Trending Ankle Boots

Fall Is Near—Shop These 10 Trending Boot Styles To Celebrate

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Welcome to Now Trending, a special series where we highlight the products people can’t get enough of right now. Whether it’s blowing up on social media or selling nonstop on Rank & Style, this is where you'll find it.

The biggest sign that fall is back doesn’t lie in the changing leaves or dropping temperatures. While those are effective indicators, there is one uncanny detail that makes it abundantly clear that the seasons have shifted: footwear. Or more specifically, ankle boots. They’re the quintessential fall shoe—perfect for tailgates, coffee dates, and enjoying the cool weather. Once you spot these babies strolling down the street, be prepared for autumn, because it’s coming quick.

As fall is one of the busiest seasons, it’s especially important to have a comfortable shoe with some added flair. After all, isn’t cozy and fun what this period is all about? Plus, there are tons of colors and styles to choose from, so you can add your own spin to the classic booties. Whether you’re looking for a standard black pair or a western-inspired option, this collection has you covered. Keep scrolling for a guide to the ankle boots trending big right now.

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August 31, 2022

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Collections feature quick, easy-to-shop roundups of data-backed products in trending categories. We are reader-supported and may earn a commission when you shop through our links.

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Jeffey Campbell Rosee Bootie


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Free People FP Collection New Frontier Western Boot


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Dolce Vita Moana H2O Pull On Booties


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Perhaps the most exciting thing about the Moana H20 Chelsea Boots is that they're waterproof. In fact, we might start looking forward to rainy days if it means we get to sport these beauties with their textured lug sole and contrasting color schemes.

While you can't go wrong with a classic, you also can’t miss the colorful versions of these boots (such as the white leather version that has a complementary lime green midsole).

Steve Madden Holley Chelsea Boot


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Dolce Vita Silma Bootie


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Reformation Louie Stretch Sock Bootie


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Everlane The Glove Boot


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WHAT TO LOVE: If you live in a warmer climate, go with these fan-favorite Everlane booties. Made with stretchy knit fabric, they're extra breezy and will work well into the spring and summer months, too.

MORE DETAILS: These boots are made from renewed plastic bottles—nine, to be exact.

Free People We The Free Wesley Ankle Boots


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Ganni Low Chelsea Boots


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Aqua Julie High Heel Booties


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