The Cool Girl’s Guide to Wearing the Best Outfits This Winter Season

Looking to enhance your style this holiday season? This is the ultimate girls’ guide to wearing cool outfits this holiday season.

Fashion is something that I am very passionate about and as much as I love summer outfits, for me, it’s important to look stylish year round. With that being said, I am not much one for winter fashion. Usually, it’s cold and dreary and it just makes me want to cozy up in an oversized hoodie to hibernate until summer rolls around again.

However this season, I am changing that. The definition of a cool girl is one that can be fashionable, wearing cool outfits year round. She has her own sense of style and doesn’t give a care in the world about what others think of it. That’s the kind of girl I’m channeling this season.

So, if you are anything like me and wanting to up your style game this winter season, this post is for you. We are going to be covering the do’s and dont’s of wearing cool outfits all winter long. How to keep warm while also maintaining a fashionable appearance.

This is the cool girl’s guide to dressing in cool outfits all year round.

The Best Cool Outfits

Oversized Sweater

An oversized, cozy, knit sweater paired with sheer tights and chunky, ankle-high boots is the ultimate cool outfit. It’s chic with an added bonus of comfort.

Get the Look:

Sweater from Revolve

Tights from Skims

Shoes from Nordstrom

Mini Skirt and Maxi Jacket:

Have a more sophisticated, feminine style? A tweed, mini skirt paired with a maxi, black coat, knitted cropped sweater, sheer tights with black ankle boots is the look for you. This outfit is giving total Gossip Girl vibes.

Get the Look:

Jacket from Everlane

Sweater from Reformation

Skirt from Zcrave

Tights from Skims

Boots from Steve Madden

Related Blog Post: 7 Iconic Outfit Ideas for Autumn 2022

Maxi Coat Paired With A Maxi Dress:

A black maxi dress layered with a maxi, faux leather trench coat makes for the coolest, feminine outfit for the cooler months. As you may be able to tell black is a recurring color with these cool outfits and that is because it is one of the base colors that every cool girl wears because it’s classy and versatile and works well with any figure. Every girl should have this essential color within her wardrobe.

Get the Look:

Coat from Princess Polly

Dress from Bloomingdales

Boot from Naked Wolfe

Bringing the Catsuit Back:

Remember when catsuit’s were a thing back in the late 1900’s? Well, they are back and better than ever. For this winter look you can wear a black, long-sleeve catsuit match it with a cropped black puffer jacket and some white, lace-up boots for the added contrast. Boom, you have the perfect comfy, chic outfit ready to go.

Get the Look:

Catsuit from Skims

Puffer from Alo Yoga

Boots from DSW

Related Post: Fall Fashion Trends 2022

The Need for Accessories:

Accessories are an absolute must when it comes to putting a cool outfit together because they have the ability to enhance a simple outfit. You can go minimal or heavy with the amount of accessories, whatever suits your preferences. Just remember, everything in moderation!

Layered necklaces are my personal favorite because they dress up any given outfit. Another must-have jewelry piece is gold, hoop earrings. They can be any size, small, medium, or large, these type of earrings add a classy, chic, feminine look to basic clothing pieces.

Rings also add a bit of detail, they are an essential when going for a more neutral, basic fit. Minimal bracelets as well are a must to give a more luxe look to a simple outfit.

Favorite Brands to Shop for Jewelry:

Cannot Forget the Bag:

Of course the most important accessory that a girl can never forget is her purse. It is a necessity to top off an outfit, not to mention it holds all of the female essentials.

For this essential, it is best to invest in neutral tones so that one bag can match a variety of outfits. Choose one, or a couple of ones, that best suits your style. This can be anything from a mini backpack, a small handbag, a dainty cross-over purse, or even a tote bag.

As for the branding, this is where you can go all out. Personally, I love designer bags and would highly recommend making the investment because they make up an insanely cool outfit. Just by having a designer brand name on your essential accessory gives you a sense of establishment and confidence. If there is one thing that I would buy designer it would be the purse.

However, if you are wanting to save a bit of money then not to worry, there are several options to buy designer dupes. They give the rich appearance, minus the highly intensive price, and make the outfit look just as cool.