Comfortable Evening Heels
Get ready to strut your stuff with a little extra flair and a whole lot of comfort, because when it comes to comfortable evening heels, we've got you covered! Whether you're hitting the dance floor or simply want to elevate your look for that special night out, these heels are here to ensure you feel fabulous without sacrificing an ounce of style. From chic soirées to casual dinners, let your feet do the talking while you embrace every unforgettable moment with confidence and ease. So go ahead, step into the spotlight and let those comfortable evening heels carry you through the night like the star you truly are!
$26.90
A chic black low block heel with an ankle strap and zippered back in faux leather and nubuck.
$30.90
A dazzling silver heel with rhinestone embellishments, featuring a block heel and back zipper 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 accents and adjustable ankle strap for added glamour.
$32.90
A chic black faux leather block heel with rhinestone straps and a comfortable padded insole.
$30.90
An elegant ivory lace stiletto with a slingback strap and cushioned insole for dressy occasions.
$36.90
A glamorous silver block heel adorned with rhinestones and a statement bow for special occasions.
$32.90
A glamorous white block heel with rhinestone straps and a cushioned insole for luxe comfort.
$40.90
A silver stiletto heel with metallic faux leather, rhinestone accents, and a spiral strap design.
$28.90
A dazzling pair of gold metallic block heels with rhinestone embellishments and crisscross straps.
$30.90
A chic black platform heel with a faux nubuck finish, adjustable ankle strap, and block heel.
$32.90
A glamorous black platform heel with glitter mesh, rhinestone straps, and adjustable ankle buckle.
$39.90
A dazzling pair of white stilettos featuring rhinestone spiral straps and butterfly organza appliques.
$28.90
A chic pair of black block heels featuring a strappy toe design and adjustable ankle strap.
$39.90
A silver chrome faux leather platform heel with rhinestone embellishments and an adjustable heel strap.
$30.90
A chic ivory pump with a 4" stiletto heel and stylish inner cutout design.
$30.90
An ivory faux suede block heel with a square toe and adjustable buckle strap for chic occasions.
$28.90
A sleek black nubuck stiletto heel with a square toe and adjustable thin straps.
$28.90
A chic black stiletto mule with a bow-accented sheer mesh strap and cushioned insole.
$32.90
A glamorous gold block heel with rhinestone straps and adjustable ankle buckle closure.
$30.90
A chic black stiletto with a sheer mesh exterior and quilted faux leather cushioned insole.
$32.90
A dazzling silver block heel with rhinestone straps and a cushioned insole for luxe comfort.
$32.90
A glamorous gold mule with rhinestone straps, 3.5" stiletto heel, and cushioned insole.
$29.90
A dazzling pair of silver glitter mesh stilettos with adjustable ankle straps for elegant occasions.
$32.90
A chic black platform heel with rhinestone straps, faux nubuck material, and cushioned insole.
$32.90
A chic pair of white faux leather platform heels adorned with faux pearls and a cushioned insole.
$30.90
A chic black nubuck slingback pump with a trendy buckle strap and sleek pointed toe.
$28.90
A fierce leopard satin mule with a 4" stiletto heel and luxe cushioned insole.
$26.90
A chic gold thong-strap mule with a low block heel and open square toe design.
$30.90
A sleek ivory stiletto heel with a trendy buckle accent and adjustable ankle strap in faux leather.
$26.90
A subtly glamorous white mule with rhinestone buckles, block heel, and cushioned insole.
$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.
$30.90
A dazzling pair of gold criss cross platform block heels in metallic faux leather for formal occasions.
$26.90
A chic pair of gold block heel mules with a square toe and cushioned faux leather insole.
$26.90
A pair of tan faux leather strappy block heels with a chic toe ring trim and cushioned insole.
$28.90
A pair of silver metallic heels featuring a rhinestone strap and sleek block heel for formal occasions.
$32.90
A chic pair of black platform block heels featuring a unique eyelet crisscross strap and adjustable ankle closure.
$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 and faux nubuck material for glamorous occasions.
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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
Comfortable Evening Heels
When it comes to stepping out for a night that’s all about glam, laughter, and maybe a little bit of mischief, nothing should hold you back—least of all your shoes. Comfortable evening heels are the real MVPs of any after-dark adventure, letting you keep your head high and your feet happy while you dance, mingle, or just own the room. Whether you’re headed to a wedding, a fancy dinner, or that rooftop party you’ve been hyping up in the group chat, the right pair of evening shoes comfortable enough to last all night is the secret weapon every Windsor girl needs. Think plush cushioning, sturdy block heels, or sleek kitten styles that don’t sacrifice an ounce of style for comfort. And let’s be real: you deserve to live in the moment, not counting down the minutes until you can kick your shoes off. The best comfortable heels for formal dress let you do both—turn heads and stay on your toes, literally.
Choosing the perfect pair is all about knowing your vibe and what the night has in store. Maybe you’re gifting your bestie a pair of comfortable brown heels for her birthday because you know she’ll wear them with everything. Or maybe you’re treating yourself to a pair of evening heels that feel like a reward for crushing your goals. Either way, it’s about finding styles that work for you—think strappy silhouettes with padded footbeds, elegant designs with just the right amount of sparkle, or versatile shades that go with every dress in your closet. These aren’t just shoes; they’re a confidence boost, a conversation starter, and the finishing touch that makes your outfit pop. And if you’re shopping for someone else, comfortable evening shoes are a thoughtful gift that says, “I want you to look amazing and feel unstoppable.” Because when your feet are happy, you can focus on making memories, not nursing blisters.
No matter your plans, comfortable evening heels are the ultimate sidekick for every unforgettable night. Take your pick from styles that are made for movement, whether you’re the first on the dance floor or the queen of the midnight snack run. With so many options that blend comfort and style, there’s no reason to settle for anything less than fabulous. If you’re ready to take your look to new heights, check out the collection of High Heel Evening Shoes for even more ways to shine all night long. Because the best memories are made when you’re feeling your best—heels on, worries off, and the world at your feet.