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HomeFashionHow to Dress Like the Olsen Twins This Winter

How to Dress Like the Olsen Twins This Winter

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For many, including us at Vogue, the Olsen twins are a go-to for style inspiration—but this year it’s clear that the trending items on our wish lists are what makes up the foundation of their wardrobes, from smoking loafers and cashmere sweaters to shearling coats and black leggings. So, how can you embrace Olsen style this winter? Start with the basics, like a tailored coat from Another Tomorrow or Aritzia. Then, make sure to upgrade your button-up shirt collection with a striped option from Róhe or a bright blue piece from Toteme, which is always favored. Craving another minimalist must-have of theirs? Look to Fforme’s wide-leg Maud trousers for an effortless look, and a pair of combat boots from Aeyde or Gucci. Below, the Olsen winter wardrobe starter pack featuring the pieces you’ll wear through the season, and after.

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The Ultra-Tailored Coat

Each season, a new tailoring trend emerges and takes over the outerwear market. The Olsens have always gravitated towards ultra-tailored coats that are crafted with precision. Look for blazer-like details like the ones in Aritzia’s The Constant coat, or the sharp lines punctuating Another Tomorrow’s double-faced trench.

Another Tomorrow

double-faced tailored trench coat

Image may contain Ashley Olsen Clothing Coat Blazer Jacket Adult Person Formal Wear Suit Accessories and Bag

Robert Kamau

Image may contain MaryKate Olsen Ashley Olsen Clothing Long Sleeve Sleeve Adult Person Blazer Coat and Jacket

Jamie McCarthy

The Poplin Shirt

This wouldn’t be an Olsen’s style guide without mention of button-down shirting. Both sisters have a vast arsenal of cotton poplin shirts—from tailored versions to oversized silhouettes. Favorite Daughter’s comes in clean white, while Toteme’s and & Other Stories are cast in poppy red and bright blue for minimalist-approved pop of color.

Toteme

cotton poplin button-front shirt

Favorite Daughter

The Ex-Boyfriend cotton shirt

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Getty Images

The Top-Handle Carryall

The best top-handle bags vary in size and shape, but the Olsen’s often prefer a bowling silhouette that is big enough to store all daily essentials, and more. Coach’s Empire 40 bag made waves this year thanks to its vintage-inspired shape and roomy interior. For a new-now accessory, The Row’s India bag is sure to become the next crowd-favorite.

Coach

Soft Empire 40 carryall bag

Image may contain MaryKate Olsen Person Clothing Coat Adult Wristwatch Footwear Shoe Overcoat and High Heel

Robert Kamau

The Statement Shearling Coat

Pared-back, layer-able black and grey coats are essential for winter, but the shearling coat is here to keep you warm, and stylish all season long. Take a cue from the Olsen handbook and look for shaggy details, longline shapes, and reversible designs.

Image may contain MaryKate Olsen Clothing Coat Blazer Jacket Plant Accessories Glasses Bag Handbag and Overcoat

Robert Kamau

The Off-Duty Outfit

From classic crewnecks to baggy turtlenecks, cashmere sweaters can bring a comforting softness to any occasion, whether at the office or reading in the park. The Olsen’s l-o-v-e their knitwear, and are usually spotted in neutral hues with ribbed hemlines. To achieve their winter look, pair yours with elevated leggings—like stirrup styles or split-hems.

Lisa Yang

Heidi cashmere turtleneck sweater

Leset

Rio stretch stirrup legging

Cos

chunky pure cashmere turtleneck sweater

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Robert Kamau

The Combat Boot

If knee-high boots are the perfect boot for evening’s out on the town, then the combat boot is the ideal footwear choice for relaxed weekends and errands. There are plenty of minimalist styles to channel their energy, like Miu Miu’s sleek lug sole, or Aeyde’s unfussy lace-up.

Proenza Schouler

lug sole platform chelsea boot

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Photo: Getty Images

The Slouchy Trouser

You’ll probably never spot Mary-Kate or Ashley wearing a fitted trouser—the two prioritise comfort above all else. For an affordable find, Cos’s are designed in a lightweight wool-blend twill, and tailored into a relaxed shape. Looking to make a big purchase? Fforme and The Row have luxe wide-leg options you’ll own for decades.

Fforme

Maud cotton and wool wide-leg pants

Róhe

wool and mohair straight-leg pants

The Row

Gordon wide leg wool pants

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GVK/Bauer-Griffin

The Classic Loafer

Loafers, loafers, loafers! We can’t get enough. Whether they come in suede, leather, or in a chunky silhouette, the loafer has staying power. The Olsens prefer a classic silhouette, often wearing styles from The Row. But you don’t have to break the bank to achieve this winter vibe! Zara has a patent leather pair and Madewell’s chocolate brown is croc-embossed.

Toteme

The Piped patent leather loafers

Zara

patent leather penny loafers

The Row

Colette leather slip-on loafers

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