19 Tall-Boot Outfit Ideas to Wear Year-Round

The best time of the year is upon us: ahem, boot season. With it comes the prospect of trying something new, whether you’re test-driving a trend or giving your new designer boots a spin around the block. Autumn is the perfect time to reboot your wardrobe (quite literally). And while there are so many ways to freshen up your wardrobe, I can’t think of any better way to step into the new season than in the most popular style of the moment: knee-high boots. 

Since last autumn, you couldn’t (and still can’t) scour the runway, scroll through social media, or shop from your favourite retailers without spotting at least a few tall pairs of boots. This style has stuck around for better or worse (depending on how you feel). But if you’re a little dubious about buying into the tall-boot trend, don’t be. Despite common myths about higher boots being harder to wear than ankle iterations, I’m here to tell you that the versatility of this style is not to be underestimated. Not only can you find a pair of knee-high boots that fit your style aesthetic perfectly—there’s everything from chunky soles to sleek knee-high boots to biker boots—but also this boot height is easier to style than you think.

To prove that point, I’ve rounded up 19 tall-boot outfit ideas that are ideal for autumn (and beyond). Plus, I’ve shopped out some best knee-high boots at every price point. If you didn’t love this popular boot style before, prepare to fall hard. 

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