Spring, summer, and even fall bring out the best in our dressed-for-success[ful-socializing] abilities — it’s winter where we find ourselves falling off the social grid. Aside from a generalized fear of freezing temps and premature sunsets, the thought of putting an outfit together that looks halfway decent is enough to send us scurrying back to our sweatpant-clad post on the couch. So, in a 2020 effort to venture outside of our comfort zones apartments, we brought in backup for some fresh winter-style perspective: you.

We tapped your savvy travel ensembles in 2019 and now we’re back for your brazen, but cute, winter-night-out looks. After polling Refinery29 readers on their head-to-toe advice for frigid evenings on the town, the compelling outfit results are in — stacked with styling tips, accessorizing tricks, and trusted cold-weather brands. Tired of wearing the same jeans-and-boot combo every weekend? Forgotten what a going-out top even looks like? Sick of playing “I may leave you in the bar and never see you again” roulette with your favorite coats and bags? The brave, below-30° outfit champions ahead are here to help.

Whether you’re in need of a complete wardrobe overhaul or just some creative reimagining of your current lineup, scroll on for 27 winter-outfit inspirations — from shoes to coats, to finishing touches — that will pry you from couch to closet and back into stylish socialization.

At Refinery29, we’re here to help you navigate this overwhelming world of stuff. All of our market picks are independently selected and curated by the editorial team. The product details reflect the price and availability at the time of publication. If you buy something we link to on our site, Refinery29 may earn commission.

Long-Sleeve Sheer Shirt

“A long-sleeve sheer shirt with a bralette, bikini top, or cami underneath — they are shockingly warm, yet sexy and you can choose to show how little or much as you want by going topless (woo, #freethenipple).” – Jackie, goes out once or twice a week

Urban Outfitters Snake Print Mesh Top, $, available at Urban Outfitters

H&M Chelsea Boots

“I have discovered I am not able to have expensive shoes in NYC. I don’t know if it’s the salt or the mysterious liquids on the subway, but I stopped buying fancy boots after the devastating destruction of one particularly pricey pair my first year in the city. I usually wear black, flat boots when I go out because I am somewhat klutzy and heels don’t mix well with snow and ice. Over the past 5 winters, I have been buying these H&M Chelsea boots, which honestly look way more expensive than they are.” – Danielle, goes out frequently

H&M Chelsea Boots, $, available at H&M

Long-Sleeved Deep V-Necks

“I wear a lot of long-sleeved T-shirts that have a deep V-neck — they are super versatile to wear with skirts or jeans. They’re warm because of the sleeves, but also a little saucy because of the neckline.” – Danielle, goes out frequently

SheIn Sheer Mesh Sleeve Fitted Tee, $, available at SheIn

Sequin Joggers

“A pair of sequin pants are my kooky version of a little sequined dress. They’re my party pants. I’m not leaving my house to freeze my ass off, I’m going out to have a good time.” – Anna, goes out twice a week

Kendall & Kylie Studio 54 Pants, $, available at Shopbop

Long-Sleeve Bodysuit

“Lately, I’ve been into high-waisted baggy jeans and a long-sleeve bodysuit — specifically this simple one from Everlane. I find it’s warm under no matter what coat I wear (trench, puffer, faux fur, anything), and it also looks super chic and cool because of the ballet neckline. ” – Hannah, goes out two to three times a month

Everlane The Luster Ballet Bodysuit, $, available at Everlane

Everlane Boss Boots

“My black boss boots from Everlane — they have a pointed toe, which I find makes any outfit good for going out.” – Hannah, goes out two to three times a month

Everlane The Boss Boot – Black Pebbled, $, available at Everlane

Bleach-Dyed Turtlenecks

“You’ll usually find me in a bleach-dyed, thrifted turtleneck with an oversized tee over it. I never sacrifice comfort for a [nice] pair of shoes. I let a funky layering combo up top and a nice fitting pair of jeans do all of the talking :)” – Amit, goes out almost every night

