Comfortable Heels

Step into a world where style meets ease with our collection of comfortable heels. Say goodbye to those days of sacrificing comfort for fashion and hello to strutting your stuff with confidence and grace. Whether you're heading to the office, a night out with the girls, or a special event, these heels are designed to keep you looking fierce without the fuss. Embrace your inner boss babe and elevate every outfit with our stunning selection that proves you really can have it all. Get ready to turn heads and feel fabulous—because you deserve nothing less!

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So Much Personality Strappy Block Heels in Red

$28.90

A vibrant red strappy block heel crafted from faux leather with a cushioned insole for comfort.

Windsor Ready To Slay Platform Heels in Black

$30.90

A stylish black platform heel with faux nubuck material, featuring an adjustable ankle strap and block heel.

Windsor Style Pop Square Toe Nubuck Stiletto Heels in Black

$28.90

A sleek black nubuck stiletto heel with a square toe and adjustable ankle strap.

Windsor Glam Bloom Flower Strap Kitten Heels in White

$38.90

A white satin kitten heel featuring chiffon beaded flower accents, open square toe, and adjustable straps.

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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

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

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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

Flirt Mode Activated Strappy Block Heels in White

$30.90

(3)

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: 8.5 | Leather

Bring The Glam Rhinestone Block Heels in Gold

$32.90

(2)

Bring all the glamour in these block heels that shimmer with rhinestone embellishments and metallic trim! Fit & FeaturesBlock heel with rhinestone embellishments, Square toe, Rhinestone-embellished strap design, Cushioned insole, Adjustable ankle strap, buckle closure, Metallic material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Bring The Glam Rhinestone Block Heels in Gold | Size: 7

Sale

Tied Together Strappy Kitten Heels in Black

$9.97 $24.90
60% off

(2)

Tie your look with these strappy kitten heels, perfect for styling day or night! Fit & FeaturesKitten heel, Square toe, Strappy design, Adjustable ankle strap, buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Tied Together Strappy Kitten Heels in Black | Size: 7 | Leather

Play Nice Bow Thong Heels in Pink

$28.90

(2)

A little sweet, a little sassy—these kitten heels are low-key flirty perfection. The square toe, delicate thong strap, and bow detail make them your go-to for dressing up any look. Fit & Features2" kitten heel, Square toe, Sleek thong strap with bow, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Play Nice Bow Thong Heels in Pink | Size: 8 | Leather

Minimal Mood Faux Suede Kitten Heels in Brown

$28.90

(2)

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 Brown | Size: 10

Windsor Butterfly Kisses Rhinestone Metallic Heels in Gold

$28.90

(2)

These rhinestone strap mules are topped with a whimsical butterfly detail for that perfect mix of dainty and glam, ready to float from dinner dates to dance floors. Fit & FeaturesStiletto heel, Square toe, Rhinestone-embellished straps, butterfly accents, Metallic faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Butterfly Kisses Rhinestone Metallic Heels in Gold | Size: 10 | Leather/Rhinestone

Walking Pretty Toe Ring Heels in Camel

$28.90

(2)

Minimal straps, max impact. These block heel mules are made for everything from rooftop drinks to girls’ night glam, with a shiny toe ring detail that adds a unique flair. Fit & Features3" Block heel, Square toe, Toe ring strap detail, Sleek strappy design, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Walking Pretty Toe Ring Heels in Camel | Size: 10 | Leather

Comfortable Heels

Let’s be real, babe—life’s too short for shoes that slow you down. Whether you’re conquering your nine-to-five, dancing until sunrise, or just want to strut through your day with a little extra sparkle, comfortable heels are your secret weapon. These aren’t your grandma’s “sensible” pumps, either. Think plush padding, walkable heights, and silhouettes that turn heads without turning your toes into a crime scene. Comfortable heels are made for the girl who wants it all: style, confidence, and the freedom to say yes to every spontaneous adventure. They’re the go-to for the friend who’s always first on the dance floor, the boss babe running from meeting to meet-cute, and the bridesmaid who refuses to ditch her shoes before the bouquet toss. If you’ve ever wished for a pair of heels that could keep up with your wildest plans, you’re in the right place. And hey, if you’re searching for dress shoes for women with bunions, you know the struggle is real—so trust, there are options out there that deliver both glam and comfort, no compromises.

Gifting a pair of comfortable heels? You’re basically giving the gift of confidence and endless possibilities. Picture your bestie unwrapping a pair of heels Windsor girls swear by, lighting up at the thought of finally having shoes she can actually wear all night. Or maybe you’re treating yourself (because self-love is the best kind), and you deserve shoes that feel as good as they look. From power lunches to date nights, from coffee runs to cocktail hours, these heels are designed to take you wherever you want to go—without a single “ouch” moment. They’re perfect for anyone who refuses to sacrifice style for comfort, whether you’re a style rookie or a seasoned stiletto queen. And let’s not forget the magic of gold heels Windsor fans adore—because nothing says “main character energy” like a little metallic shine peeking out from under your hem. When you’re ready to level up your shoe game, don’t sleep on block heels, kitten heels, and all the dreamy designs that let you slay your day (or night) in total comfort.

Ready to step up your shoe game? Whether you’re on the hunt for classic pumps, strappy numbers, or something bold and unexpected, there’s a pair of comfortable heels waiting to become your new ride-or-die. Look for cushioned footbeds, supportive straps, and styles that make you feel unstoppable. And if you’re obsessed with the idea of all-day wearability, don’t miss our curated collection of Comfortable Block Heels—the MVPs of the heel world. Slip into a pair that feels like it was made just for you and watch how your whole vibe shifts. Because when your feet are happy, there’s nothing you can’t do, and the world is your runway.

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