Resort Wear
Ready to turn up the heat on your next getaway? Dive into our collection of resort wear that’s designed to make waves and capture all the attention. Whether you're lounging poolside, sipping cocktails at sunset, or dancing under the stars, our chic and trendy pieces will have you looking effortlessly fabulous. From breezy dresses to flirty skirts and tops, we've got everything you need to pack for paradise. So, go ahead, embrace those vacay vibes and let your style shine like never before!
$19.97 $34.90 43% off
A strapless white bodycon mini dress with a bold floral print and sheer mesh overlay.
$38.90
A white sleeveless ribbed knit midi dress with a V-neckline and chic high front slit.
$46.90
A vibrant yellow skater dress with a ruffled skirt, halter tie-back, and smocked high waist.
$48.90
A flirty white mini skater dress featuring a breezy eyelet knit and charming tie-back detail.
$44.90
An ivory knit mini dress with a V-neck, cutouts, and flare cuffs for stylish vacations.
$46.90
A sultry brown maxi dress featuring a twist plunge V-neckline, cutout bodice, and ruffled slit.
$34.90
A black abstract floral mini dress featuring a cowl halter neckline and ruffled slit design.
$39.90
A breezy ivory lace maxi skirt with a high-rise waist, side slit, and asymmetric hem.
$36.90
A pink mini dress with a pleated cowl neckline and stretchy knit fabric for comfortable wear.
$59.90
A white floral maxi dress with a ruffled silhouette and charming open tie back design.
$46.90
An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.
$44.90
A black one-shoulder tropical maxi dress with a ruffled slit and metal-accented strap.
$32.90
A natural crochet maxi skirt featuring a high-rise waist and sultry high front slit.
$34.90
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$46.90
A chic black knit jumpsuit featuring a strapless neckline and flattering wide-leg silhouette.
$22.90
A natural crochet crop top featuring a halter neckline and spaghetti strap tie for vacation style.
$46.90
A sultry black jumpsuit featuring a cowl halter neckline, cutout back, and wide-leg silhouette.
$42.90
An ivory knit wrap skirt with a tie-waist and cascading fringe hem for a chic getaway look.
$36.90
An ivory floral print maxi skirt with a high-rise waist and flowy knit fabric.
$29.90
A large natural straw tote bag with adjustable drawstring lining and convenient top handles.
$29.90
An ivory floral ruffled skort with a high-rise smocked waistband and tiered silhouette.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette for vacations.
$34.90
A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.
$59.90
An ivory A-line maxi dress with gauze fabric, sheer lace insets, and a faux leather belt.
$19.90
A natural crochet bandeau crop top with a tie-front closure, perfect for vacations and festivals.
$19.97 $35.90 44% off
A strapless taupe midi dress with a tropical print and flared hem, perfect for vacations.
$26.90
A gold knit cropped halter top featuring cutouts, beaded detailing, and halter neck ties.
$24.90
A rust-colored knit tube top with a cutout design and beaded accents, perfect for vacations.
$44.90
A sage woven romper featuring a flirty tie-back design and ruffled shorts hem.
$19.97 $35.90 44% off
A strapless tropical midi dress in dark marsala with a bodycon silhouette and side slit.
$32.90
A natural woven fabric vest with a lapel collar and tie-front design for a chic beachy vibe.
$30.90
A breezy ivory linen-blend crop top with a collared V-neckline and twist-front hem.
$19.90
A black tropical print crop top with a plunging V-neckline and airy mesh fabric.
$22.90
A flirty white eyelet string bikini bottom with dual spaghetti ties and cheeky coverage.
$26.90
A chic ivory lace mini skirt with a high-rise waist and form-hugging fit.
$14.90
A black crochet mesh sarong with a tie-waist and sultry sheer design for beach outings.
$24.90
A brown sweetheart bikini top with a trendy metallic sheen and adjustable spaghetti straps.
$36.90
A sheer crochet kimono in natural with slouchy sleeves and an open front design.
$29.90
A natural chevron knit tube top featuring a strapless neckline and fitted crop hem.
$18.90
A trendy brown short sarong with a metallic sheen, crafted from lurex knit fabric.
