Matching Sets

Step up your style game with our fashionable collection of matching clothing sets, perfect for everything from a sparkling night out to casual daytime wear. Our selection includes an array of two-piece sets, each designed to provide a coordinated and effortlessly chic look. For evenings out, dazzle in our sparkly matching sets, featuring glitzy tops and bottoms that are sure to turn heads. For more relaxed days, opt for our casual two-piece sets, which offer the perfect blend of style and comfort. These sets range from sleek, modern designs to softer, more laid-back styles, ensuring you find the perfect match for any occasion.

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Latest Fall Trends in Women's Matching Clothing Sets

Matching clothing sets from Windsor are perfect for stepping into the fall season, helping you transition your wardrobe effortlessly from summer to autumn. Transition seamlessly with our versatile women's set separates. Whether you're heading to work, a weekend brunch, or a seasonal gathering, our sets offer stylish combinations that keep you effortlessly chic.

Explore rich autumnal hues like burgundy, mustard, and deep emerald in sets that feature luxe fabrics like ribbed knits, plush velvets, and soft wools. Discover the perfect balance between comfort and style with our curated collections, including two-piece sweater sets, plaid blazer and skirt combos, and chic knit top and pant sets. Layer with faux leather jackets or oversized cardigans for a cozy, on-trend look.

For a polished office ensemble, try a chic jacket and skirt set paired with sleek ankle boots, or opt for a ribbed knit set that can be dressed up with statement jewelry for an evening out. Our matching loungewear sets in cozy fabrics are perfect for staying stylish and warm while running errands or enjoying a lazy weekend indoors.

Complete your fall wardrobe with Windsor's women's matching sets, designed to mix and match for endless styling possibilities. Shop now to elevate your fall fashion game, whether online or in-store at Windsor!

What are matching sets?

Most matching sets are combinations of two or more apparel pieces, like a blouse or top combined with pants or skirts. Windsor matching sets for women also have matching pieces like a hair accessory or jacket. Matching sets give you a complete outfit that you can wear together or mix and match to create your unique look. Discover casual to formal two-piece sets from loungewear to pajamas, vacation to date night outfits, and a variety of everyday looks. Whether that be a short blazer and mini skirt, crop top and skirt sets, a lounge top and joggers, T-shirt and biker shorts, or top and pants.

Are matching sets a trend?

Matching sets are a major trend that Windsor carries in-store and online year-round! Matching separates make everyday styling or creating an outfit for an event effortless, offering a seamlessly stylish look. Whatever the season, Windsor curates only the best trends and styles making fashion accessible so you are always on-trend.

What do you call a two-piece outfit?

A two-piece outfit can be called a matching set or co-ords (short for coordinates). These matching apparel sets are separates that are supposed to be worn together, but every Windsor babe knows you can totally mix and match sets to create your unique vibe.

  • 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
  • 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
  • Make It Chic Cropped Jacket

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

    Shop Matching Bottoms: Make It Chic Wrap Mini Skirt

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Double button detailing
    • Cropped, fitted look
    • Woven fabric

    Style Number/Barcode: 06204-0565

    Category Name: Matching Sets

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Scoop Neck Pajama Crop Top

    Get ready to want to lounge all day, every day in this adorable ribbed knit pajama crop top! It features a comfy knit fabric and a form-hugging fit. Pair with some cute chunky sneakers for a movie marathon day.

    Shop Matching Bottoms: Ribbed Knit Pajama Micro Shorts

    Fit & Features

    • Scoop neckline
    • Tank-like shoulder straps
    • Cropped hem
    • Ribbed knit fabric
    • Matching shorts sold separately

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0363

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple And Sweet Pajama Crop Top

    Cozy on up in this simple and sweet pajama crop top, a perf piece to add to your loungewear wardrobe! Featuring a soft knit fabric and form-hugging fit, this top is a must-have for a movie night. Pair with some cute slides to finish off the look.

    Shop Matching Bottoms: Simple And Sweet Pajama Leggings

    Fit & Features

    • Short cap sleeves
    • Crew neckline
    • Cropped hem
    • Knit fabric
    • Matching leggings sold separately


    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0358

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed Knit Pajama Micro Shorts

    Get ready to want to lounge all day, every day in these adorable ribbed knit pajama micro shorts! They feature a comfy knit fabric and a form-hugging fit. Pair with some cute chunky sneakers for a movie marathon day.

    Shop Matching Top: Ribbed Knit Scoop Neck Pajama Crop Top

    Fit & Features

    • High rise banded waist
    • Short form-hugging fit
    • Ribbed knit fabric
    • Matching top sold separately

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0364

    Category Name: Matching Sets

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple And Sweet Pajama Leggings

    Cozy on up in these simple and sweet pajama leggings, a perf piece to add to your loungewear wardrobe! Featuring a soft knit fabric and form-hugging fit, these leggings are a must-have for a movie night. Pair with some cute slides to finish off the look.

    Shop Matching Top: Simple And Sweet Pajama Crop Top

    Fit & Features

    • High rise banded waist
    • Tie front detail
    • Tapered fit
    • Knit fabric
    • Matching top sold separately

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0359

    Category Name: Matching Sets

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Sassy Leopard Print Pajama Shorts

    Get a sassy sweet vibe in these adorable leopard print pajama shorts! They feature a high rise banded waist and an all over pastel-hued leopard print. Pair with some comfy slides for the perfect stay at home look.

