5 Model-Approved Ways to Master Effortless Winter Dressing

basic winter outfits
Photo: Getty Images and Backgrid

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There’s an art to shopping for winter basics—just look at some of the recent wintery outfits worn by our favorite celebrities, models, and fashion newsmakers. Sure, high-quality items that are warm enough to stand up to bone-chilling weather are a must. But the best pieces go beyond functionality, offering a hint of whimsical wonder. As of late, stars like Hailey Bieber and Gigi Hadid have been model citizens of minimalist magic, taking a less-is-more approach with their outfits. There are really only two words to perfectly describe the pared-back movement taking charge this season: simply chic.

While running errands in SoHo, Bieber nailed quiet (not boring) winter dressing with an outfit chock-full of dreamy pieces, from her rigid platform Marni loafers to her elevated Eterne sweater paired underneath a supremely tailored Saint Laurent coat. Retro-inspired outerwear is a key ingredient to mastering cool-girl dressing during the winter. Whether it’s a tough moto jacket à la Emily Ratajkowski or a glamorous Old Hollywood leather trench—like Lori Harvey’s. Find the easiest to copy winter outfits all ahead.

Photo: TheImageDirect.com

Gigi Hadid

It’s all in the details. Follow Hadid’s lead and reach for a neutral coat that's amplified with a luxe quilted texture or invest in shearling boots or slippers adorned in elegant pearls.

The Row Agathon belted quilted leather coat

The Row Edita rib-knit top

Alameda Turquesa Pinctada Pearly suede mule slippers

Missoma x Le Specs Hydrus Link oval sunglasses

Photo: Getty Images

Hailey Bieber

When in doubt, invest in classic separates that you can wear on repeat. We’ve seen Bieber wear her Eterne sweaters as well as her beloved Marni loafers over and over again. 

Saint Laurent belted herringbone wool-blend coat

Eterne Francis sweater

Agolde low slung baggy jeans

Marni platform leather loafers

Photo: Backgrid

Lori Harvey

The timelessness of a trench combined with the cool factor of supple leather is always an instant hit. Pair it with a two-in-one scarf cardigan and ripped jeans—like Harvey—and you’re guaranteed to win best-dressed this winter.

Bottega Veneta shiny leather coat

MM6 Maison Margiela scarf cardigan

JW Anderson cut out knee bootcut jeans

Bottega Veneta silver earrings

Photo: Getty Images

Emily Ratajkowski

Take notes from Ratajkowski and go back in time with retro-inspired pieces from a faded jacket and jeans to classic Converse sneakers.

Golden Goose belted distressed leather jacket

Loewe anagram tank top

Converse Chuck 70 sneakers

Slvrlake straight-leg London crop jeans

Photo: Getty Images

Kendall Jenner

Channel your inner cozy girl just like Jenner with soft knits, relaxed-fit pants, and comfortable yet polished shoes.

Totême wool-blend sweater

The Row Padma cotton and silk-blend velvet straight-leg pants

The Row Gabriel shoulder bag

The Row Ranger Derbys