$44.90
A chic ivory romper featuring a strapless faux wrap-front design in smooth woven and knit fabric.
$52.90
A natural floral romper with a strapless neckline, tie-waist, and ruffled shorts hem.
$44.90
A natural knit midi skirt featuring a wavy striped pattern and a high center back slit.
$39.90
A natural crochet knit midi skirt featuring a high-rise waist and bodycon fit for stylish outings.
$34.90
A dreamy ivory crochet lace kimono with a relaxed fit, perfect for festivals and vacations.
$42.90
A black floral romper with a lace trim sweetheart neckline and adjustable spaghetti straps.
$56.90
A floral chiffon romper in natural with a strapless neckline and flattering drop waist seam.
$49.90
A natural knit halter mini dress with a bodycon silhouette and unique texture for beach strolls.
Now Trending
Windsor Slay It With Style Mini Skirt in Black
$18 $22.90
21% off
Elevate your going-out looks in this sleek faux leather mini skirt! This high-waist mini skirt features a sexy front slit and hidden back zipper for a seamless look at every angle. Make this faux leather mini skirt your wardrobe must-have for date night or clubbing with your party squad. Pair this flirty mini skirt with a beaded bustier top or long-sleeve satin tie-front top for a sexy and fierce night-out look. Fit & FeaturesHigh-rise fit, Vertical seam details, back zipper, Front slit accent, Form-hugging fit, Mini-length hem, Unlined faux leather fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Slay It With Style Mini Skirt in Black | Size: M | Leather/Satin Fabric
Channel your western side with this trendy-chic skirt that will level up your festival look! It features a high-rise waist, an asymmetric mini-length hem with a form-hugging fit, and long fringe detailing that cascades to your ankles. The stylish fringe design will dance with you to your favorite band! Complete your 'fit with a cropped graphic tee and cowboy boots. Fit & FeaturesHigh-rise waist, Back zipper, hook and eye closure, Asymmetric mini-length hem, Form-hugging fit, Long fringe design, ankle-length hem, Faux suede fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wild At Heart Long Fringe Skirt in Black | Size: L | Faux Suede
Serve major style in this on-trend cargo mini skirt! Featuring a high-rise waist, vertical seam detailing, cargo-style side pockets, a mini-length hem, and a form-hugging fit, this skirt will level up your basic looks. The twill fabric offers minimal stretch. Style with a halter bodysuit and strappy mules. Fit & FeaturesHigh-rise waist, Belt loops, hidden front zipper, button closure, Vertical seams, Cargo side pockets, Mini-length hem, form-hugging fit, Twill fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Serving Style Cargo Mini Skirt in Brown | Size: M
This cute and trendy cargo mini skirt will step up this season's 'fits! It features a mid-rise waist, an included removable belt with a double grommet design, cargo-style side pockets, a mini-length hem, and a fitted silhouette. The denim fabric offers a moderate stretch. Style this denim skirt with a crop top and clear mules. Fit & FeaturesMid-rise waist, hidden front buttons, zipper closure, Included removable belt, double grommet design, Dual cargo-style side pockets, Mini-length hem, Fitted silhouette, Denim fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2 | Size: S
Fit & FeaturesStretchy smooth knit-lined fabrication, High-rise fit, Ruching, Asymmetrical high-side slit, Midi length hem, Runs true to size, Shop Matching Crop Top: Bold Staple Long Sleeve Crop Top Free Shipping on All Orders Over $75. | Windsor Bold Staple Ruched Asymmetrical Midi Skirt in Black | Size: XS
Level up your sleek status with this chic mini skirt made with smooth faux leather fabric to elevate your casual 'fits. It features a high-rise waist, a side slit accent at the hem, and a form-hugging silhouette to highlight your stunning curves. Fit & FeaturesFaux leather fabric, plenty of stretch, High-rise elasticized waist, Side slit, Mini-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Status Faux Leather Mini Skirt in Black | Size: S
Channel an effortless boho vibe in this breezy sheer lace maxi skirt featuring a high-rise waist, ruched detailing with an adjustable drawstring, a high-cut side slit, and an asymmetric hem with a flowy silhouette. Perfect for pairing with a crop top and booties. Fit & FeaturesSheer lace fabric with mini-length knit lining, plenty of stretch, High-rise waist, Ruching, adjustable drawstring, High side slit, Asymmetric maxi-length hem, Flowy fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Breezy Boho Sheer Lace Asymmetric Maxi Skirt in Black | Size: M | Lace Fabric/Knit Fabric/Sheer Lace Fabric
