9 Winter Outfits to Keep You Looking Cool All Season (2024)

As we enter the holiday season, let’s have a little refresher on how to elevate our basic winter style, shall we? We took inspiration from today’s It-girls like Bella Hadid and Zendaya as well as the hottest runway shows to give you the best foundation for your cold-weather looks. It’s easy to cling to the safety of those all-black outfits, but now, it’s time to venture outside of your comfort zone. From smile-inducing sweaters and animal prints to furry accessories worn by Rihanna, there are plenty of ways to brighten up your winter outfits this season.

Don’t be afraid to bust out those favorite summer pieces in your closets. We’ll show you how to winterize those shorts and sandals to keep you feeling and looking hot in the colder temperatures. We often feel the chilly months mean we have to hide our fashion-forward sides under our puffer coats and thick ankle boots for the snow. Nevertheless, incorporating these statement styles will make sure you don’t miss a beat when it comes to your street style.

Scroll on for 10 cute winter outfit ideas that will serve as inspiration throughout the chilly months ahead.

Platform Boots

9 Winter Outfits to Keep You Looking Cool All Season (1)

Platforms are back with a vengeance and are making no plans to leave again. This time around the 2022 shoe trend has taken on the iconic Y2K Ugg boot. Step out in this redesigned classic to take your winter wardrobe to new heights.

9 Winter Outfits to Keep You Looking Cool All Season (2)

UGG Classic Mini Platform Boot

9 Winter Outfits to Keep You Looking Cool All Season (3)

Express Ultra Soft Balloon Sleeve Duster

Now 73% Off

9 Winter Outfits to Keep You Looking Cool All Season (4)

Express High Waisted Ruched Side Midi Skirt

Now 56% Off

Moto Jackets

9 Winter Outfits to Keep You Looking Cool All Season (5)

The best moto jackets have proven themselves a timeless staple. The zipper details, ribbed padding, and shoulder pads give you that extra power to take on these city streets. Be a babe and a total badass!

9 Winter Outfits to Keep You Looking Cool All Season (6)

Veronica Beard Jylan Leather Moto Jacket

9 Winter Outfits to Keep You Looking Cool All Season (7)

Rumored Union Cargo Pants

9 Winter Outfits to Keep You Looking Cool All Season (8)

Steve Madden Fink Studded Knee Boots

Bermuda Shorts

9 Winter Outfits to Keep You Looking Cool All Season (9)

Remember those Bermuda shorts we wore in middle school (that we also had in a million different colors and prints)? Well, the plaids may be gone, but the Bermuda shorts are becoming a must-have for a chic schoolboy look. Pair them with tights, knee socks, or knee-high boots to beat any wind chills.

9 Winter Outfits to Keep You Looking Cool All Season (11)

Nili Lotan Dillon Bermuda Short

Now 40% Off

9 Winter Outfits to Keep You Looking Cool All Season (12)

Isabel Marant Cener Knee Boot

Fur Bucket Hats

9 Winter Outfits to Keep You Looking Cool All Season (13)

It’s ugly and outdated until Rihanna says it’s not. This furry accessory is impractical, weird, and just what you need to slay the day. Who cares about practicality when you’re turning heads? Added bonus if you get your favorite color in faux fur.

9 Winter Outfits to Keep You Looking Cool All Season (14)

Tyler Lambert Faux Fur Bucket Hat

9 Winter Outfits to Keep You Looking Cool All Season (15)

Khaite Birdie Denim Shirt in Kirk

9 Winter Outfits to Keep You Looking Cool All Season (16)

Binge Knitting Island Mini Bowl Bag

Bold Color

9 Winter Outfits to Keep You Looking Cool All Season (17)

Monochromatic outfits are the easiest choice for the cold months ahead, and black and neutrals are usually what come to mind. Think outside the box this season and flaunt neon from head to toe. After all, the ’80s called, and they want their colors back, but they won’t be getting them anytime soon.

9 Winter Outfits to Keep You Looking Cool All Season (18)

Karen Millen Italian Wool Double-Breasted Coat

Now 20% Off

9 Winter Outfits to Keep You Looking Cool All Season (19)

Jeffrey Campbell Edie Satin Platforms

9 Winter Outfits to Keep You Looking Cool All Season (20)

Agnelle Moor Leather Gloves

Puffer Coats

9 Winter Outfits to Keep You Looking Cool All Season (21)

One of the biggest dilemmas for winter dressing is finding something that feels warm, lightweight, and breathable—the solution: a puffer coat. This winter closet staple is a must-have for anyone who plans on surviving this winter season.

Ultra Puffer

9 Winter Outfits to Keep You Looking Cool All Season (22)

Artizia The Super Puff™ Long

9 Winter Outfits to Keep You Looking Cool All Season (23)

Extreme Cashmere No.188 Happy Roll-Neck Stretch-Cashmere Sweater

Now 60% Off

9 Winter Outfits to Keep You Looking Cool All Season (24)

Bevza Balaclava Knit Hooded Turtleneck

Socks with Sandals

9 Winter Outfits to Keep You Looking Cool All Season (25)

Socks and sandals are the most interesting solution to spicing up your footwear game in the winter. Give your heels another life by pairing them with bright-colored socks made in cashmere or wool for maximum warmth. Your outfits will still feel and look like your own personal style, just with more personality.

Socks with Sandals

9 Winter Outfits to Keep You Looking Cool All Season (26)

BHLDN Leila Satin Charmeuse Dress

9 Winter Outfits to Keep You Looking Cool All Season (27)

The Row Bare Satin Asymmetrical Slingback Sandals

9 Winter Outfits to Keep You Looking Cool All Season (28)

9 Winter Outfits to Keep You Looking Cool All Season (29)

Falke Cashmere & Wool-Blend Cozy Socks

Now 25% Off

Animal Print Mania

9 Winter Outfits to Keep You Looking Cool All Season (30)

Animal prints were once a bold fashion choice, but lately, we have been spotting this trend down the runway—and even on our sidewalks. If you aren’t ready to rock a head-to-toe look à la Shania Twain, search for the right animal print for you and start with one clothing item. You’ll soon discover that this is just what you need to take your outfits to the next level.

Animal Print Mania

9 Winter Outfits to Keep You Looking Cool All Season (31)

9 Winter Outfits to Keep You Looking Cool All Season (32)

Brooks Brothers Merino Wool Snake Print Shell

Now 41% Off

9 Winter Outfits to Keep You Looking Cool All Season (33)

9 Winter Outfits to Keep You Looking Cool All Season (34)

Nanushka Iana faux snakeskin jacket

Now 50% Off

9 Winter Outfits to Keep You Looking Cool All Season (35)

9 Winter Outfits to Keep You Looking Cool All Season (36)

Yuzefi Snakeskin-Effect Tote Bag

Now 40% Off

Statement Sweaters

9 Winter Outfits to Keep You Looking Cool All Season (37)

If you’re looking to cure your winter blues, a statement sweater is just what you need. Pick a sweater that will fill you with joy whenever you read it because sometimes a cheesy saying is just what we need to lift our mood. Pair your eye-catching knit with trousers and bold-colored shoes for a head-turning outfit.

Statement Sweaters

9 Winter Outfits to Keep You Looking Cool All Season (38)

Rowing Blazers x Gyles & George Gyles & George Women's "I'm a Luxury" Sweater

9 Winter Outfits to Keep You Looking Cool All Season (39)

Nili Lotan Dillon Virgin Wool Wide Leg Pants

Now 30% Off

9 Winter Outfits to Keep You Looking Cool All Season (40)

CamperLab Yellow Traktori Loafers

Now 50% Off

9 Winter Outfits to Keep You Looking Cool All Season (41)

9 Winter Outfits to Keep You Looking Cool All Season (2024)

FAQs

What to wear in winter when its hot? ›

Embrace skirts, shorts or mini dresses and let your legs cool off a bit on those warmer days. Having knee-high boots on, or a light jacket is perfect to warm up if you need to. I also really love a great pair of winter shorts. Think faux leather, suede, wool fabrics and so on.

What should I wear to look good in winter? ›

Heavy-duty jeans or trousers – Jeans and trousers made from thicker fabrics offer superior heat retention, ensuring comfort while lending a sophisticated edge. Winter dresses – Dresses in heavier fabrics like knit or wool lend themselves to stylish pairings with tights or leggings, creating warm and elegant ensembles.

What is the best thing to wear to keep cool in hot weather? ›

Cotton. Cotton is good for dry heat because it's lightweight and breathable. Cotton is a natural fiber that's breathable, lightweight and widely accessible. Air easily passes through cotton fabric, allowing you to feel breezy and cool.

What to wear in 92 degree weather? ›

Choose light colors: Wearing light colors that reflect the sun's rays rather than absorb them (as dark colors can) helps keep you cool. Look for shirts, shorts, pants and hats in white, tan or khaki.

How can I look prettier in winter? ›

7 Winter Beauty Tips To Look & Feel Fabulous
  1. Feeling Comfy & Warm In Your Clothes. ...
  2. Winter Fragrance. ...
  3. Conditioner & Hair Masks. ...
  4. Adjusting Your Make-Up Routine. ...
  5. Intense Skin Moisturiser & Oils. ...
  6. Get A Humidifier. ...
  7. Stay Hydrated.
Oct 12, 2023

What should I wear in 100 weather? ›

Choose lightweight, loose-fitting clothes. You want air to flow over as much of your skin as possible to help sweat evaporate and cool your body.

How do I choose a winter outfit? ›

Wear heavy pants like jeans or corduroys.

Lightweight materials like nylon aren't going to do much to keep you warm, even if you're wearing multiple layers. Opt for heavier fabrics like denim, corduroy, and wool to ensure you stay toasty during the coldest months.

How should I dress if I am always cold? ›

Dress in Layers

Start with something thin, like thermal underwear that wicks away moisture. Add insulation like a down jacket or wool sweater in the middle. Use a windbreaker as an outer shell. Three layers seem to be a sweet spot, but you can adjust.

Which color looks good in winter? ›

Winters shine in clear, vivid colors, like emerald and royal blue. Winters do not look their best in oranges and can looked washed out in pastels. They look wonderful in jewel tones, black, and white.

How to look stylish in winter for ladies? ›

Try these tips to keep yourself looking super cosy as well as chic.
  1. Warm up by layering sweaters. ...
  2. Wear tights under jeans. ...
  3. Wear leggings under long dresses. ...
  4. Tuck skinny jeans into boots. ...
  5. Layer fine knits under thick knits. ...
  6. Stay snug with a scarf. ...
  7. Choose coats with cosy fabrics. ...
  8. Layer on Layers.

What should I wear on my face when cold? ›

If your face is uncomfortably cold, then wear a balaclava. Gloves: Fleece gloves provide basic warmth. Insulated gloves, especially ones with waterproof/breathable shells are better.

Why do I look so unhealthy in the winter? ›

Just like at the height of summer, the skin is more prone to drying out – in winter, this comes about because of cold air outside, dry air (central heating) inside and the change in temperature when you move from one space into the other.

How to look hot when it's cold? ›

Read on below for a list of pieces you can don to be toasty hot in all senses of the word!
  1. Don a fitted sweater. A cashmere sweater will keep you extra toasty obviously. ...
  2. Give in to opaque tights. We've all seen THAT girl. ...
  3. Play up your makeup and wear your hair up. ...
  4. Sport a knit skirt. ...
  5. Step into closed toe shoes.
Jan 25, 2011

What should we wear clothes in winter as they more heat? ›

We wear more layers of clothing during winter to keeps us warmer than wearing just one thick piece of clothing because air gets trapped in between the two layers of blankets. This air prevents the flow of heat from our body to the cold surroundings as air is a bad conductor of heat.

What to wear in 100 degree weather? ›

Choose lightweight, loose-fitting clothes. You want air to flow over as much of your skin as possible to help sweat evaporate and cool your body.

What will be warmer to wear in winters? ›

It's mainly about layering and keeping thick layers of materials like wool and cotton. In short: Icelandic wool and regular wool will scientifically keep you the warmest but staying warm depends on the thickness of your materials and how you layer clothes.

How to dress in summer in winter? ›

Layer strappy summer dresses over high-neck T-Shirts to create a warm base. Pop on a jumper: For extra warmth, add a chunky jumper over your summer dress. Or how about a sweater vest for a retro feel?

Top Articles
Latest Posts
Article information

Author: Virgilio Hermann JD

Last Updated:

Views: 6387

Rating: 4 / 5 (61 voted)

Reviews: 84% of readers found this page helpful

Author information

Name: Virgilio Hermann JD

Birthday: 1997-12-21

Address: 6946 Schoen Cove, Sipesshire, MO 55944

Phone: +3763365785260

Job: Accounting Engineer

Hobby: Web surfing, Rafting, Dowsing, Stand-up comedy, Ghost hunting, Swimming, Amateur radio

Introduction: My name is Virgilio Hermann JD, I am a fine, gifted, beautiful, encouraging, kind, talented, zealous person who loves writing and wants to share my knowledge and understanding with you.