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.

  • Luxe Wonder Flocked Velvet Floral Midi Skirt

    Turn heads in the luxe wonder flocked velvet floral midi skirt. With a high side slit and mid-rise waist, it's perfect for flaunting your style. Pair it with the matching halter top for extra glam.

    Fit & Features

    • Lined mesh fabrication
    • Mid-rise waist
    • Flocked floral velvet pattern
    • High side slit
    • Midi length hem
    • Runs true to size


    Shop Matching Top: Luxe Wonder Flocked Velvet Floral Halter Top

    Style Number/Barcode: 06501-1090

    Category Name: Matching Sets

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Ready Tie-Front Bandeau Crochet Crop Top

    Heading on vacation? Don't forget to grab this vacay ready strapless crochet bandeau crop top with a sultry tie-front closure. Pair with the matching skirt and your fave shades!

    Fit & Features

    • Crochet fabric, stretchy knit lining
    • Strapless neckline
    • Tie-front closure
    • Ultra-cropped hem
    • Runs true to size 

     

    Shop The Matching Skirt: Vacay Ready High Rise Crochet Maxi Skirt

    Style Number/Barcode: 06003-2777

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Darling Ditsy Floral Mini Skirt

    Get a darling and chic look with this ditsy floral mini skirt that is perf for summer! It features a flattering high-rise waist, a short, curve-hugging fit with a ruffled hem, and a smocked design. Complete the outfit with the matching tube top for weekend brunches with the girls.

    Shop Matching Top: So Darling Ditsy Floral Tube Top

    Fit & Features

    • High-rise waist
    • Mini-length, form-fitting silhouette
    • Ruffled hem
    • Smocked woven fabric
    • Ditsy floral print
    • Runs true to size

    Style Number/Barcode: 06301-0098

    Category Name: Matching Sets

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Basic Cropped Tank

    Your style can be basic and still so chic with this on-trend cropped tank! It features a sleeveless square neckline, a cropped, form-hugging fit, and is composed of a lightweight brushed knit fabric with plenty of stretch. Style this top with the matching midi skirt.

    Shop Matching Bottoms: Chic And Basic Ruched Midi Skirt

    Fit & Features

    • Sleeveless square neckline
    • Cropped, form-hugging fit
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-3635

    Category Name: Matching Sets

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Darling Ditsy Floral Tube Top

    Get a darling and chic look with this ditsy floral tube top that is perf for summer! It features a strapless sweetheart neckline, a cute tie-front detail, a cropped, form-hugging fit, and a smocked design. Complete the outfit with the matching mini skirt for weekend brunches with the girls.

    Shop Matching Bottoms: So Darling Ditsy Floral Mini Skirt

    Fit & Features

    • Strapless sweetheart neckline
    • Tie-front
    • Cropped, form-hugging fit
    • Smocked woven fabric
    • Ditsy floral print
    • Runs true to size

    Style Number/Barcode: 06003-1548

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Basic Ruched Midi Skirt

    Your style can be basic and still so chic with this on-trend midi skirt! It features a high-rise waist, ruched side detailing, a mid-length, curve-hugging silhouette, and is composed of a brushed knit fabric with plenty of stretch. Style this skirt with the matching cropped tank.

    Shop Matching Top: Chic And Basic Cropped Tank

    Fit & Features

    • High-rise waist, elastic band
    • Ruched side detailing
    • Mid-length, form-hugging fit
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0475

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Level Up Snake Ruched Mini Skirt

    Level up your night with a chic mini skirt! The skirt features a high-rise waist, a snake print, dual ruched drawstrings, and a mini-length silhouette. Complete look with the matching crop top. 

    Shop Matching Crop Top: Level Up Snake Crop Top

    Fit & Features

    • High rise waist
    • Dual ruched drawstrings
    • Snake print
    • Mini length silhouette
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0417

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Mood Cropped Blazer

    Channel a plaid mood with a cute blazer! The blazer features a collared neckline, long sleeves, a double-breast button design, and a semi-cropped hem. The blazer is composed of Ponte-like woven fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching mini skirt. 

