24 winter outfits you can actually wear on a cold night

24 winter outfits you can actually wear on a cold night

It has officially entered the season with temperatures below freezing. Dressing for cold days means gathering in endless knits and woolen layers, but the evening offers a completely separate challenge. What winter outfit can you wear that will look fashionable without leaving you frozen and bitterly uncomfortable? The smart challenge in terms of feeling comfortable is never more relevant than during the holiday party cycle and New Year’s Eve, but it also continues to emerge well into February and March. It is a wardrobe battle that is worth tackling, once and for all.

“This season, designers showed a variety of options for how to stay warm without sacrificing style,” Los Angeles-based stylist Catlin Myers tells TZR. “Sequin jackets, bespoke suits and even luxurious buffer jackets are all great options.” To begin with, it helps to consider all the ways you can wear layers and still look dressed up. This means that ensembles centered around a jumpsuit, sweater, bespoke suit or leather leggings should be top of mind.

When you choose to wear strap dresses or miniskirts that expose your legs, long sleeves, extra layers and black tights will be your new best friends as you need a little extra coverage. “Try mixing and matching – a party dress with a leather buffer or suit – or incorporate a high metallic boot or printed jacket to embellish something more casual,” Myers says. Statement outerwear is the key. Choose a top that can be integrated as a stylish element into your overall look, not just the obligatory, outfit-destroying coat you can’t wait to take off when you step inside.

Whether it’s an evening in the city, a first date or a humble home party, here are 24 easy ideas on how to dress to excite while still dressing for the cold.

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Outerwear meets slip

Simple but effective. Oversize sweaters and long midi dresses are always a yes – especially when it gets cool outside. Dress silly vibes up with a silky slip-on dress (or skirt) and a heel with straps for a cozy yet stylish winter look that is evening in the city.

Dressed up jeans

What is a winter outfit without a longline wool coat? Since a trendy winter coat is so important, you can really keep the rest of your look simple with a pair of jeans and an extra thick sweater. Put them together with thick hangers, a smart crossbody and boots with clusters and you’re ready to go to town.

Neutral tones

It’s easy to think that winter evening outfits should be extra festive when the holidays are so closely linked to the season – but try to turn in the opposite direction. Limit your shade selection to brown and tan with a wool jacket or quarter zipper with black pants and boots for a muted, understated look.

Casual fit

Winter is all about the warm, chocolate-like tones seen in this pleasant puffer. Incorporate a little variety into your winter outfit silhouettes by matching an oversized down jacket with wide, casual pants. Then, by playing up the shapes of your pieces, this allows you to retain textures and colors on the DL.

Cold Weather Academy

Who says you can not channel your inner Gossip Girl in minus degrees? Pull from the range of school uniform chic’s best and warm it up with crisp, bespoke blazers and leather boots. Add pants with wide legs or a matching skirt with tights underneath.

Winter white

Fantastic winter evening outfits are all in a good selection of winter whites. Pearl-shining tones are reminiscent of snowflakes, making this look even more suitable for the season. Balance a simple white dress with a fun statement bag, in white or another shade for a splash of color.

It all works

All that glimmers is the name of the game. Enhance a winter night outfit with a sweater-skirt combination and a lot of glitter. If the fabric with sequins is not enough, you can add extra sparkle with rhinestone-adorned accessories, hanging crystal earrings and glittering stockings.

Lots of leather

Leather lovers, rejoice! Your season is here. Embrace biker-babe vibes in an 80s-inspired mini dress in leather and thigh-high boots. Polish the look with polka dot socks for a feminine touch, and top it off with a knit beanie for extra resistance to the frosty air.


Warm up your evening outfit with a fiery color palette. A scarlet blazer and matching pants in shiny red patent will definitely smolder no matter what the evening brings.

Casual Shine

The best winter-evening outfits are not shy at the glance. A shiny copper midi skirt and designer logo t-shirt or sweatshirt provide a stylish balance between dressy and casual. Make it work for the winter by adding your favorite leather moto jacket and a pair of sock boots.

Winter pastels

Breathe fresh air into a cold weather look with a winter-friendly spin on feminine pastels. It’s about layers and textures. A matching knit set is smart as it is, but a pastel buffer is what really takes an outfit like this to the next level. If you can not find a buffer in your desired shade, you can achieve a similar look by laying a layer with a separate cable-knitted sweater.

Velvet MVP

When in doubt, add a velvet blazer in a rich jewel tone. This winter MVP will transform practically everything into a luxurious evening ensemble, but it looks especially perfect with a slim black skirt and ankle boots.

Structured shimmer

Hungry for something with trend power left over? Step out in a tapestry blazer dress with tailored pants for an elevated mood, too cool to be bothered. If you feel like exposing some skin in the cold, a crop top adds a lukewarm touch to this outfit.


Sometimes it’s hard to get yourself to put on anything other than your biggest, most sloppy sweater while the bitter cold of winter rages outside. If you are a knit-24/7 type, lean into your predilection without a gram of shame. Wear an oversize sweater (a large sweatshirt works too), the thickest black pants you can find, and a pair of thick boots. You will not regret when the time is 02.00 and 32 degrees and you still feel comfortable.

Disco fever

Metallics were made for this time of year. A lamé blouse, trousers or skirt in gold is just the disco-inspired touch you need to bring your winter wardrobe to life before you hit the club. Wear it with neutral colors for a cool rock-and-roll vibe, and prepare to relive the heyday of nightlife in the 70s and 80s.

Catsuit Glam

If you’re the type who wants to look edgy and unique when you go out, try this year’s hottest celeb trend: catsuits. This full body piece gives the perfect one-and-done look – unless of course you want accessories.

Party trousers

There is nothing like a pair of colorful pants to get you through your social winter calendar in style. This neon color block look provides an eye-catching ensemble that is virtually impossible for your friends to miss in a crowd.

Sweater weather

Slouchy knit may not be the first thing you reach for when you dress for an evening out, but make it a matching, close-fitting silhouette and you will be amazed at how lukewarm an entire sweater ensemble can look .

Wild side

Animal print is having a big moment this season and it’s just begging for a spot among your party attire. Incorporates the trend for a cool evening in the city by putting a petticoat with print under a pastel blazer. The result is maximum glamor.

Snake Chic

If you want to take advantage of the animal print trend without squinting so dressy and well-crafted, snakeskin pants are the cool-girl alternative approach to the exotic motif. Pair a python blouse with a cropped sweater, heels and a crossbody bag.

Customize yourself

Luxury brocade or metallic jacquard is ideal for winter evening use, especially when made in bespoke separates. Pinch the shape with a belt to define your waist and lengthen the leg line, keeping the rest of the look slim and streamlined.

80s Redux

Embrace the intergalactic aesthetic with a metallic two-piece paired with colorful makeup and a flirty Y2K hairstyle. Not only will you stay warm all night, but you will also have one of the most unique looks to wear to the party. All eyes on me, thank you!

Slick Slip

The silk slip dress is a solid component in the summer, but it can also work for cooler weather with the help of a little layering. A patent trench coat offers some much needed weight and coverage to offset the slender dress. If that’s still not enough, add tights at the bottom and a custom base layer (like a turtleneck) at the top.

Casual meets sporty

Hope you can get away with wearing sweatpants for dinner? Layer your favorite loungewear with a bespoke blazer, chunky sneakers and a baseball cap. You will look relaxed with just the right touch of fashion girl chic.

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