How to Channel Olsen Twins Winter Style: Effortless Luxe for the Cold-Weather Months

When it comes to defining timeless, low-key elegance, few have done it with more finesse than Mary-Kate and Ashley Olsen. From their transformation from child stars to fashion moguls, the twins have consistently demonstrated an impeccable ability to curate sophisticated, minimalist looks that transcend trends. Whether on the red carpet or strolling through the streets of New York, their style is consistently a blend of refined basics and perfectly crafted pieces from their own brand, The Row. With winter approaching, we’re taking inspiration from their cool-weather wardrobes—delving into the looks that perfectly capture their signature blend of comfort, luxury, and understated glamour.

The Olsens have long been associated with an aesthetic that is as luxurious as it is laid-back, making them the ultimate source of winter style inspiration. Here’s how to infuse your own wardrobe with that signature Olsen twin charm, ensuring you stay stylish, cozy, and effortlessly chic all season long.

1. The Luxe Outerwear: Tailored Coats and Statement Shearlings

For the Olsens, outerwear is not just functional—it’s a statement. Their go-to winter coats are often oversized, tailored to perfection, and made from luxurious fabrics that whisper rather than shout. Look to designs that combine structure with softness, such as double-faced wool trenches or tailored cocoon coats that feel like a hug on cold days. Brands like The Row, Aritzia, and Sandro create the kind of pieces that epitomize this sensibility—think sharp lines and clean finishes that drape effortlessly over any outfit.

But it’s not all about the minimalism. The twins’ love for shearling coats is well-documented, and for good reason. A shaggy, longline shearling coat, with its cozy yet chic aura, is the ultimate winter investment. This look isn’t just about warmth; it’s about infusing your look with a sense of elevated ease. For the perfect Olsen-approved shearling, try pieces from Chloé, Bode, or even Re/Done—brands known for their luxurious take on timeless designs.

2. The Poplin Shirt: Tailored, Oversized, and Everything In Between

While the Olsens’ wardrobe often boasts extravagant outerwear, it’s their perfectly executed basics that truly define their style. One essential in their rotation is the humble button-down shirt. The twins wear these with such mastery that it has become a cornerstone of their cold-weather style. Whether it’s an oversized version tucked loosely into trousers or a crisply tailored piece layered beneath a coat, the poplin shirt is an Olsen essential.

For a simple yet chic look, pair a Toteme button-up shirt with wide-leg trousers or tuck it into a sleek pencil skirt. If you're after something with a bit more edge, Aritzia offers a great selection of oversized shirts that you can easily dress up with statement accessories, or go for something from Róhe in a crisp white or classic pinstripe.

3. The Layered Knit Look: Luxurious and Multi-Dimensional

While knitwear is undeniably a staple in the Olsen twins’ winter wardrobes, it’s the way they layer these pieces that truly sets them apart. Forget simple sweaters—this season, it’s all about creating depth and texture with carefully layered knitwear. Think long, oversized cashmere cardigans layered over fine turtlenecks or a bulky ribbed sweater paired with a knitted vest. It’s about mixing different textures, from soft merino wool to chunky alpaca, for a look that feels both luxurious and cozy.

The key to achieving this look is opting for high-quality materials that elevate even the simplest of layers. Try combining a Lemaire cashmere turtleneck with a The Row oversized cardigan. If you’re craving even more of that Olsen vibe, throw a chunky knit scarf into the mix—worn loosely around the neck for that nonchalant, off-duty chic.

4. The Wide-Leg Trouser: Comfort Meets Class

When it comes to bottoms, the Olsens have shown time and again that comfort should always come first. Forget skinny jeans or anything constricting—the Olsen twins favor wide-leg trousers that are as breezy as they are chic. Opt for a high-waisted, relaxed-fit silhouette to achieve that effortless, elegant look they do so well.

The Fforme Maud trousers, with their clean lines and luxe fabric, are a perfect match for the Olsens’ approach to trousers. These are the kinds of pieces you can wear to the office, on a weekend outing, or even at a laid-back dinner party. Brands like The Row, Celine, and Lemaire provide plenty of stylish options to give you that perfectly relaxed-yet-polished vibe.

5. The Essential Footwear: Combat Boots, Loafers, and Slides

When it comes to footwear, Mary-Kate and Ashley stick to the classics. Combat boots, loafers, and slides are all staples in their winter wardrobes, effortlessly transitioning from day to night. Combat boots, especially those with lug soles or a sleek finish, provide the perfect contrast to the softer textures of their cozy knitwear and tailored coats. Look to Gucci or Aeyde for a sleek, minimal take on this boot trend.

Loafers, another key piece in their footwear arsenal, are the epitome of timeless chic. A pair of classic loafers—whether in sleek leather or a more textured material like suede or patent—will carry you through the entire winter season. The twins often choose pairs from The Row, but brands like Zara or Madewell provide more accessible options that don’t sacrifice style.

For a more relaxed vibe, opt for a pair of cozy slides. These are a go-to for Ashley, who has been spotted in slides from The Row—perfect for quick trips to grab coffee or run errands. The versatility of slides allows you to pair them with anything from a knit sweater and leggings to a more formal dress or coat.

6. The Monochromatic Statement: Full-Body Neutral Tones

One of the most striking elements of Olsen style is their use of neutral tones, particularly when it comes to monochromatic outfits. They embrace a head-to-toe color palette of soft beiges, creams, and off-whites, creating a look that is both sleek and cohesive. This winter, take inspiration from their affinity for monochromatic dressing by styling an entire outfit in a single shade, playing with different textures to add interest.

For example, pair a cream The Row sweater with ivory wool trousers and a pale cashmere scarf. The key is to layer varying shades and fabrics of the same color—lighter tones on top and slightly deeper shades on the bottom—to keep the look dynamic yet serene. Accessories, such as a soft leather bag in a matching shade or a delicate gold necklace, will further enhance the effortless elegance of the outfit.

7. Accessories: The Ultimate Finishing Touches

No Olsen outfit is complete without a carefully chosen accessory. The top-handle bag is a particular favorite, often seen in oversized, structured shapes. Look for bags that are both functional and stylish, with enough room to store all your essentials. The Row's India bag has become a fan favorite, thanks to its vintage-inspired shape and spacious interior, but there are also more affordable options from brands like Coach and Mango.

Then, there’s the understated yet powerful statement belt—a must-have in any Olsen-inspired wardrobe. A wide leather belt or a simple black belt with a unique buckle can cinch in the waist of an oversized coat or add shape to a slouchy sweater dress.

Final Thoughts: A Winter Wardrobe That Channels Olsen Elegance

For the Olsen twins, winter style isn’t about fussy layers or loud statements. It’s about luxurious, carefully chosen pieces that blend elegance with comfort—classic coats, oversized trousers, and carefully selected accessories that can be mixed and matched to perfection. Whether you’re layering up for a winter day out or embracing the more laid-back moments of your week, channeling the Olsens’ timeless winter style is all about embracing simplicity, comfort, and the finest quality materials.