boot trends

Experts Share the Biggest Winter Boot Trends to Shop Now

What to buy now.

By: Camille Freestone
Graphic: Ashley Combs

If you reside in a place where a seasonal change ensures a major shift in temperature, you know that harsh weather can severely limit your fashion choices. Now that winter is in full swing, outerwear reigns supreme and exposed ankles are, well, not the smartest choice. And when it comes to your bountiful range of footwear, boots are often your best option if you prioritize warmth. Despite the way it sounds, this restriction doesn’t have to be limiting. In fact, the reverse is often true.

As is the case with most fashion items, there are simply so many boot options available on the market today—tall, mid-calf, ankle, heeled, flat, Chelsea, lace-up, you name it. To help narrow the field, we’ve consulted a few of our favorite footwear designers to reveal the season’s biggest trends and the particular styles they are excited about, whether that be a lug-sole Chelsea boot or a mid-heel knee-high version. On a positive note, these modern styles may just have the ability to make the frigid weather a little less daunting.


Mid-heel Knee-High


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“Luckily this trend is one of my favorite shoe styles as they fit with my usual go-to selection on a daily basis. That usual look is a pair of straight leg jeans (like to tuck them inside my boots) with a cashmere sweater and an oversized coat.” —Merve Manastir of Manu Atelier





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“We don’t see this trend going anywhere just yet. We think people will be more experimental in 2021, using more modern twists on their variations.” —Havva and Ali Mustafa of Havva



“Two trends that I’m seeing from my customers are that they are buying for either comfort or joy, and I expect this to continue. I’m most excited for color this season because it’s uplifting and an instant mood booster to me.” Tamara Mellon



Square Toe


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“Square toes will be another trend in 2021; they allow you to give a distinctive profile to minimalistic designs.” —Havva and Ali Mustafa of Havva




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“Women are thinking about being comfortable more than ever. When we turn the corner on things so to speak, I don’t think women will want to go back to the discomfort of traditional dress shoes as they’ve traditionally come to know them.” Marion Parke

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