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A pair of ankle boots are a wardrobe staple for a reason. They’re timeless in style, versatile, and (mostly) designed to be walkable. Although ankle boots are year-round wardrobe essentials, they work particularly well for completing – and even elevating – fall and winter outfits. Pairing them with jeans and a sweater makes for a comfy-casual ensemble, while matching them with trousers and a blouse creates a more polished look that could be worn to the office.
The challenging part is finding the perfect pair. Weather, comfort, price, and style are all important factors to consider when selecting the ankle boots that’ll work best for you. To help you get there, we’ve put together a list of ankle boots that the Insider Reviews team has tested ourselves, researched, or tested similar styles to.