    Shop Matching Top: Feelin' Sassy Leopard Print Pajama Tank Top

    Fit & Features

    • High rise banded waist
    • 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: 07103-0380

    Category Name: Matching Sets

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Dye Thermal Knit Pajama Shorts

    Add a pop of color to your loungewear outfits with these trendy shorts. The pajama shorts feature a fab tie-dye print, a drawstring waist, and composed of a cozy thermal knit fabric. Complete your loungewear outfit with the matching top and cozy slides

    Shop Matching Top: Tie Dye Thermal Knit Pajama Top

    Fit & Features

    • Tie-dye print
    • High rise waist
    • Drawstring
    • Cheeky fit
    • Matching top sold separately 

     

    Model is 5'7" with a 32.5" bust,  24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0376

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Dye Thermal Knit Pajama Top

    Add a pop of color to your loungewear outfits with this trendy top. The pajama top features a fab tie-dye print, v-neckline, and composed of a cozy thermal knit fabric. Complete your loungewear outfit with the matching shorts and cozy slides

    Shop Matching Pajama Shorts: Tie Dye Thermal Knit Pajama Shorts

    Fit & Features 

    • Tie-dye print
    • V-neckline
    • Cap sleeves
    • Thermal knit fabric
    • Matching shorts sold separately 

     

    Model is 5'7" with a 32.5" bust,  24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0375

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Sassy Leopard Print Pajama Tank Top

    Get a sassy sweet vibe in this adorable leopard print pajama tank top! It features a form-fitting cropped hem and an all over pastel-hued leopard print. Pair with some comfy slides for the perfect stay at home look.

    Shop Matching Bottoms: Feelin' Sassy 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: 07103-0379

    Category Name: Matching Sets

    Price: $15.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Basic Crew Neck Tee

    Keep it basic in a tee that is perfect for creating a chic streetwear outfit for your next outing. The tee features a crew neckline, short sleeves, and an over-sized fit. Complete your basic outfit with the matching biker shorts, layered dainty necklaces, and chunky dad sneakers

    Shop Matching Biker Shorts: Feeling Basic Biker Shorts

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Over-sized fit 
    • Smooth knit fabric
    • Moderate stretch 
    • Matching shorts sold separately 

     

    Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06002-0536

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Online Only
  • Ready To Lounge Triangle Bralette

    Get ready to want to lounge around all day, every day in this comfy bralette! It features a triangle design and adjustable spaghetti straps for a comfortable fit. Pair with slides for a cozy stay at home look you'll want to live in.

    Shop Matching Bottoms: Ready To Lounge Tulip Pajama Shorts

    Shop Matching Mask: Basic Is Better Face Mask

    Fit & Features

    • Adjustable spaghetti straps
    • Triangle design
    • Banded back

     

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

    Style Number/Barcode: 07107-0491

    Category Name: Matching Sets

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

  • Basic Is Better Face Mask

    Sometimes, basic is better, like with this adorable face mask! Stay safe and keep it cute in this face mask that features earloops for a comfortable fit. Pair with a loungewear set for a casual chic look.

    Shop Matching Top: Ready To Lounge Triangle Bralette

    Shop Matching Bottoms: Ready To Lounge Tulip Pajama Shorts

    Fit & Features

    • Earloops
    • Wash before and after use is recommended
    • Not a medical-grade mask
    • Final Sale

    Style Number/Barcode: 07305-0151

    Category Name: Matching Sets

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready To Lounge Tulip Pajama Shorts

    Get ready to want to lounge around all day, every day in these comfy pajama shorts! They feature a flattering high rise banded waist with a front tulip design. Pair with slides for a cozy stay at home look you'll want to live in.

    Shop Matching Top: Ready To Lounge Triangle Bralette

    Shop Matching Face Mask: Basic Is Better Face Mask

    Fit & Features

    • High rise banded waist
    • Tulip front design

     

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

    Style Number/Barcode: 07103-0385

    Category Name: Matching Sets

    Price: $9.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

  • Sweet Dreams Striped Pajama Shorts

    Have only the sweetest of dreams in these adorable striped pajama shorts! They feature a high rise waist with a cute merrow edge trim at the hem. Pair with some slides for a cozy night in look!

    Shop Matching Top: Sweet Dreams Striped Pajama Top

    Fit & Features

    • High rise waist
    • Fitted shorts
    • Cheeky
    • Merrow edge trim

     

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

    Style Number/Barcode: 07103-0374

    Category Name: Matching Sets

    Price: $13.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Dreams Striped Pajama Top

    Have only the sweetest of dreams in this adorable striped pajama top! It features loose dolman style sleeves and an oversized, cropped hem. Pair with some slides for a cozy night in look!

    Shop Matching Bottoms: Sweet Dreams Striped Pajama Shorts

    Fit & Features

    • Wide rounded neckline
    • Loose dolman style sleeves with merrow edge trim
    • Oversized cropped hem
    • All over striped pattern

     

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

    Style Number/Barcode: 07103-0373

    Category Name: Matching Sets

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale