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.

  • Vacay Mode Flowy Kimono

    Get ready for your weekend getaway with this effortlessly chic kimono. It features three-quarter length kimono-style sleeves, an open front with a draped design, and a flowy, relaxed-fitting silhouette. Style this kimono with the matching bandeau top and shorts.

    Shop Matching Top: Vacay Mode Bandeau Top

    Shop Matching Bottoms: Vacay Mode Flowy Shorts

    Fit & Features

    • Three-quarter length kimono-style sleeves
    • Open front, draped design
    • Flowy, relaxed-fitting silhouette
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 06204-1046

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Basic Seamless Bralette

    This chic seamless bralette is the elevated basic you need in your life! It features a sleeveless scoop neckline, dual bungee spaghetti straps, and a cropped, form-hugging fit. Style this bralette with the matching shorts for an effortless loungewear look.

    Shop Matching Bottoms: Elevated Basic Seamless Shorts

    Fit & Features

    • Sleeveless scoop neckline
    • Dual bungee spaghetti straps
    • Cropped, form-hugging fit
    • Seamless ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 07107-0620

    Category Name: Matching Sets

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Basic Seamless Shorts

    These chic seamless shorts are the elevated basic you need in your life! They feature a biker short design with a high-rise waist and a mid-thigh length, form-hugging fit. Style these shorts with the matching bralette for an effortless loungewear look.

    Shop Matching Bralette: Elevated Basic Seamless Bralette

    Fit & Features

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

    Style Number/Barcode: 07103-0627

    Category Name: Matching Sets

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Sensation Off-The-Shoulder Top

    Keep it sensational in a floral top this season! The top features an off-the-shoulder neckline, a sweetheart bust with ruching, short sleeves, a ditsy floral print, and a cropped hem. Complete look with the matching high waist pants.

    Shop Matching Pants: Floral Sensation High Waist Pants

    Fit & Features

    • Off-the-shoulder neckline
    • Sweetheart bust
    • Ruching 
    • Short sleeves
    • Stretchy knit fabric, ditsy floral print
    • Cropped hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-3471

    Category Name: Matching Sets

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Thing Leopard Pajama Shorts

    Show off your wild side with pajama shorts that keep it fierce! The shorts feature a high-rise waist, a leopard print, and a mid-thigh length. Complete look with the matching pajama tank. 

    Shop Matching Tank: Wild Thing Leopard Pajama Tank

    Fit & Features

    • High rise waist
    • Leopard print
    • Mid-thigh length 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0625

    Category Name: Matching Sets

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Mood Snake Print Faux Suede Mini Skirt

    Elevated and oh-so-chic, this faux suede mini skirt has a trendy snake print that will dress up your everyday 'fits. It features a high-rise waist, a mini-length hem, and a form-hugging fit to showcase your curves. Style with the matching trench coat!

    Shop Matching Jacket: Chic Mood Snake Print Faux Suede Trench Coat

    Fit & Features

    • Snake-printed faux suede fabric with knit lining, minimal stretch
    • High-rise waist
    • Side zipper with hook-eye closure
    • Mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-0700

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Thing Leopard Pajama Tank

    Show off your wild side with a pajama tank that keeps it fierce! The tank features a sleeveless crew neckline with a racer bust, a leopard print, and a cropped hem. Complete look with the matching pajama shorts. 

    Shop Matching Pajama Shorts: Wild Thing Leopard Pajama Shorts

    Fit & Features

    • Sleeveless crew neckline
    • Racer bust
    • Leopard print
    • Cropped hem
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0624

    Category Name: Matching Sets

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Mood Ditsy Tie-Front Top

    Channel a floral mood with this tie-front top! The top features a plunging V-neckline, a tie-front, short sleeves, a cropped hem, and a ditsy floral print. Complete the look with the matching flared pants.

    Shop Matching Pants: Floral Mood Ditsy Flared Pants

    Fit & Features

    • V-neckline
    • Tie-front
    • Short sleeves
    • Cropped hem, form-hugging fit
    • Ditsy floral print
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06202-0190

    Category Name: Matching Sets

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Mood Ditsy Flared Pants

    Channel a floral mood with flared pants that keep your look on point! The pants feature a high-rise waist, a straight leg fit with a flared hem, and a ditsy floral print. Complete the look with the matching tie-front top.