Make a statement in this lace slit maxi skirt. With sheer lace, ruching, and a high slit, it's your go-to for that effortlessly chic vibe. Fit & FeaturesSheer lace fabric with mini-length knit lining, plenty of stretch, High-rise waist, Ruching, High front slit, Maxi-length hem, Flowy silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Keep A Secret Lace Slit Maxi Skirt in Black | Size: S | Lace Fabric/Knit Fabric/Sheer Lace Fabric
Step out looking like goals in this micro mini skirt with a flirty side slit and bodycon fit that'll get you noticed! Fit & FeaturesStretchy knit fabric, High-rise waist, Side slit, Bodycon silhouette, Micro mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor First Take Micro Slit Mini Skirt in Black | Size: M | Knit Fabric
This airy woven midi skirt will bring the sunny vibes to your weekend plans! Designed with a lightweight woven fabric with a mini-length lining, it features a high waist with the cutest tie detail, a high-cut side slit to showcase some leg, and a flowy slim-fit silhouette. Style with the matching crop top for a fabulous 'fit! Shop Matching Orange Top: Sunny Vibes Bow Back Woven Crop TopFit & FeaturesWoven fabric with mini-length knit lining, minimal stretch, High-rise elasticized waist, Tie detail, High side slit, Flowy slim-fit silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunny Vibes High Slit Woven Midi Skirt in Orange | Size: S | Knit Fabric/Woven Fabric
Resort Wear
When it’s time to trade your daily grind for sun-drenched escapes and poolside lounging, your suitcase deserves a lineup that brings the heat—no passport required. Resort wear isn’t just about tossing a few swimsuits in your bag and calling it a day; it’s a whole vibe, a curated collection of breezy looks that fuel your main-character energy from sunrise mimosas to moonlit strolls. Think lightweight fabrics that dance with the breeze, silhouettes that let you move like you own the place, and pops of color that make every photo pop (because, let’s be real, your feed deserves it). Whether you’re jetting off to a luxe retreat, planning a spontaneous road trip with your ride-or-die crew, or simply manifesting vacay energy at your favorite rooftop pool, these pieces are your golden ticket to effortless glam. When you’re picking out resort wear, it’s all about versatility—looks that crush it at brunch but can also handle a last-minute adventure or a fancy dinner under the stars. And if you’re the friend who always nails the gift game, resort wear is a no-brainer for birthdays, bachelorette getaways, or anyone who needs a little extra sparkle in their suitcase. Trust, nothing says “I get you” like a dreamy dress that’s ready to make memories.
Let’s talk details, bestie. The secret sauce to a killer windsor vacation wardrobe is all about mixing and matching: flowy skirts that go from boardwalk to beach club, crop tops that look as cute with denim shorts as they do with a slinky maxi, and dresses that make you feel like you should be sipping something tropical with a tiny umbrella. Windsor vacation dresses are designed to turn heads and keep you comfy, whether you’re dancing all night or just soaking in the sunset. Don’t forget those little extras—think statement earrings, strappy sandals, and a bag that fits all your essentials (plus a little room for souvenirs). Resort wear is also the ultimate confidence booster, perfect for making every moment feel like a celebration—even if your “resort” is just your own backyard. And if you’re shopping for your BFF, your sister, or even your mom, these pieces make unforgettable gifts that say, “Go ahead, treat yourself.” Because every Windsor girl deserves to feel unstoppable, wherever her wanderlust takes her.
Ready to level up your getaway game? Whether you’re plotting your next windsor vacation or just want to channel those carefree vibes every day, we’ve got your back with a collection that’s as bold, playful, and fearless as you are. Dive into our world of Stylish Vacation Wear and discover everything you need to make every trip unforgettable. From sunrise to stargazing, your adventure starts with a wardrobe that’s anything but basic. Go ahead—pack your bags, grab your girls, and get ready to make some memories that are as iconic as your style.