Block Heel Ankle Booties

Block heel ankle booties are your secret weapon for turning every sidewalk into a runway. These beauties bring just the right amount of attitude to any outfit, giving you that extra boost of confidence with every step. Whether you're headed out for brunch or owning the dance floor, block heel ankle booties are your go-to for effortless style and undeniable comfort. Ready to level up your shoe game? Let’s make some serious moves, babe.

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Totally Edgy Buckled Square Toe Boots in Black

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Totally Edgy Buckled Square Toe Boots in Black

$45.90

A pair of black faux leather calf-length boots featuring square toes, buckled side accents, and block heels.

Ready To Slay Platform Heels in Black

$30.90

A chic pair of black faux nubuck platform heels with an adjustable ankle strap and block heel.

Windsor Sweet Attraction Toe Ring Strappy Block Heels in Tan

$26.90

A pair of tan faux leather block heels featuring a trendy toe ring and strappy design.

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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

Flirt Mode Activated Strappy Block Heels in White

$30.90

(8)

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

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: 8.5

Feeling Chic Thong Square Toe Heels in Wine

$26.90

(5)

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

(5)

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: 8.5 | Rhinestone

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: 7.5 | Leather

Flirty And Fancy Mesh Bow Kitten Heels in Black

$38.90

(3)

Flirty meets fancy in the sweetest way. These mesh bow kitten heels give you a square toe for a modern look and a low heel that makes them perfect for day or night styling! Fit & Features3" Kitten heel, Square toe, Sheer mesh toe bow strap, Adjustable ankle strap with buckle closure, Luxe fit cushioned insole, Mesh material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirty And Fancy Mesh Bow Kitten Heels in Black | Size: 9 | Sheer Mesh Fabric

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: 7.5 | Leather

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Minimal Mood Faux Suede Kitten Heels in Camel

$11.97 $28.90
59% off

(3)

Less is more, babe. These faux suede kitten heels keep it simple with slim straps and a sleek silhouette—aka the perfect pair for elevating jeans, dresses, and every OOTD in between. Fit & Features3" Kitten heel, Square toe, Thong strappy design, Soft faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Minimal Mood Faux Suede Kitten Heels in Camel | Size: 8.5

Sweet Attraction Toe Ring Strappy Block Heels in Tan

$26.90

(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 Tan | Size: 6.5 | Leather

Block Heel Ankle Booties

Block heel ankle booties are the kind of footwear that quietly upgrades every outfit, no matter the season or the setting. Right now, in the heart of winter, they’re the unsung heroes of your cold-weather wardrobe—designed to handle slick sidewalks and surprise snow flurries, but with enough polish to make you feel put-together even when you’re bundled up. There’s something about the sturdy, block-shaped heel that instantly signals confidence and comfort. Unlike their spindly counterparts, block heels distribute your weight more evenly, making them a go-to for anyone who’s got a packed schedule and zero time for foot pain. Imagine dashing from your morning coffee run to a marathon of back-to-back meetings, then straight to dinner with friends—block heel ankle booties keep up without missing a beat. They’re that rare combination of fashion and function: the heel gives you a little lift (and a lot of attitude), while the ankle-grazing shaft offers just enough coverage to transition seamlessly from jeans to midi skirts, or even layered over tights for extra warmth.

Versatility is where these boots truly shine. Whether you’re a denim devotee, a mini skirt enthusiast, or someone who lives for flowy dresses, block heel ankle booties slip right into your rotation. The range of styles—pointed-toe for a sharp, modern edge; square-toe for a nod to retro cool; or classic Chelsea silhouettes for everyday ease—means there’s a pair for every mood and every occasion. Materials matter, too: think plush faux suede for cozy nights out, sleek faux leather for a more elevated vibe, or textured finishes that add just the right amount of interest to your look. Little details like zippers, cutouts, or Western-inspired stitching can completely change the feel, making it easy to find a pair that matches your personal style (or the style you’re trying on for the weekend). And if you’re in gift-giving mode, block heel ankle booties are a crowd-pleaser—practical enough for the friend who’s always on the move, but stylish enough for the one who lives for her next outfit pic. They’re the kind of gift that says, “I get you. I know you want to look good and feel good, all at once.”

When it comes to building a closet that works as hard as you do, block heel ankle booties are a non-negotiable. They’re the answer to that “nothing to wear” feeling, bridging the gap between casual and dressy with zero effort. Pair them with cropped trousers for a day at the office, then swap in a slip dress and statement earrings for a night out—no need to change your shoes. Traveling? They pack down easily and work with practically everything in your suitcase, so you can go from city streets to rooftop cocktails without missing a style beat. And if you’re looking to narrow down your options, you can’t go wrong with a classic black bootie—a true wardrobe MVP that’s equal parts timeless and trend-forward. For a curated selection of styles that nail the balance between comfort, style, and versatility, check out our Block Heel Black Boots page. Whether you’re shopping for yourself or searching for the perfect gift, these boots are the finishing touch your winter wardrobe’s been waiting for.

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