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.

  • 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
  • High Shine Sequin Mini Skirt

    Made to make a statement, this high-rise skirt features a shimmering sequin fabrication and a flattering mini hem. Pair with the matching top to complete the look!

    Fit & Features

    • Sequin knit fabrication, stretchy knit lining
    • High-rise waist
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

     

    Shop The Matching Top: High Shine Sequin Tube Top

    Style Number/Barcode: 06501-000005

    Category Name: Matching Sets

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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:
    • Ships Free
  • 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

    Product Badge:
    • Ships Free
  • 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
  • Romance Me Floral Jacquard Maxi Skirt

    Show up to date night looking sweet and chic in this maxi skirt designed with floral jacquard mesh fabric. Style with the matching corset top for all the compliments.

    Shop Matching Top: Romance Me Floral Jacquard Corset Top

    Fit & Features

    • Floral jacquard mesh fabric
    • High-rise waist
    • Hip-hugging fit, flowy fit toward the hem
    • Maxi-length draped hem
    • Runs true to size

    Style Number/Barcode: 06501-1121

    Category Name: Matching Sets

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: L

    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

    Product Badge:
    • Ships Free
  • 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
  • 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

    Product Badge:
    • Ships Free
  • Boho Muse Lace-Up Embroidered Crop Top

    Channel that boho babe vibe in this lace embroidered crop top with a trendy lace-up front design. Style with the matching mini skirt for festival season!

    Shop Matching Bottoms: Boho Muse Lace Embroidered Mini Skirt

    Fit & Features

    • Lined sheer mesh fabric with lace embroidery
    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Front lace-up design
    • Smocked back, zipper closure
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2746

    Category Name: Matching Sets

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: L

    Product Badge:
    • Part of a Set