Here’s How to Style 5 Luxurious Loungewear Sets This Winter

model wearing Comme Si lounge pants
Photo: Courtesy of Comme Si

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Achieving a pulled-together look can be especially challenging in the winter. While the heat of July allows you to throw on a one-and-done dress and call it a day, bone-chilling temps require more planning—and more layers to consider.

One way to ease your mental load, particularly in your off-hours, is with matching loungewear sets. Coordinating tops and bottoms, in all of their iterations, can effortlessly glide you through the bulk of your day, from errands, to the gym, and even into the office (with the right accessories, of course). Thanks to their ample warmth, versatility, and potential for styling, a matching set might just be a foundational addition to your winter wardrobe.

Of course, as we’ve said, the options here are endless, so we won’t leave you hanging when it comes to the how-tos. In our guide, you’ll discover five loungewear sets and how to wear them—plus a few extra to add to your winter capsule wardrobe. Read on!

Vogue’s Cozy Winter Loungewear Picks:

The Elegant Errand Run

Sweatsuits don’t have to look sloppy. The key to wearing one out with intention is to dress it up with polished extras. Here, an oversized leather bomber and soft loafers contrast the casualness of the sweats. Add thick white socks for a little extra warmth and visual interest.

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Éterne

French terry sweatshirt

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Éterne

French Terry sweatpants

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Zara

faux leather bomber jacket

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J.Crew

cashmere wrap

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Comme Si

The Yves socks

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Khaite

Monroe leather loafers

The Slick Sportif

This look can easily take you to pilates, but it doesn’t have to. Toteme’s soft wool and cashmere coat and some elegant accessories up the ante on everyday activewear.

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Aritzia

HeatForm zip-up

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Aritzia

HeatForm hi-rise legging

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Toteme

wool and cashmere-blend coat

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Loewe

toy leather slipper loafers

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Aesther Ekme

Sac leather tote bag

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Alexandre de Paris

classic headband

The Soft Wool Separates

These separates from The Row can accomplish a lot. You can dress them up for the office with loafers and a nice coat, or down for an easy weekend, as demonstrated below. Either way you’ll be warm and cozy in a blend of wool and cashmere.

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The Row

Komako shirt

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The Row

Gala wide-leg pants

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Massimo Dutti

high neck knit jumper

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Falke

soft merino socks

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Dries Van Noten

leather and suede sneakers

The Elevated PJs

This look, inspired by Miu Miu’s fall 2025 show, is a cute and quirky way to wear a pajama set. Pearls, boat shoes, and a polo sweater are just preppy enough.

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Alex Mill

x Schostal pajama set

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Alex Mill

x Schostal pajama set

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Cos

pure cashmere polo shirt

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Completedworks

Gold-plated necklace

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J.Crew

cashmere-blend trouser socks

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Miu Miu

leather lace-up moccasins

The Mix and Match

A stylish weekend look can be as easy as mixed knits and a plush, shearling topper. Mary Janes and drop earrings add a bit of playfulness and femininity.

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Lisa Yang

Ebby brushed-cashmere vest

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Comme Si

La Boxer Alta

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Gap

organic cotton vintage T-shirt

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Nour Hammour

Daphne shearling coat

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Le Monde Beryl

leather Mary Jane ballet flats

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Chan Luu

Marseille drop earrings

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Extreme Cashmere

N°123 bourgeois sweater

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Extreme Cashmere

N°353 relax sweatpants

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Toteme

monogram flannel pajama shirt

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Toteme

monogram flannel pajama pants

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Entire Studios

cotton top

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Entire Studios

cotton wide-leg sweatpants

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Leset

Teddy fleece Henley top

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Leset

Teddy Terry track pants

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Jazzy jacquard-knit hoodie

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Jazzy ribbed leggings

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Sporty Rich

printed turtleneck sweatshirt

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Sporty Rich

Vendome Resort track pants