Matching Sets

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Matching Sets That Serve Style in Every Fall Scene

From rooftop dinners to weekend getaways, Windsor’s matching sets deliver effortless coordination and head-turning style. Whether you’re dressing for a seasonal soirée, a night out, or a casual hang, these outfits take the guesswork out of getting ready.

Everyday Ease & Polished Pairings

Slip into two-piece skirt sets or wide-leg pant sets with matching crop tops for daytime polish. Cozy ribbed knits, soft sweater fabrics, and sleek satins keep things comfortable and put-together. Style with ankle boots and layered jewelry for casual glam that moves with you.

Night-Out Energy & Elevated Looks

Dial it up with sleek two-piece matching sets paired with a tailored blazer or curve-hugging silhouettes. Faux leather finishes, halter details, and tie-front designs bring the heat—just add strappy heels or heeled boots and a mini bag for your next night out.

Mix, Match & Layer

Wear the full look or break it up—pair your top with jeans or faux leather pants, or swap in a fitted bodysuit for your skirt. Finish with a cropped jacket or a longline duster coat for extra dimension.

Explore Windsor’s full collection of matching sets online, in-app, or in-store to level up your fall wardrobe.

What are matching sets?

Matching sets are coordinated outfits that include two or more pieces, such as a blouse and pants or a crop top and skirt. Windsor’s matching sets go beyond the basics, featuring stylish combos like blazer and skirt sets, lounge tops with joggers, and trendy T-shirts with biker shorts. Some sets even include matching accessories or jackets for a fully styled look. Whether you’re dressing for a casual day, a vacation, or a night out, matching sets make putting together an outfit effortless and stylish.

Are matching sets a trend?

Absolutely! Matching sets are a must-have trend that Windsor carries all year long. These coordinated outfits take the guesswork out of styling while delivering an effortlessly put-together look. Whether you’re keeping it casual or dressing up for an event, Windsor’s curated selection ensures you’re always on-trend.

What do you call a two-piece outfit?

A two-piece outfit is often called a matching set or co-ords (short for coordinates). These stylish separates are designed to be worn together, but they’re also perfect for mixing and matching to create fresh, new looks.

  • Trendy Babe Knit Crop Top

    You'll be a total trendy babe in this adorable angora eyelash knit crop top! It features a sleeveless bodice with thin shoulder straps, a knot detail that can be worn in the front or back, and a cropped, form-fitting style. Pair this top with a sleek and chic ring pack.

    Shop Matching Bottoms: Trendy Babe Knit Mini Skirt

    Fit & Features

    • Thin shoulder straps
    • Knot detail
    • Cropped
    • Form-hugging fit
    • Angora eyelash knit fabric
    • Moderate stretch

    Style Number/Barcode: 06005-0815

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Babe Knit Mini Skirt

    You'll be a total trendy babe in this adorable angora eyelash knit mini skirt! It features a high waist with a short, curve-hugging fit. Pair this top with a sleek and chic ring pack.

    Shop Matching Top: Trendy Babe Knit Crop Top

    Fit & Features

    • High rise waist
    • Mini length silhouette
    • Form-hugging fit
    • Angora eyelash knit fabric

    Style Number/Barcode: 06501-0306

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Chenille Pajama Shorts

    Get a comfy and cozy look in these adorable chenille pajama shorts! They feature a high rise waist and a form-hugging fit. Pair this bralette with fuzzy faux fur slippers for a night in.

    Shop Matching Top: Cozy Chenille Pajama Bralette

    Fit & Features

    • High rise waist
    • Form-hugging fit
    • Chenille knit fabric

    Style Number/Barcode: 07103-0511

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Chenille Pajama Bralette

    Get a comfy and cozy look in this adorable chenille pajama bralette! It features thin shoulder straps, a V neckline, and a cropped, form-hugging fit. Pair this bralette with fuzzy faux fur slippers for a night in.

    Shop Matching Bottoms: Cozy Chenille Pajama Shorts

    Fit & Features

    • Thin shoulder straps
    • V neckline
    • Cropped
    • Form-hugging fit
    • Chenille knit fabric

    Style Number/Barcode: 07107-0545

    Category Name: Matching Sets

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute And Casual Basic Joggers

    Keep it cute and casual in these must-have basic joggers! They feature a high rise elastic banded waist with a front drawstring, zippered front pockets, and a relaxed fit with a tapered ribbed jogger hem. Pair these adorable joggers with chunky sneakers for a shopping trip with the squad.

