Vacation Heels
Jet-setting to paradise or planning a weekend escape? It's time to elevate your style game with the ultimate collection of vacation heels. These beauties are your passport to strutting with confidence from sun-kissed beaches to chic rooftop bars. Imagine yourself gliding effortlessly through your getaway, each step an opportunity to showcase your fearless fashion flair. Let those heels do the talking as you turn heads and make memories that last a lifetime. So, pack light but step heavy, because these vacation heels are ready to take you on an unforgettable adventure!
$32.90
A natural-colored lace-up espadrille wedge with a 4" heel, perfect for sunny day outings.
$26.90
A chic black low block heel with an ankle strap and zippered back in faux leather and nubuck.
$30.90
A dazzling pair of silver rhinestone block heels with a cushioned insole and back zipper closure.
$30.90
A chic black faux nubuck platform heel with an adjustable ankle strap and cushioned insole.
$32.90
A dazzling gold platform heel with rhinestone straps and a cushioned footbed for luxe comfort.
$39.90
A dazzling pair of white stilettos featuring rhinestone spiral straps and butterfly organza appliques.
$32.90
A silver low block heel with rhinestone-studded straps and adjustable ankle strap for added glamour.
$32.90
A chic black faux leather block heel with rhinestone straps and a comfortable padded insole.
$28.90
A chic pair of black faux leather block heels featuring a strappy toe and adjustable ankle strap.
$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.
$28.90
A sleek black nubuck stiletto heel featuring a square toe and adjustable thin straps.
$39.90
A silver platform block heel with rhinestone embellishments and a chrome faux leather finish.
$36.90
A glamorous silver block heel adorned with rhinestones and a statement bow for special occasions.
$32.90
A glamorous silver block heel with rhinestone straps and a cushioned insole for luxurious comfort.
$32.90
A stylish platform heel featuring sleek black faux leather straps and unique cork material.
$32.90
A glamorous gold mule with rhinestone straps and a 3.5" stiletto heel for any event.
$32.90
An ivory eyelet linen platform heel featuring a block heel, criss-cross straps, and cushioned insole.
$28.90
A dazzling pair of gold metallic block heels featuring rhinestone embellishments and crisscross straps.
$35.90
A glamorous gold block heel with rhinestone spiral straps, perfect for cocktail or formal events.
$32.90
A chic black platform heel with rhinestone bow strap and adjustable ankle buckle for glamorous occasions.
$28.90
A metallic gold faux leather mule featuring a block heel, square toe, and unique toe ring strap detail.
$32.90
A metallic silver stiletto heel featuring rhinestone-embellished straps and a sparkling butterfly accent.
$30.90
A chic pair of black lace-up espadrille wedges featuring crisscross straps and an almond toe.
$34.90
A beige raffia platform heel featuring crisscross toe straps, adjustable ankle strap, and cushioned insole.
$32.90
A glamorous gold block heel featuring glitter mesh, rhinestone-embellished straps, and a faux leather insole.
$30.90
A chic black platform heel with criss-cross straps and a cushioned insole in faux nubuck.
$30.90
A dazzling pair of gold platform block heels with criss cross straps and metallic faux leather finish.
$30.90
A metallic gold block heel featuring a statement bow, square toe, and adjustable ankle strap.
$32.90
A black faux suede wedge heel featuring rhinestone-embellished straps, adjustable ankle buckle, and cushioned insole.
$36.90
A chic tan espadrille wedge with a closed square toe and customizable lace-up ankle straps.
$32.90
A silver metallic faux leather wedge heel featuring rhinestone straps, adjustable ankle buckle, and cushioned insole.
$30.90
A sleek black stiletto heel with a trendy buckle accent and adjustable ankle strap in faux leather.
$16.90
A chic white sandal featuring rhinestone and faux pearl trims on faux leather for a glam look.
$30.90
A light blue faux leather heel featuring asymmetric strappy design, block heel, and adjustable ankle strap.
$26.90
A chic pair of white faux leather wedge heels featuring strappy design and an eye-catching buckle accent.
$28.90
A metallic silver stiletto heel crafted from faux leather with an almond toe and adjustable ankle strap.
$34.90
A blue eyelet-embroidered platform heel featuring a block heel, square toe, and adjustable ankle strap.
$28.90
A chic leopard stiletto heel featuring an almond toe and adjustable buckle ankle strap for versatile style.
$26.90
A tan faux leather thong heel featuring a square toe, cushioned insole, and 2" kitten heel.
$26.90
A bold gold jelly mule featuring a platform sole, block heel, square toe, and wide foot strap.
$36.90
A beige faux leather stiletto heel featuring rhinestone-embellished sheer mesh straps and a pointed toe.
$30.90
An elegant ivory lace stiletto with a slingback strap and cushioned insole for comfort.
$26.90
A chic pair of white faux leather block heel mules with a cushioned insole and square toe.
$28.90
A black block heel mule featuring a sheer floral-embroidered lace strap and cushioned insole.
$9.97 $18.90 47% off
A pair of gold jelly sandals featuring dual studded straps and a flat sole for edgy style.
$12.97 $26.90 52% off
A subtly glamorous white mule with rhinestone buckles and a luxe cushioned 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: 5.5 | 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
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: 6.5 | 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: 8.5 | 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: 7.5 | 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: 8.5
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 Silver | Size: 8.5 | 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 Beige | Size: 5.5
Perfect for any occasion, these block heels add the prettiest allure to your look! These stunning heels feature a delicate chiffon bow and a sleek satin finish. Fit & Features2" Block heel, Square toe, wide toe strap, Back chiffon bow, Closed ankle, adjustable ankle strap, rhinestone buckle closure, Satin material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Pretty Chiffon Bow Satin Block Heels in Pink | Size: 10 | Chiffon/Rhinestone/Satin Fabric
Vacation Heels
Let’s be real—when you’re packing for that long-awaited getaway, there’s one thing you absolutely can’t leave behind: a pair (or three) of vacation heels that are as ready for adventure as you are. Whether you’re jetting off to a dreamy coastal escape, mapping out every rooftop bar in the city, or just planning to soak up sun and compliments poolside, the right heels for vacation are a total game changer. Picture this: you, strutting through a vibrant street market, the sun kissing your shoulders, your outfit on point, and your heels? Turning every sidewalk into your personal runway. Vacation heels aren’t just shoes—they’re the secret sauce that takes your look from “cute” to “who is she?” in a snap. Think about how many times you’ve wanted to snap a pic for the ‘gram or make that first dinner out feel extra special. The right pair of summer vacation heels gives you all the confidence to take on every adventure, from spontaneous dance parties to candlelit dinners under the stars.
Choosing your perfect pair is a vibe all its own. You want something that can keep up with all your plans—whether that’s wandering cobblestone streets, catching a sunset cruise, or dancing until sunrise. Look for styles that balance comfort and wow-factor, because blister drama is not invited on this trip. Block heels, strappy silhouettes, and those dreamy white vacation heels that go with literally everything in your suitcase—they all deserve a spot in your lineup. If you’re gifting heels vacation style to your ride-or-die, your sister, or your BFF who always has her passport ready, you’re basically handing her a ticket to instant confidence and endless outfit options. She’ll think of you every time she slips them on for a night out or a spontaneous adventure. And if you’re treating yourself (because you deserve it, obviously), opt for colors and textures that make your heart skip a beat—metallics for that extra sparkle, neutrals for versatility, or bold hues to stand out in every vacation pic.
Let’s not forget, every vacation wardrobe needs a little flexibility. Maybe you’re the queen of packing light, or maybe you’re the “I need options” type—either way, mixing in a pair of white vacation heels with a couple of playful picks means you’re prepped for anything the itinerary throws your way. And when your feet need a break from all that heel action, don’t sleep on the power of a cute flat or wedge. For more inspo on how to keep the good vibes going from day to night, check out our collection of Vacation Sandals—because every Windsor girl knows the best adventures start with the perfect shoes. Whether you’re making memories or just making an entrance, your vacation heels are more than an accessory—they’re your ticket to feeling fearless, fabulous, and totally unforgettable wherever you land.