Women’s Leather Ankle Boots

Best Heeled Ankle Boots

“Everyone needs a pair of simple black ankle boots in their closet, and this Sam Edelman pair is mine,” gushes Marie Claire Editorial Fellow Brooke Knappenberger. “These quickly become my most-worn shoes in the fall since their super sleek style goes with almost everything I own. Plus, the low heel makes them comfy enough to wear to work!”

These boots include both a playful heel and a fun color, making them an easy accessory to opt for when you need to spice up a plain outfit. They’re also highly rated online, with one customer calling them their “new favorites.”

If you’re looking for a pair of heeled boots that’s still suited for comfortable walking, consider this pair by Sorel. Reviewers love the “chunky, stable” heel, and say that they’re durable with a soft interior.

These booties are chic and perfect for those transitional days between summer and fall. They also have a perfect online rating, with one customer saying that they’re so comfortable, they don’t even feel like high heels.

Frye is one of my favorite boots brands, and this pair is a great example of why. This redwood colorway is a sleek, classic look that’s upgraded by the original braided detailing along the side. I tend to wear this pair in late fallthey fit in perfectly with the autumnal foliage and orange-tinted decor.

Clarks Collection Leather Ankle Boots

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• Style: Cora Grace
• Molded Ultimate Comfort Footbed, lightweight sole, grippy outsole
• Approximate measurements: Heel 1.75″H Shaft 4.75″H
• Measurements were taken using a Medium size 9 measurements may vary depending on size
• Fit: true to size

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Highest Quality Honest Prices

Our footwear is handcrafted alongside similar products from other brands that charge customers in the $300-600 price range. We make zero compromises in terms of quality materials, manufacturing, or business ethics . We simply believe that offering customers a great value is the foundation to long-term business success and is the honorable thing to do.

More than just another cut out the middleman story.

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Kat Maconie Alba Chain Heel Boot $369

We already told you that gold chains were in, but we never knew they could be incorporated into a black fall bootie. From Kat Maconie, this black ankle boot looks innocent enough from the front, but turn to the side to find an incredible circular chain-link heel, measuring 7.5cm or just under three inches.

What Were Looking For

Size range: As usual, were on the hunt for breadth when it comes to shoe sizes.

Material: Caring for a frequently worn boot is a Sisyphean responsibility the more you wear it, the more it looks worn. But how long a pair lasts comes down to two things: what theyre made of and whether theyre waterproofed. Unfortunately, not all ankle boots are ready right out of the box fortunately, this is a pretty easy fix with the right waterproofer, which you can spray on yourself .

Design: The ankle-boots category covers a lot. To make sense of it all, we looked at the design of every pair recommended to us, searching for the details from stitching to the shape of the sole that make each one special.

Price: We ranked every pick below by affordability $ for those under $200, $$ for $200 to $250, and $$$ for anything over $250.

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Womens Leather Ankle Boots

Best Overall Ankle Boots

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The 14 Best Ankle Boots For Women In 2022

The essential fall shoe.

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As the weather begins to cool down this time of year, I begin digging my all-time favorite accessories out of hiding: Boots. The best boots are fashionable, versatile, and can be paired with just about any outfit, from a denim outfit to a slinky slip dressbut of all the types of boots out there, ankle boots often reign supreme. Fashion stylist Sarah Nearis agrees, calling ankle boots her “personal favorite” she describes them as “ankle boots or bootie that cover the whole foot and reach up to or a little past the ankle.” Because of their height, ankle boots are also great in the early fall, when temperatures are just beginning to drop, but don’t quite warrant snow boots.

“As sad as I am to admit fall is right around the corner, I love the fashion that comes with it and the weather that allows for more boots,” Nearis says, advocating particularly for ankle boots because of their ability to remain a steadfast everyday shoe, noting, “Ankle boots are so versatile depending on the style and design. There are so many ways to style them.”

Sam Edelman Garret Combat Platform Boot $180

Take black classic combat boots and flip them on their head. These all-white combat boots from Sam Edelman really make a statement, as even the laces and hardware are white for a sleek look. If you dont love the ivory, they also come in an array of brown and black leather, but these are truly the standout shade.

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Free People We The Free Wesley Ankle Boots $298

In America, youre free to embrace any footwear trend you choose, but we recommend the western one. These brown leather boots from Free People have just the right amount of cowboy flair while remaining simple enough to dress up or down with any fall outfit. Best yet, they come in nine different colors from browns and black to fun shades like red, blue and white.

The Most Comfortable Ankle Boots You Can Walk In All Day

Give painful shoes the boot.

Boot season is upon us, which means it’s time to think about comfortable ankle boots you can wear to the store, the office, and the bar. While we love our fashionable shoes , sometimes our hardworking feet deserve a break. And while slip on sneakers are both efficient and reliable, they don’t always deliver that oomph that a special outfit deserves. What you’re looking for instead is stylish but comfortable ankle boots. Think helpful features such as cushioned footbeds, arch support, soft interior lining, and sturdy soles for traction. Durable materials and a generous fit also contribute to the walkability factor. Low stacked heels are ideal for a long day of standing, but if youre seeking a lift, dont worryheight doesnt mean pain anymore! Comfortable heel and wedge styles with the aforementioned technology exist, too. And if you have wide feet, there is a healthy selection of offerings available now.

Our Top Picks:

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Hunter Womens Original Chelsea Boots $150

Dont let anything rain on your fashion parade this fall. If you need a rain bootie, turn to the experts at Hunter Boots and check out the cropped version of their original rain boots. The Chelsea style is very on-trend and easy to wear, and of course they also feature the Hunter logo and pull tabs at the back.

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These boots are made for walking and jumping into fall leaves, strolling through apple orchards and kicking back around the bonfire.

Fall boots and booties are a wardrobe staple, and with so many colors and styles to choose from, they quite possibly take up quite a chunk of that wardrobe when October rolls around.

After cleaning out your shoe closet and retiring those that have worn out soles and scuffs, take inventory to see which trending style you need to stock up on.

Western and cowboy booties were super in for Fall 2021, so weve included them again as a separate category down below.

For now and every time of year, make sure to check out Chelsea boots in every color in both leather and suede. Then grab a pair of peep-toe booties for date night when you want to show a bit of skin.

From Kenneth Cole and Hunter Boots to Coach, UGG and more, take a look below for the best fall booties for every style and budget.

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