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.

  • Tropical Babe High Slit Maxi Skirt

    Channel vacay vibes in a tropical skirt that is perfect for days spent underneath a cabana. The high waist skirt features a tropical palm leaf print and a high side slit to show off a hint of leg. Complete your tropical-inspired look with the matching top and cork wedges

    Shop Matching TopTropical Babe Tie Front Crop Top

    Fit & Features

    • High rise waist
    • Lightly pleated 
    • Tropical palm leaf print
    • High side slit 
    • Lightweight woven fabric
    • Matching top sold separately 

     

    Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.

    Style Number/Barcode: 06301-0049

    Category Name: Matching Sets

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed Pajama Biker Boxer Shorts

    Comfy chic is the vibe in these pajama boxer shorts! They feature a high rise waist for a flattering fit and a ribbed detail. Perf for lounging at home, pair with the matching bralette and slides

    Shop Matching Bralette: Plunging V Neck Ribbed Bralette

    Fit & Features

    • High rise waist
    • Mid-thigh length
    • Ribbed detail

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0354

    Category Name: Matching Sets

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • That Basic Life Ribbed Crop Top

    Keep it basic in a crop top to nail those cool girl vibes that are oh-so-trendy. The crop top features a square neckline with tank straps and is composed of a ribbed knit fabric. Create a perfect day-out look with the matching ribbed biker shorts and chunky dad sneakers.

    Shop Matching Biker Shorts: That Basic Life Ribbed Biker Shorts

    Fit & Features

    • Sleeveless square neckline
    • Tank straps
    • Cropped hem 
    • Ribbed knit fabric
    • Form-hugging fit
    • Moderate stretch 
    • Matching biker shorts sold separately
    • Runs true to size

    Style Number/Barcode: 06002-0593

    Category Name: Matching Sets

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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

    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: 07107-0492

    Category Name: Matching Sets

    Price: $11.97 $14.90

    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

    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: 07103-0387

    Category Name: Matching Sets

    Price: $12.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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 Face 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: 07107-0489

    Category Name: Matching Sets

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

  • 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: 07103-0383

    Category Name: Matching Sets

    Price: $9.97 $15.90

    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: 07305-0150

    Category Name: Matching Sets

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

  • That Basic Life Ribbed Biker Shorts

    Keep it basic in biker shorts to nail those cool girl vibes that are oh-so-trendy. The biker shorts feature a high-rise waist, a mid-thigh length, and a ribbed knit fabric. Create a perfect day-out look with the matching crop top and chunky dad sneakers.

    Shop Matching Crop Top: That Basic Life Ribbed Crop Top

    Fit & Features

    • High-rise waist
    • Mid-thigh length
    • Ribbed knit fabric
    • Form-hugging fit
    • Moderate stretch 
    • Matching crop top sold separately
    • Runs true to size

    Style Number/Barcode: 06503-0168

    Category Name: Matching Sets

    Price: $5.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wicked Games Faux Patent Leather Crop Top

    Dare to go bold in this crop top that brings the heat to your night out. The crop top features a trendy square neckline, spaghetti straps, and composed of a faux patent leather fabric. Complete your head-turning look with the matching mini skirt and faux patent leather boots

    Shop Matching Mini Skirt: Wicked Games Faux Patent Leather Mini Skirt

    Fit & Features

    • Sleeveless 
    • Square neckline
    • Spaghetti straps
    • Cropped hem
    • Faux patent leather fabric
    • Form hugging fit, slight stretch 
    • Matching skirt sold separately

     

    Style Number/Barcode: 06003-1031

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wicked Games Faux Patent Leather Mini Skirt

    Dare to go bold in this skirt that brings the heat to your night out. The mini skirt features a high rise waist, front-facing vertical seams, a mini side slit, and is composed of a faux patent leather fabric. Complete your head-turning look with the matching crop top and faux patent leather boots

    Shop Matching Crop Top: Wicked Games Faux Patent Leather Crop Top

    Fit & Features

    • High rise waist
    • Front-facing vertical seams
    • Mini side slit
    • Faux patent leather fabric
    • Form hugging fit, slight stretch 
    • Matching crop top sold separately

     

    Style Number/Barcode: 06401-0253

    Category Name: Matching Sets

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Mood High Waist Joggers

    We're in the mood for basic joggers this season. Keep it cozy and chic in this staple piece that features a high rise waist, a drawstring accent, slanted pockets, and a straight leg with an elastic cuff. Complete your basic look with the matching crop top, layers of dainty jewelry, and chunky dad sneakers

    Shop Matching Crop Top: Basic Mood Cropped Crew Neck Top

    Shop Matching Top: Cozy French Terry Knit Crop Top

    Fit & Features

    • High rise waist
    • Drawstring waist
    • Slanted pockets
    • Straight leg with elastic cuff
    • Relaxed fit
    • Moderate stretch 
    • French terry knit fabric with moderate stretch

    Style Number/Barcode: 06502-0497

    Category Name: Matching Sets

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Online Only
  • Get That Shine On Metallic Crop Top

    Girl, get that shine on in this adorable metallic crop top! Featuring a trendy square neckline and a cropped, form-hugging fit, this top would pair perfectly with a dazzling rhinestone choker and knee-high boots. Be a total glam girl in this outfit at your next party.

