Casual Winter Outfits for Ladies Who Like to Stay Warm

Casual Winter Outfits for Ladies Who Like to Stay Warm



In 2020, dressing casually doesn’t mean looking lazy or unprofessional. Now that wearing sweatpants to “work” is fully acceptable, it’s safe to say that most of us will be keeping our outfits pretty casual this winter.


What you wear has a profound effect on how you feel. Mental health experts believe that the simple act of getting dressed in the morning can “play a role in your mood throughout the day and lead to further productivity, optimism, motivation and an overall improved mood.”


Instead of throwing on the closest sweatpants and calling it good enough, take a moment to be intentional with your outfit. Just because you’re picking out a pair of stretch pants or a comfy sweatshirt doesn’t mean you can’t enjoy picking out a cute outfit.


A man and woman in Southern Tide apparel working on a puzzle together.


Thankfully, winter clothing makes it easy to style casual winter outfits that still look polished and put-together. Whether you’re working from home, running errands, or just in the mood to be cozy, these casual winter outfits will keep you nice and warm—without sacrificing an ounce of comfort.



Stay warm and stylish in casual winter outfits using our favorite cold-weather pieces


Soft Sweater, Scarf, and Dark Wash Jeans

Nothing beats cuddling up in a cozy sweater on a cold winter day. When it comes to sweaters, look for knits with naturally-warm fabrics like wool or cashmere. If you can’t handle the itchiness of 100% wool, try a sweater that has an acrylic-wool blend. Stick to lightweight knits that are layering-friendly and won’t make you look bulky.


For an easy cold-weather look, try pairing your favorite sweater with dark wash jeans and ankle boots. This classic winter outfit is perfect for days when you want to look polished, but don’t necessarily need to get dressed up.


A woman walking in a Southern Tide sweater and joggers.


To make your outfit more a bit interesting and add an extra layer of warmth, accessorize with a cozy winter scarf. Try a printed blanket scarf paired with a solid-colored sweater, or a knit infinity scarf paired with a striped sweater or festive fairisle knit.


Longsleeve Graphic Tee and Colored Denim

Jeans and graphic t-shirt is one of the most classic casual outfits for women. Top it off with a puffer jacket, and you’re sure to be warm no matter the weather outside. This winter, to make the classic pairing cold-weather friendly opt for a long sleeve tee or lightweight graphic sweatshirt.


If you’re feeling a bit adventurous with your style, try mixing it up with a pair of colored jeans. Choosing colored bottoms instead of basic blue jeans shows you aren’t afraid to take style risks! If you do choose colored denim, stick to a neutral colored graphic tee on top to keep the outfit from becoming too busy.


Fleece Jacket and Joggers

If you don’t already own a pair of joggers, you need to add one to your winter wardrobe asap! Joggers are just as comfortable as sweatpants, but look far more polished and put-together. They’re perfect for work-from-home outfits or throwing on to run your weekend errands. Pair your joggers with a casual top, like a basic long sleeve tee or sweater.


This winter, swap your boring old sweatshirt for a fleece jacket. The cozy fabric is warmer than traditional sweatshirt material, so you won’t need to add any bulky layers on top. You can wear a fleece jacket with jeans, joggers, leggings, or any other casual bottom, just as you would a traditional hoodie or zip-up.


Casual Button-Down Shirt and Puffer Vest

There’s only one word you need to remember when it comes to creating warm winter outfits: layers. The South can have pretty unpredictable winter weather, and layers are the best way to be prepared. Not only will a layered look keep you nice and toasty, but it’ll keep you from overheating if the weather changes or you head indoors.


On a warm winter day, try layering with a puffer vest instead of a coat. You’ll still stay nice and snuggly, but you won’t overheat once you get moving. Plus, you’ll have convenient pockets to hold your phone and tuck your hands inside if they get too cold. A neutral colored puffer vest looks great paired with a casual plaid button down shirt and skinny jeans or joggers.


Cozy Pullover and Athletic Leggings

If some days you just can’t put on real pants, you’re certainly not alone. After years of nine to five-ing in suits and heels, working from home turned many of us into the yoga pants lovers we swore we’d never become.


Remember, putting a little effort into your outfit— even a super casual one— will make you feel more put-together and productive. The key to pulling off an athletic winter outfit is to make it look intentional instead of haphazard. Try to look like you’re headed to Pilates class, not headed to bed.


A women reading in a cozy pullover from Southern Tide.


Start with a pair of athletic leggings and a basic tee. Top with a quarter-zip pullover or quilted jacket that will keep you nice and warm, no matter the weather. Accessorize with a pair of stylish sneakers, a sleek ponytail, and your favorite stud earrings. 


 Regardless of whether you’re working from home or running errands, your laid-back looks can still feel put-together and stylish. With these casual winter outfits for ladies, you’re sure to be warm, cozy, and comfortable all winter long.

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