    Shop Matching Top: Floral Mood Ditsy Tie-Front Top

    Fit & Features

    • High-rise waist
    • Straight leg fit
    • Flared hem
    • Ditsy floral print
    • Form-hugging fit
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-0575

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropic Dreams Tie Front Top

    Set off on those tropical dreams in a cute tie-front top! The top features a plunging V-neckline, tie-front accent, long sleeves, and a tropical palm leaf print. The top is composed of a sheer mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching maxi skirt. 

    Shop Matching Skirt: Tropic Dreams Mesh Maxi Skirt

    Fit & Features

    • Plunging V-neckline
    • Tie-front accent 
    • Long sleeves
    • Tropical palm leaf print
    • Mesh fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06202-0180

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropic Dreams Mesh Maxi Skirt

    Set off on those tropical dreams with a cute maxi skirt! The skirt features a high-rise waist, a tropical palm leaf print, and a maxi-length silhouette with a high side slit. Includes a mini skirt-length knit lining. Complete look with the matching tie-front top. 

    Shop Matching Top: Tropic Dreams Tie Front Top

    Fit & Features

    • High rise waist
    • Tropical palm print
    • Maxi length, high side slit
    • Miniskirt length knit lining
    • Sheer mesh fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0415

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Stunning Asymmetrical Maxi Skirt

    Keep it so stunning with a stylish maxi skirt! The skirt features a high-rise waist, an asymmetrical high side slit, and a maxi-length silhouette. The skirt is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching tube top.

    Shop Matching Top: So Stunning Ruched Tube Top

    Fit & Features

    • High-rise waist, elastic waistband
    • Asymmetrical high side slit
    • Maxi-length silhouette 
    • Ribbed knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06501-0428

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Stunning Ruched Tube Top

    Keep it so stunning with a stylish tube top! The top features a sleeveless sweetheart neckline with a ruched center and an asymmetrical cropped hem. The top is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching maxi skirt.

    Shop Matching Maxi Skirt: So Stunning Asymmetrical Maxi Skirt

    Fit & Features

    • Sleeveless sweetheart neckline
    • Ruched center 
    • Asymmetrical cropped hem 
    • Ribbed knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3391

    Category Name: Matching Sets

    Price: $2.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Look At Her Cross Back Crop Top

    Have them marvel at you in this pretty crop top! The top features a sleeveless square neckline, spaghetti straps that lead to a cross-back design, and a cropped hem. Complete look with the matching skirt. 

    Shop Matching Skirt: Look At Her Ruffled Mini Skirt

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cross-back 
    • Cropped hem
    • Crepe fabric 
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-3463

    Category Name: Matching Sets

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Look At Her Ruffled Midi Skirt

    Have them marvel at you in this pretty midi skirt! The skirt features an elastic high-rise waist, an asymmetrical hem, and a ruffled trim. Complete look with the matching crop top and wedges.

    Shop Matching Crop Top: Look At Her Cross Back Crop Top

    Fit & Features

    • Elastic high-rise waist
    • Asymmetrical hem
    • Ruffled trim 
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-0436

    Category Name: Matching Sets

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tie Dye Glam High Waist Flared Pants

    Keep it glam with tie-dye pants! The pants feature a high-rise waist, pastel tie-dye pattern, and a straight leg with a flared hem. Complete look with the matching tie front top and platforms. 

    Shop Matching Top: Tie Dye Glam Tie Front Top

    Fit & Features

    • High rise waist
    • Pastel tie-dye
    • Straight leg
    • Flared hem
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06502-0595

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Falling For Floral Tapestry Cropped Jacket

    You'll fall for this floral tapestry cropped jacket! It features a classic design with a collared neckline, button-down front, and dual pockets to hold your essentials. Complete the look with the matching mini skirt.

    Fit & Features

    • Jacquard woven lined fabric, no stretch
    • Collared neckline
    • Multi-button down front, dual pockets 
    • Long sleeves
    • Floral print 
    • Cropped hem
    • Runs true to size


    Shop Matching Mini Skirt: Falling For Floral Tapestry Cargo Mini Skirt

    Style Number/Barcode: 06204-1823

    Category Name: Matching Sets

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tie Dye Glam Tie Front Top

    Keep it glam with a tie-dye top! The top features a plunging V-neckline, tie-front accent, spaghetti straps, tie-dye print, and a cropped hem. Complete look with the matching pants. 

    Shop Matching Pants: Tie Dye Glam High Waist Flared Pants

    Fit & Features

    • Sleeveless V-neckline
    • Tie-front accent 
    • Spaghetti straps
    • Tie-dye print
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-3461

    Category Name: Matching Sets

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Seamless Ribbed Bralette

    Chic and seamless, this ribbed bralette is a must-have for achieving that effortlessly stylish look! It features a sleeveless square neckline, tank shoulder straps, a low square back, and a form-hugging fit. Pair this bralette with the matching biker shorts and casual sneakers.

    Shop Matching Bottoms: Chic And Seamless Ribbed Biker Shorts

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Low square back
    • Form-hugging fit
    • Seamless ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 07107-0609

    Category Name: Matching Sets

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Seamless Ribbed Biker Shorts

    Chic and seamless, these ribbed biker shorts are a must-have for achieving that effortlessly stylish look! They feature a high-rise waist and a mid-thigh length, form-hugging fit. Pair these shorts with the matching bralette and casual sneakers.

    Shop Matching Bralette: Chic And Seamless Ribbed Bralette

    Fit & Features

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

    Style Number/Barcode: 07103-0604

    Category Name: Matching Sets

    Price: $9.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summertime Stunner Maxi Skirt

    Showcase stunning looks on your summer vacay in this maxi skirt! It features a high-rise waist, dual thigh-high front slits, and a floor-length flowy silhouette. The lightweight gauze fabric has a trendy tropical leaf print, a perf look for a getaway! Style this skirt with the matching top.

    Shop Matching Top: Summertime Stunner Crop Top

    Fit & Features

    • High-rise waist, elastic banded back
    • Dual thigh-high front slits
    • Floor-length flowy silhouette
    • Gauze fabric, tropical leaf print, knit lining
    • Runs true to size

    Style Number/Barcode: 06301-0079

    Category Name: Matching Sets

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summertime Stunner Crop Top

    Showcase stunning looks on your summer vacay in this crop top! It features a sleeveless V-neckline with a tie-front detail, adjustable spaghetti straps, and a cropped, form-hugging fit. The lightweight gauze fabric has a trendy tropical leaf print, a perf look for a getaway! Style this top with the matching skirt.

    Shop Matching Bottoms: Summertime Stunner Maxi Skirt

    Fit & Features

    • Sleeveless V-neckline
    • Tie-front
    • Adjustable spaghetti straps
    • Stretchy smocked back
    • Cropped, form-hugging fit
    • Gauze fabric, tropical leaf print
    • Runs true to size

    Style Number/Barcode: 06003-1299

    Category Name: Matching Sets

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Crochet Cutie Mini Skirt

    Live out your boho dreams in this cute crochet mini skirt! The skirt features a high-rise waist, drawstring, a crochet knit pattern throughout, and a mini-length silhouette. Complete look with the matching crop top.

    Shop Matching Crop Top: Crochet Cutie Triangle Crop Top

    Fit & Features

    • High rise waist
    • Drawstring
    • Crochet knit
    • Mini length silhouette
    • Form hugging fit, runs true to size
    • Skirt is unlined
    • Bikini bottoms pictured not included

    Style Number/Barcode: 06501-0355

    Category Name: Matching Sets

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Dreams Paisley Print Headwrap

    Channel those dreamy vibes with a paisley headwrap that keeps tresses relaxed and stylish. The headwrap is composed of mesh fabric and has an oversized-fit wrap-around design. Complete the look with the matching swim cover-up, bikini top, and bikini bottoms.

    Shop Matching Swim Coverup: Bohemian Dreams Ruched Paisley Print Swim Coverup

    Shop Matching Bikini Top: Bohemian Dreams Paisley Print Bikini Top

    Shop Matching Bikini Bottoms: Bohemian Dreams Paisley Print Bikini Bottoms

    Fit & Features

    • Wrap-around design
    • Paisley print
    • Mesh material

    Style Number/Barcode: 07305-0301

    Category Name: Matching Sets

    Price: $8.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free