Date Night Heels
Get ready to strut into the spotlight, because date night heels are here to make sure you're unforgettable from the ground up! Whether it's a candlelit dinner or a spontaneous adventure under the stars, these heels are your secret weapon for turning heads and stealing hearts. With every step, you'll be serving confidence and charm, leaving a trail of enchantment wherever you go. So go ahead, slip into those show-stopping stilettos or flirty platforms, and let your shoes do all the talking. After all, life's too short for anything less than fabulous!
$28.90
A sleek black nubuck stiletto heel with a square toe and adjustable thin straps.
$26.90
A chic black low block heel with a zippered back and ankle strap in faux leather.
$30.90
A dazzling silver heel with rhinestone embellishments, featuring a block heel and back zipper closure.
$30.90
A chic black platform heel with a faux nubuck finish, adjustable ankle strap, and block heel.
$32.90
A black glitter mesh platform heel featuring rhinestone straps and an adjustable ankle buckle closure.
$9.97 $42.90 77% off
A dazzling pair of silver block heels with rhinestone embellishments and a glitter mesh finish.
$32.90
A silver low block heel with rhinestone-studded straps and an adjustable ankle strap for comfort.
$39.90
A white stiletto heel with rhinestone spiral straps and butterfly organza appliques for magical flair.
$32.90
A chic black faux leather block heel featuring rhinestone straps and a comfortable padded insole.
$30.90
An elegant ivory lace stiletto with a slingback strap and cushioned insole for dressy occasions.
$28.90
A chic pair of black faux leather block heels featuring a strappy toe design and adjustable ankle strap.
$36.90
A glamorous silver block heel adorned with rhinestones and a statement bow for special occasions.
$30.90
A chic ivory pump with a 4" stiletto heel and stylish inner cutout design.
$30.90
A chic ivory faux suede block heel with a square toe and adjustable buckle strap.
$39.90
A silver chrome faux leather platform heel with rhinestone embellishments and an adjustable heel strap.
$32.90
A glamorous white block heel with rhinestone straps and a cushioned insole for luxe comfort.
$30.90
A chic black stiletto heel with a sheer mesh exterior and quilted faux leather cushioned insole.
$28.90
A sleek black faux leather kitten heel with a gold ring accent and adjustable ankle strap.
$32.90
A stylish pair of black platform heels featuring sleek faux leather straps and unique cork material.
$32.90
A chic pair of white faux leather platform heels featuring faux pearl embellishments and a cushioned insole.
$32.90
A chic black platform heel with faux nubuck, rhinestone straps, and a 4.5" block heel.
$29.90
A dazzling pair of silver glitter mesh stilettos with adjustable ankle strap and square toe.
$30.90
A chic pair of black rhinestone-embellished kitten stiletto heels with adjustable ankle straps.
$30.90
A chic black nubuck slingback pump with a trendy buckle strap and sleek pointed toe.
$32.90
A glamorous gold mule with rhinestone straps and a 3.5" stiletto heel for elegant occasions.
$28.90
A dazzling pair of gold block heels featuring rhinestone embellishments and metallic faux leather material.
$28.90
A fierce leopard satin mule with a 4" stiletto heel and cushioned insole for stylish comfort.
$28.90
A sleek leopard print mule with a stiletto heel and clear PVC thong strap.
$30.90
A dazzling pair of silver criss cross platform block heels crafted from metallic faux leather.
$28.90
A vibrant red strappy block heel crafted from faux leather with a cushioned insole for comfort.
$40.90
A chic black stiletto heel featuring rhinestone embellishments and a spiral strap design with bow accents.
$35.90
A chic black stiletto heel featuring a rhinestone-embellished spiral strap for elegant occasions.
$30.90
A chic black platform heel with criss-cross straps, faux nubuck material, and a cushioned insole.
$32.90
A chic black platform heel with rhinestone bow strap, faux nubuck material, and cushioned insole.
$32.90
A glamorous silver heel featuring a rhinestone strap, glitter mesh, and cushioned insole for comfort.
$32.90
A stylish pair of black platform block heels featuring a unique eyelet crisscross strap and adjustable ankle closure.
$28.90
A striking pair of leopard-patterned stilettos with rhinestone straps and open pointed toes.
$30.90
A sleek black stiletto heel with a trendy buckle accent and adjustable ankle strap in faux leather.
$40.90
A chic black ankle bootie with studded accents, criss-cross straps, and a peep toe design.
$26.90
A chic gold mule with a sleek thong-strap, open square toe, and low block heel.
$26.90
A chic gold mule with a 2" block heel, square toe, and cushioned faux leather insole.
$26.90
A stylish pair of black platform sandals featuring trendy buckle accents and a strappy design.
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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: 9 | Leather/Nubuck
Keep your night-out look stunning in these sparkly rhinestone block heels. They feature an open almond toe, a rhinestone-adorned toe and ankle strap, a back zipper closure, and a block heel. Style these fab shoes with a little black dress to add a hint of glam. Fit & FeaturesOpen almond toe, Rhinestone embellished toe and ankle strap, Back zipper closure, Block heel, Luxe fit cushioned insole, Glitter mesh material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sparkle Stunner Rhinestone Block Heels in Silver | Size: 7 | Rhinestone/Mesh Fabric
Shimmer In Rhinestone Block Heels in Silver
$9.97 $42.90
77% off
Step out and shine in these rhinestone block heels featuring a glitter mesh open almond-shaped toe, wide toe and ankle straps, a back zipper closure, a block heel, and all-over sparkling rhinestone embellishments. Complete the look with a stunning necklace and earring set. Fit & FeaturesOpen almond toe, Wide toe and ankle straps, Back zipper closure, Block heel, Rhinestone embellishments, Luxe fit cushioned insole, Glitter mesh material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Shimmer In Rhinestone Block Heels in Silver | Size: 9 | Rhinestone/Mesh Fabric
Amp up the glamour while still keeping it comfortable in these low block heels featuring an open square-shaped toe, a thin asymmetric strappy design accented with mini rhinestone embellishments for a pretty sparkle, and an adjustable ankle strap. Pair with your fave clutch! Fit & Features2.5" Low block heel, Open square toe, Asymmetric strappy design, mini rhinestones, Adjustable ankle strap with buckle detail, Closed back, faux leather padded insole, Black heels are faux nubuck, Gold and silver heels are faux leather, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glam Up Rhinestone Strappy Low Block Heels in Silver | Size: 5.5 | Leather/Faux Nubuck/Rhinestone
Sparkle up the scene at your next formal affair in these rhinestone strappy faux leather block heels! They feature an open square-shaped toe, a glitzy rhinestone-adorned strappy design with a chic center knotted detail, a thin adjustable ankle strap with a buckle closure, a closed back, a padded insole for comfortable wear, and a sturdy block heel. Style with the matching clutch for a seamless glam look! Shop Matching Clutch: Sparkle Scene Rhinestone Foldover ClutchFit & Features4.5" Block heel, Faux leather upper, Open square toe, Rhinestone strappy design with knotted detail, Adjustable ankle strap with buckle closure, Closed back, luxe fit padded insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sparkle Scene Rhinestone Strappy Faux Leather Block Heels in Black | Size: 7.5 | Leather/Rhinestone
Step into these chic block heels showcasing a strappy toe design secured with an adjustable ankle strap with buckle closure. Fit & FeaturesBlock heel, Square toe, Strappy toe design, Adjustable ankle strap, buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Step Into Chic Strappy Block Heels in Black | Size: 6 | Leather
Dress up any look with these chic strappy block heels for brunch, parties, and date nights! The heels are designed with a sleek square toe, closed ankle, and adjustable buckle strap that secures the style. Complete the look with a clutch. Fit & Features3.5" Block heel, Square toe, Strappy design, Closed ankle, adjustable buckle strap, Luxe fit cushioned insole, Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Elevated Strappy Block Heels in Ivory | Size: 6.5 | Faux Suede
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: 7
The perfect glam block heels for the girl who loves to sparkle! They feature sparkling rhinestone embellished asymmetrical straps and a luxe fit cushioned insole. Complete the look with a clutch. Fit & Features3.5" Block heel, Almond toe, Rhinestone embellished straps, Back zipper closure, closed ankle, Luxe fit cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Love To Sparkle Rhinestone Strap Block Heels in White | Size: 7.5 | Leather/Rhinestone
Make everyone starstruck when you're in these block heels showcasing rhinestone embellished straps for a glamorous look! Fit & Features2.5" Block heel, Square toe, Rhinestone embellished strappy design, Closed ankle, adjustable ankle strap, buckle closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor A-List Glam Rhinestone Strappy Block Heels in Gold | Size: 6.5
Date Night Heels
Date night is all about serving main character energy, and the right pair of date night heels is basically your co-star. Whether you’re heading out for a rooftop dinner with city lights as your backdrop, catching a late-night movie with your crush, or just grabbing drinks with your besties, your shoes set the tone for the whole night. Picking out date night shoes isn’t just about matching your outfit (though, let’s be real, that’s half the fun). It’s about how you want to feel—powerful, flirty, playful, or maybe a little bit mysterious. Think about those moments when you slip on a strappy stiletto and instantly feel like you could conquer the world, or when you go for a sleek block heel that’s made for dancing till last call. Date night heels aren’t just an accessory—they’re the secret weapon that takes your confidence from “cute” to “can’t stop, won’t stop.” And if you’re gifting a pair to your ride or die, your sister, or your favorite coworker who’s finally saying yes to that Bumble date, you’re basically giving them a ticket to their best night ever.
Don’t just settle for any heel—date night is your time to shine, and your shoes should be as bold as your plans. Maybe you’re the type who loves a classic pointed toe for that sharp, boss energy, or maybe you’re all about a pop of color and a little sparkle to catch the light (and everyone’s attention). The best date heel is the one that makes you want to take the long way around the block just so you can strut a little longer. Comfort matters too, because nothing kills the vibe faster than sore feet before dessert. Look for cushioned insoles, adjustable straps, and heel heights that let you actually enjoy every minute, from the first flirty hello to the last goodbye. And if you’re planning a surprise for someone special, date night shoes are the ultimate “I see you” gift—they’re thoughtful, fun, and guaranteed to make any outfit feel like a celebration. If you’re feeling the open-toe vibe and want something just as swoon-worthy but a little breezier, check out our Date Night Sandals for more inspo.
Every Windsor girl knows the magic of slipping into the perfect pair of heels before a night out. There’s a reason we obsess over the details—ankle straps that hug just right, metallic finishes that shimmer under the city lights, or platforms that give you that extra boost (literally and figuratively). Date night heels are more than just footwear; they’re the finishing touch that says you showed up for yourself. Whether you’re dressing up a classic LBD, adding edge to a denim mini, or going full glam in a bodycon dress, your shoes are the exclamation point on your look. And if you’re treating yourself to a new pair, remember: these aren’t just shoes, they’re memories waiting to happen. So go ahead—choose the pair that makes you feel unstoppable, because every unforgettable night starts with the perfect date heel.