    Shop Matching Hoodie: Cute And Casual Zip-Up Hoodie

    Fit & Features

    • High rise elastic banded waist
    • Front drawstring
    • Zippered front pockets
    • Relaxed fit
    • Tapered ribbed jogger hem
    • Knit fabric with moderate stretch

    Style Number/Barcode: 06502-0495

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute And Casual Zip-Up Hoodie

    Keep it cute and casual in this must-have zip-up hoodie! It features a hood with a drawstring, a complete zip front, long sleeves with ribbed hems, and a cropped fit with a ribbed hem. Pair this adorable hoodie with chunky sneakers for a shopping trip with the squad.

    Shop Matching Joggers: Cute And Casual Basic Joggers

    Fit & Features

    • Hood with drawstring
    • Complete zip front
    • Long sleeves with ribbed hems
    • Front pockets
    • Cropped fit with a ribbed hem
    • Knit fabric with moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0127

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casually Cozy Basic Joggers

    Get an effortless, casual, and cozy look in these basic joggers! They feature a high rise elastic banded waist with a front adjustable drawstring, slanted zippered front pockets, and a relaxed fit with a tapered jogger hem. Pair these joggers with chunky sneakers for a perf look for a girl on the go like you!

    Shop Matching Jacket: Casually Cozy Zip Front Jacket

    Fit & Features

    • High rise elastic banded waist
    • Front adjustable drawstring
    • Slanted zippered front pockets
    • Relaxed fit
    • Tapered jogger hem
    • Knit fabric with soft lining and moderate stretch

    Style Number/Barcode: 06502-0493

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Spice Low-Rise Ruffle Hot Shorts

    Set the tone in this spicy ruffled hot short with a flattering low-rise waist that flaunts your figure! Pair with the matching top to complete the vibe.

    Fit & Features

    • Mesh-lined fabric
    • Low-rise waist
    • Ruffled, fitted silhouette
    • Runs true to size

     

    Shop The Matching Top: Summer Spice Lace-Up Ruffle Crop Top

    Style Number/Barcode: 06503-000015

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Casually Cozy Zip Front Jacket

    Get an effortless, casual, and cozy look in this chic jacket! It features a mock neckline with an adjustable drawstring with gold metal hardware, a complete zip front, long loose dolman style sleeves, and a mid-length, relaxed fit. Pair this jacket with chunky sneakers for a perf look for a girl on the go like you!

    Shop Matching Bottoms: Casually Cozy Basic Joggers

    Fit & Features

    • Mock neckline with adjustable drawstring
    • Complete zip front
    • Long dolman sleeves
    • Front zippered pockets
    • Mid-length, relaxed fit
    • Knit fabric with soft lining
    • Moderate stretch

    Style Number/Barcode: 06202-0125

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Janessa Formal Heat Stone Velvet Crop Top

    Special Occasion

    Illuminate the night with a crop top for your special event. The crop top features a plunging wrap V-neckline, long sleeves, heat stones, and a cropped fit. The crop top is composed of a lined velvet fabric that offers a form hugging fit with a moderate stretch. Complete your look with the matching formal mini skirt.

    Shop Matching Mini Skirt: Janessa Formal Heat Stone Velvet Mini Skirt

    Fit & Features

    • Plunging wrap V-neckline
    • Long sleeves
    • Heat stones
    • Cropped fit
    • Lined velvet fabric
    • Form hugging fit, moderate stretch 
    • Matching skirt sold separately 

    Style Number/Barcode: 06001-2897

    Category Name: Matching Sets

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Cozy Cable Knit Ribbed Crop Top

    Keep it cozy in a crop top that keeps your look on point this season. Perfect for your next coffee run with bae, style this crop top with the matching cardigan. The crop top features a sleeveless square neckline, tank-like straps, and a contrasting white-trim hem. The crop top is composed of a cable-knit fabric that offers a relaxed fit with a moderate stretch. 

