Holiday Midi Skirts
Get ready to sleigh the holiday season with our fabulous collection of holiday midi skirts! Perfect for every festivity under the twinkling lights, these skirts are your go-to for adding that extra dash of glam to your wardrobe. Whether you're sipping cocoa by the fire or tearing up the dance floor at the annual office party, our midi skirts have got you covered. From velvet textures to shimmering sequins, you'll have all eyes on you as you make your grand entrance. So go ahead, strut your stuff and let those holiday vibes shine through with every step!
$26.90
A red stretchy knit-lined midi skirt with ruching and an asymmetrical high-side slit.
$29.90
An airy orange woven midi skirt with a high slit, tie detail, and flowy slim-fit silhouette.
$29.90
A brown midi skirt featuring floral flocked velvet, sheer mesh, and a high-rise waist with lace trim.
$34.90
A plum mesh midi skirt featuring a flocked velvet floral pattern and a high side slit.
$39.90
A black satin midi skirt with a high-rise waist, polka dots, and a side slit.
$42.90
A high-rise black satin midi skirt featuring a front slit and faux button details.
$39.90
A natural crochet knit midi skirt with a high-rise waist and bodycon fit for stylish outings.
$17.97 $42.90 58% off
A rose mesh midi skirt featuring a floral velvet burnout pattern, ruched seams, and a high-cut slit.
$44.90
A natural knit midi skirt featuring a wavy striped pattern and a high center back slit.
$29.90
A chic black ribbed knit midi skirt with a high side slit and bodycon fit.
$34.90
A brown floral mesh midi skirt with a high-rise waist and sultry front slit.
$39.90
A natural chevron knit midi skirt featuring a high-rise waist and bodycon silhouette.
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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
Holiday Midi Skirts
Holiday midi skirts are the ultimate main character energy for every festive invite and RSVP in your calendar. Picture this: you, gliding into the room, the perfect midi skirt moving with you—just enough swish to catch the light, just enough length to keep things flirty but classy. Whether you’re headed to a glam family dinner, a secret Santa exchange with your ride-or-die crew, or plotting a spontaneous night out with your favorite people, a holiday midi skirt is your go-to for instant celebration mode. These skirts are built for twirling under fairy lights, making a statement in every candid, and giving you that “I understood the assignment” confidence. The best part? They’re as versatile as you are. Dress them up with a barely-there heel and a sparkly top or keep it chill with a cropped sweater and your favorite boots. They’re the ultimate wardrobe chameleon—ready to go wherever the party takes you.
Let’s talk gifting, because a holiday midi skirt is basically the universal love language. If you’re shopping for your sister who’s always first on the dance floor, your BFF who can’t resist a photo op, or even your work bestie who needs a little extra sparkle for the annual office bash, this is the kind of present that says, “I totally get your vibe.” And honestly, who wouldn’t want to unwrap a piece that promises so many good times? For you, it’s the secret weapon in your closet for those “nothing to wear” moments—throw it on, and suddenly you’re the best-dressed everywhere, no stress required. These skirts are made for mixing and matching, so you can keep them on rotation all year long, styling them with everything from chunky knits to slinky camis. Plus, they travel like a dream—just roll, pack, and you’re ready to slay at any destination celebration.
If you’re all about collecting memories (and compliments), a holiday midi skirt is your ticket to unforgettable nights and endless styling possibilities. Think metallics that shimmer under disco balls, luxe velvets that feel like a hug, or playful prints that say you’re here for the good times. Don’t forget to check out our Party Midi Skirts for even more ways to turn every get-together into a style moment. Whether you’re shopping for yourself or hunting down the perfect gift, these skirts are all about making you feel bold, beautiful, and ready for whatever the night brings. So go ahead, claim your spotlight and let your holiday midi skirt do the talking—because this season, you’re not just showing up, you’re showing out.