Vacation Shopping
Pack your bags, babe, because it's time for some vacation shopping magic! Whether you're jetting off to a tropical paradise or planning a chic city escape, we've got the styles that'll have you looking effortlessly fabulous from sunrise to sunset. Think breezy dresses that dance with the wind, skirts that sashay with every step, and tops that scream "I'm on vacay!" Dive into our collection and find those must-have pieces that promise to make your getaway as stylish as it is unforgettable. Let's turn those travel dreams into reality, one outfit at a time!
$46.90
A black skater romper featuring adjustable straps, ruffled V-neckline, and a flattering tie-back design.
$42.90
An ivory knit wrap skirt with a tie-waist and cascading fringe hem for a chic getaway look.
$46.90
A chic black knit jumpsuit featuring a strapless neckline and flattering wide-leg silhouette.
$39.90
A sheer white crochet knit cover-up dress featuring a plunge neckline, hoop insert, and long flared sleeves.
$32.90
A natural crochet maxi skirt featuring a high-rise waist and sultry high front slit.
$24.90
An olive tropical crop top with a strappy lace-up back and trendy palm print.
$19.97 $39.90 50% off
A natural paisley maxi dress featuring mesh fabric, a bodycon silhouette, and a high side slit.
$29.90
A black floral mesh crop top featuring long sleeves and a tie-front closure for vacation-ready style.
$34.90
A stylish pair of brown wide-leg pants featuring a high-rise waist and abstract print in stretchy knit.
$19.97 $34.90 43% off
A yellow striped knit mini dress featuring a twisted strapless neckline and flattering bodycon silhouette.
$36.90
A natural high-rise mini skort featuring a printed woven overlay, side tie, and stretchy knit shorts lining.
$24.90
A trendy brown abstract crop top with flowy short sleeves and a flattering tie-front design.
$39.90
A black floral mesh maxi skirt featuring a high-rise waist, dramatic front slit, and attached panty lining.
$39.90
A black tropical print maxi skirt in stretchy knit fabric featuring a high front slit and flowy silhouette.
$44.90
A brown tropical print knit jumpsuit featuring a halter neckline, cutout bodice, and wide-leg silhouette.
$24.90
A tropical print maxi skirt in black mesh with a high-rise waist and sultry side slit.
$14.90
A mint jelly sandal featuring a thong strap, floral accent, and easy open-back design.
$29.90
A black tropical print knit crop top featuring long sleeves, a V-neckline, and a sultry tie-front.
$46.90
A vibrant yellow skater dress with a ruffled skirt, halter tie-back, and smocked high waist.
$20.97 $46.90 55% off
An abstract red knit maxi dress featuring a cowl neckline, hoop trims, strappy back, and high side slit.
$44.90
A gold metallic knit maxi dress featuring a plunge cowl halter neckline and adjustable strappy open back.
$14.97 $34.90 57% off
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$26.90
A chic ivory lace mini skirt with a high-rise waist and form-hugging fit.
$38.90
A pink floral mesh midi dress featuring a strapless neckline and curve-hugging, lined silhouette.
$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.
$9.97 $37.90 74% off
An ivory floral bodycon mini dress featuring a strapless neckline and flirty ruffled hem.
$29.90
A rust-colored halter crop top in slinky knit fabric perfect for festivals or vacations.
$29.90
A tan tropical print midi skirt featuring a high-rise waist, mesh overlay, and form-hugging silhouette.
$32.90
A vintage-inspired brown faux leather skort with pleated overlay and stretchy knit shorts lining.
$18.97 $44.90 58% off
A strapless blue skort romper with a bodycon fit and flirty skirt overlay for stylish outings.
$49.90
A sultry black knit jumpsuit featuring a cutout bodice and wide-leg silhouette.
$44.90
A brown striped crochet knit midi skirt featuring a high-rise waist, thigh-high side slit, and form-hugging fit.
$36.90
A chic tan espadrille wedge featuring a closed square toe and adjustable lace-up ankle straps.
$34.90
A white cotton mini skort featuring a swiss dot pattern, tiered ruffles, and hidden fitted shorts.
$42.90
A sultry taupe jumpsuit with a tropical print, featuring a cutout design and wide-leg silhouette.
$26.90
A tan tropical print crop top featuring a strapless neckline, mesh fabric, and soft knit lining.
$9.97 $39.90 75% off
A natural chevron knit midi skirt with a high-rise waist and bodycon silhouette.
$9.90
A pair of ivory woven raffia and metal hoop earrings with a wide open silhouette and post-back closure.
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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
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
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
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
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: L | Lace Fabric/Knit Fabric/Sheer Lace Fabric
Get ready for an iconic getaway with this tie-waist wrap fringe skirt perfect for days spent under the sun or sipping on drinks poolside! Fit & FeaturesCrochet knit design, sewn-in knit lining, Wrap-tie waist, Back zipper and hook-eye closure, Cascading fringe hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Iconic Getaway Tie-Waist Wrap Fringe Skirt in Ivory | Size: S | Knit 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
$9.97 $39.90
75% 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
Vacation Shopping
Ready for your next getaway? Whether you’re plotting a spontaneous girls’ trip, jetting off for a dreamy destination wedding, or finally cashing in on that PTO for a little solo adventure, vacation shopping is where the fun really begins. It’s all about curating a vibe that fits your plans—think effortless looks that go from airport arrivals to poolside parties without missing a beat. The best part? Your windsor vacation wardrobe is built for that main character energy. Picture yourself strutting through the terminal, oversized shades on, playlist queued, and your suitcase packed with pieces that scream “I’m here to make memories.” From flowy skirts that catch the breeze just right to cute dresses that turn every sidewalk into a runway, these are the staples that help you live your best life, no matter your destination. And let’s be real: vacation style isn’t just about looking good for the ‘gram—it’s about feeling unstoppable, whether you’re sipping mocktails at a rooftop bar or dancing barefoot in the sand.
When you’re picking out what to pack, it’s all about versatility and comfort with a side of bold. Think lightweight fabrics that keep you cool when the sun’s got a little extra attitude, and silhouettes that move with you from sunrise adventures to late-night escapades. These pieces aren’t just for you—they’re also perfect for gifting. Got a bestie who’s always planning the next escape? Surprise her with something that says, “Let’s make this trip iconic.” Maybe your sister is headed on her first solo journey, or your cousin just landed her dream internship abroad. A thoughtful addition to her windsor vacation lineup will have her feeling like you’re cheering her on every step of the way. And don’t forget about those spontaneous moments—impromptu beach picnics, last-minute dinner invites, or a sunrise hike that turns into an all-day adventure. The right wardrobe keeps you ready for whatever comes next, letting you focus on the memories, not the outfit changes.
If you’re all about mixing and matching, layering up, or just want to keep things light and easy, don’t skip the essentials that take your look from basic to breathtaking. Think about adding a pop of color, a playful print, or a bit of sparkle to make every outfit feel like a celebration. And when you’re building your collection, check out our curated edit of Vacation Tops—perfect for pairing with everything from high-waisted shorts to breezy skirts. The right top can totally transform your vibe, making it easy to go from sightseeing to sunset cocktails without missing a beat. Whether you’re shopping for yourself or picking out a gift for your ride-or-die, remember: vacation style is all about confidence, comfort, and a little bit of cheeky fun. So pack your bags, grab your favorite sunnies, and get ready to make this trip one for the books.