    Shop Matching Cardigan: So Cozy Cable Knit Ribbed Cardigan

    Fit & Features

    • Sleeveless square neckline
    • Tank-like straps
    • Cable knit fabric 
    • Contrasting white-hued trim
    • Relaxed fit
    • Moderate stretch 
    • Matching cardigan sold separately 

    Style Number/Barcode: 06005-0866

    Category Name: Matching Sets

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Cozy Cable Knit Ribbed Cardigan

    Keep it cozy in a cardigan that keeps your look on point this season. Perfect for your next coffee run with bae, style this cardigan with the matching crop top. The cardigan a draped open front, long sleeves, and a contrasting white trim. The cardigan is composed of a cable-knit fabric that offers a relaxed fit with a moderate stretch.

    Shop Matching Crop Top: So Cozy Cable Knit Ribbed Crop Top

    Fit & Features

    • Draped open front
    • Long sleeves
    • Contrasting white trim
    • Cable-knit fabric
    • Relaxed fit
    • Moderate stretch
    • Matching crop top sold separately

    Style Number/Barcode: 06005-0867

    Category Name: Matching Sets

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Janessa Formal Heat Stone Velvet Mini Skirt

    Special Occasion

    Illuminate the night with a formal skirt for your special event. The skirt features a high rise waist, a wrap design, heat stones throughout, and composed of lined velvet fabric. The skirt is composed of a lined velvet fabric that offers a form hugging fit with a moderate stretch. Complete your look with the matching formal crop top. 

    Shop Matching Crop Top: Janessa Formal Heat Stone Velvet Crop Top

    Fit & Features

    • High rise waist
    • Wrap design
    • Heat stones
    • Mini length silhouette
    • Lined velvet fabric
    • Form hugging fit, moderate stretch 
    • Matching crop top sold separately 

    Style Number/Barcode: 06501-0305

    Category Name: Matching Sets

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Ribbed Open Back Crop Top

    Fall back on a basic ribbed top that offers a little twist to dress up your loungewear. The top features a mock neck, a bold open back with cute back ties, long sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete your look with the matching leggings and chunky sneakers

    Shop Matching Leggings: Basic High Waist Ribbed Leggings

    Fit & Features

    • Mock neck
    • Long sleeves
    • Cropped hem
    • Open back with back ties
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Matching leggings sold separately 

    Style Number/Barcode: 06005-0853

    Category Name: Matching Sets

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic High Waist Ribbed Leggings

    Fall back on basic ribbed leggings to keep your loungewear on trend this season. The leggings feature a high rise waist, a skinny straight leg, and composed of a ribbed knit fabric. Complete look with the matching crop top and chunky sneakers.

    Shop Matching Crop Top: Basic Ribbed Open Back Crop Top

    Fit & Features

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

    Style Number/Barcode: 06502-0465

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Foiled and Fab Tie Waist Chiffon Duster

    Layer up in a fab duster that brings the glam! The duster features a draped open front, long sleeves, a tie waist belt with loops, and a long length. The duster is composed of a sheer chiffon fabric adorned with a foiled design. Complete look with the matching tie front top. 

    Shop Matching Top: Foiled and Fab Chiffon Tie Front Top

    Fit & Features

    • Draped open front
    • Tie waist belt
    • Long sleeves
    • Long length 
    • Foiled design 
    • Sheer unlined chiffon fabric
    • Relaxed fit, minimal stretch 

    Style Number/Barcode: 06204-0723

    Category Name: Matching Sets

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy In Sequins Long Sleeve Duster

    Showcase a sassy look in this trendy long sleeve duster! It features an open front, flowy mid-length fit, and is composed of a sequin woven fabric. Pair this duster with the matching crop top and biker shorts, and add on a dazzling rhinestone choker necklace for a gorgeous look for a girl's night out!

    Shop Matching Top: Sassy In Sequins Cropped Tank Top

    Shop Matching Bottoms: Sassy In Sequins Biker Shorts

    Fit & Features

    • Long fitted sleeves
    • Open front
    • Mid-length, flowy fit
    • Sequin woven fabric
    • Plenty of stretch

    Style Number/Barcode: 06204-0709

    Category Name: Matching Sets

    Price: $16.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Call Me Cutie Floral Eyelet Mini Skirt

    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 Top

    Fit & Features

    • Floral print, eyelet woven lined fabric
    • Stretchy smocked high-rise waist
    • Layered ruffle 
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-1114

    Category Name: Matching Sets

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy In Sequins Biker Shorts

    Showcase a sassy look in these trendy biker shorts! They feature a high rise elastic banded waist, a mid-thigh length, form-hugging fit, and are composed of a sequin woven fabric. Pair these shorts with the matching duster and crop top, and add on a dazzling rhinestone choker necklace for a gorgeous look for a girl's night out!

