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new york, new york september 09 aimee song wears sunglasses, a necklace, a brown wool pullover, a brown leather skirt, a black leather bag, brown knee high boots, outside proenza schouler, during new york fashion week, on september 09, 2023 in new york city photo by edward berthelotgetty imagespinterest
Edward Berthelot

The Only Leather Boots You Need to Complete Your Fall Wardrobe

A timeless style you’ll have forever.

By Grace Hunter

When I think of the staple shoe to have for the colder months of the year, leather boots are always what come to mind. I can always rely on them to elevate my outfit and add a polished, finishing touch. In other words, the best leather boots are worthy of a long-term relationship. With each passing year, you’ll find yourself reaching for your favorite pairs, from ultra-cool platform styles to effortless kitten-heel ankle boots—because even as boot trends come and go, leather boots will always be a constant. Of course, if there’s one silhouette to go for, a tall leather boot will never steer you wrong.

To help you find the perfect pair of leather boots, I considered everything: the heel height, toe shape, color, and more. After all, it’s more than just whether or not the shoe fits. So go ahead; take a look at the best styles on the market below—you’re bound to find your perfect match (and maybe another while you’re at it).

Sleek & Soft

Everlane The Knee-High Banana Heel Boot

The Knee-High Banana Heel Boot

Super soft leather and a stunning silhouette are the highlights of these leather heeled boots from Everlane. Wear them with your favorite skirts and fall work dresses for an elevated and refined look.

Sizes: 5-11

Colors: Dark Brown, Black, Black Suede

Material: Leather

Customer review: “True to size, slip on but maintains shape. Soft and gorgeous!”

The Luxury Choice

Khaite Marfa Knee-High Boot

Marfa Knee-High Boot

These sleek and simple boots are perfect for those who want a luxury option without a ton of height in the heel. This one is only one inch tall, which means you’ll be wearing these without any unforeseen pain.

Sizes: 36-41

Colors: Black Leather, Coffee Suede, Black Suede, Camel Suede

Material: Leather

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Classic Black

Schutz Dellia Up Knee High Boot

Dellia Up Knee High Boot

Everyone should have a sleek black boot in their closet. This sophisticated shoe will never go out of style.

Sizes: 5-11

Colors: Black

Material: Leather

Stunning Seams

Sam Edelman Sylvia Knee High Boot

Sylvia Knee High Boot

Considering the number of colors these boots come in, there’s zero doubt that you won’t be able to find a pair for yourself. Of course, if you’re asking me, I can’t get over this brown hue.

Sizes: 5-11

Colors: 27 options

Material: Leather

Customer review: “Dress them up or down, comfortable, cute and stylish!! A great pair of boots”

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Squared Away

Madewell The Zane Knee-High Boot

The Zane Knee-High Boot

With a 2.5-inch heel, these square-toe boots are bound to give your fall ’fits an edge. And I know these will only get better the more you wear them.

Sizes: 5-11

Colors: True Black

Material: Leather

A Western Touch

Steve Madden Gwyneth Leather Boot

Gwyneth Leather Boot

With a square toe and an angled heel, these feel a little Western without going full-on cowboy.

Sizes: 6-11

Colors: Brown/Red Leather, Black Leather

Material: Leather

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The Everyday Staple

Vince Knee-High Calf Leather Boots

Knee-High Calf Leather Boots

And now, I present you with your new everyday boots. The lower profile on these ensures they’re made for walking. Wear them with everything from your favorite jeans to a longer skirt.

Sizes: 5-11

Colors: Ganache

Material: Leather

Trendsetter

Ganni Black Soft Slouchy High Shaft Boots

Black Soft Slouchy High Shaft Boots

A kitten-heel leather boot? Say no more. This faux-leather pair will be just as good with an oversized sweater and mini skirt as it would with a pair of flowy culottes. Prepare yourself: You’ll get compliments on these every time you wear them.

Sizes: 6-11

Colors: Black

Material: Recycled polyester, polyester

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Easy and Effortless

Staud Nancy Boots

Nancy Boots

Staud has a way with making some really good boots. Case in point: the brand’s Nancy boots. A timeless shape combined with a comfortable heel, what more could you need?

Sizes: 5-12

Colors: Black

Material: Goatskin

Unexpected Hue

Aeyde Willa Leather Knee Boots

Willa Leather Knee Boots

A looser fit in the shaft will give a cool, bohemian-inspired look to your ensembles. I also think this muted green hue is an incredibly chic alternative to your go-to blacks, browns, and whites. They feel neutral enough for everyday wear, but still feel cool and stylish.

Sizes: IT36-IT42

Colors: Mint, Brown

Material: Leather

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Modern Edge

COS Square-Toe Leather Knee-High Boots

Square-Toe Leather Knee-High Boots
Now 30% Off

These COS boots have an undeniably modern feel. I love the idea of wearing these with an oversized bomber jacket and a pleated skirt for a fall outfit with an edge.

Sizes: 5-11

Colors: Black

Material: Leather

Riding High

Stuart Weitzman Celia Riding Boot

Celia Riding Boot

You can never go wrong with a riding boot, especially a well-made one like this style from Stuart Weitzman. It’s a versatile style that will stay with you season after season.

Sizes: 4-13

Colors: Smooth Leather/Black, Embossed Calf Leather/Black

Material: Leather

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The ’90s Look

Jeffrey Campbell Checkmate Boots

Checkmate Boots

Between the square toe and geometric heel—plus that olive green color, this faux-leather style is the ’90s-inspired option you didn’t know you needed.

Sizes: 5-11

Colors: Dark Green, Red Lizard, Light Yellow Distressed, Brown, Black

Material: Polyurethane

Customer review: “Love the boots and they are very comfortable.”

Red and Ready

Reformation Gaelle Knee Boot

Gaelle Knee Boot

The delicate stirrup detail combined with the rich ruby hue is the perfect way to incorporate the equestrian-inspired trend into your footwear.

Sizes: 5-11

Colors: Ruby, Black Leather

Material: Leather

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The Tried-and-True Moto

FRYE Harness 12R - 160Th

Harness 12R - 160Th

Those who own Frye boots have most likely owned them for years, meaning they’re a worthy investment that only gets better with age and wear.

Sizes: 6-11

Colors: Brown

Material: Leather

Customer review: “OMG, I just got mine, and already they’re butter-comfortable. They’re True-to-Size, and drop-dead GORGEOUS!!! Knowing Frye, and seeing the materials used here—these will be worth every penny. Totally excited about my new best friend footwear!”

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new york, new york september 09 aimee song wears sunglasses, a necklace, a brown wool pullover, a brown leather skirt, a black leather bag, brown knee high boots, outside proenza schouler, during new york fashion week, on september 09, 2023 in new york city photo by edward berthelotgetty images
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