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.

  • Party-Ready Metallic Glitter Pants

    You'll be party-ready in these fab metallic glitter pants! They feature a high-rise waist, a form-hugging fit, and flared pant legs. The glitter knit fabric offers plenty of stretch. Complete the look with the matching blazer and rhinestone statement earrings.

    Shop Matching Blazer: Party-Ready Metallic Glitter Blazer

    Fit & Features

    • High-rise waist
    • Form-hugging fit
    • Flared pant legs
    • Metallic glitter knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-0746

    Category Name: Matching Sets

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish And Chic Slinky Knit Pants

    Stylish and chic, these slinky knit pants are a must-have for a night out! They feature a high-rise waist and flowy wide pant legs. Complete the outfit with the matching crop top.

    Shop Matching Top: Stylish And Chic Slinky Knit Crop Top

    Fit & Features

    • High-rise banded waist
    • Wide pant legs
    • Flowy silhouette
    • Slinky knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-0762

    Category Name: Matching Sets

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish And Chic Slinky Knit Crop Top

    Stylish and chic, this slinky knit crop top is a must-have for a night out! It features a drape-front cowl neckline, long sleeves, a sultry lace-up back, and a cropped, form-hugging fit. Complete the outfit with the matching wide-leg pants.

    Shop Matching Bottoms: Stylish And Chic Slinky Knit Pants

    Fit & Features

    • Drape-front cowl neckline
    • Long fitted sleeves
    • Lace-up strappy back
    • Lightly padded shoulders
    • Cropped, form-hugging fit
    • Slinky knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-3942

    Category Name: Matching Sets

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Boss Babe Cropped Crepe Blazer

    Own your look with a blazer like the major boss babe you are! The blazer features a collared neckline, a multi-button front closure, lightly padded shoulders, long sleeves, and a cropped hem. The blazer is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching pants and mules. 

    Shop Matching Pants: High Waist Flared Crepe Pants

    Fit & Features

    • Collared neckline
    • Multi-button front closure
    • Lightly padded shoulder
    • Long sleeves
    • Cropped hem 
    • Lined crepe fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06202-0300

    Category Name: Matching Sets

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The One High-Rise Slit Maxi Skirt

    A high-rise maxi skirt features an asymmetrical high front slit and form-hugging silhouette. Perfect for weekend plans.

    Shop Matching Top: The One Plunge Halter Crop Top

    Fit & Features

    • Smooth knit fabric, short knit lining, moderate stretch
    • High-rise waist
    • Asymmetrical high front slit
    • Form-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1146

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Sale
  • High Waist Flared Crepe Pants

    Bring major flare with pants that are perf for creating sophisticated outfits. The pants feature a high-rise waist, a single-button with hidden zipper closure, and a straight leg with a flared hem. The pants are composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching cropped blazer and mules.

    Shop Matching Blazer: Major Boss Babe Cropped Crepe Blazer

    Fit & Features

    • High-rise waist
    • Single-button with hidden zipper closure
    • Straight leg
    • Wide-leg hem 
    • Lined crepe fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0816

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Factor Mini Skirt

    It's your time to shine in this glitter mini skirt for your next night out! It features a high-rise waist, bodycon fit, and zipper closure. The glitter knit mesh-lined fabric offers a moderate stretch. Style with the matching top.

    Shop The Matching Top: Sparkle Factor Bustier Crop Top

    Fit & Features

    • Squareneck, wide-straps
    • Corset-style bodice, hook-eye closures, flexible boning
    • Cropped hem, zipper closure
    • Glitter knit mesh-lined fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06401-0353

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkle Factor Bustier Crop Top

    It's your time to shine in this bustier crop top for your next night out! It features a square neck, wide straps, and a corset-style bodice with hook-eye closures and flexible boning. The glitter knit mesh-lined fabric offers a moderate stretch. Style with the matching skirt.  