    Shop Matching Duster: Sassy In Sequins Long Sleeve Duster

    Shop Matching Top: Sassy In Sequins Cropped Tank Top

    Fit & Features

    • High rise elastic banded waist
    • Mid-thigh length
    • Form-fitting style
    • Lined sequin woven fabric
    • Plenty of stretch

    Style Number/Barcode: 06403-0136

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy In Sequins Cropped Tank Top

    Showcase a sassy look in this trendy tank top! It features a sleeveless bodice with tank-like shoulder straps, a scoop neckline, a cropped hem, and is composed of a sequin woven fabric. Pair this top with the matching duster and biker shorts, and add on a dazzling rhinestone choker necklace for a gorgeous look for a girl's night out!

    Shop Matching Duster: Sassy In Sequins Long Sleeve Duster

    Shop Matching Bottoms: Sassy In Sequins Biker Shorts

    Fit & Features

    • Tank-like shoulder straps
    • Scoop neckline
    • Cropped
    • Form-fitting style
    • Sequin woven fabric
    • Plenty of stretch

    Style Number/Barcode: 06003-1114

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Dye High Rise Joggers

    Keep it trendy in these tie dye joggers that give off major boho vibes. The bottoms feature a high rise elastic banded waist, relaxed fitting pant legs, an elastic banded jogger hem, and an allover tie dye pattern. Complete your look with the matching top and face mask.

    Shop Matching Top: Tie Dye Dolman Sleeve Crop Top

    Shop Matching Face Mask: Tie Dye Facial Mask With Earloops

    Fit & Features

    • High rise elastic banded waist
    • Relaxed fitting pant legs
    • Elastic banded jogger hem
    • Allover tie dye print
    • Knit fabric with plenty of stretch

    Style Number/Barcode: 06502-0473

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Casual High Waist Leggings

    Keep it casual in leggings that are perfect for lounging in or making a quick coffee run. The leggings feature a high rise waist, a skinny straight leg fit, and composed of a ribbed knit fabric. Complete look with the matching cropped tube top and tie waist duster. 

    Shop Matching Crop Top: Keeping Knit Casual Crop Tube Top

    Shop Matching Duster: Keeping Knit Casual Tie Waist Duster

    Fit & Features

    • High rise waist
    • Skinny straight leg
    • Tapered hem
    • Ribbed knit fabric
    • Form hugging fit
    • Matching crop top and duster sold separately 

    Style Number/Barcode: 06502-0461

    Category Name: Matching Sets

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping Knit Casual Crop Tube Top

    Keep it casual in a crop top that is perfect for lounging in or making a quick coffee run. The tube top features a sleeveless straight neckline, a cropped hem, and composed of a ribbed knit fabric. Complete look with the matching high waist leggings and tie waist duster. 

    Shop Matching Leggings: Keeping Knit Casual High Waist Leggings

    Shop Matching Duster: Keeping Knit Casual Tie Waist Duster

    Fit & Features

    • Sleeveless straight neckline
    • Tube style
    • Cropped hem
    • Ribbed knit fabric
    • Form hugging fit
    • Matching leggings and duster sold separately  

    Style Number/Barcode: 06005-0829

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Casual Tie Waist Duster

    Keep it casual in a duster that is perfect for lounging in or making a quick coffee run. The duster features a draped open front, a cinching tie waist belt, long sleeves, and composed of a ribbed knit fabric. Complete look with the matching crop top and leggings.

    Shop Matching Crop Top: Keeping Knit Casual Crop Tube Top

    Shop Matching Leggings: Keeping Knit Casual High Waist Leggings

    Fit & Features

    • Draped open front
    • Tie waist belt
    • Long sleeves
    • Ribbed knit fabric
    • Relaxed fit
    • Matching crop top and leggings sold separately

    Style Number/Barcode: 06005-0830

    Category Name: Matching Sets

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance