Now that we’re in the thick of winter, it’s officially time to acquaint yourself with 2026’s biggest boot trends—styles you’ll want to wear now and break out again in fall. The common denominator this year? Minimalism. Whether you’re most drawn to easy-chic ankle boots, sleek black knee-highs, or virtually soleless pairs that mimic the season’s trendiest sneakers, the energy is the same: versatile and highly walkable. Whether you’re buying another pair of winter boots or a transitional pair for spring, brush up on the most exciting boot trends of the season, according to style pros, below.
Our 2026 Picks
1. French-girl boots
Thanks in part to the big 2016 revival, French-girl style is at the forefront of fashion right now. And we’re finding ourselves daydreaming about the Parisian woman’s footwear of choice: pointy-toe ankle boots with commuter-friendly heels. Their true appeal is in the layering; they tuck deliciously into jeans of all kinds, including Francophile picks like cigarette-, straight-, and wide-leg cuts. (Tailored trousers and maxiskirts are also very much in play.) The result is a metropolitan look that pairs well with everything from trench coats to hoodies—every city girl’s dream.
2. Tall black boots
Whereas the tail end of last year was defined by rich suede and flashy animal prints, the first half of 2026 is all about the humble black boot. This knee-high shape is the antithesis of flashy: largely devoid of hardware, logos, or extra design details. But that’s what makes it so fun—you get to breathe life into each pair with your styling choices. During the frigid months, go with a sweater dress and diamond jewelry or a chunky knit top with a wool midi. When the weather warms up, try a blazer and a miniskirt or a crisp button-down and long denim shorts.
3. Garden wellies
Grandma style is all the rage for 2026, with elder-coded accessories like eyeglass chains and babushka scarves walking the spring catwalks. And as gardening apparel makes its way into the mainstream—including wellies at TWP’s most recent runway show and the rubber clogs you’ve seen all over Instagram—your grandmother’s rain boots are looking more and more like a great investment. Wear your pair with a blouse and work pants for a high-low look, or try shorts and a long mac coat as a nod to preppy English style.
4. Chisel toes
Make like the fashion crowd and split the difference between pointed and square toes this year. Chisel-toe boots have a certain nostalgic appeal that fits right in with our current moment, and the look is equal parts approachable and edgy. They’re also a cheat code for making anything in your wardrobe, from faded jeans to flowy skirts, feel appropriate for dressed-up occasions. Pick up one of the pairs below and you’ll instantly understand their magic.
5. Sock silhouettes
Extra-slim sneakers are the coolest shape going into 2026, and that same low-to-the-ground silhouette is slowly trickling into our boot rotations. Good! Cool-girl labels like The Row, Proenza Schouler, and Fforme have all released their takes on the heelless silhouette, and the effect is gorgeous—a luxe, eye-catching update to the sock boots that trended a decade ago. Our edit includes truly flat options, booties with the most micro-heels possible, and one TikTok-famous pair that literally looks like a pair of socks. And they all look great with long winter coats and spring dresses.
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