10 ELLE Editors Share Their Favorite Comfy Winter Outfits

Fashion

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Love it or hate it, dread or embrace it, winter is here. It’s the season when we typically turn to our favorite comfy chic outfits to carry us through chillier temps and into the spring thaw. Similar to your most stylish athleisure wear, a comfy outfit should present the best of both worlds: It keeps you snug without looking sloppy, and can be tailored to fit either a lounging sesh or a low-key lunch.

For those who mark winter with an average low of 50 degrees, you might be picking up a matching cashmere short set to wear over your barely-there T-shirt bra. But East Coast and Northern dwellers will depend more on sweats and sweaters, accessorized by a trendy puffer tote or a glint of gold with one of the top 2024 jewelry trends. To eliminate the guesswork, we asked 10 ELLE editors about their go-to cute comfy outfits. So, take your inspo straight from the experts and shop their favorite picks below.

Claire Stern

claire stern

Courtesy Claire Stern

“As a creature of comfort by nature, I’ve always had a penchant for cozy, throw-on-and-go clothes. Attersee’s pop-over shirt and shorts set has quickly become my favorite vacation outfit, thanks in large part to the relaxed fit and elasticized waistband.”—Claire Stern, digital director

The Pop-Over Shirt

Attersee The Pop-Over Shirt

The Shorts

Attersee The Shorts

Dale Arden Chong

dale chongpinterest
Courtesy of Dale Chong

“I recently came to the realization that my comfy outfits, for better or for worse, all include jeans…except for this one. Usually I reserve sweatpants for my indoor occasions, but these? They’re meant to be seen—and for good reason. I’m a huge fan of YanYan Knits for a multitude of reasons, but once I saw BLACKPINK’s Jennie wearing them, I knew these would be my next piece from the Hong Kong label. They’ve proven to be the hero piece of my comfy wardrobe, as the knit is so soft. Finish them off with a classic white T-shirt, this delicious leather jacket, and a pair of beloved Birkenstocks, and you have my go-to coffee run ensemble.”—Dale Arden Chong, senior fashion commerce editor

Beatrisse Leather Biker Jacket

By Malene Birger Beatrisse Leather Biker Jacket

Pima Boxy Crew

Buck Mason Pima Boxy Crew

Embroidered Checkerboard Knit Wool Sweatpants

YanYan Embroidered Checkerboard Knit Wool Sweatpants

Aurora Studs

Jenny Bird Aurora Studs

Danielle James

danielle james

Courtesy of Danielle James

“The coat is a thrift find—it has a hood, which is my favorite part (plus the length). The jewelry is from an Ethiopian brand. I love them and the way they incorporate history into modern designs. And my other ring is [from] a designer in Ft. Greene that I met during the Sunday market…she makes jewelry out of [thrift] finds—this is an NYC token from the 90s.” —Danielle James, beauty director

"What If" Sweatshirt

Lingua Franca “What If” Sweatshirt

Curve Balloon Jean

ASOS Curve Balloon Jean

Tsirur Rings

Yenae Tsirur Rings

Tsirur Earrings

Yenae Tsirur Earrings

Leah Romero

leah romero

Courtesy of Leah Romero

“My go-to ensemble for practically any occasion is a cozy outfit that I can easily dress up or down. This typically involves a vintage men’s tee for its soft quality, paired with stretch pants. In this look, I’ve opted for an oversized Guggenheim Hoodie from Fantasy Explosion, combined with stretchy pleated pants from Uniqlo for that ideal comfort vibe. Don’t forget the loafers or sneakers—they’re essential! Toss on some jewelry, and you’re all set.” —Leah Romero, senior digital designer

Reggae In France Tee

Fantasy Explosion Reggae In France Tee

Pleated Straight Pants

Uniqlo Pleated Straight Pants

Whitney Super Lug Weejuns Loafer

G.H. Bass Whitney Super Lug Weejuns Loafer

Folder Brot Bag

OSOI Folder Brot Bag

Alyssa Bailey

alyssa bailey

Courtesy of Alyssa Bailey

“I’ll be honest: Most of the time, I don’t dress cozy unless I’m just running errands because I love dressing up. But when I am in my rare casual style moment, my go-to for the colder months is an oversized sweater, Under Armour’s cold gear running leggings (look, I get cold easily), and New Balance sneakers. I am particularly in love with Daydreamer’s New York sweater. It is so cute on, the lining in it is so soft, and it feels like wearing a hug. Additionally, when I want to make the look a little more publicly polished (and warmer), I’ll toss on a lady coat from J.Crew.” —Alyssa Bailey, senior news & strategy editor

New Lady Day Topcoat

J.Crew New Lady Day Topcoat

New York BF Crew

Daydreamer New York BF Crew

Women's UA Base 3.0 Leggings

Under Armour Women’s UA Base 3.0 Leggings

Fresh Foam X 1080

New Balance Fresh Foam X 1080

Lauren Puckett-Pope

lauren puckett pope

Courtesy of Lauren Puckett-Pope

“If I could dress in winter clothes year-round, I likely would. There’s something about being continually swaddled in fabric that just makes my brain hum. And as someone whose skin rebels against materials that look like they’ve, perhaps, thought about being itchy, I gravitate toward comfortable staples. For this look, I drew upon a couple of the more accessible 2024 trends—monochromatic dressing and gender-neutral styling—to elevate a sweater and wide-leg pants. I paired my beloved green Carve Designs organic-cotton sweater with similar sage-colored trousers, and worked in a few black accessories, like my belt and beanie. I topped it off with my husband’s wool coat, which he bought off of eBay; statement sunglasses; rings I inherited from my grandmother; and the Overland Kanda boots, which I adore because they’re water-resistant and wool-lined but neither heavy nor oversized. I could just as easily wear these clothes to dinner as I could take a nap in them—and, knowing me, I’d probably do both.” —Lauren Puckett-Pope, culture writer

Cayden Crew Sweater

Carve Designs Cayden Crew Sweater

MissDior B2U Sunglasses

Dior MissDior B2U Sunglasses

Now 71% Off

Kanda Wool-Lined Leather Boots

Overland Kanda Wool-Lined Leather Boots

Carine Lavache

carine lavache

Courtesy of Carine Lavache

“I love pulling out all the cozy items in my closet when winter comes around. For work, my style is all about comfort and warmth.” —Carine Lavache, senior content strategist

East West Cropped Roll Neck Sweater

Urban Outfitters East West Cropped Roll Neck Sweater

The Slouchy Boyjean

Madewell The Slouchy Boyjean

Now 57% Off

Legend Platform

Thursday Boot Co. Legend Platform

Ashley Achenbach

ashley achenbach

Courtesy of Ashley Achenbach

“For me, comfy dressing is very much synonymous with low-maintenance. Right now, I’m loving my heavy knit sweater dresses—something very one-and-done I can throw on and be out the door. Usually I’ll pair it with my cherished Urbanima boots (which are vegan, so I can wear them guilt-free), or my Puma Teveris Nitro sneakers if I’m really dressing down. I’ll add an oversized scarf or fuzzy socks for warmth, and I always have a hint of gold jewelry on me somewhere, because gold huggies always do most of the heavy lifting in terms of style points.” —Ashley Achenbach, contributing fashion commerce writer

Chunky Medium Huggie Hoops

Mejuri Chunky Medium Huggie Hoops

Flared Rib Sweater Midi Dress

& Other Stories Flared Rib Sweater Midi Dress

Soft Braided Tassle Scarf

NA-KD Soft Braided Tassle Scarf

Disco Vegan Leather Knee High Boots

Urbanima Disco Vegan Leather Knee High Boots

Madison Rexroat

madison rexroat

Courtesy of Madison Rexroat

“For ultimate comfort in the winter, I love to layer soft cashmere knits and accent with statement accessories and personal jewelry. Knit bottoms from Naked Cashmere and a polo sweater from LilySilk are loose-fitting, flattering and warm. Paired with metallic or colorful sneakers and a soft puffy handbag, you’re effortlessly stylish and comfortable at the same time.” —Madison Rexroat, fashion & accessories assistant

Cashmere Polo Shirt

Lily Silk Cashmere Polo Shirt

Ribbed Charcoal Pants

Naked Cashmere Ribbed Charcoal Pants

Rihanna Fenty Aged Silver

Puma Rihanna Fenty Aged Silver

Medium Burgundy Nappa Leather Cloud Bag

W 78 St Medium Burgundy Nappa Leather Cloud Bag

Nerisha Penrose

nerisha penrose

Courtesy of Nerisha Penrose

“SKIMS has devotees and detractors alike, but even the biggest hater can’t deny how good it is. The easiest way to my cozy little heart is through a two-piece set, so I was on cloud nine when a recent gift bag I received included the Soft Lounge Sleep Set. This set is super soft, plush yet breathable, and so lightweight that I sometimes forget I’ve been wearing it for my entire WFH shift. I typically pair the set with my grey CozyChic Barefoot Dreams Robe, which is easily the softest, warmest robe I’ve ever worn IN MY LIFE. A cozy girl through and through, Hanifa’s Miya Knit Cardigan Dress helps me extend my snuggle sesh to the great outdoors and keeps me toasty in NYC’s brisk chill.” —Nerisha Penrose, beauty commerce editor

CozyChic® Solid Robe

Barefoot Dreams CozyChic® Solid Robe

Sleep Set

Skims Sleep Set

Miya Knit Cardigan Dress

Hanifa Miya Knit Cardigan Dress

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