Date Night Skirts
Get ready to turn heads and steal hearts with our irresistible collection of date night skirts. Whether you're planning a romantic dinner under the stars or hitting the town for a night of dancing, these skirts are your perfect partner in crime. From flirty minis that show off those legs to sleek midis that exude sophistication, each piece is designed to make you feel like the unstoppable force you are. Slip into one of these beauties, and let the magic unfold—because when it comes to date night skirts, you're not just dressing up; you're dressing to slay!
$16.90
A black knit mini skirt with a high-rise waistband and flirty front hem slit.
$19.90
A chic black knit mini skirt with a high-rise waist and sultry side slit.
$22.90
A sleek black bodycon mini skort with faux leather fabric and a high-rise waist.
$18 $22.90 21% off
A sleek black faux leather mini skirt with a high waist, front slit, and hidden back zipper.
$34.90
A brown cargo mini skirt with a high-rise waist and form-hugging twill fabric.
$34.90
A dark denim cargo mini skirt with a removable belt and dual side pockets.
$34.90
A chic black satin mini skirt with a high-rise waist and dual side flap pockets.
$26.90
A black knit mini skirt with all-over rhinestone embellishments and a high-rise, form-hugging fit.
$39.90
A black sequin mini skirt with a high-rise waist and form-hugging fit for nights out.
$36.90
A black mini skirt with a high-rise waist and cascading beaded fringe on ponte knit fabric.
$26.90
A blush bodycon midi skirt with a high-rise waist and side ruched seams in stretchy knit.
$36.90
A chic ivory mesh maxi skirt featuring a flocked velvet floral pattern and flared hem.
$34.90
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$26.90
A black high-rise maxi skirt with a flocked floral pattern and a stylish side slit.
$39.90
A bold black faux leather mini skirt with mid-rise waist and lattice side details.
$34.90
A faux leather brown mini skirt with a high-rise waist and flattering bodycon fit.
$26.90
A black lace mini skirt featuring a high-rise waist, adjustable side ties, and a ruffled hem.
$9.97 $22.90 56% off
A black ruffle mini skirt with a mid-rise waist, bodycon fit, and bow tie accent.
$36.90
A sheer brown lace maxi skirt with a high-rise waist and romantic high slit.
$29.90
A leopard print satin mini skirt with a high-rise waist and A-line silhouette.
$26.90
A black satin mini skirt with a lace trim slit and form-hugging high-rise fit.
$26.90
A black knit mini skirt featuring a velvet flocked floral pattern and a high-rise waist.
$36.90
A leopard print maxi skirt with a high-rise waist and ruffled flowy silhouette.
$39.90
A black satin midi skirt featuring a polka dot print, high-rise waist, and side slit.
$39.90
A dazzling yellow sequin mini skirt with a low-rise waist and chic bodycon fit.
$22.90
A pink knit mini skirt featuring a ruffled hem and bodycon silhouette for a chic night out.
$36.90
A medium denim high-rise mini skirt with adjustable drawstring ties and a flared raw cut hem.
$34.90
A trendy denim mini skirt featuring a flattering mid-rise waist and chic pleated silhouette.
$34.90
A mid-rise denim mini skirt with pleated silhouette and dual belted waist for a trendy look.
$39.90
A floral ivory mini skirt with glitter dots, ruffle trim, and a high-waist smocked style.
$9.97 $32.90 70% off
A khaki cotton-blend mini skirt with a high-rise waist and flirty pleated hem.
$39.90
A pink floral jacquard mesh maxi skirt with a high-rise waist and flowy draped hem.
$36.90
A charcoal leopard print denim mini skirt with a mid-rise waist and bodycon fit.
$10.97 $24.90 56% off
A black satin-like mini skirt featuring a drop waist and asymmetrical ruffled hem.
$39.90
A boho-inspired ivory lace maxi skirt featuring a high slit and flowy sheer hem.
$34.90
A brown floral mesh midi skirt with a high-rise waist and sultry front slit.
$9.97 $39.90 75% off
A black ruffled mini skirt in ponte knit with a high waist and bodycon fit.
$9.97 $16.90 41% off
A stylish black mini skirt with a high-rise waist and textured knit fabric for a bodycon fit.
$24.90
A black mini skirt featuring a high-rise waist, front slit, and ruffle in stretchy knit fabric.
$32.90
A taupe sequin snake mini skirt with a high-rise waist and stretchy knit lining.
$26.90
A mauve satin skater skirt with a high-rise waist and flirty faux wrap overlay.
$26.90
A chic brown faux leather mini skirt featuring a high-rise fit and stylish front slit.
$34.90
A trendy ivory pleated denim mini skirt with a distressed hem and A-line silhouette.
$36.90
A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.
$39.90
A black faux leather mini skirt with a high-rise waist and edgy side button details.
$34.90
A sassy pleated mini skirt in dark denim with a high-rise waist and trendy flair.
$24.90
An ivory mini skort with airy sheer floral lace, ruched high waist, and asymmetric hanky hem.
$54.90
An ivory floral satin dress with a lace-up back and flirty A-line silhouette.
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: 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: 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
Date Night Skirts
As the sun dips below the horizon and the city lights start to twinkle, there’s a palpable buzz of excitement in the air—it’s date night. Whether it’s a first date or a hundredth, the perfect ensemble sets the tone. Enter the realm of Windsor skirts, where each piece promises more than just fabric and fit, but a night to remember. From the flirty sway of a chiffon midi to the daring allure of a body-con mini, these skirts are about making you feel like the main character in your own love story. Picture this: you, catching the light with every step in a shimmering satin skirt, paired with a soft, cropped sweater as you stroll through a cool March evening, laughter mingling with the breeze. It’s not just a look; it’s an experience.
Choosing the right skirt for date night is like selecting the perfect soundtrack for a road trip; it sets the mood and pace of the evening. Consider the venue and vibe of your date. A sleek, velvet pencil skirt whispers elegance for a dinner at that upscale Italian place, while a breezy, floral print skirt shouts adventure for a sunset beach picnic. Fabric and fit matter too—opt for comfort that doesn’t compromise on style, ensuring you can move freely, whether you’re dancing under the stars or walking hand in hand along the pier. Remember, it's all about how your outfit makes you feel: confident, beautiful, unstoppable. And if the night calls for something a bit more casual or edgy, consider pairing your favorite top with some stylish Date Night Shorts for a chic, effortless vibe.
Gift-giving can be a delightful yet daunting task, especially when it’s for someone special. A Windsor skirt isn’t just a gift; it’s a message. It says, "I see you and all the fabulousness you bring into this world." It’s perfect for the fashion-forward girlfriend who loves to express herself through her unique style or the best friend who’s all about that Instagram-worthy outfit. Imagine her unwrapping a beautiful box to find a skirt that seems tailor-made for her, ready to be worn on a night that’ll turn into a cherished memory. So, whether she’s the life of the party or the chic, mysterious type, there’s a Windsor skirt that’s just right for her. And every time she wears it, she’ll think of the person who knew just what she needed to feel like her best self. It’s not just a skirt; it’s a token of affection, a companion to countless stories yet to be told, under the moonlit sky or the bright city lights, where every moment is a scene waiting to be lived.