Square Toe Block Heel Boots

Square toe block heel boots are your new secret weapon for stepping up every outfit with major main character energy. Whether you’re strutting into brunch or owning the dance floor, these boots bring the perfect mix of bold and chic to your vibe. Ready to turn sidewalks into runways? Slip into square toe block heel boots and prepare for those double-takes—because you were never meant to blend in, babe.

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Windsor Totally Edgy Buckled Square Toe Boots in Black

$45.90

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

Windsor So Much Personality Strappy Block Heels in Red

$28.90

A stylish pair of red faux leather block heels featuring a strappy design and cushioned insole.

Ultra Luxe Rhinestone Short Block Heels in Pearl

$32.90

An elegant pearl faux leather heel featuring rhinestone-embellished asymmetrical straps and a chic short block heel.

Sweet Attraction Toe Ring Strappy Block Heels in Tan

$26.90

A pair of tan faux leather block heels featuring a trendy toe ring trim and cushioned insole.

Sparkle And Shine Rhinestone Spiral Block Heels in Silver

$38.90

A metallic silver faux leather block heel featuring rhinestone-embellished spiral ankle straps for extra sparkle.

Windsor Chic Season Under The Knee Boots in Ivory

$50.90

A sleek pair of ivory faux leather under-the-knee boots with a square toe and thin block heel.

Stay Elegant Lace-Up Rhinestone Block Heels in White

$36.90

A white block heel featuring rhinestone-embellished straps and sheer ribbon lace-up ankle ties for elegance.

Windsor So Obsessed Metallic Strappy Block Heels in Silver

$28.90

A sleek pair of silver metallic faux leather block heels with dual toe straps and adjustable ankle buckle.

Windsor Stroll The Town Eyelet Platform Block Heels in Blue

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Windsor Stroll The Town Eyelet Platform Block Heels in Blue

$9.97 $34.90 71% off

A blue eyelet-embroidered platform heel featuring a block heel, square toe, and adjustable ankle strap.

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Windsor Smooth And Sleek Block Heels in Black

$26.90

(74)

Step out in style in these chic low block heels! Create the perfect stylish graduation outfit or gorgeous prom look in these comfortable heels. This open-toe design features a stylish ankle strap detail with a zipper-closed back on a trendy block heel. The lower heel silhouette creates a supportive and comfy fit, perfect to wear with a semi-formal gown or dressy pant outfit. Fit & FeaturesZippered closed back , Ankle strap strap, Open almond toe , Single strap over the toe, Low block heel , Faux leather and nubuck material , Luxe fit cushioned insole, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Smooth And Sleek Block Heels in Black | Size: 6 | Leather/Nubuck

Windsor Endless Glam Rhinestone Bow Block Heels in Silver

$36.90

(7)

Every step will look so glam in these rhinestone block heels featuring a statement bow and a luxe fit insole for comfort. Pair with a clutch. Fit & Features3" Block heel, Almond toe, Adjustable ankle strap, buckle closure, Luxe fit breathable cushioned insole, Rhinestones, Bow accent, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Endless Glam Rhinestone Bow Block Heels in Silver | Size: 8

Flirt Mode Activated Strappy Block Heels in White

$30.90

(6)

These heels understood the assignment—flirty, chic, and ready to turn heads. With strappy detailing and a comfy block heel, they’re made for rooftop hangs, brunch dates, and everything in between. Fit & FeaturesBlock heel, Open square-shaped toe, Asymmetric strappy design, Adjustable ankle strap with buckle detail, Faux leather material, padded insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirt Mode Activated Strappy Block Heels in White | Size: 10 | Leather

So Much Personality Strappy Block Heels in Black

$28.90

(4)

Give your outfits some cuteness in these strappy block heels, perfect for pairing with your favorite bottoms or dresses! Fit & Features3" Round block heel, Square toe, Strappy design, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Much Personality Strappy Block Heels in Black | Size: 5.5 | Leather

Windsor Chic And Polished Pearl Satin Block Heels in White

$35.90

(4)

The kind of heels that take you from “just cute” to “can’t look away” in one step. With faux pearl embellished straps and a sleek block heel, they’re a dream for bridal celebrations and birthday soirees! Fit & Features3" Block heel, Square toe, Faux pearl embellished straps, Adjustable ankle strap with buckle closure, Satin material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic And Polished Pearl Satin Block Heels in White | Size: 8

Feeling Chic Thong Square Toe Heels in Wine

$26.90

(4)

