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Few have been able to capture the attention of the fashion industry, and beyond it, quite like the Olsen twins. They’ve surpassed child stardom and made a name for themselves thanks to their beloved brand, The Row. Yet, their popularity and intrigue persists—and the lack of access to their inner lives makes us want to know even more about them. As popular as the Margaux bag itself, the twins have cemented themselves as the North Star of the less-is-more approach, causing Olsen obsessives like myself to collect a potpourri of candid paparazzi shots and street style images, despite there not being many circulating. With winter quickly approaching, it’s time to dive into our favorite Olsen style photos for cold-weather outfit inspiration—after all, when I think of winter, I think of the Olsen twins. And what they do best is wear clothes.
Vogue’s Olsen Twin Style Guide:
- The Tailored Coat: The Row Sallik coat, $2,250
- The Poplin Shirt: Favorite Daughter The Ex-Boyfriend cotton shirt, $168
- The Most-Wanted Carryall: Coach Empire 40 bag, $695
- The Shearling Bundle: Nour Hammour Daphne shearling coat, $2,150
- The Cashmere Knit: Cos chunky turtleneck sweater, $375
- The Combat Boot: Gucci ankle boot, $1,550
- The Penny Loafer: Madewell Grayson loafer, $178
The Olsen twins’ personal style is synonymous with the winter season thanks to their affinity for larger-than-life layers: sumptuous coats, loose yet heavyweight trousers, and luxe knitwear. As soon as the temperature dipped below 60 degrees this season, I got dressed that morning by asking, “What would Ashley Olsen do?” She would tuck her hair behind her ears and layer a tailored coat over a tailored button-up. On the weekend, frigid air struck again—“what would Mary-Kate wear to grab a latte?” She’d bring her slouchy carry-all bag and sport an equally languid pair of trousers, and probably top it all off with a shearling jacket.
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.
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.
The Row
Sallik coat
$2,250
BERGDORF GOODMAN
$2,250
SSENSE
H&M
Wool-blend coat
$200
H&M
Another Tomorrow
double-faced tailored trench coat
$1,490
BERGDORF GOODMAN
$1,490
NEIMAN MARCUS
Aritzia
The Constant coat
$350
ARITZIA
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.
Róhe
oversized stripe shirt
$460
BERGDORF GOODMAN
& Other Stories
satin shirt
$120
& OTHER STORIES
Toteme
cotton poplin button-front shirt
$440
SAKS FIFTH AVENUE
$440
NET-A-PORTER
Favorite Daughter
The Ex-Boyfriend cotton shirt
$170
SAKS FIFTH AVENUE
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
$695
COACH
The Row
India bag
$3,890
THE ROW
Madewell
top handle crossbody bag
$178
MADEWELL
Prada
large leather tote bag
$5,400
SAKS FIFTH AVENUE
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.
Nour Hammour
Daphne shearling coat
$2,150
NET-A-PORTER
Nanushka
Kilah faux fur coat
$1,195
NEIMAN MARCUS
$1,195
NANUSHKA
Mango
fur-effect long coat
$3,000
Mango
Ralph Lauren
faux fur coat
$420
RALPH LAUREN
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
$635
NET-A-PORTER
Leset
Rio stretch stirrup legging
$200
NET-A-PORTER
$200
SHOPBOP
Cos
chunky pure cashmere turtleneck sweater
$375
COS
H&M
zip-hem leggings
$25
H&M
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.
Gucci
leather ankle boot
$1,550
GUCCI
Proenza Schouler
lug sole platform chelsea boot
$1,050
PROENZA SCHOULER
$895
SSENSE
Aeyde
Isa leather ankle boots
$625
NET-A-PORTER
Miu Miu
black leather booties
$1,290
MIU MIU
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
$1,790
NET-A-PORTER
Róhe
wool and mohair straight-leg pants
$490
NET-A-PORTER
Cos
tailored twill pants
$150
COS
The Row
Gordon wide leg wool pants
$1,450
BERGDORF GOODMAN
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
$720
NET-A-PORTER
Zara
patent leather penny loafers
$50
ZARA
The Row
Colette leather slip-on loafers
$1,080
BERGDORF GOODMAN
Madewell
Grayson penny loafer
$178
MADEWELL