    Shop The Matching Skirt: Sparkle Factor Mini Skirt

    Fit & Features

    • Squareneck, wide-straps
    • Corset-style bodice, hook-eye closures, flexible boning
    • Cropped hem, zipper closure
    • Glitter knit mesh-lined fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06003-1544

    Category Name: Matching Sets

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Soft And Cozy Pajama Leggings

    These adorable pajama leggings bring the soft and cozy vibes! They feature a high-rise waist with a tie-front detail and a form-hugging fit. The lightweight knit fabric offers plenty of stretch. Complete the look with the matching top.

    Shop Matching Top: Soft And Cozy Cropped Pajama Top

    Fit & Features

    • High-rise waist, elastic band
    • Adjustable tie-front detail
    • Form-hugging fit
    • Soft knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 07103-0677

    Category Name: Matching Sets

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft And Cozy Cropped Pajama Top

    This adorable pajama top brings the soft and cozy vibes! It features a V-neckline with a wrap-front design, long fitted sleeves, and a cropped, form-hugging fit. The lightweight knit fabric offers plenty of stretch. Complete the look with the matching leggings.

    Shop Matching Bottoms: Soft And Cozy Pajama Leggings

    Fit & Features

    • V-neckline
    • Wrap-front
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Soft knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 07103-0676

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleeping In Scoop Neck PJ Tank

    Hit snooze cause this pajama tank is too cozy to change out of! It features a sleeveless, scoop neck on a cropped length hem. The brushed knit fabric is soft and offers a moderate stretch. Complete your lounge look in the matching bottoms. 

    Shop The Matching Bottoms: Sleeping In Wide-Leg Pajama Pants

    Fit & Features

    • Sleeveless, thin straps
    • Scoop neck
    • Cropped hem, form-hugging fit
    • Brushed knit fabric 
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0680

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tis' The Season Fair Isle Pajama Romper Set

    Get in the holiday spirit in a pajama romper that is perfect for sipping on hot cocoa by the fireplace. It features a notched front V neckline with mini button accents, long fitted sleeves, and mid-thigh length shorts. The set includes a pair of matching crew socks. The pajama romper is composed of brushed fleece fabric that offers a relaxed fit with slight stretch. Pair look with fuzzy slippers.

    Fit & Features

    • Fair isle print
    • Notched V-neck, mini button accents
    • Long fitted sleeves
    • Mid-thigh length shorts
    • Brushed fleece fabric
    • Form hugging fit, slight stretch, runs true to size
    • Set includes pajama romper and matching socks

    Style Number/Barcode: 07103-0643

    Category Name: Matching Sets

    Price: $3.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleeping In Wide-Leg Pajama Pants

    Hit snooze cause these pajama pants is too cozy to change out of! It features a high-rise waist with a tie and a wide-leg silhouette. The brushed knit fabric is soft and offers a moderate stretch. Complete your lounge look in the matching top.

    Shop The Matching Top: Sleeping In Scoop Neck PJ Tank

    Fit & Features

    • High-rise waist with tie
    • Wide-leg silhouette
    • Brushed knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0681

    Category Name: Matching Sets

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lazy Daze High-Rise Pajama Leggings

    The perfect pajama top to unwind in after a long day! It features a high-rise elastic waistband with a tie accent and a skinny-leg design. The ribbed knit fabric offers a moderate stretch. Style with the matching top.

    Shop The Matching Pajama Top: Lazy Daze Scoop-Neck Pajama Top

    Fit & Features

    • High-rise elastic waistband with tie accent
    • Skinny-leg design
    • Form-fitting silhouette
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0679

    Category Name: Matching Sets

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lazy Daze Scoop Neck Pajama Top

    The perfect pajama top to unwind in after a long day! It features a scoop neck, long sleeves, and a cropped hem. The ribbed knit fabric offers a moderate stretch. Style with the matching bottoms.

    Shop Matching Pajama Leggings: Lazy Daze High-Rise Pajama Leggings

    Fit & Features

    • Long sleeves
    • Scoop neck
    • Cropped hem
    • Form-fitting design
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0678

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sandy Shores Tropical Floral Crop Top

    This vibrant tropical floral crop top will transport you to the sandy shores of a tropical paradise. With its stunning print and strapless neckline, this crop top is perfect for any summer occasion. Pair with the matching skirt.