TheCosmicCircle 90s Vintage Bleach-Dyed Turtleneck, $, available at Etsy

Tights Under Jeans

“I always wear a pair of tights under my jeans — I swear by this as the thing that keeps my legs feeling cozy no matter how low the temperatures drop. I’ve found that J. Crew and Madewell have some pretty high-quality tights for a low price.” – Amit, goes out almost every night

swedish stockings Tora shimmery tights, $, available at J. Crew

Ribbed Turtleneck

“Between the months of October through March, a black ribbed turtleneck is life. Going out to a nice dinner? I wear one under a blazer; to the movies, it goes under an oversized sweater; a bar, it’s paired with high-waist jeans, a chignon, and some extra eye makeup — and voilà — I am no longer just a person staying warm in a black turtleneck, I am now Audrey Hepburn posing for Steven Meisel (sort of).” – Marissa, goes out every weekend

Urban Outfitters Lany Ribbed Turtleneck Sweater, $, available at Urban Outfitters

A Hoodie

“I really like wearing hoodies with jeans and some high-platform shoes. A hoodie is my #1 essential because it’s soft, comfortable, and still really cute 🙂 — I’m really into a chic n’ comfortable winter style.” – Melinda, doesn’t go out often

H&M Oversized Hoodie, $, available at H&M

Over-The-Knee Boots

“Over-the-knee boots. You can wear leggings and still look dressed up while staying warm in OTK boots. Heck, you leave your house with no pants at all and still manage to make it work in a pair of these.” – Mya, goes out once or twice a week

New Look Over The Knee Chunky Heeled Boot, $, available at ASOS

Long-Sleeved Mini Dress

“A long-sleeved mini dress and thigh-high boots. This is my ‘Winter Go-To’ because I’m Canadian; I still want to look cute when I go out but almost the entire year is a winter wonderland where I’m located. And this way my arms and legs are still covered without having to be bundled up with 20 layers. ” – Jupiter, goes out twice a week

& Other Stories Fitted Puff Sleeve Leopard Mini Dress, $, available at & Other Stories

A Sweatsuit

“I like the juxtaposition of an IDGAF sweatsuit paired with sexy heels and earrings. It’s sort of a JLo meets Chas Tenenbaum look.” Casey, goes out a few times a month

Eloquii , $, available at Eloquii

Black Lace-Up Combat Boots

“My pair of black lace-up combat boots are my favorite thing to wear during nights out in winter — super warm and add extra oomph to any boring outfit instantly.” – Prokrita, goes out two to three times a week

Jeffrey Campbell Check Lace-Up Boot, $, available at Free People

Oversized Blazer

“Usually an oversized blazer with only a bra under it and black wide-leg pants!” – Sue, goes out only on special occasions

Mango Velvet blazer, $, available at Mango

Leather Leggings

“My faux leather Spanx leggings are indestructible!!! They’re like my version of body armor for a Saturday night out. You can dance, climb over to the way back seat of an Uber, stand outside in the cold and lay down for a nap at the diner without flashing anyone and staying completely warm. They’re also really easy to spot clean when spilled drinks become a recreational hazard.” – Sandra, goes out Thursday – Saturday nights

SPANX Faux Leather Leggings, $, available at Nordstrom

Full-Length Coat

“A nice long coat over an all-black ‘fit always does the trick — the full length is awesome for keeping you (and your legs included) warm.” – Tiffani-Amber, goes out often

Boohoo Maxi Length Wrap Coat, $, available at Boohoo

Lands’ End Long Down Coat

“I don’t go anywhere without my ‘Winter Gown’ (aka my long Lands’ End down coat). In the winter I always try to find bars and clubs that have a coat check, so I never have to compromise on a going-out outfit.” – Laura, doesn’t go out often

Lands’ End Women’s Winter Long Down Coat with Faux Fur Hood, $, available at

Faux Fur Coat

“A huge, fluffy faux fur coat is a must! I mostly rent mine from Rent the Runway so that if drinks get spilled it’s no big deal (I hate wearing anything too precious out to a bar because it makes me paranoid and unpleasant to be around). I dig this one because it’s a bright color that will stand out in a sea of boring black puffers and peacoats.” – Cait, goes out often

