Matching Sets

HomeMatching Sets
Loading...

Now Trending

Matching Sets That Serve Style in Every Scene

From rooftop dinners to weekend getaways, Windsor’s matching sets deliver effortless coordination and standout style. Whether you're dressing for a night out, a vacation, or a casual day, these sets make getting ready feel easy and elevated.

Everyday Ease & Polished Pairings

Slip into two-piece skirt sets or wide-leg pant sets with matching crop tops for a clean, polished look. Lightweight knits, breathable fabrics, and smooth satins keep things comfortable while still feeling styled. Pair with sandals or heels and layered jewelry for an effortless finish.

Night-Out Energy & Elevated Looks

Turn up the look with sleek two-piece matching sets featuring curve-hugging fits, halter necklines, and tie-front details. Satin finishes and bold silhouettes bring the statement—just add strappy heels and a mini bag for your next night out.

Mix, Match & Layer

Wear the full set or style each piece your way. Pair your top with jeans or tailored shorts, or switch in a bodysuit with your skirt. Add a lightweight jacket or blazer for an extra layer that keeps your look refined.

Explore Windsor’s full collection of matching sets online, in-app, or in-store to refresh your wardrobe with easy, on-trend outfits.

What Are Matching Sets?

Matching sets are coordinated outfits made up of two or more pieces, like a crop top and skirt or a blouse and pants. Designed to be worn together, they create a complete, styled look with minimal effort. Windsor’s sets range from casual lounge styles to elevated options for nights out and special plans.

Are Matching Sets a Trend?

Yes, matching sets are a go-to style that stays on trend. They offer a simple way to look put-together while still feeling comfortable. Whether you're dressing up or keeping it casual, these sets make styling quick and easy.

What Do You Call a Two-Piece Outfit?

A two-piece outfit is often called a matching set or co-ord. These pieces are designed to be worn together, but they can also be mixed and matched with other items to create fresh, versatile looks.

  • All Greek To Me Pajama Shorts

    Keep it chic in trendy pajama shorts! The pajama shorts feature a mid-rise waist, a cheeky fit, and a tulip hem. Complete the look with the matching pajama cami top.

    Shop Matching Pajama Cami: All Greek To Me Pajama Cami Top

    Fit & Features

    • Mid-rise waist
    • Greek print
    • Cheeky fit
    • Tulip hem
    • Matching pajama top sold separately

    Style Number/Barcode: 07103-0401

    Category Name: Matching Sets

    Price: $9.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Luxe Cropped Velvet Tank

    Lounge in a luxe velvet cropped tank that brings the glam! The tank features a plunging V-neckline, adjustable spaghetti straps, padded cups, and a cropped hem. The tank is composed of a ribbed velvet fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching joggers. 

    Shop Matching Joggers: So Luxe High Rise Velvet Joggers

    Fit & Features

    • Sleeveless V-neckline
    • Padded cups
    • Adjustable spaghetti straps
    • Cropped hem
    • Ribbed velvet fabric
    • Form hugging fit, moderate stretch 
    • Matching joggers sold separately 

    Style Number/Barcode: 06001-2952

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Luxe High Rise Velvet Joggers

    Lounge in luxe velvet joggers that bring the glam. The joggers feature an elastic high rise waist, a drawstring, and a straight leg fit with an elastic tapered hem. The joggers are composed of ribbed velvet fabric that offers a relaxed fit with a slight stretch. Complete your look with the matching tank. 

    Shop Matching Tank: So Luxe Cropped Velvet Tank

    Fit & Features

    • Elastic high rise waist
    • Drawstring
    • Straight leg fit
    • Ribbed velvet fabric 
    • Tapered elastic hem
    • One faux-pocket accent, one true pocket on the left leg
    • Matching tank sold separately 

    Style Number/Barcode: 06502-0475

    Category Name: Matching Sets

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Strike A Pose Dolman Sleeve Knit Top

    Strike a pose in this captivating top that stuns! The top features a trendy boat neckline, long Dolman sleeves, and composed of a soft to the touch knit fabric. Complete look with the matching leggings.

