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.

  • 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
  • Effortless Everyday Biker Shorts

    Get an effortless look for a stylish everyday slay in these biker shorts! Featuring a flattering high rise waist and mid-thigh length hem, these shorts would pair perfectly with chunky sneakers. Wear these shorts to lounge in at home for a comfy, cute vibe.

    Shop Matching Top: Effortless Everyday Oversize Basic Tee

    Fit & Features

    • High rise waist
    • Mid-thigh length hem
    • Knit fabric

    Style Number/Barcode: 06503-0187

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On You Crop Top

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

    Shop Matching Bottoms: All Eyes On You Mesh Mini Skirt

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped
    • Form-fitting style
    • Sheer mesh fabric
    • Allover geometric print

    Style Number/Barcode: 06001-2894

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Everyday Oversize Basic Tee

    Get an effortless look for a stylish everyday slay in this oversize basic tee! Featuring a flattering crew neckline and long hem, this cotton tee would pair perfectly with chunky sneakers. Wear this tee to lounge in at home for a comfy, cute vibe.

    Shop Matching Bottoms: Effortless Everyday Biker Shorts

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Long hem
    • Oversize fit
    • Cotton fabric

    Style Number/Barcode: 06002-0641

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry And Stunning Snake Print Crop Top

    Look ever so sultry and stunning in this on-trend snake print crop top! It features a mock neckline and an overall form-hugging fit to enhance your curves. Pair this top with trendy clear mules for your next night out with the girls.

    Shop Matching Bottoms: Sultry And Stunning Snake Print Mini Skirt

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Cropped
    • Front ruched detailing with ties that close at back
    • Allover snake print
    • Mesh fabric

    Style Number/Barcode: 06001-2943

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Muse Floral Print Maxi Skirt

    Serve fab vibes on vacay in this maxi skirt featuring a bold floral print pattern. Style with the matching tube top for an iconic 'fit.

    Shop Matching Top: Bold Muse Floral Print Tube Top

    Fit & Features

    • Smooth knit fabric, high stretch
    • Large floral print
    • Mid-rise waist
    • Hip-hugging fit
    • Flowy maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000047

    Category Name: Matching Sets

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keepin' Knit Basic Long Sleeve Top

    Keep it basic in a cozy top that is low-key and stylish! This must-have top features a crew neckline, long sleeves, and is composed of a soft-to-the-touch cashmere-like fabric. Complete your look with the matching joggers and chunky sneakers.

    Shop Matching Joggers: Keepin' Knit Basic Joggers

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Cashmere-like fabric
    • Matching joggers sold separately 

    Style Number/Barcode: 06001-2893

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed High Waist Pajama Leggings

    Lounge in style in pajama leggings that are chic and cozy! The leggings feature a high rise waist, a skinny straight leg, and composed of a ribbed knit fabric. Complete your look with the matching bralette and slides to keep it casual. 

    Shop Matching Bralette: Plunging V Neck Ribbed Bralette

    Fit & Features

    • High rise waist
    • Skinny straight leg 
    • Ribbed knit fabric
    • Relaxed fit
    • Moderate stretch 

     

    Model is 5'7" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0353

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plunging V Neck Ribbed Bralette

    Lounge in style in a cozy bralette that brings the chic! The bralette features a plunging V-neckline, tank-like straps, and an elastic hem. Complete your casually cute look with high waist leggings and slides. Style this bralette with the matching biker shorts or style with the matching leggings to nail that cozy look.

    Shop Matching Biker Shorts: Ribbed Pajama Biker Boxer Shorts

    Shop Matching Leggings: Ribbed High Waist Pajama Leggings

    Fit & Features

    • Plunging v-neckline
    • Tank-like straps
    • Elastic hem
    • Slightly scooped back
    • Matching bottoms sold separately 

     

    Model is 5'7" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 07107-0477

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Set For Good Vibes Joggers

    Set yourself up for good vibes in joggers that keep it cute and casual for your next coffee run! The joggers feature a flattering high rise fit, a skinny leg, and a tapered hem. Complete your look with the matching crop top and chunky sneakers

    Shop Matching Crop Top: Set For Good Vibes Knot Crop Top

    Fit & Features

    • High rise fit
    • Skinny leg fit
    • Smooth knit fabric
    • Form hugging fit
    • Matching crop top sold separately 

    Style Number/Barcode: 06502-0459

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Set For Good Vibes Knot Crop Top

    Set yourself up for good vibes in a crop top that keeps it cute and casual for your next coffee run! The top features a crew neckline, fitted long sleeves, and a cropped hem with knot accent. Complete your look with the matching joggers and chunky sneakers.

