheetah-print bag.



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Patterned Tights

Though classic black tights are a forever staple, Cave suggests playing around with different patterns this winter. 

Shop the look:

Sheertex Polka-Dot Sheers ($59; sheertex.com)

A pair of polka-dot tights is a subtle way to give your outfit a style upgrade.

Wolford Jungle Print Tights ($165; shopbop.com)

If you want to go bold, these floral-print tights are exactly what you need.

Urban Outfitters UO Silver Stars Tight ($16; urbanoutfitters.com)

In need of some sparkle? Give these bedazzled tights a try.



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@kerrywashington stunning in #mykitsch⁠ ⁠ @takishahair⁠ @modernluxury⁠ @allanface⁠ @@chrisclassen⁠ @jamesastyle

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Pearl Hair Accessories

Pearl-embellished clips, hairbands, and barrettes dominated the crowns of our heads this summer, and it seems like this elegant hair trend isn’t going anywhere for this season. It’s the easiest way to make any simple sweater-jean combination stand out.

Shop the look: 

Aerie Pearl Snap Clip ($7; ae.com)

An elegant pearl hair clip is perfect for adding a posh element to any of your simpler outfits.

Ann Taylor Pearlized Bow Hair Tie ($15; anntaylor.com)

Want to give your winter bows a more festive touch? These pearl-embellished bows will do the trick.

Anthropologie Carla Braided Pearl Headband ($28; anthropologie.com)

This headband gets a unique twist with a braided texture and pearl embellishments.

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