    Shop Matching Mini Skirt: Plaid Mood High Slit Mini Skirt

    Fit & Features

    • Collared neckline, lapel accent
    • Long sleeves
    • Double-breasted button design 
    • Semi-cropped hem
    • Ponte-like knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06204-1080

    Category Name: Matching Sets

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plaid Mood High Slit Mini Skirt

    Channel a plaid mood with a cute mini skirt! The skirt features a plaid print, a high-rise waist, a mini side slit, and a mini-length silhouette. The skirt is composed of a ponte knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching blazer and a blouse. 

    Shop Matching Blazer: Plaid Mood Cropped Blazer

    Fit & Features

    • Plaid print
    • High rise waist
    • Mini side slit
    • Ponte knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0339

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Minimal Chic Seamless Pajama Cami

    Keep it minimal with a pajama cami that is cozy and chic! The cami features a sleeveless scoop neckline, adjustable spaghetti straps, and a cropped hem. The cami is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching pajama biker shorts. 

    Shop Matching Biker Shorts: Minimal Chic Seamless Pajama Biker Shorts

    Fit & Features

    • Sleeveless scoop neckline
    • Adjustable spaghetti straps
    • Cropped hem
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0630

    Category Name: Matching Sets

    Price: $7.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Sequins High Waist Skirt

    Keep it sassy with a sparkling sequin skirt! The skirt features a high-rise waist, dazzling sequins, and a mini-length silhouette. The skirt is composed of a lined mesh fabric that offers a form hugging fit with minimal stretch. Complete look with the matching bustier.

    Shop Matching Bustier: Sassy Sequins Cropped Bustier

    Fit & Features

    • High rise waist
    • Sequins
    • Mini length silhouette
    • Lined mesh fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0433

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Fierce Leopard Print Denim Shacket

    Fit & Features

    • Leopard-printed denim fabric
    • Collared neckline
    • Chest pockets
    • Button-down closure
    • Long sleeves with single-button cuff
    • Oversized fit

     

    Shop Matching Mini Skirt: Feeling Fierce Leopard Print Denim Mini Skirt

    Style Number/Barcode: 06203-0566

    Category Name: Matching Sets

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Sequins Cropped Bustier

    Keep it sassy with a sparkling sequin bustier! The bustier features sequins, a sleeveless sweetheart neckline, padded cups, bungee spaghetti straps, and a cropped hem. The bustier is composed of a lined mesh fabric that offers a form hugging fit with minimal stretch. Complete look with the matching mini skirt. 

    Shop Matching Mini Skirt: Sassy Sequins High Waist Skirt

    Fit & Features

    • Sleeveless sweetheart neckline
    • Padded cups
    • Bungee spaghetti straps
    • Cropped hem 
    • Sequins
    • Lined mesh fabric 
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 06001-3459

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Minimal Chic Seamless Pajama Biker Shorts

    Keep it minimal with pajama biker shorts that are cozy and chic! The shorts feature a high-rise waist, mid-thigh length, and a seamless body throughout. The shorts are composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching pajama cami. 

    Shop Matching Cami: Minimal Chic Seamless Pajama Cami

    Fit & Features

    • High rise waist
    • Mid-thigh length 
    • Seamless 
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0631

    Category Name: Matching Sets

    Price: $8.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Polished Glam Oversized Plaid Blazer

    Keep it polished with a blazer that brings that sophisticated glamour. The blazer features a plaid print, a collared neckline with a lapel accent, a multi-button down front, front pockets, long sleeves, and an oversized fit. The blazer is composed of a woven fabric that offers a relaxed fit with slight stretch. Complete look with the matching bustier and jeans. 

    Shop Matching Bustier: Polished Glam Cropped Plaid Bustier

    Fit & Features

    • Collared neckline, lapel accent
    • Multi-button down front
    • Front pockets
    • Long sleeves
    • Oversized fit
    • Woven fabric 
    • Relaxed fit, slight stretch, runs true to size

    Style Number/Barcode: 06204-0979

    Category Name: Matching Sets

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Polished Glam Cropped Plaid Bustier

    Keep it polished with a bustier that brings that sophisticated glamour. The bustier features a plaid print, a sleeveless V-neckline, tank shoulder straps, and a cropped hem. The bustier is composed of a woven fabric that offers a relaxed fit with slight stretch. Complete look with the matching blazer and jeans.

