Stylish Footwear to Complete Every Winter Ensemble

Woman wearing black wide leg pants with red mule heels

Cold weather calls for a variety of shoe options to keep you warm and stylish. Whether you're on the hunt for loafers, flats, or boots, we've curated this season's must-have footwear.

Light gray ankle bootie with block heel by Martha Stewart from Aerosoles photo

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Martha Stewart Katherine Booties

Prepare to get plenty of compliments when wearing these gray suede ankle boots. They're designed with Aerosoles' comfort technology so they're cozy all day and feature an easy-to-walk-in block heel design that blends fashion and function. Best of all, they also come in dark green suede, black and beige genuine leather, or leopard print options, allowing you to choose a pair (or a few pairs) that best matches your style. Great for every season, there are endless ways to style these versatile shoes. ($160;

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Tan and black snake print flats by Steve Madden from Lulus photo

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Snake Pointed-Toe Flats

Adding a pop of animal print is a simple way to elevate any outfit. Featuring a timeless pointed toe, this pair of snake print flats will keep you looking stylish all year long. One reviewer claims, "They're by far one of the most comfortable work flats I've ever owned!" Wear them with black trousers for days at the office or relaxed-fit jeans on the weekends. ($72;

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Black satin peep toe heels with an ankle bow and sequin toe strap by Martha Stewart from Zappos photo

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Martha Stewart Rachel Heels

"Heels" and "comfort" may not always go together, but this stunning pair is changing the game. They feature soft lining for breathability and a soothing memory foam insole, making them an excellent pick for events where you'll be on your feet for long periods of time. With a gorgeous ankle bow and sequin toe strap, these shoes are bound to turn heads. ($99;

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Black faux leather buckled booties by Dr. Scholl's from Nordstrom Rack photo

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Dr. Scholl's Buckled Booties

If you've been on the hunt for a pair of everyday booties, your search stops here. Thanks to their outstanding comfort and versatile style, Dr. Scholl's is a popular brand for supportive yet stylish footwear. We recommend pairing this faux leather bootie with cuffed jeans for running errands or tights and a dress for work. ($50, usually $70;

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Naturalizer Lorna flat in gingersnap from Zappos photo

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Naturalizer Lorna Flats

While heels can be fun to wear from time to time, having a go-to pair of flats in your wardrobe is a good idea. With traction outsoles, flexible insoles, and plush interior lining, you can rest assured that these flats will provide lasting comfort no matter how long you're on your feet. Plus, you can choose between a range of charming colors, like navy, black, red, and this pretty shade of nude pink. ($53;

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Leopard print pointed toe block heel by Martha Stewart from Aerosoles photo

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Martha Stewart Bette Heels

Leopard print is a timeless pattern, which is why these pumps are one of our favorites. These chic heels can go with just about every piece in your closet, from office-ready trousers to holiday-approved cocktail dresses. Not only do they look classy, they're also designed with superior comfort technology to provide lasting relief so you're able to feel amazing, too. If leopard print isn't quite your thing, they're also available in black, navy, red, and green suede. ($120;

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Black leather slip-on winter boots from L.L. Bean photo

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Chelsea Slip-On Boots

It's true: Winter weather can take a toll on shoes. This year, try sporting these waterproof boots so you no longer have to worry about damaging your favorite pairs. Made with sleek leather, foam cushioning, and a stretch fit design that you can easily slip on and off, these winter boots are the perfect stylish winter option. Tip: If you're planning on wearing them with light to medium weight socks, we suggest sizing down. ($139;

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