    Shop Matching Joggers: Set For Good Vibes Joggers

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Cropped hem
    • Knot accent
    • Smooth knit fabric
    • Form hugging fit
    • Matching joggers sold separately

    Style Number/Barcode: 06001-2927

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Vibes High Waist Biker Shorts

    Keep it retro in biker shorts that bring the good vibes for your next day out. The shorts feature a vibrant hue, a high rise fit, and a mid-thigh length. Complete your look with the matching oversized top and chunky sneakers.

    Shop Matching Oversized Top: Good Vibes Oversized Long Sleeve Top

    Fit & Features

    • High rise waist
    • Mid-thigh length
    • Relaxed fit
    • Moderate stretch
    • Available in Tie-Dye and Burgund
    • Matching oversized top sold separately

    Style Number/Barcode: 06503-0178

    Category Name: Matching Sets

    Price: $5.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Vibes Oversized Long Sleeve Top

    Bring the good vibes in this oversized top for your next day out! The top features a vibrant hue, a round neckline, and an oversized fit. Complete your look with the matching biker shorts and chunky sneakers

    Shop Matching Biker Shorts: Good Vibes High Waist Biker Shorts

    Fit & Features

    • Round neckline
    • Long sleeves
    • Oversized fit 
    • Moderate stretch 
    • Available in Tie-Dye and Burgundy  
    • Matching biker shorts sold separately 

    Style Number/Barcode: 06002-0634

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rainbow Tie Dye Pajama Shorts

    Keep it colorful in pajama shorts that bring the good vibes! Lounge in style in with these pajama shorts that feature a high rise elastic waist, a rainbow tie-dye design, and a cheeky fit. Complete look with the matching pajama tank top and slides.

    Shop Matching Pajama Tank Top: Rainbow Tie Dye Pajama Tank Top

    Fit & Features

    • Elastic high rise waist
    • Rainbow tie-dye design
    • Cheeky fit
    • Matching pajama tank top sold separately

    Style Number/Barcode: 07103-0453

    Category Name: Matching Sets

    Price: $13.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rainbow Tie Dye Pajama Tank Top

    Keep it colorful in a pajama tank top that brings the good vibes! Lounge in style in with this pajama tank top that features a scoop neckline, tank straps, and a cropped hem. The pajama tank top features a rainbow tie-dye print that matches perfectly with the matching tie-dye pajama shorts! Complete look with slides or keep it sporty with sneakers

    Shop Matching Pajama Shorts: Rainbow Tie Dye Pajama Shorts

    Fit & Features

    • Sleeveless scoop neckline
    • Tank straps
    • Rainbow Tie-dye print
    • Cropped hem
    • Matching pajama shorts sold separately 

    Style Number/Barcode: 07103-0452

    Category Name: Matching Sets

    Price: $11.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keepin' Knit Basic Long Sleeve Top

    Keep it basic in a cozy top that is low-key and stylish! The top features a round neckline, long Dolman sleeves, and is composed of a soft-to-the-touch cashmere-like fabric. Complete your look with the matching joggers and chunky sneakers.

    Shop Matching Joggers: Keepin' Knit Basic Joggers

    Fit & Features

    • Round neckline
    • Long Dolman sleeves
    • Cashmere-like fabric
    • Relaxed fit
    • Matching joggers sold separately 

    Style Number/Barcode: 06001-2885

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Queen Tropical Floral Mesh Tie-Front Top

    Slay your next vacay in this gorg tropical floral mesh tie-front top with long sleeves and an ultra-cropped hem. Style with the matching maxi skirt for a sultry vibe!

    Shop Matching Bottoms: Vacay Queen Tropical Floral Mesh Maxi Skirt

    Fit & Features

    • Sheer mesh fabric, high stretch
    • Large tropical floral print
    • V-neckline
    • Tie-front design
    • Long bishop sleeves
    • Fitted ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06202-000019

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: M

    Product Badge:
    • Sale
  • Keepin' Knit Basic Joggers

    Keep it basic in cozy joggers that are low-key and stylish! They feature a mid-rise fit, side pockets, and a straight leg. The joggers are composed of a soft-to-touch cashmere-like fabric. Complete your look with the matching top and chunky sneakers.

    Shop Matching Top: Keepin' Knit Basic Long Sleeve Top

    Fit & Features

    • Mid-rise fit
    • Side pockets
    • Cashmere-like fabric
    • Straight leg fit
    • Relaxed fit
    • Matching top sold separately

    Style Number/Barcode: 06502-0441

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Laidback Cutie French Terry Corset Hoodie

    You'll be lookin' like a laidback cutie in this adorable french terry hoodie! It features a cropped hem with a corset design to add a trendy feel. Pair with the matching joggers and some chunky sneakers for the perf loungewear look.

    Shop Matching Joggers: Laidback Cutie French Terry Joggers

    Fit & Features

    • Hood
    • Long cuffed sleeves
    • Mid-length hem
    • Ribbed corset design
    • French terry knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-0617

    Category Name: Matching Sets

    Price: $15.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laidback Cutie French Terry Joggers

    You'll be lookin' like a laidback cutie in these adorable french terry joggers! They feature a flattering high-rise banded waist and a relaxed fit. Pair with the matching hoodie and some chunky sneakers for the perf loungewear look.

    Shop Matching Hoodie: Laidback Cutie French Terry Corset Hoodie

    Fit & Features

    • High-rise elastic banded waist
    • Slanted front ribbed pockets
    • Relaxed fit
    • Jogger hem
    • French terry knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-0491

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Cutie Leopard Print Pajama Shorts

    Get a total cozy cutie look in these adorable leopard print pajama shorts! Featuring a high rise banded waist and a form-fitting style, pair these pajama shorts with a chic duster for major stay at home vibes.

    Shop Matching Top: Cozy Cutie Leopard Print Pajama Top

    Fit & Features

    • High rise banded waist
    • Front tie detail
    • Form-fitting style
    • All over leopard print

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0382

    Category Name: Matching Sets

    Price: $15.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Cutie Leopard Print Pajama Top

    Get a total cozy cutie look in this adorable leopard print pajama top! Featuring adjustable spaghetti straps for comfortable wear and a cropped, form-fitting style, pair this pajama top with a chic duster for major stay at home vibes.

    Shop Matching Bottoms: Cozy Cutie Leopard Print Pajama Shorts

    Fit & Features

    • Adjustable spaghetti straps
    • Rounded neckline
    • Cropped hem
    • Form-fitting style
    • All over leopard print

     

    Model is 5'6.5" with a 32" bust,  23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0381

    Category Name: Matching Sets

    Price: $15.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy French Terry Knit Crop Top

    Keep it cute and casual in this cozy french terry knit crop top! It features an oversized fit and a cropped hem. A must-have for lounging around the house or for a cute lunch date look by adding on some chic shades and a layered necklace.

    Shop Matching Joggers: Basic Mood High Waist Joggers

    Fit & Features

    • Crew neckline
    • Long sleeves with ribbed hems
    • Cropped, oversized fit
    • French terry knit fabric
    • Moderate stretch

    Style Number/Barcode: 06002-0707

    Category Name: Matching Sets

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make It Chic Wrap Mini Skirt

    Make your look chic and on point in this of the moment wrap mini skirt! Featuring double button detailing and a wrap, fitted look, this skirt will elevate your look. Style it up with an adorable crop top for a brunch-worthy vibe.

    Shop Matching Jacket: Make It Chic Cropped Jacket

    Fit & Features

    • High rise waist
    • Double button detailing
    • Dual front pocket flaps
    • Wrap front
    • Short, fitted look
    • Woven fabric

    Style Number/Barcode: 06401-0269

    Category Name: Matching Sets

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance