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!
$38.90
A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.
$46.90
A vibrant yellow skater dress with a ruffled design, 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.
$14.97 $34.90 57% off
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$39.90
A sheer white crochet knit cover-up dress featuring a plunge neckline, hoop insert, and long flared sleeves.
$42.90
An ivory knit wrap skirt with a tie-waist and cascading fringe hem for a chic getaway look.
$32.90
A natural crochet maxi skirt featuring a high-rise waist and sultry high front slit.
$59.90
An ivory A-line maxi dress featuring gauze fabric, sheer lace insets, and a faux leather belt.
$46.90
A sultry black jumpsuit featuring a cowl halter neckline, cutout back, and wide-leg silhouette.
$26.90
A chic ivory lace mini skirt with a high-rise waist and form-hugging fit.
$46.90
A chic black knit jumpsuit featuring a strapless neckline and flattering wide-leg silhouette.
$49.90
A brown mesh maxi dress featuring a bold floral print, cowl halter neckline, and curve-hugging fit.
$34.90
A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.
$9.97 $19.90 50% off
A black tropical print crop top with a plunging V-neckline and airy mesh fabric.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette for vacations.
$18.97 $44.90 58% off
A natural knit midi skirt featuring a wavy striped pattern and a high center back slit.
$29.90
A chic pair of black and white gingham ruffle shorts with a flattering low-rise waist.
$49.90
A sultry black knit jumpsuit featuring a cutout bodice and wide-leg silhouette for vacation vibes.
$24.90
A trendy brown abstract crop top with flowy short sleeves and a flattering tie-front design.
$34.90
A trendy wide-leg pant in brown abstract print with a flattering high-rise waist.
$19.97 $39.90 50% off
A natural paisley maxi dress featuring mesh fabric, a bodycon silhouette, and a high side slit.
$14.97 $36.90 59% off
A pair of multi-color watercolor woven shorts featuring a high-rise waist and relaxed fit.
$42.90
A sheer tan crochet lace duster featuring bell sleeves, a flowy longline hem, and beaded tie-front.
$34.90
A black mesh maxi skirt featuring a tropical floral print, high-rise waist, and form-hugging silhouette.
$15.97 $34.90 54% off
A sheer black chiffon kimono with relaxed sleeves and a tie-front, perfect for layering on vacation.
$42.90
A sultry taupe jumpsuit with a tropical print, featuring a cutout design and wide-leg silhouette.
$39.90
A black floral mesh maxi skirt featuring a high-rise waist, dramatic front slit, and attached panty lining.
$54.90
A black and white tropical print jumpsuit featuring a halter cowl neckline and flowy wide-leg silhouette.
$24.90
A black tropical print maxi skirt in airy sheer mesh with a high-rise waist and sultry side slit.
$9.97 $56.90 82% off
A floral chiffon romper in natural with a strapless neckline and flattering drop waist seam.
$9.97 $29.90 67% off
A boho chic ivory lace flare pant with a high-rise waist and sheer floral design.
$29.90
A black floral mesh crop top featuring long sleeves, a tie-front closure, and a dramatic ultra-cropped hem.
$44.90
A brown tropical print knit jumpsuit featuring a halter neckline, cutout bodice, and wide-leg silhouette.
$36.90
An elegant off-the-shoulder natural knit midi dress with a bodycon fit and flared hem.
$39.90
An ivory lace romper with a plunging V-neck, open back, and ruffled mini-length overlay.
$16.90
A stylish sheer mesh bolero with flared sleeves, perfect for any occasion.
$44.90
An ivory skater romper with a lace back, wrap-front, and relaxed shorts for party-ready style.
$19.90
A chic black sheer mesh bolero with blouson sleeves, perfect for layering over any outfit.
$10.97 $24.90 56% off
A black ribbed knit crop top featuring a lace-up back and form-hugging fit.
$29.90
A charming ivory lace skort with tiered ruffles and knit-fitted shorts for stylish coverage.
$26.90
A rust satin paisley scarf top with a strapless neckline and tie-back design for festivals.
$49.90
A chic brown knit jumpsuit featuring an open back, hoop neckline, and wide-leg silhouette.
$39.90
An ivory lace romper featuring a strapless neckline, tiered ruffles, and a flattering drop waist.
$49.90
A white cold shoulder midi dress featuring a bodycon silhouette with ruched seams and padded cups.
$42.90
An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.
$34.90
A sheer mesh maxi skirt in brown with an abstract zebra print and mid-rise waist.
$42.90
An ivory halter romper with ruffled drop waist, faux leather belt, and hidden fitted shorts.
$39.90
A sultry black romper featuring a plunge halter neckline and ruffled short hem in stretchy knit fabric.
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Slay It With Style Mini Skirt in Black
$9.97 $22.90
56% 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: L | 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 Tan | Size: XS | Faux Suede
Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2
$13.97 $34.90
60% off
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
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: L | Knit 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: M | Lace Fabric/Knit Fabric/Sheer Lace Fabric
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 Ivory | Size: M | Lace Fabric/Knit Fabric/Sheer Lace Fabric
Heading on vacation? Don't forget to grab this vacay ready high-rise crochet maxi skirt with a sultry high front slit that flaunts some leg. Pair with the matching top and your fave shades! Fit & FeaturesCrochet fabric, stretchy knit lining, High-rise elasticized waist, High front slit, Flowy maxi-length silhouette, Runs true to size , Shop The Matching Top: Vacay Ready Tie-Front Bandea Crochet Crop Top Free Shipping on All Orders Over $75. | Windsor Vacay Ready High Rise Crochet Maxi Skirt in Natural | Size: L | Knit Fabric
Call Me Cutie Floral Eyelet Mini Skirt in White
$16.97 $39.90
57% off
Get ready for everyone to call you cute in this floral mini skirt designed with a flirty layered ruffle that captures attention and a mini-length hem that lets you flaunt your figure. Pair with the matching top. Shop Matching Top: Call Me Cutie Lace-Up Floral Eyelet Corset TopFit & FeaturesFloral print, eyelet woven lined fabric, Stretchy smocked high-rise waist, Layered ruffle , Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Call Me Cutie Floral Eyelet Mini Skirt in White | Size: L
Resort Wear
Let’s be real—resort wear isn’t just about looking cute by the pool (though, hello, that’s a major perk). It’s about building a wardrobe that’s as ready for spontaneous adventures as you are. Whether you’re jetting off for a girls’ trip, plotting a romantic getaway, or just manifesting your next big escape, the right resort wear lets you show up and show off, no matter the destination. Think breezy fabrics that move with you, bold prints that turn heads, and silhouettes that bring out your best self—every single time. The Windsor girl knows her worth, and she’s not afraid to make an entrance, whether she’s sipping mocktails at a rooftop bar or dancing barefoot in the sand. Resort wear is all about that effortless blend of comfort and confidence, with pieces that pack easily and still look flawless after a day of sun, sea, and a little bit of mischief. And let’s not forget the little details—think flirty ties, daring cutouts, and dreamy textures that make every outfit feel like a celebration. When you’re curating your own windsor vacation wardrobe, look for versatile styles you can dress up or down, because your plans might change on a whim (and honestly, isn’t that the fun of it?).
Gift giving? Resort wear is a total win for your bestie’s birthday, your sister’s engagement trip, or a “just because” surprise for the friend who’s always planning the next getaway. These are the pieces that make her feel like the main character, whether she’s catching flights or just catching rays in her backyard. And if you’re shopping for yourself (because self-love is the ultimate power move), don’t be afraid to mix and match—pair a statement skirt with a classic crop, or layer on the accessories to make your windsor vacation outfits feel uniquely you. The best part? You don’t need a passport to channel those vacay vibes. Resort wear is about capturing that feeling of freedom and fun, even if your “resort” is a local rooftop or a cozy patio with your ride-or-die crew. When you pick out windsor vacation dresses or separates, think about the moments you want to create—sunset selfies, late-night laughs, and all the memories that come with saying yes to adventure. These are the outfits you’ll remember, the ones that turn ordinary days into epic stories.
Ready to level up your getaway style? Dive into our curated collection and discover pieces that are made for every adventure, from sunrise swims to rooftop rendezvous. With luxe textures, playful prints, and silhouettes that flatter every body, our resort wear is designed to keep the good vibes going, wherever you land. Whether you’re planning a whirlwind escape or just want to bring a little vacation energy into your everyday, you’ll find everything you need to slay your next windsor vacation. For even more inspo and must-have looks, check out our Stylish Vacation Wear page—because every day deserves a little bit of that getaway magic.