    Fit & Features

    • Spaghetti straps
    • Square neck and back
    • Cropped hem
    • Metallic shine fabric

     

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

    Style Number/Barcode: 06001-2836

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

  • Iconic High Waist Hot Shorts

    Keep it iconic and chic in hot shorts that stun. Perfect for nailing those head-turning looks, the hot shorts feature a classic high rise waist and a cheeky fit. Complete your look with a bodysuit and thigh high boots

    Fit & Features

    • High rise waist
    • Cheeky fit
    • Form-hugging fit
    • Moderate stretch 
    • Coated Nylon fabric 

    Style Number/Barcode: 06503-0154

    Category Name: Matching Sets

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Online Only
  • Feeling Basic Biker Shorts

    Keep it basic with shorts that are perfect for creating a chic streetwear outfit for your next outing. The biker shorts feature a high rise waist and a mid-thigh length. Complete your basic outfit with the matching crew neck tee, layered dainty necklaces, and chunky dad sneakers

    Shop Matching Tee: Feeling Basic Crew Neck Tee

    Fit & Features

    • High rise waist
    • Mid-thigh length
    • Smooth knit fabric
    • Moderate stretch 
    • Matching tee sold separately 

     

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

    Style Number/Barcode: 06503-0157

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Eyelet Mini Skirt

    Create an effortless everyday look in this eyelet mini skirt that is a must have for your summer vibe. Perfect paired with the matching crop top for a chic photoshoot in your backyard! The adorable skirt features a flattering high waist and a curve hugging fit. Complete your cute outfit with some classic gold hoops and trendy wedges.

    Shop Matching Top: Effortless Eyelet Puff Sleeve Crop Top

    Fit & Features

    • High rise waist
    • Short, form hugging fit
    • All over eyelet detail
    • Lined

     

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

    Style Number/Barcode: 06501-0271

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Snake The Lead Tie Front Crop Top

    Keep it fierce in this snake crop top! Step out this season in this statement-making top that features a sweetheart neckline, a tie front center and a snake-inspired print  Don't forget to add the matching skirt and head-turning earrings to complete your look. 

    Shop Matching Skirt: Snake The Lead Cinched Side Mini Skirt 

    Fits & Features

    • Tank shoulder straps
    • Tie front at center
    • Woven fabric 
    • Snake-inspired print 
    • Crop hem 
    • Relaxed fit 

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0620

    Category Name: Matching Sets

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Babe Tie Front Gauze Crop Top

    Channel vacay vibes in a tropical top that is perfect for days spent underneath a cabana. The top features a tropical palm leaf print, a tie front accent at the center of the bodice, and a cropped hem. Complete your look with the matching skirt and sleek hoop earrings.

    Shop Matching Skirt: Tropical Babe High Slit Maxi Skirt

    Fit & Features

    • Sleeveless sweetheart neckline
    • Tie front accent
    • Tropical palm leaf print 
    • Adjustable spaghetti straps
    • Cropped hem 
    • Smocked back 
    • Composed of a gauze knit fabric 

     

    Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0619

    Category Name: Matching Sets

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's Got It Ruched Crop Top

    Serve up that wow factor in this top that stuns! Perfect for a night out with the squad, this top features a plunging surplice neckline, a cropped hem and a ruched detailing throughout. Complete your look with the matching skirt and a pair of clear heels

    Shop Matching Skirt: She's Got It Ruched Mini Skirt

    Fit & Features

    • Surplice V-neckline
    • Spaghetti straps
    • Ruching
    • Cropped hem
    • Lined mesh fabric
    • Matching skirt sold separately 

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2550

    Category Name: Matching Sets

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Tie Dye Pajama Shorts

    Keep it trendy in pajama shorts that keep your loungewear so fab! The shorts feature a tie-dye print, a high rise waist, and a cheeky fit. Complete your loungewear outfit with the matching top and cozy slides

    Shop Matching Top: Trendy Tie Dye Pajama Tank Top

    Fit & Features

    • Tie-dye print
    • High rise waist
    • 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: 07103-0372

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

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

    Keep it trendy in a pajama tank top that keeps your loungewear so fab! The tank features a tie-dye print, a scoop neckline, and a cropped hem. Complete your loungewear outfit with the matching shorts and cozy slides

    Shop Matching Shorts: Trendy Tie Dye Pajama Shorts

    Fit & Features

    • Tie-dye print
    • Scoop neckline
    • Tank-styled straps
    • Cropped hem
    • 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: 07103-0371

    Category Name: Matching Sets

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chilling With You Pajama Leggings

    Lounge at home with bae in leggings that bring cozy vibes. The pajama leggings feature a high rise waist with a drawstring to provide a customized fit and a straight tapered leg. Complete your lounge outfit with the matching pajama tank top and cozy slides

    Shop Matching Pajama Tank Top: Chilling With You Pajama Tank Top

    Fit & Features

    • High rise waist
    • Drawstring
    • Straight leg with a tapered hem
    • Knit fabric
    • Matching tank 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: 07103-0395

    Category Name: Matching Sets

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chilling With You Pajama Tank Top

    Lounge at home with bae in a cozy tank. The pajama tank top features a sleeveless scoop neckline, spaghetti straps, and a cropped hem. Complete your loungewear outfit with the matching pajama leggings and cozy slides

    Shop Matching Pajama Leggings: Chilling With You Pajama Leggings

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Cropped hem 
    • Knit fabric
    • Relaxed fit
    • Matching pajama leggings 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: 07103-0394

    Category Name: Matching Sets

    Price: $5.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy and Chill Pajama Leggings

    Keep it chill and cozy in leggings that are perfect for lounging at home in. The pajama leggings feature a high rise waist with a drawstring to provide a customized fit and a straight tapered leg. Complete your lounge outfit with the matching pajama tank top and cozy slides

    Shop Matching Pajama Tank: Cozy and Chill Pajama Tank Top

    Fit & Features

    • High rise waist
    • Drawstring
    • Straight leg with a tapered hem
    • Knit fabric
    • Matching tank 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: 07103-0397

    Category Name: Matching Sets

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale