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.
$16.97 $39.90 57% off
A natural crochet knit midi skirt with a high-rise waist and bodycon fit for stylish outings.
$18.97 $44.90 58% off
A natural-colored knit midi skirt featuring a wavy striped pattern and high center back slit.
$28.90
A pink knit midi skirt featuring ruffle trim, side slit, high-rise waist, and bodycon fit.
$34.90
A black high-rise midi skirt crafted from stretchy knit fabric with a sleek column silhouette.
$34.90
A brown floral mesh midi skirt with a high-rise waist and sultry front slit.
$26.90
A sultry green high-rise midi skirt crafted from double-lined, stretchy knit fabric with a side slit.
$29.90
A tan tropical print midi skirt featuring a high-rise waist, mesh overlay, and form-hugging silhouette.
$44.90
A brown striped crochet knit midi skirt featuring a high-rise waist and a thigh-high side slit.
$9.97 $39.90 75% off
A natural chevron knit midi skirt featuring a high-rise waist and bodycon silhouette.
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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
Holiday Midi Skirts
When it’s time to bring the glam and make memories that sparkle, the holiday midi skirt is your ride-or-die for every invite on your calendar. Picture this: you’ve RSVPed yes to the office soiree, your bestie’s annual bash, and that family dinner where your aunt always asks for “just one group photo”—and you need a look that’s equal parts stunning and effortless. That’s where midi skirt holiday outfits come in clutch. With their swooshy, twirl-worthy hemlines and endless styling potential, these skirts are the secret weapon for anyone who wants to serve main character energy without breaking a sweat. Whether you’re the queen of the dance floor, the hostess with the mostess, or the one who never says no to a last-minute adventure, a holiday midi skirt lets you move, groove, and shine all night long. And let’s be real: nothing says “I’m here to slay” like a skirt that catches the light when you walk into the room.
Choosing your perfect midi skirt holiday look is all about knowing your vibe and running with it. Maybe you’re into shimmery fabrics that catch every flash of the camera, or you love a bold color that pops in every group pic. Maybe you want something with a little extra drama—think ruffles, pleats, or a high slit that lets your favorite heels steal the show. No matter your style, these skirts are made for mixing and matching. Pair yours with a fitted bodysuit for a sleek silhouette, or throw on a chunky knit for that cozy-chic energy. Midi skirt holiday outfits also make the ultimate gift for your style-obsessed BFF, your sister who’s always “borrowing” your clothes, or even your mom who loves a little sparkle. They’re the kind of piece that works for every age, every body, and every plan—just add your favorite accessories and you’re ready to go from dinner to dancing without missing a beat.
If you’re looking to build a closet full of ready-for-anything looks, don’t forget to check out the full lineup of Holiday Skirts for even more inspo. Trust, the right midi skirt outfit holiday moment is a total game-changer—think instant confidence, endless compliments, and the kind of memories you’ll want to relive all year long. Whether you’re gifting, treating yourself, or planning that group outfit pic, a midi skirt holiday pick is the move for anyone who wants to make every celebration count. So go ahead, take a twirl, and let your skirt do the talking—you’ve got places to be, people to wow, and a whole lot of fun waiting for you.