    Shop Matching Leggings: Strike A Pose High Waist Leggings

    Fit & Features

    • Boat neckline
    • Long Dolman sleeves
    • Soft to the touch knit fabric
    • Oversized fit, moderate stretch 
    • Matching leggings sold separately 

    Style Number/Barcode: 06001-2923

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Plaid Pajama Leggings

    Keep it classic in plaid pajama leggings that are perfect for those chilly nights! The leggings feature an elastic high rise waist, a plaid print, and a skinny leg fit. Complete your cozy night in look with the matching crop top and fuzzy slides

    Shop Matching Pajama Crop Top: Classic Plaid Pajama Crop Top

    Fit & Features

    • High rise waist
    • Plaid print
    • Skinny leg fit
    • Flannel knit fabric 
    • Relaxed fit, slight stretch 
    • Matching crop top sold separately  

    Style Number/Barcode: 07103-0422

    Category Name: Matching Sets

    Price: $15.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy And Stunning Sequin Crop Top

    Make a sassy and stunning entrance in this gorg crop top! It features a flattering crew neckline, a form-fitting style and allover sequin embroidering. Pair this top with a chic clutch for a fun girl's night.

    Shop Matching Bottoms: Sassy And Stunning Sequin Mini Skirt

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Allover sequin embroidering
    • Knit fabric with plenty of stretch

    Style Number/Barcode: 06001-2870

    Category Name: Matching Sets

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cable Knit Cutie Crop Top

    Set the season in a cozy crop top for those days spent in! The crop top features a sleeveless scoop neckline, tank-like straps, a cropped hem, and composed of a cable-knit fabric. Complete your look with the matching leggings.

    Shop Matching Leggings: Cable Knit Cutie High Waist Leggings

    Fit & Features

    • Sleeveless scoop neckline
    • Tank-like straps
    • Cropped hem 
    • Cable-knit fabric
    • Matching leggings sold separately 

    Style Number/Barcode: 06001-2873

    Category Name: Matching Sets

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miss Jetsetter High-Rise Print Mini Skort

    Whether you're jet-setting to your next adventure, meeting friends for brunch, or creating the perfect vacation look, this printed mini skort is essential for looking cute on the go! Shop the matching top to complete the look.

    Shop Matching Top: Miss Jetsetter Halter Tie-Back Print Crop Top

    Fit & Features

    • Printed design, woven fabric, stretchy knit shorts lining
    • High-rise waist, side zipper and hook-eye closure
    • Skirt overlay with side tie
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06303-000021

    Category Name: Matching Sets

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cable Knit Cutie High Waist Leggings

    Set the season in cozy leggings for those days spent in! The leggings feature an elastic high rise waist, a cable-knit fabric, and a straight leg fit. Complete your cozy loungewear outfit with the matching crop top. 

    Shop Matching Crop Top: Cable Knit Cutie Crop Top

    Fit & Features

    • Elastic high rise waist
    • Cable-knit fabric 
    • Straight leg fit
    • Matching crop top sold separately 

    Style Number/Barcode: 06502-0439

    Category Name: Matching Sets

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Twist Knit Crop Top

    Keep on trend with a cute twist knot top that keeps your look on point! The top features a round neckline, long sleeves, and a cropped hem with a twist knot accent. The top is composed of a modal knit fabric that offers a relaxed fit with a moderate stretch. Complete look with clear flats and matching burgundy flared pants.

    Fit & Features

    • Round neckline
    • Long sleeves
    • Cropped hem
    • Twist knot accent at the hem
    • Soft to the touch modal fabric
    • Form hugging fit, moderate stretch 
    • Matching pants sold separately 

    Style Number/Barcode: 06001-2932

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Ribbed Knit Face Mask

    Keep it safe and stylish with a face mask that goes with all your favorite looks! The mask features a solid neutral hue, earloops for a comfortable fit, and composed of a ribbed knit material. Complete your look with the matching crop top, high waist leggings, and duster.

    Shop Matching Crop Top: Scoop Neck Ribbed Knit Crop Top

    Shop Matching Leggings: High Waist Basic Ribbed Knit Leggings

    Shop Matching Duster: Ribbed Knit Long Sleeve Duster

    Fit & Features

    • This is not a medical-grade mask nor is a substitute for medical-grade equipment 
    • Wash before and after use is recommended
    • Please consult local health authority for guidance on the use of non-medical grade masks.
    • Solid neutral hue
    • Earloops
    • Ribbed knit material

    Style Number/Barcode: 07305-0184

    Category Name: Matching Sets

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ribbed Knit Long Sleeve Duster

    Layer up in a cute duster to lounge in! the duster features a draped open front, long sleeves, long length, and is composed of a ribbed knit fabric. Complete your look with the matching crop top, high waist leggings, and face mask.

    Shop Matching Crop Top: Scoop Neck Ribbed Knit Crop Top

    Shop Matching Leggings: High Waist Basic Ribbed Knit Leggings

    Shop Matching Face Mask: Basic Ribbed Knit Face Mask

    Fit & Features

    • Draped open front
    • Long sleeves
    • Ribbed knit fabric
    • Long length
    • Matching crop top and leggings sold separately

    Style Number/Barcode: 06202-0114

    Category Name: Matching Sets

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Waist Basic Ribbed Knit Leggings

    Bring it back to basics in leggings that are perfect for lounging in. The leggings feature a high rise waist, a skinny leg fit, and composed of a ribbed knit fabric. Complete your lowkey look with the matching crop top, duster, and face mask. 

    Shop Matching Crop Top: Scoop Neck Ribbed Knit Crop Top

    Shop Matching Duster: Ribbed Knit Long Sleeve Duster

    Shop Matching Face Mask: Basic Ribbed Knit Face Mask

    Fit & Features

    • High rise waist
    • Skinny leg fit
    • Ribbed knit fabric
    • Matching crop top sold separately 

    Style Number/Barcode: 06502-0454

    Category Name: Matching Sets

    Price: $8.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scoop Neck Ribbed Knit Crop Top

    Bring it back to basics in a crop top that is perfect for lounging in. The leggings feature a high rise waist, a skinny leg fit, and composed of a ribbed knit fabric. Complete your lowkey look with the matching leggings, duster, and face mask.

    Shop Matching Leggings: High Waist Basic Ribbed Knit Leggings

    Shop Matching Duster: Ribbed Knit Long Sleeve Duster

    Shop Matching Face Mask: Basic Ribbed Knit Face Mask

    Fit & Features

    • Sleeveless scoop neckline
    • Tank-like straps
    • Ribbed knit fabric
    • Cropped hem
    • Matching leggings sold separately

    Style Number/Barcode: 06001-2896

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy High Waist Ribbed Knit Leggings

    Keep it cozy in a trendy high waist leggings for your next day in lounging this season. The leggings feature a high rise waist, a skinny leg fit, and composed of a ribbed knit fabric. Complete your look with the matching crop top.

    Shop Matching Crop Top: Trendy Twist Ribbed Knit Crop Top

    Fit & Features

    • High rise waist
    • Skinny leg fit
    • Ribbed knit fabric with plenty of stretch
    • Matching crop top sold separately

    Style Number/Barcode: 06502-0434

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Twist Ribbed Knit Crop Top

    Keep it cozy in a trendy twist top for your next day in lounging this season. The top features a plunging V-neckline with a twist knot accent, long sleeves, and a cropped hem. Complete your look with the matching high waist leggings. 

    Shop Matching Leggings: Trendy High Waist Ribbed Knit Leggings

    Fit & Features

    • Plunging V-neckline
    • Twist knot accent at the center of the bodice
    • Long sleeves
    • Ribbed knit fabric with plenty of stretch
    • Matching leggings sold separately 

    Style Number/Barcode: 06001-2868

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Every Day High Waist Ribbed Pajama Leggings

    Keep it cozy and chic in pajama leggings that are perfect for lounging in. The leggings feature a high rise waist, a sleek skinny leg fit with tapered hem, and composed of a ribbed knit fabric. Complete look with the matching top and fuzzy slides

    Shop Matching Pajama Top: Every Day Ribbed Knit Pajama Crop Top

    Fit & Features

    • High rise waist
    • Skinny leg fit
    • Ribbed knit fabric
    • Form hugging fit
    • Matching top sold separately 

    Style Number/Barcode: 07103-0399

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Every Day Ribbed Knit Pajama Crop Top

    Keep it cozy and chic in a pajama crop top that is perfect for lounging in. The top features a plunging V-neckline, long sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit. Complete look with the matching pajama leggings and fuzzy slides.

    Shop Matching Pajama Leggings: Every Day High Waist Ribbed Pajama Leggings

    Fit & Features

    • Plunging V-neckline
    • Long sleeves
    • Cropped hem
    • Ribbed knit fabric
    • Form hugging fit
    • Matching leggings sold separately

    Style Number/Barcode: 07103-0398

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beachy Chic Wide-Leg Trouser Pants With Linen

    No one will forget your beachy-chic vibes in these linen-blend wide-leg trouser pants perfect for weekend plans or vacation! Pair with the matching vest for a complete look.

    Shop Matching Top: Beachy Chic Tie-Front Vest With Linen

    Fit & Features

    • Linen-blend woven fabric
    • High-rise waist, belt loop accents
    • Side pockets
    • Wide-leg silhouette
    • Pants in size small have an approximate 13.5" front rise with a 31" inseam
    • Runs true to size

    Style Number/Barcode: 06302-0850

    Category Name: Matching Sets

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Eyelash Knit Crop Top

    Keep it casual in knit crop top that is oh so chic and cozy! The crop top features a high rise fit, a mid-thigh length, and composed of an eyelash knit fabric. Complete your loungewear outfit with the matching biker shorts and chunky sneakers.

    Shop Matching Biker Shorts: Eyelash Knit Biker Shorts

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Cropped hem
    • Eyelash knit fabric
    • Matching shorts sold separately

    Style Number/Barcode: 06005-0805

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Eyelash Knit Biker Shorts

    Keep it casual in biker shorts that is oh so chic and cozy! The shorts feature a high rise fit, a mid-thigh length, and composed of an eyelash knit fabric. Complete your loungewear outfit with the matching crop top and chunky sneakers

    Shop Matching Crop Top: Eyelash Knit Crop Top

    Fit & Features

    • High rise waist
    • Mid-thigh length
    • Eyelash knit fabric
    • Moderate stretch 
    • Matching crop top sold separately 

    Style Number/Barcode: 06503-0170

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry And Stunning Snake Print Mini Skirt

    Look ever so sultry and stunning in this on-trend snake print mini skirt! It features a flattering high rise waist and an overall form-hugging fit to enhance your curves. Pair this skirt with trendy clear mules for your next night out with the girls.

    Shop Matching Top: Sultry And Stunning Snake Print Crop Top

    Fit & Features

    • High rise waist
    • Short, form-fitting style
    • Allover snake print
    • Mesh fabric

    Style Number/Barcode: 06501-0310

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Chic Tie Waist Mini Skirt

    Get a classic chic look in this tie waist mini skirt! It features a trendy tie waist detail and a form-fitting style to enhance your curves. Pair this skirt with strappy heels for a gorgeous night out look.

    Shop Matching Top: Classic Chic Wide Strap Crop Top

    Fit & Features

    • High rise waist
    • Tie front detail
    • Short, form-hugging fit
    • Knit fabric

    Style Number/Barcode: 06501-0293

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On You Mesh Mini Skirt

    All eyes will for sure be on you in this trendy mini skirt! It features an overall form-hugging fit with a mesh fabric with a detailed geometric print. Pair this skirt with sleek gold hoop earrings for a gorgeous look.

    Shop Matching Top: All Eyes On You Crop Top

    Fit & Features

    • High rise waist
    • Short, form-fitting style
    • Mesh fabric
    • Allover geometric print

    Style Number/Barcode: 06501-0328

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance