Matching Top And Skirt Sets

Matching top and skirt sets are your new besties for effortlessly chic vibes that scream confidence and style. Whether you're strutting into brunch with the squad or making a statement at that rooftop party, these sets have got your back. Mix and match or rock them as they are—either way, you'll be turning heads and feeling fabulous. Dive into this collection of stunning combos that make dressing up a breeze, because who has time for outfit dilemmas when there's fun to be had? Get ready to own the room, Windsor girl!

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Windsor Special Moment Floral Glitter Dot Mini Skirt in Ivory

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Windsor Special Moment Floral Glitter Dot Mini Skirt in Ivory

$9.97 $39.90 75% off

An ivory floral mini skirt with glitter dots, ruffle trim, and a high-waist smocked style.

Preppy Please Striped Pleated Knit Skort in Black

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Preppy Please Striped Pleated Knit Skort in Black

$9.97 $39.90 75% off

A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.

Windsor Delightful Duo Halter Polka Dot Crop Top in Black

$36.90

A black polka dot halter crop top with lace trim and padded bra cups for stylish outings.

Luxe Allure Flocked Floral Knit Mini Skirt in Black

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Luxe Allure Flocked Floral Knit Mini Skirt in Black

$7.97 $26.90 70% off

A black knit mini skirt with a velvet flocked floral pattern and high-rise waist.

Windsor Heavenly Match Floral Tie-Front Crop Top in Brown

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Windsor Heavenly Match Floral Tie-Front Crop Top in Brown

$9.97 $29.90 67% off

A brown floral mesh crop top featuring sheer peasant sleeves and a flirty tie-front design.

Windsor Flirt Alert Flocked Floral Mesh Tie-Front Top in Ivory

$29.90

An ivory mesh top with a flocked velvet floral pattern, tie-front, and bell sleeves.

Windsor Delightful Duo Polka Dot Ruffle Skirt in Black

$36.90

A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.

Bold Staple Ruched Asymmetrical Midi Skirt in Black

$26.90

A black stretchy midi skirt featuring ruching and an asymmetrical high-side slit for chic occasions.

Windsor Off To Paradise Tie-Front Crop Top Pant in Brown

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Windsor Off To Paradise Tie-Front Crop Top Pant in Brown

$9.97 $24.90 60% off

A trendy brown abstract crop top with flowy short sleeves and a flattering tie-front design.

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Windsor Beautifully Beaded Mesh Crop Top in Black

$39.90

(59)

Windsor Beautifully Beaded Mesh Crop Top in Black | Size: S | Mesh Fabric/Sheer Mesh Fabric Free Shipping on All Orders Over $75.

Hooked In Ruched Crop Top in Beige

$34.90

(57)

Embrace sultry charm and chic style with this ruched corset crop top. The flattering off-the-shoulder neckline exudes elegance, while the gathered hook and eye bodice accentuate your hourglass figure. Its cropped length offers a fresh, modern edge—perfect with high-waisted denim or skirts. The tie sleeves introduce a playful touch to this versatile top, ideal for amplifying a night-out ensemble or a casual brunch look with friends. Fit & FeaturesOff-the-shoulder neckline, ruched short sleeves, Sweetheart bust with lace trim, Padded cups, built-in non-slip strip , Hidden front hook-eye closures, Cropped hem, Lined mesh fabric, minimal stretch, Runs true to size , Free Shipping on All Orders Over $75. | Windsor Hooked In Ruched Crop Top in Beige | Size: L | Mesh Fabric/Mesh Fabric

Windsor Take The Plunge Sleeveless Halter Crop Top in Red

$19.90

(45)

Take the plunge and dare to show skin in this sleeveless halter crop top for a night out! Featuring a halter cowl neckline with bar trim, an open back, and a stylish crop hem, this top is perfect for standing out and making a statement. Complete the look in sleek faux leather pants. Fit & FeaturesSlinky knit fabric, plenty of stretch, Bar trim, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Take The Plunge Sleeveless Halter Crop Top in Red | Size: M | Leather/Knit Fabric

Feel The Vibes Halter V-Neck Crop Top in Black

$24.90

(21)

Get ready to feel the vibes of this elevated basic halter V-neck crop top! It's perfect for styling with any bottoms. Fit & FeaturesSmooth knit, cotton-blend, stretchy fabric, Halter V-neck, Crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Feel The Vibes Halter V-Neck Crop Top in Black | Size: L | Cotton/Stretchy Fabric

Windsor Party Diva Cropped Rhinestone Halter Top in Beige

$32.90

(17)

A cropped rhinestone halter top that'll inspire your next going-out look! It features a sultry plunge cowl neckline and a partially open back that turns heads. Pair with jeans. Fit & FeaturesSheer mesh fabric with knit lining, moderate stretch, Studded rhinestones, Plunging halter neckline, cowl bust, Mini bar strap at bust, Halter neck ties, partially open back , Fitted cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Party Diva Cropped Rhinestone Halter Top in Beige | Size: M | Knit Fabric/Rhinestone/Mesh Fabric

Windsor Glitzy Muse Rhinestone Fishnet Crop Top in White

$39.90

(14)

Everyone will want your style secrets after seeing you in this glitzy rhinestone crop top! It features a crew neckline, long fitted sleeves, a fitted cropped hem, and is composed of a sultry sheer fishnet fabric with all-over mini rhinestone embellishments. Style over a lacy bralette with faux leather pants for a night out. Fit & FeaturesCrew neckline, Long fitted sleeves, Fitted cropped hem, Sheer fishnet fabric, Mini rhinestone embellishments, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glitzy Muse Rhinestone Fishnet Crop Top in White | Size: L | Leather/Rhinestone

Sheer Charm Strapless Lace Crop Top in Black

$19.90

(14)

You'll be easy and breezy in this strapless lace crop top perfect for concerts or festivals! This flirty top features a strapless neckline, a front slit with a drawstring tie, and an asymmetrical cropped hem on lace-lined fabric. Complete the look in a denim mini skirt. Fit & FeaturesLace fabric lined with stretchy knit, Strapless neckline, Front slit, drawstring tie, Asymmetrical cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sheer Charm Strapless Lace Crop Top in Black | Size: S | Lace Fabric

Windsor Alluring Edge Faux Leather Lace-Up Halter Top in Black

$42.90

(14)

Add that alluring edge to your 'fits with this sleek faux leather halter top featuring a plunging V-neck, lace-up front and back for a snatched look, and a form-hugging silhouette. Fit & FeaturesFaux leather fabric, knit lining, minimal stretch, Sleeveless plunging V-neckline, Halter straps, snap button closures, Lace-up front with grommet design, Partially open back, lace-up back, Fitted mid-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Alluring Edge Faux Leather Lace-Up Halter Top in Black | Size: XS | Leather/Knit Fabric

Always Happy Hour Cowl Neck Crop Top in Brown

$22.90

(12)

Embrace the sultry vibes of this cowl neck crop top for your next happy hour spree! Pair with the matching skirt to complete the vibe. Shop Matching Bottoms: Always Happy Hour High-Rise Slit Midi Skirt, Catch The Curve High Slit Midi SkirtFit & FeaturesDouble-lined slinky knit stretchy fabric, Cowl neckline, Adjustable spaghetti straps, Side ruched seams, Fitted crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Always Happy Hour Cowl Neck Crop Top in Brown | Size: S | Knit Fabric/Stretchy Fabric

Windsor Routinely Cute Halter Knot Crop Top in Burgundy

$26.90

(11)

Always cute, this halter knot crop top will elevate any pair of jeans! Fit & FeaturesSmooth stretchy knit fabric, Halter V-neckline, tie straps, Knotted bust, Center split design, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Routinely Cute Halter Knot Crop Top in Burgundy | Size: L | Knit Fabric

Matching Top And Skirt Sets

There’s just something about a matching top and skirt set that instantly elevates your outfit game from “I tried” to “I nailed it”—effortlessly. Whether you’re racing from your last meeting to a holiday dinner or just want to look put-together without the mental gymnastics of mixing and matching, a coordinated skirt and top set is your secret weapon. These sets are the answer to that universal “what do I wear?” panic, especially in December when your calendar is a mix of cozy hangouts, festive parties, and spontaneous nights out. Think of a matching skirt set as your fashion shortcut: throw it on, add your favorite boots or heels, layer up with a statement coat, and you’re out the door feeling like the best version of yourself. For anyone who loves a little versatility, the magic is in the mix—wear the pieces together for instant polish or break them up to double (or triple) your outfit options. And if you’re shopping for someone else, a windsor skirt set is gift gold. It’s equal parts practical and playful, perfect for your best friend who’s always overdressed (in the best way), your sister who’s impossible to shop for, or even as a treat-yourself moment when you want something that feels special but won’t break the bank.

What makes a windsor 2 piece set such a wardrobe MVP? It’s all about adaptability and comfort with a side of style cred. December weather calls for layers, so a long skirt and crop top set pairs perfectly with chunky knits, tailored blazers, or even a leather jacket for that “I just threw this on” vibe. If you’re headed somewhere more formal, opt for a sleek, fitted set and add delicate jewelry for a look that’s both sophisticated and easy to move in (because dancing is non-negotiable). For more casual days, a breezy skirt and top set in soft fabrics feels just as right for coffee runs as it does for gift shopping marathons. These sets are also a lifesaver for travel—pack one and you’ve got endless combinations without overstuffing your suitcase. And let’s not forget the photo factor: coordinated sets always look intentional in group shots, making them a favorite for birthday brunches, holiday get-togethers, or those nights when you want your outfit to do the talking. If you’re craving even more drama, explore the world of Maxi Skirts With Matching Tops for a look that’s equal parts glam and comfortable—ideal for winter soirées or just channeling your inner goddess on a regular Tuesday.

Choosing the right matching skirt set comes down to how you want to feel and where you want to wear it. Love a little skin? Go for a crop top and high-waisted skirt combo. Want something more classic? A midi or maxi length brings instant elegance, especially in luxe fabrics or rich winter hues. Don’t be afraid to play with textures—think ribbed knits for warmth, satin for shine, or playful prints that stand out in a sea of neutrals. And while trends come and go, the beauty of a windsor skirt set is that it’s always in style—ready to be dressed up or down, layered or worn solo, bold or understated. Whether you’re gifting, shopping for a special occasion, or just refreshing your closet for the new season, these sets are a foolproof way to make getting dressed feel less like a chore and more like a celebration.

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