    Fit & Features

    • Tropical floral print, stretchy knit fabric
    • Strapless neckline
    • Fitted crop hem
    • Runs true to size

     

    Shop the Matching Skirt: Sandy Shores Tropical Floral Maxi Skirt

    Style Number/Barcode: 06001-000141

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chilling With You Chenille Joggers

    Chill out with bae in these cute PJ joggers! The joggers feature a high rise waist, a skinny straight leg, and a tapered cuffed hem. The pajama joggers are composed of a soft-to-the-touch chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching pajama tank.

    Shop Matching Pajama Tank: Chilling With You Chenille PJ Tank

    Fit & Features

    • High rise waist
    • Straight leg
    • Tapered cuff hem
    • Chenille knit fabric
    • Relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0638

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chilling With You Chenille PJ Tank

    Chill out with bae in this cute PJ tank! The tank features a sleeveless scoop neckline, spaghetti straps, and a cropped hem. The pajama tank is composed of a soft-to-the-touch chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching joggers.

    Shop Matching Pajama Joggers: Chilling With You Chenille Joggers

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Cropped hem 
    • Chenille knit fabric 
    • Relaxed fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 07103-0637

    Category Name: Matching Sets

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Stunner Glitter Mini Skirt

    Catch glances the second you walk in wearing this mini skirt! It's designed with a high-rise waist, ruching, glitter, and a mini-length hem. The lined mesh fabric offers a moderate stretch. Complete look with the matching ruched crop top.

    Shop Matching Crop Top: Party Stunner Glitter Crop Top

    Fit & Features

    • High-rise waist, elastic band
    • Ruching
    • Glitter
    • Mini-length hem
    • Lined mesh fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0465

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Party Stunner Glitter Crop Top

    Catch glances the second you walk in wearing this glitter tank! It's designed with bungee spaghetti straps, a square neckline, and a ruched bodice along the cropped hem. The lined mesh fabric offers a moderate stretch. Pair with the matching skirt.

    Shop Matching Bottoms: Party Stunner Glitter Mini Skirt

    Fit & Features

    • Bungee spaghetti straps
    • Square neckline
    • Ruched bodice, cropped hem
    • Glitter mesh fabric, knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3583

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfect In Plaid Crop Tank

    It's the season for plaid and this crop top is perfect for it. It features a sleeveless, square neckline with wide straps and a fitted, crop hem. Style with the matching bottoms. 

    Shop The Matching Bottoms: Perfect In Plaid High-Rise Pants

    Fit & Features

    • Sleeveless, square neckline
    • Wide straps
    • Plaid print
    • Fitted, crop hem 
    • Cotton fabric with moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-1573

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfect In Plaid High-Rise Pants

    It's the season for plaid and this crop top is perfect for it. It features a sleeveless, square neckline with wide straps and a fitted, crop hem. Style with the matching bottoms. 

    Shop The Matching Top: Perfect In Plaid Crop Tank

    Fit & Features

    • High-rise elasticized waist
    • Faux zipper pockets
    • Plaid print
    • Skinny-leg design
    • Cotton fabric with moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-0413

    Category Name: Matching Sets

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Greek Mystique Pajama Biker Shorts

    It's no secret that this pajama biker short will be your favorite! It features a high-rise elastic waist, Greek key print, and a long-length hem. Complete your lounge look with a matching bralette.

    Shop Matching Bralette: Greek Mystique Pajama Bralette

    Fit & Features

    • High-rise elastic waist
    • Long length hem
    • Greek key print
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0675

    Category Name: Matching Sets

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Greek Mystique Pajama Bralette

    It's no secret that this pajama bralette will be your favorite! It features a plunge V-neck with surplice accent, elasticized band, and adjustable straps. Complete your lounge look with matching shorts.

    Shop Matching Biker ShortsGreek Mystique Pajama Biker Shorts

    Fit & Features 

    • Plunge V-neck
    • Surplice accent
    • Elasticized band
    • Adjustable spaghetti straps
    • Greek key print
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07107-0658

    Category Name: Matching Sets

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale