The Best Casual Winter Outfits to keep you Cozy and Stylish

The Best Casual Winter Outfits to keep you Warm and Cozy

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Winter is quickly approaching which means it’s almost time to bring out your best casual winter outfits and layers.

Whether you’re looking for something chic or comfortable, these casual winter outfits will keep you stylish and warm.

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The coldest season of the year usually requires thick and bulky winter clothing – layers of them.

Especially if you want to head out to run errands or meet your friends.

Your regular winter outfit may be your go-to at the moment, but let’s face it, they are most likely boring and heavy!

So how about some stylish and classic casual winter outfits to spice things up?

Get ready to look good and feel comfortable while staying warm this season.

Casual Winter Outfits Ideas to Keep you Cozy and Chic

Teddy Coat

Winter is probably the only season when you don’t want to think about what to wear and by all means you should not have to.

You can absolutely look your best during the winter season by opting for a teddy coat to wear over your layers!

After all, winter weather means layering, so you can easily switch between different looks without having to buy new clothes.

If you want to avoid excessive layers, I highly recommend investing in a comfy teddy coat.

An Oversized Sweater

Your casual winter outfits should not only look good but keep you cozy and comfy all day long.

Don’t be afraid to add a couple of oversized sweaters to your fall/winter capsule wardrobe.

Complete the outfit with black trousers, or jeans, a crossbody bag and some comfortable shoes.

Ankle Booties

If you want to wear your boot cut jeans during the winter months then you can pair them with a pair of Chelsea boots.

Accessories with a belt, scarf, shoulder bag and some sunglasses to complete the look.

Bomber Leather Jacket

A bomber jacket is a timeless staple in any winter wardrobe.

You can pair it with everything from jeans to leggings, to skirts, and slip dresses.

It also pairs well with both formal and casual attires.

If you want to add a little edge to your look, try pairing a black leather jacket with denim jeans for a casual yet trendy look.

Or if you prefer something a bit more laid back, go for a tan leather jacket paired with dark wash skinny jeans.

Alternatively, style a black leather jacket over a turtleneck top with black skinny jeans and black combat boots.

Turtleneck Sweater Dress with Booties

Wearing a turtleneck sweater dress during the spring, fall or winter seasons never gets old.

It is versatile enough to wear during the fall and spring seasons, but it really shines in the colder months.

If you’re into turtlenecks try a turtleneck sweater dress, otherwise, a regular sweater dress could be an alternative.

If it’s short, wear it with stockings or leggings, a pair of over the knee boots and a trench coat.

To add some extra warmth to your elegant look, throw on a scarf or hat.

A Good Pair of Jeans

Having a good pair of jeans in any wardrobe is important.

Finish off the look with a knit sweater, sneakers, shoulder bag and sunglasses.

Pleated Midi Skirt

The combination of a leather jacket or sweater and a pleated midi skirt gives off a sophisticated vibe, while still being comfortable enough to wear throughout the day.

Plus, if you live somewhere where it gets really cold, you can always throw on a scarf, beanie or hat to top off your casual winter outfits.

Top off the ensemble with ankle boots or a pair of sneakers depending on the occasion.

Smart Casual Winter Outfits with Leggings or Tights

You can’t go wrong with a simple pair of faux leather leggings for the fall and winter seasons.

Instead of wearing jeans which can sometimes feel heavy and rough on the skin, switch it up for a cute pair of stretchable tights or faux leather leggings for a more comfy fit!

Leggings are much more versatile that you can mix and match with anything!

They are a great investment and wardrobe staple that will last you for years.

Style them with a sweatshirt, or leather bomber jacket, with a pair of ankle boots, sneakers or booties.

Spice up your casual winter outfits with some cute jewelry to accentuate your look!

Wear this trendy style to your holiday parties, Thanksgiving and Christmas dinners or New Years Eve parties.

Joggers Sweatsuit

For a laidback, comfy vibe opt for a pair of joggers or a sweatsuit set.

Wear it under an oversized coat, styled with sneakers, a hat and a handbag.

Business Casual Winter Outfits: Turtleneck Top and Suit Pants

Dressing up for work is already hard because of stipulated dress codes and with the winter season coming, it can be much more difficult.

How do you dress up for work without appearing too casual?

A turtleneck top and dress pants combination is always current.

The warm and earthy tones of this work outfit are so pleasing to the eyes!

Casual Winter Outfits with Loafers

You don’t have to be stuck wearing the same old boring sneakers, winter boots or booties.

Make your look more interesting with a pair of loafers instead.

Wear them with socks or stockings to keep your feet warm.

Trench Coat

No matter what you’re waring underneath, having a trench coat for laying is a must!

A trench coat can be effortlessly matched with clothing on formal occasions too!

Coats have been a fashion statement for many years and a classic capsule winter wardrobe staple.

You can wear it with mini dresses, tights, leggings, mini skirts, denim bottoms and midi skirts.

Neck Scarf

A neck scarf that goes with everything, for style and added warmth on those bristly cold days.

I love the way Maria styled her Burberry neck scarf.

2024 Winter Fashion Trends according to Glamour, Vogue, Who What Wear and Marie Claire

Here are some 2024 winter fashion trends you can look forward to incorporating with your casual winter outfits:

Denim on denim
Riding boots
Country-chic
Dark cherry accessories
Studs
Sequins
Corduroy
Burgundy
Suede
Tailored suiting
Chunky loafers
Leopard print
Dark brown
Neckties
Shaggy sweaters
T-bar shoes
Leather Trench
Barrel Silhouettes
Khaki
Check
Pointed toe shoes
Belts
Satin

Casual Winter Outfits FAQs

What do you wear to a casual winter?

Turtle necks, cardigans, leggings, midi skirts, jeans and sneakers. Choose something that makes you warm, comfortable, and breathable.

What clothes to wear in winter?

Sweatshirts, oversized knits, scarves, blazers, jackets and coats. I think they are must haves in every woman’s winter wardrobe that they can wear on repeat all winter season long.

How can I stay warm and stylish in winter?

Look for two things when buying new winter outfits: the product material and the overall design. The latter is subjective, but if you think it’s nice and fits you, then go for it.

Are jeans good for winter?

Absolutely! I would probably choose leggings over jeans but if it works for you, then go for it.

Wrapping Up Casual Winter Outfits

The winter season should not prevent you from dressing casually.

Consider buying capsule items that you can still wear during the Spring and Fall seasons.

Wear whatever makes you comfortable. If you prefer leggings to jeans or sweatshirt to cardigans, then by all means wear what makes you feel confident.

Keep in mind that the staple pieces you wear during the cold months are investment pieces that you can use for years to come.

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Shevy

Meet Shevy, the Managing Editor and creative force behind Travel Beauty Blog, which started in 2016. With a love for fashion, beauty, and all things fabulous, she shares fun and engaging posts about women's fashion, beauty and styling tips, occasional travel adventures, and home decor ideas.