From daytime outings to nights out, these thong heels are perfect for dressing up any look for every occasion! Fit & Features2" short kitten heel, Square toe, Thin thong toe strap, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Feeling Chic Thong Square Toe Heels in Wine | Size: 7 | Leather

Starlight Steps Strappy Block Heels in Gold

$34.90

(4)

Shine with every step—these strappy block heels bring the glam with glittery straps and a sturdy heel that’s perfect for dancing all night. Chic, comfy, and totally party-approved. Fit & FeaturesBlock heel, Almond toe, Rhinestone-embellished straps, Closed ankle, back zipper closure, Luxe fit cushioned insole, Glitter material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Starlight Steps Strappy Block Heels in Gold | Size: 6.5 | Rhinestone

Chic Crush Strappy Block Heels in Wine

$36.90

(3)

Bold, sleek, and made to steal the spotlight—these strappy heels bring the drama with a deep red shine and chic block heel. Perfect for everything from cocktail nights to holiday parties. Fit & FeaturesBlock heel, Square toe, Asymmetrical strappy design, Luxe fit cushioned insole, Adjustable ankle strap with buckle closure, Patent faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Crush Strappy Block Heels in Wine | Size: 8 | Leather

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Windsor Sweet Attraction Toe Ring Strappy Block Heels in White

$9.97 $26.90
63% off

(3)

A pair of strappy block heels with a trendy toe ring trim that gives every outfit a sweet look! Fit & Features2.5" Block heel, Square toe, Strappy design, Toe ring trim, Luxe fit cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Attraction Toe Ring Strappy Block Heels in White | Size: 10 | Leather

Ultra Luxe Rhinestone Short Block Heels in Pearl

$32.90

(3)

Ultra-luxe rhinestones embellish the asymmetrical toe straps on these chic short block heels perfect for brides, birthday babes, or dressy events! Pair with a clutch. Fit & Features2" short block heel, Square toe, Rhinestone embellished asymmetrical toe straps, Closed ankle with adjustable strap, buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ultra Luxe Rhinestone Short Block Heels in Pearl | Size: 8 | Leather/Rhinestone

Square Toe Block Heel Boots

Square toe block heel boots have quietly claimed their spot as the low-key MVP of any modern wardrobe, and honestly, it’s about time. There’s something about that squared-off silhouette—part retro, part runway—that instantly sharpens up whatever you’re wearing, from a slip dress and oversized blazer to your favorite lived-in jeans. The block heel, sturdy and substantial, is the real hero here: it delivers all the height and polish of a stiletto without sacrificing comfort (or your ability to make it through a full day of errands, meetings, or spontaneous plans). These boots are a dream for anyone who wants to look put together without feeling like they’re playing dress-up. They’re the kind of shoe you reach for when you want to look like you tried—even if you just threw on whatever was clean and added a swipe of lipstick in the Uber. In December, when the weather can’t decide what it’s doing and your calendar is a blur of events, square toe block heel boots are the definition of versatility. They’ll take you from last-minute gift shopping to holiday parties and every coffee run in between, all while keeping your feet dry and your look elevated.

If you’re shopping for yourself, consider this your permission slip to lean into a style that’s bold without being bossy. Square toe block heel boots work for just about every vibe: minimalist, maximalist, vintage-inspired, or totally trend-driven. The shape is universally flattering, elongating the leg and adding a bit of edge to even the most classic outfits. They’re also a genius gift for the fashion lover in your life—the friend who’s always pinning outfit inspo, the sibling who borrows your shoes and never gives them back, or the mom who wants something practical but still wants to feel current. Styling is a breeze: tuck them under wide-leg trousers for a subtle nod to the ‘90s, pair them with a midi skirt and chunky knit for cozy-cool winter energy, or let them peek out from under a long coat for that off-duty model moment. And if you’re feeling adventurous, try mixing textures—think faux leather with denim, suede with satin, or croc-embossed with chunky knits. The block heel means you’ll actually want to wear them all day, whether you’re on your feet at a holiday market or just making the rounds at a family get-together.

When you’re building your boot collection, it’s all about options. Square toe block heel boots are the reliable plus-one you can always count on, but sometimes you want to switch up the vibe. If you’re craving a sleeker, more elongated look, check out our Pointed Toe Block Heel Boots for another take on the block heel trend. No matter which silhouette you choose, the key is to find a pair that feels like you—something that slips seamlessly into your life and makes every outfit feel a little more intentional. In a season where comfort and style are non-negotiable, square toe block heel boots are the best of both worlds: a little bit daring, a lot dependable, and guaranteed to earn their keep in your closet long after the last holiday light comes down.

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