Apparis Manon Faux Fur Jacket, $, available at Shopbop

Platform Boots

“Big, chunky platform boots are everywhere this season and I love how invincible they make me feel — like I can walk into any dive bar or music venue, and no matter how sticky the floor or questionable the bathroom, I’m just gonna be owning it. Doc Martens are the obvious choice — but, I also just purchased these from Zara and I’m very excited to try them out.” – Cait, goes out often

Dr. Martens Rometty Sanguine Boots, $, available at Zappos

Glittery Socks

“I love to have a glittery sock peeking out from my boots! I wear them pretty much every day during boot season, but they’re especially apt for a night out.” – Cait, goes out often

HUE Metallic Roll-Top Socks, $, available at Amazon

Blanket Scarf

“Layers! Big blanket scarves (it’s a look and it keeps me warm) over jackets, over sweaters, over tanks and boots! With warm socks!” – Ellyn, goes out at least once a week

Anthropologie Barclay Fringed Wrap Scarf, $, available at Anthropologie

Faux-Leather Trench Coat

“Long trench style coat (any material but preferably faux leather) and a long-sleeve almost-mini dress with thigh-high boots (animal print or basic black with a little detail).” – Cameo, goes out three to four times a week

Nasty Gal Leather Let Me Go Faux Leather Trench Coat, $, available at Nasty Gal

Mini Backpack

“I always wear my black small backpack mainly because it’s easier to grab when I have so many layers on. I find that often I ‘lose track’ of my smaller lightweight bags in the winter since there are so many layers and so much weight to my outfits — especially when I need to carry more winter accessories like gloves, beanie, etc.” – Bianca, goes out twice a week

Urban Outfitters Nina Structured Mini Backpack, $, available at Urban Outfitters

A Small Crossbody Bag

“I would never bring out a clutch (too annoying to hold and keep track of) or a backpack (an invitation to steal my phone) out at night. I’ll only wear a small crossbody bag. It’s hand-free so easy to dance it/hold drinks, and it should be just big enough to hold the necessities like phone, credit card, ID, keys, and lip balm. Bonus points for patent leather or something that doesn’t get ruined if you do irresponsibly end up leaving it in a corner or on the floor.” Donna, goes out a few times a week

Loeffler Randall Croc-Effect Patent-Leather Shoulder Bag, $, available at Net-A-Porter

Fitted Black Dress

“My go-to winter-night-out ensemble always encompasses a fitted black dress with tights, boots, and a puffy or oversized coat. I like to mix opposing elements together.” – Christianne, goes out twice a month

Reformation Maya Dress, $, available at Reformation

Off-The-Shoulder Top

“Blue skinny jeans, a black off-the-shoulder long-sleeve shirt, and black knee-high boots with a warm jacket — because it’s sexy, but also warm, and when you take off your jacket it’s a whole different look for winter!” – Keona, goes out often

ASOS DESIGN off shoulder long sleeve top in black, $, available at ASOS

Ankle-Length Jeans

“Jeans or black pants with a flirty long sleeve blouse. I love Mother ankle-length jeans, these are my go-to.” – Melissa, goes out two to three times a week

MOTHER The Insider Crop Jeans, $, available at Shopbop

Ganni Beige Quilted Jacket

“The beige puffer coat really stands out, as most people tend to opt for a darker winter coat. I’ve worn this look to the park, bowling alley, and ice skating rink, to name a few!” – Haneen, goes out two to three times a week

Ganni Whitman quilted shell down jacket, $, available at The Outnet

Black Cropped Puffer

“Black cropped puffer or a teddy jacket, cute long sleeve top with a lil’ cleavage, Levi’s, and either black boots, Docs, or white sneakers.” – Amanda, goes out about every other weekend

AE AE Puffer Jacket, $, available at American Eagle Outfitters

Tank Bodysuit

“Tight-skinned tank bodysuit, black leather skirt with black leggings — all layered with some cool coats and hats!” – Kim, goes out every other weekend

Madewell Tank Bodysuit, $, available at Madewell

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