Slip Into These 28 Knee-High Boots For Winter

Boots are the cornerstone of any chilly-day ensemble. From over-the-knee silhouettes to square-toe designs, the cold-weather staple — much like a good winter coat — can make (and never break) an outfit. But the most versatile option? Knee-high boots, hands down. They’re a secret-sauce accessory that makes an outfit feel fully styled, with an elevated, slick finish — paired with everything from winter dresses (plus tights!) to your default jeans and prettiest midi skirts.

Whether you lean toward leather or luxe suede, unique stretchy knits or metallic finishes, elegant stilettos or flat lug soles, we’ve rounded up every trending style worth coveting this season. And for those who need a little extra room, we’ve included wide-calf options that don’t skimp on style.

Ahead, you'll find versatile black knee-high boots perfect for transitioning from day to night, bold animal prints, and cowboy boots to add flair to your 2025 shoe lineup — plus everything in between.

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Leather Knee-High Boots

A classic pair of leather knee-high boots is a wardrobe MVP that only gets better with wear. The sleek styles we’ve picked — think kitten, block, and wedge heels — are expertly crafted and well worth the splurge.

J.Crew Stevie Leather Knee-High Pull-On Boots, $, available at J.Crew

Larroudé Leather Milan Block Boot

Larroudé Milan Block Boot In Wine Leather, $, available at Larroudé

Vagabond Deena Tall Boots

Vagabond Deena Tall Boots, $, available at Vagabond

Banana Republic Italian Leather Mid-Heel Boot

Banana Republic Italian Leather Mid-Heel Boot, $, available at Banana Republic

Miista Hedy Tall Boots

Miista Hedy Tall Boots, $, available at SSENSE

Wide-Calf Knee-High Boots

Finding wide-calf boots can be a pain — but that’s why we did the legwork. Brands like Vince Camuto, Naturalizer, and Dolce Vita go beyond standard wide calf sizing with options as roomy as 20 inches, while Vivaia’s knit boots stretch to fit with ease.

Vince Camuto Sangeti Extra Wide Calf Boot, $, available at Vince Camuto

Naturalizer Deesha Extra Wide Calf Knee High Boot

Naturalizer Deesha Extra Wide Calf Knee High Boot, $, available at Naturalizer

Sam Edelman Sylvia Wide Calf Knee High Boot

Sam Edelman Sylvia Wide Calf Knee High Boot, $, available at Sam Edelman

Vivaia Knee-High Water Repellent Wool Boots

Vivaia Knee-High Water Repellent Wool Boots, $, available at Vivaia

Dolce Vita Raj Extra Wide Calf Boots

Dolce Vita Raj Extra Wide Calf Boots, $, available at Dolce Vita

Stuart Weitzman Soho Wide Knee-High Boot

Stuart Weitzman Soho Wide Calf Knee-High Boot, $, available at Stuart Weitzman

Knee-High Cowboy Boots

Western fashion isn’t going anywhere — 2024 proved it, and 2025 is doubling down with even more cowboy boots hitting the streets. If you haven’t tried the Cowboy Carter-approved trend yet, now’s the time to cart a knee-high pair. Whether you go classic or modern, they’ll bring a touch of unexpected flair to your winter wardrobe.

Tecovas The Abby Cowgirl Boot, $, available at Tecovas

Ariat Laramie StretchFit Western Boot

Ariat Laramie StretchFit Western Boot, $, available at Ariat

Aerosoles Croco Faux Leather Knee High Western Boot

Aerosoles Croco Faux Leather Knee High Western Boot, $, available at Aerosoles

Frye Blair Western Tall Boot

Frye Blair Western Tall Boot, $, available at Frye

Billini Homestead Wide Calf Boots

Billini Homestead Wide Calf Boots, $, available at Free People

Staud Western Wally Boot

Staud Western Wally Boot, $, available at Staud

High Heel Knee-High Boots

Want to strut into the new year with confidence? A pair of heeled boots will do the trick. From sleek stilettos to chunky block and short kitten heels, we’ve got styles to match your vibe — and trending red and metallic options that pack a punch.

Jeffrey Campbell Checkmate Boots, $, available at Anthropologie

Steve Madden Smith Red Leather Fold-Over Boot

Steve Madden Smith Red Leather Fold-Over Boot, $, available at Steve Madden

Zara Metallic Effect Heeled Boots

Zara Metallic Effect Heeled Boots, $, available at Zara

Reformation Gaelle Knee Boot

Reformation Gaelle Knee Boot, $, available at Reformation

Aeyde Kristina Leather Cowboy Knee-High Boots

aeydē Kristina Leather Cowboy Knee-High Boots, $, available at aeydē

Circus NY by Sam Edelman Oaklyn Knee High Boot

Circus by Sam Edelman Oaklyn Knee High Boot, $, available at Circus by Sam Edelman

Knee-High Flat Boots

Looking for a practical, everyday boot? Flat soles are your best bet. Go for a flatform, chunky combat style, or classic riding boot — all offering comfort without skimping on style. Pair them with mini dresses, midi skirts, leggings, or wide-leg pants for endless versatility.

Everlane The Riding Boot, $, available at Everlane

Mango Decorative Buckle Leather Boots

Mango Decorative Buckle Leather Boots, $, available at Mango

Asos Design Carmen Chunky Flat Knee Boot

ASOS DESIGN Carmen Chunky Flat Knee Boots, $, available at ASOS

FitFlop Folded-Knot Flatform Tall Stretch Boots

FitFlop Folded-Knot Flatform Tall Stretch Boots, $, available at FitFlop

Charles & Keith Lorde Square-Toe Knee-High Boots

Charles & Keith Lorde Square-Toe Knee-High Boots, $, available at Charles & Keith

Madewell The Zane Knee-High Boot in Leather

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Madewell The Zane Knee-High Boot in Leather, $, available at Madewell

Dolce Vita Ariana Boots

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Dolce Vita Ariana Boots, $, available at Dolce Vita

J.Crew Stevie Snake-Embossed Knee-High Pull-On Boots

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J.Crew Stevie Snake-Embossed Knee-High Pull-On Boots, $, available at J.Crew

Vivaia Filipa Round-Toe Stretchy Knee-High Boots

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Vivaia Filipa Round-Toe Stretchy Knee-High Boots, $, available at Vivaia

Banana Republic Italian Suede Knee-High Boot

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Banana Republic Italian Suede Knee-High Boot, $, available at Banana Republic

Zara Heeled Leather Knee High Boots

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Zara Heeled Leather Knee High Boots, $, available at Zara

FP Collection Wild West Thigh High Boots

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FP Collection Wild West Thigh High Boots, $, available at Free People

Journee Collection Jenicca Boot

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JOURNEE Collection Jenicca Boot, $, available at DSW

Reformation Gaelle Knee Boot

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Reformation Gaelle Knee Boot, $, available at Reformation

Nomasei Twist Boots

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Nomasei Twist Boots, $, available at Nomasei

Vince Camuto Sutton Wide Calf Boot

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Vince Camuto Sutton Wide Calf Boot, $, available at Vince Camuto

Simon Miller Snake Tall Kuki Boot

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Simon Miller Snake Tall Kuki Boot, $, available at Simon Miller

Sézane Patent Axelle Boots

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Sézane Patent Axelle Boots, $, available at Sézane

Ariat Sutton II Waterproof Boot

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Ariat Sutton II Waterproof Boot, $, available at Ariat

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