    Shop Matching Blazer: Polished Glam Oversized Plaid Blazer

    Fit & Features

    • Sleeveless V-neckline
    • Tank shoulder straps
    • Cropped hem
    • Plaid print
    • Woven fabric
    • Form hugging fit, slight stretch
    • Runs true to size

    Style Number/Barcode: 06003-1358

    Category Name: Matching Sets

    Price: $4.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Polka Dot Perfection Mini Skirt

    Keep it cute with the perfect mini skirt that brings those stylish vibes! The skirt features a high-rise waist, a polka dot pattern, and a mini-length silhouette. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: Polka Dot Perfection Crop Top

    Fit & Features

    • High rise waist 
    • Polka dot pattern 
    • Mini length silhouette
    • Smooth knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0429

    Category Name: Matching Sets

    Price: $7.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Polka Dot Perfection Crop Top

    Keep it cute with the perfect crop top that brings those stylish vibes! The top features a plunging V-neckline, short sleeves, a tie-front hem, and a polka dot pattern. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top.

    Shop Matching Mini Skirt: Polka Dot Perfection Mini Skirt

    Fit & Features

    • V-neckline
    • Short puff sleeves
    • Tie-front hem
    • Polka dot pattern
    • Smooth knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3403

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Minimal Vibes Cinched Pajama Shorts

    Channel those minimal vibes with pajama shorts that keep your lounge look lowkey! The shorts feature a high-rise waist, dual ruched drawstrings, and a cheeky fit. Complete look with the matching pajama tank. 

    Shop Matching Pajama Tank: Minimal Vibes Pajama Tank

    Fit & Features 

    • High rise waist
    • Dual ruched drawstrings
    • Cheeky fit
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0619

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish And Seamless Biker Shorts

    Stylish and seamless, these biker shorts are a closet staple. They feature a flattering high-rise banded waist and a mid-thigh length, form-hugging fit. Complete the outfit with the matching longline bralette for the perf loungewear look.

    Shop Matching Bralette: Stylish And Seamless Longline Bralette

    Fit & Features

    • High-rise banded waist
    • Mid-thigh length, form-hugging fit
    • Seamless ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 07103-0661

    Category Name: Matching Sets

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Seamless Longline Bralette

    Stylish and seamless, this longline bralette is a closet staple. It features a sleeveless V-neckline, tank shoulder straps, and a cropped, form-hugging fit. Complete the outfit with the matching biker shorts for the perf loungewear look.

    Shop Matching Bottoms: Stylish And Seamless Biker Shorts

    Fit & Features

    • Sleeveless V-neckline
    • Tank shoulder straps
    • Cropped, form-hugging fit
    • Seamless knit fabric
    • Runs true to size

    Style Number/Barcode: 07107-0641

    Category Name: Matching Sets

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Basics Ribbed Pajama Pants

    Slay in basics with pajama pants that are part stylish, part comfy. The pants feature a high-rise waist, drawstring, and a straight leg that leads to a flared hem. The pants are composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching pajama tank. 

    Shop Matching Pajama Tank: Cozy Basics Ribbed Pajama Tank

    Fit & Features

    • High rise waist
    • Drawstring
    • Straight leg, flared hem
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0598

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Allure Flocked Floral Knit Mini Skirt

    Shop Matching Top: Luxe Allure Flocked Floral Knit Bustier Top

    Fit & Features

    • Knit lined fabric with velvet flocked floral pattern
    • High-rise waist
    • Mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-1082

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Cozy Basics Ribbed Pajama Tank

    Slay in cozy basics with a pajama tank that is part stylish, part comfy. The tank features a sleeveless square neckline, tank shoulder straps that lead to a racerback, and a cropped hem. The tank is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching pants. 

    Shop Matching Pajama Pants: Cozy Basics Ribbed Pajama Pants

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps, racerback 
    • Cropped hem
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0597

    Category Name: Matching Sets

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale