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.

  • 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

    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: 07305-0150

    Category Name: Matching Sets

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

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

    Product Badge:
    • Ships Free
  • 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:
    • Ships Free
  • 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
  • Way She Moves Striped Midi Skirt

    This striped midi skirt has entered the girl's vacay chat! Boasting a sexy bodycon silhouette and mid-rise waist, you'll be the hit of the trip. Pair with the matching top to complete the look!

    Shop Matching Top: Way She Moves Striped Bra Top

    Fit & Features

    • Striped print, scalloped trim, stretchy knit fabric
    • Mid-rise waist
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06401-0743

    Category Name: Matching Sets

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Cozy and Chill Pajama Tank Top

    Keep it chill and cozy in a tank that is perfect for lounging at home in. The tank features a sleeveless scoop neckline, sleek spaghetti straps, and a cropped hem. Complete your look with the matching leggings and cozy slides

    Shop Matching Pajama Leggings: Cozy and Chill 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: 07103-0396

    Category Name: Matching Sets

    Price: $12.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blossom Beauty Floral Ruffled Skort

    Blossom beautifully in this floral ruffled skort for a flirty spring season vibe! Pair with the matching top to complete the look.

    Shop Matching Top: Blossom Beauty Floral Halter Corset Top

    Fit & Features

    • Floral print, woven fabric 
    • High-rise stretchy smocked waistband
    • Ruffled tiered silhouette
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-1098

    Category Name: Matching Sets

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tropical Palm Leaf Tube Top

    Get set for the tropics in this top that will transport you to an island fantasy. This vacation-ready tube top features a straight neckline and a tropical palm-leaf print. Complete your Insta-ready look with the matching skirt and statement earrings

    Shop Matching Maxi Skirt: Tropical Palm Leaf High Slit Maxi Skirt

    Fit & Features

    • Sleeveless straight neckline
    • Tropical palm leaf print
    • Cropped hem 
    • Smooth knit fabric, form-hugging fit
    • Runs true to size
    • Matching skirt sold separately 

    Style Number/Barcode: 06001-3491

    Category Name: Matching Sets

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Falling For You Floral Mini Skirt

    They will be falling for you hard when you step out in this smocked mini skirt. Don’t forget to pick up the matching crop top to complete the look!

    Shop the Matching Top: Falling For You Floral Crop Top

    Fits & Features

    • Ditsy Floral Print
    • Smocked
    • Ruffle Hem

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

    Style Number/Barcode: 06301-0040

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tropical Palm Leaf High Slit Maxi Skirt

    Get set for the tropics in this skirt that will transport you to an island fantasy. The skirt features a high rise waist, a tropical palm-leaf print, and a maxi silhouette with a dramatic high slit to show off a hint of leg. Complete look with matching top and statement earrings.

    Shop Matching Crop Top: Tropical Palm Leaf Tube Top

    Fit & Features

    • High rise waist
    • Tropical floral print
    • Maxi length silhouette
    • High side slit
    • 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: 06501-0225

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance