Square Toe Combat Boots

Square Toe Combat Boots are the ultimate style chameleons—equal parts attitude and versatility. Whether you’re pairing them with a flowy dress for a little edge or leveling up your favorite jeans, these boots know how to hold their own. The square toe adds just enough modern flair to keep things interesting, while the combat silhouette grounds any outfit with confidence. Ready to make every step feel intentional? Square Toe Combat Boots are your shortcut to effortlessly cool style, no matter where you’re headed.

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Totally Edgy Buckled Square Toe Boots in Brown

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Totally Edgy Buckled Square Toe Boots in Brown

$45.90

A pair of brown faux leather calf-length boots featuring buckled side accents and a trendy square toe.

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Heavy Duty Cool Lug Boots in Black

$50.90

A pair of black faux leather boots featuring a chunky lug sole, square toe, and under-the-knee cut.

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Statement Stomp Chunky Boots in Black

$44.90

A sleek black faux leather ankle boot with a chunky block heel, platform sole, and side zipper closure.

Sleek Confidence Over-The-Knee Boots in Black

$54.90

A striking pair of black over-the-knee boots combining smooth faux leather and stretch knit fabric.

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Windsor Steppin Up Block Heel Knee High Boots in Wine

$48.90

(24)

Big boot energy only—these tall babes instantly elevate any 'fit. A sleek silhouette with a comfy block heel makes them perfect for day-to-night flexing. Fit & Features3" Stacked block heel, 8" leg opening, 12" shaft height, Platform sole, Round toe, Complete inner zipper closure, Knee-length shaft, Faux leather material, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Steppin Up Block Heel Knee High Boots in Wine | Size: 6 | Leather

Totally Edgy Buckled Square Toe Boots in Black

$45.90

(16)

Step into these edgy statement faux leather boots with a buckled side accent and a calf-length fit perfect for pairing with bottoms or dresses. Fit & Feature2” in heel, 7.5” leg opening, 11.5” shaft , Square toe, Buckled side accents, Calf height shaft, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Totally Edgy Buckled Square Toe Boots in Black | Size: 8.5 | Leather

Ride or Shine Studded Cowboy Boots in White

$52.90

(16)

Western, but make it glam. These faux leather cowboy boots mix classic embroidery with studded detailing and a sleek pointed toe—perfect for bachelorettes, country concerts, or costume parties. Fit & Features3.5” stacked block heel, 7.5” leg opening, 12.5” shaft, Pointed toe, side zipper closure, Studded and grommet embellishments, Western-inspired embroidery, Under-the-knee length, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ride or Shine Studded Cowboy Boots in White | Size: 5.5 | Leather

Retro Rise Knee High Platform Boots in Brown

$48.90

(11)

A little vintage, a little modern—these knee-high boots are the ultimate outfit maker. With a smooth faux leather finish, a sturdy block heel, and a platform sole perfect for elevating any outfit. Fit & FeaturesBlock heel, Square toe, Side zipper closure, Knee-high shaft, Side zipper closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Retro Rise Knee High Platform Boots in Brown | Size: 8.5 | Leather

Windsor Major Strut Faux Leather Knee-High Stiletto Boots in Brown

$48.90

(8)

Fit & Features3" Stiletto heel, 7.5" leg opening, 13.5" shaft height, Patent faux leather material, Knee-high design, Pointed toe, Complete inner zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Major Strut Faux Leather Knee-High Stiletto Boots in Brown | Size: 5.5

Drama Queen Faux Fur Boots in Ivory

$42.90

(5)

Go big, go fuzzy, go bold—these faux fur boots bring all the drama your outfit’s been waiting for. Perfect for stepping out, staying cozy, or just making every entrance feel like a moment. Fit & FeaturesPlush faux fur fabrication, Below-the-knee length, Round toe, Flat insole, Slip-on design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Drama Queen Faux Fur Boots in Ivory | Size: 11

Windsor Point Taken Lace-Up Stiletto Boots in Brown

$58.90

(5)

