These 25 Winter Outfits Make Getting Dressed for the Cold Easy (2024)

These 25 Winter Outfits Make Getting Dressed for the Cold Easy (1)

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The holidays are over, unfortunately, and I’ve hung up all of my favorite sequin party dresses. And not only is the marathon of end-of-year celebrations officially over, the temperatures have finally started to drop, too. If you’re like me, you’re probably feeling the need for some serious style inspiration to spice up the winter doldrums right about now.

To avoid the classic midwinter wardrobe slump that is wearing the same sweater-and-jeans combo for weeks, I’ve searched for motivation to get dressed with a capital D to kick off 2024. Street style can be one of the most inspiring sources for me when I’m creating cute

winter-outfit mood boards. So below, I pulled together some of my favorite looks from Fashion Month, to help you breathe new life into your tired cold-weather wear.

Of course, there are plenty of coats, knits, and boots—the obvious must-haves—but I am leaning into a bit of the unconventional, as well. Leather and other textured fabrics are in no short supply on my checklist, while tailoring and midi skirts have become fashion’s new favorites, and mine too. When all else fails, the best basics with a twist make for easy outfit formulas that are foolproof. Think funky denim, colorful striped sweaters, and structured oversize outerwear that makes layering a breeze.

Below, 25 winter outfit ideas from some favorite street-style stars—to keep you inspired to really get Dressed, all season long.

Simple & Chic

All you need is a black coat, maxi skirt, and a great flat shoe to re-create this effortless ensemble. On colder days, we recommend adding tights and layering with an oversize cable knit sweater. Sling a designer bag to give it that extra dose of fashionable flair.

H&M Double-Breasted Wool-Blend Coat

$279 at H&M

Vince Brushed Flannel Maxi Skirt

$395 at Neiman Marcus $395 at Nordstrom $395 at Bloomingdale's

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Vince Venice Slingback Flat

$330 at Nordstrom $295 at Zappos $330 at Neiman Marcus

Sporty Spice

Belle & Bloom Eternal Flame Tie-Waist Wool-Blend Coat

$260 at Nordstrom $130 at Macy's

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The Frankie Shop Maesa Pleated Wide-Leg Cargo Pants

$225 at NET-A-PORTER

Frame + Ritz Paris Embroidered Suede Baseball Cap

$300 at NET-A-PORTER

Simplicity City

Uncomplicated is the name of the game. A chunky, mélange knitted turtleneck, straight midi skirt, and black knee-high boots make for a truly effortless look that can be worn to the office or a dinner date. Top with your favorite coat and you’re good to go.

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Iris & Ink Charlie Merino Turtleneck Sweater

$177 at The Outnet

Mango Ribbed Midi Skirt

Now 50% Off

$30 at Mango

Aeyde Teresa Leather Knee Boots

$745 at NET-A-PORTER

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Layered Leather

What’s better than one leather jacket? Two leather jackets, obviously. On the runway, Mrs. Prada has given us permission to layer up on the good stuff. To pull off this look without a snag, be sure to choose something like a blazer that is more tailored and easier to wear under an oversize jacket.

Generation Love Milan Vegan Leather Blazer

$365 at Saks Fifth Avenue $365 at Bloomingdale's

Vince Leather Buttoned Shirt

$695 at Saks Fifth Avenue $695 at Nordstrom

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Miu Miu Quilted Leather Top-Handle Bag

Now 14% Off

$2,850 at Bergdorf Goodman

The Knitty-Gritty

Knit sets are wardrobe game changers that make hectic mornings a breeze. We love this bold red to break up the winter blahs. Simply pair with your favorite tailored overcoat and an embossed knee-high boot for some chic texture play.

Misook Textural Stripe Mock-Neck Cable-Knit Tank Top

$228 at Neiman Marcus

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Misook Textural Striped Knit Midi-Skirt

$228 at Saks Fifth Avenue $228 at Nordstrom $228 at Neiman Marcus

Toteme The Slim 35 Croc-Effect Knee-High Boots

$1,130 at Matches Fashion

As an expert and enthusiast, I don't have personal experiences or emotions, but I can provide you with information on the concepts used in this article. Let's dive into it!

Winter Outfit Ideas:

The article provides 25 winter outfit ideas to inspire your style during the colder months. Here are some key concepts and suggestions from the article:

Simple & Chic: One outfit idea features a black coat, maxi skirt, and flat shoes. Adding tights and layering with an oversized cable knit sweater is recommended for colder days. A designer bag can add a fashionable touch.
Sporty Spice: For a modern spin on a gray day, mix warm tones like burgundy with mustards or khaki. A wrap jacket, utilitarian trousers, and a ball cap can create a quirky ensemble.
Simplicity City: This outfit idea focuses on an effortless look suitable for the office or a dinner date. It includes a chunky, mélange knitted turtleneck sweater, a straight midi skirt, black knee-high boots, and a favorite coat.
Layered Leather: Layering leather jackets is a trendy option. Choose a more tailored blazer to wear under an oversized jacket for a stylish look. Pair it with a quilted leather top-handle bag.
The Knitty-Gritty: Knit sets are wardrobe game-changers. A bold red knit tank top and striped knit midi-skirt can be paired with a tailored overcoat and embossed knee-high boots for a chic texture play.

Please note that the article provides specific product recommendations for each outfit idea, but I have omitted them here for brevity.

I hope these winter outfit ideas inspire you to spice up your cold-weather wear! Let me know if there's anything else I can assist you with.