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The Best Plus-Size Boots to Wear Year Round

Updated: Mar. 06, 2024

If you have ever struggled to find a pair of plus size boots, this list is all you need to update your fall wardrobe.

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The Best Plus Size Boots To Wear Year RoundRD.COM, VIA MERCHANT (3)

As the fall season quickly approaches, it’s time to start packing up your summer shoes and updating your autumn wardrobe. One of the best accessories to stay stylish through the season is a fantastic pair of boots. The best plus-size boots are the ones that are comfortable and enhance your confidence every time you put them on. Whether you love moto boots, traditional Dr. Martens or something that’s super feminine, we have gathered the best plus-size boots for your consideration.

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Dream Cloud Faux Suede Chelsea Bootie via merchant

Dream Cloud Faux-Suede Chelsea Bootie

What’s not to love about these casual but eye-catching boots? Featuring the chic Chelsea bootie style, these plus-size boots for women have a lug sole with a heel, and they have elastic goring at the sides. This helps them stretch to easily slip them on and off quickly. Also, they have a true wide width that goes from the sole to the upper shoe for greater comfort.

The light color goes with everything from warm fall pantsuits to spring florals. If you’re thinking of wearing these for some hiking, check out these photos of the national parks for some extra inspiration.

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Jileon Womens Ankle Height Rain Boots via merchant

Jileon Womens Ankle Height Rain Boots

With their snazzy rose pattern and wide ankle comfort, these ankle-height rain boots are fun for a variety of occasions. They have a rubber sole and are 100% waterproof. They fit well with padded insoles for arch support for optimal comfort. Slip them on and off for a quick walk with your dog, or relax in them for long periods of time.

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Dream Cloud Faux Leather Mid Calf Moto Boot via merchant

Dream Cloud Faux-Leather Mid-Calf Moto Boot

These moto boots look cool and edgy, and they’re a dream to walk in with their extra-cushioned insole. They have a zipper side closure and a buckle closure to adjust them to fit your ankles perfectly. These plus-size boots also have a stacked heel and round toe. If you love these boots but aren’t sure how to style them, trust what feels good and consider these 50 fashion tips from personal stylists.

Psst! If you like these, you might like our selection of the best plus-size leggings and plus-size pajamas for women as well.

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Dr. Martens Unisex Vegan Fashion Boot via merchant

Dr. Martens Unisex Vegan Fashion Boot

This pair of Dr. Martens boots is right for just about everyone. Tie them tight or keep them looser depending on the style and fit you prefer. These boots also have the details devoted Dr. Martens fans look for such as grooved sides and yellow stitching, and feature high-quality vegan leather.

I love how easy they are to get on and off in addition to how comfortable they are to wear all day. It also helps that they have a moisture-wicking Borg lining and a cork footbed for comfort and freshness. Check out these best hiking socks that pair well with boots.

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Dream Cloud Western Tall Boot via merchant

Dream Cloud Western Tall Boot

Put your best foot forward in these tall western boots. Whether you’re looking to go to Taylor Swift’s Eras Tour in cowboy chic attire or looking for a casual pair of boots to wear from day to night, these are the perfect plus-size boots.

They have an almond toe and block heel, and the side-zipper closure helps with taking them easily on and off. Choose from the wide calf width or the extra wide calf option for the best fit possible. Do you know what your favorite pair of shoes says about your personality?

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City Chic Wide Fit Maddie Ankle Boot via merchant

City Chic Wide Fit Maddie Ankle Boot

Throw out your old pair of ankle boots for these simple but striking black ankle boots. With a stacked heel and a wide fit, they are dressy without being uncomfortable. They would look professional when paired with office attire, or dress them up for a night out.

We love the back zip fastening which makes it a breeze to put them on and take them off. Consider these genius tricks to make your shoes last longer to enjoy these boots for years to come.

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Jileon Extra Wide Calf Rain Boots via merchant

Jileon Extra Wide Calf Rain Boots

These multi-colored, polka-dot boots are fun and attention-grabbing in the best way. I love how they’re expandable and fit plus-size women with roomy comfort for legs, feet and ankles. They’re waterproof and durable, so they’re perfect to have on hand year-round when gardening or just going outside in inclement weather. After wearing these plus-size boots on a rainy day, learn how to clean every type of shoe to keep these looking pristine.

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Dream Cloud Slouchy Tall Boot via merchant

Dream Cloud Slouchy Tall Boot

These slouchy tall boots have a classic style yet a distinctly modern edge. They have a block heel and pointed toe. We love the side-zip closure to easily take them on and off. You don’t have to trade comfort for high fashion, either, because these feature extra cushion padding to maximize comfort.

They come with both a wide calf width and an extra wide calf so everyone can find the perfect fit. Check out these shoes you should never wear while driving.