Equal parts bold and refined. These foldover stiletto boots serve a major edge with a pointed toe, sleek faux leather finish, and lace-up back detail that ties the look together—literally. Perfect for taking your outfit from casual to captivating in one step. Fit & Features4” Stiletto heel, 7" leg opening, 16" shaft height, Pointed-toe, Foldover shaft with lace-up placket, Inner side zipper closure, Sleek faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Point Taken Lace-Up Stiletto Boots in Brown | Size: 5.5 | Leather

Windsor Dust to Dawn Cowboy Boots in Black

$54.90

(3)

Classic western, modern edge. These cowboy boots feature stitched detailing and a sleek pointed toe that brings a bold finish to denim, minis, or your favorite fall layers. Fit & FeaturesStacked block heel, Pointed-toe, Western-inspired stitch detailing, Pull-on design with pull tabs, Under-the-knee length, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dust to Dawn Cowboy Boots in Black | Size: 7 | Leather

Windsor Fall For Me Wide Calf Knee-High Boots in Brown

$49.90

(3)

Seasonal staple unlocked—these faux suede boots pair effortlessly with oversized knits, flowy dresses, or denim for all your autumn to winter plans! Fit & Features3.5" Block heel, 9" leg opening, 12" shaft height, Almond toe, Knee-high shaft silhouette, Wide calf design, Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fall For Me Wide Calf Knee-High Boots in Brown | Size: 7 | Faux Suede

Windsor Fray All Day Denim Booties in Black Denim

$40.90

(2)

Jeans for your feet? Basically. These distressed denim booties bring all the grunge-girl energy with a slouchy fit and raw edge finish. Perfect for concerts or themed parties! Fit & Features3” block heel, 6.5” leg opening, 8” shaft height, Pointed toe, Foldover denim with distressed accents, Hidden side zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fray All Day Denim Booties in Black Denim | Size: 8

Square Toe Combat Boots

Square toe combat boots aren’t just a seasonal trend—they’re a style move that says you know exactly what you want from your wardrobe: comfort, edge, and a little bit of attitude. There’s something about the squared-off toe that feels instantly modern, almost architectural, yet the combat boot silhouette keeps things grounded and practical. If you’re navigating icy sidewalks or just want to add a little grit to your winter fits, these boots have your back (and your feet). Picture yourself stomping through January slush in a pair that looks as tough as you feel—no dainty toes or delicate soles here. With their chunkier profiles and structured lines, square toe combat boots are surprisingly versatile. They’re the kind of footwear that can anchor a floaty dress, toughen up a pair of classic jeans, or add a statement finish to tailored trousers. Whether you’re layering up for a coffee run or pulling together a last-minute look for a night out, these boots deliver on both style and substance. You’ll appreciate the extra room in the toe box (hello, comfort), and the squared shape feels fresh without trying too hard.

If you’re shopping for yourself, think of square toe combat boots as the answer to your “I need something that works with everything” dilemma. They’re made for the girl who wants to look put-together without sacrificing her edge, the one who’s not afraid to mix a little street with her chic. These boots also make a thoughtful gift for anyone who loves a little drama in their step—think birthdays, winter holidays, or even just because. They’re especially perfect for the friend who’s always on the hunt for that elusive blend of comfort and cool, or the sister who’s been living in sneakers but wants to step it up (literally). And let’s be real: in the heart of winter, gifting a pair of boots that can handle snow, sleet, and spontaneous plans is basically an act of love. When you’re choosing the right pair, pay attention to details like sole traction, shaft height, and hardware—little things that make a big difference in how you’ll wear them. Some pairs lean into utilitarian vibes with bold laces and lug soles, while others keep it sleek and minimalist for easy pairing with your favorite basics. If you’re after even more variety, or want to see how the chunky trend translates across different silhouettes, don’t miss our Square Toe Chunky Boots collection for even more inspiration.

At the end of the day, square toe combat boots are about more than just protection from the elements—they’re about giving you options, confidence, and a little extra swagger when you need it most. They’re made for busy mornings, spontaneous road trips, and those nights when you want to dance until last call without worrying about your feet. Style them with oversized knits and leather leggings for a cozy-meets-cool vibe, or let them peek out from under wide-leg pants for an unexpected twist. However you wear them, you’re stepping out with intention—and honestly, that’s what great style is all about.

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Square Toe Combat Boots

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