Matching Sets

Show filters
Sort:
Size
Color
Price
All filters
Sort
Loading...

Product Recommendations

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.

  • Trendy Textures High Waist Shorts

    Keep it trendy with shorts that are perf for lounging in. The shorts feature a high-rise waist, a mid-thigh length, and a cheeky fit. The shorts are composed of a waffle-knit fabric that offers a relaxed fit with slight stretch. Complete look with the matching tank top and matching duster.

    Shop Matching Tank Top: Trendy Textures Cropped Tank

    Shop Matching Duster: Trendy Textures Long Duster

    Fit & Features

    • High rise waist
    • Mid-thigh length 
    • Cheeky fit
    • Waffle knit fabric
    • Relaxed fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06503-0214

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Escape Tropical Print Tie-Front Top

    Escape to your dream vacay in this tropical print tie-front top offering flowy short sleeves and a cropped, relaxed fit. Style with the matching palazzo pants and your fave sandals.

    Shop Matching Bottoms: Sunny Escape Tropical Print Palazzo Pants

    Fit & Features

    • Woven fabric
    • Tropical print
    • Plunging V-neckline
    • Flowy short sleeves
    • Tie-front design
    • Cropped hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-000002

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wanderlust Beauty Smocked Tube Top

    You're a total wanderlust beauty, and this boho-chic top is a must for you! The top features a bohemian-print, a sleeveless sweetheart neckline, a twist-front accent, and a cropped hem. The top is composed of a stretchy smocked knit fabric that offers a relaxed fit with a moderate stretch. Complete look with flared bohemian pants.

    Shop Matching Flared Pants: Wanderlust Beauty Flared Pants

    Fit & Features

    • Sleeveless sweetheart neckline
    • Twist-front accent
    • Cropped hem
    • Bohemian print
    • Smocked knit fabric
    • Relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3194

    Category Name: Matching Sets

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Low Profile Sleeveless Crop Top

    Keep a low profile in a crop that is perf for those casual days! The crop features a sleeveless scoop neckline, supportive tank shoulder straps, and elastic smocked cropped hem. The crop top is composed of a cotton knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching joggers and sneakers. 

    Shop Matching Joggers: Low Profile High Waist Cargo Joggers

    Fit & Features

    • Sleeveless scoop neckline
    • Tank shoulder straps
    • Elastic cropped hem
    • Form hugging fit
    • Moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3242

    Category Name: Matching Sets

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Low Profile High Waist Cargo Joggers

    Keep a low profile in joggers that are perf for those casual days! The joggers feature a high-rise waist, drawstring waist, cargo pockets, and a straight tapered leg with an elastic hem. The joggers are composed of a cotton knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching crop top and sneakers for that effortless look. 

    Shop Matching Crop Top: Low Profile Sleeveless Crop Top

    Fit & Features

    • High rise waist
    • Drawstring waist
    • Cargo pockets
    • Straight tapered leg
    • Elastic hem
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0530

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ditsy Floral Ruffled Pajama Shorts

    Keep it fresh and sweet with pajama shorts that are too adorable! The shorts an elastic mid-rise waist, a drawstring, a ruched high rise, a ditsy floral print, and a ruffled hem. The shorts are composed of a lightweight woven fabric that offers a relaxed fit with slight stretch. Complete look with the matching pajama tank. 

    Shop Matching Pajama Tank: Ditsy Floral Cropped Pajama Tank

    Fit & Features

    • Elastic mid-rise waist
    • Drawstring
    • Ruched high rise
    • Ditsy floral print
    • Ruffled hem
    • Cheeky bottom
    • Relaxed fit, slight stretch, runs true to size

    Style Number/Barcode: 07103-0510

    Category Name: Matching Sets

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ditsy Floral Cropped Pajama Tank

    Keep it fresh and sweet with a pajama tank that is too adorable! The tank features a sleeveless sweetheart neckline, center drawstring, ruched center, adjustable spaghetti straps, a ditsy floral print, and a cropped hem. 

    Shop Matching Pajama Shorts: Ditsy Floral Ruffled Pajama Shorts

    Fit & Features

    • Sleeveless sweetheart neckline
    • Center drawstring, ruched center
    • Adjustable spaghetti straps 
    • Ditsy floral print
    • Cropped hem 
    • Relaxed fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0509

    Category Name: Matching Sets

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ditsy Floral Darling Tie Front Crop Top

    Keep it darling with a cute tie front top that puts you in a fab mood! The top features a sweetheart neckline with a tie front accent, short puff sleeves, a ditsy floral print, and a cropped hem. Complete look with the matching skirt. 

    Shop Matching Skirt: Ditsy Floral Darling High Waist Ruffled Skirt

    Fit & Features

    • Sweetheart neckline
    • Tie-front 
    • Short sleeves
    • Ditsy floral print
    • Cropped hem 
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-1257

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ditsy Floral Darling High Waist Ruffled Skirt

    Keep it darling with a cute skirt that puts you in a fab mood. The skirt features a high-rise waist, a ditsy floral print, and a mini-length silhouette with a ruffled hem. Complete look with the matching top and mules. 

    Shop Matching Top: Ditsy Floral Darling Tie Front Crop Top

    Fit & Features

    • High rise waist
    • Ditsy floral print
    • Ruffled hem
    • Mini length silhouette
    • Form hugging fit 
    • Runs true to size 

    Style Number/Barcode: 06401-0308

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scene Stealer High Waist Pants

    Step into the spotlight with pants that draw all eyes on you! The pants feature a high-rise waist, dual side slits, 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 the look with the matching tube top. 

    Shop Matching Tube Top: Scene Stealer Tube Top

    Fit & Features

    • High rise waist
    • Dual side slits
    • Straight leg with a flared hem 
    • Crepe fabric 
    • Form hugging fit
    • Moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0536

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Scene Stealer Tube Top

    Step into the spotlight with a tube top that draws all eyes on you! The top features a sleeveless square neckline and a cropped hem. The top is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching pants. 

    Shop Matching Pants: Scene Stealer High Waist Pants

    Fit & Features

    • Sleeveless square neckline
    • Cropped hem 
    • Crepe fabric 
    • Form hugging fit 
    • Moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06001-3250

    Category Name: Matching Sets

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breezy Vibes Lace Tie-Front Top

    Show off a breezy chic vibe in this airy lace tie-front top featuring short sleeves and a relaxed fit. Style with the matching mini skirt for a weekend getaway.

    Shop Matching Bottoms: Breezy Vibes Lace Mini Skirt

    Fit & Features

    • Sheer lace fabric
    • Short sleeves
    • V-neckline, eyelet lace trim
    • Open front, tie-front design
    • Mid-length hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06202-000003

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendsetting Stunner Tie-Dye Maxi Skirt

    Bring those trendsetting vibes to your stunning look with this tie-dye maxi skirt. It features a high-rise waist, a side twist detail leading to a thigh-high side slit, an asymmetric hem, and a curve-hugging silhouette. Complete your outfit with the matching top and stylish new heels.

    Shop Matching Top: Trendsetting Stunner Tie-Dye Crop Top

    Fit & Features

    • High-rise waist
    • Side twist detail
    • High side slit
    • Asymmetric hem
    • Knit fabric
    • Tie-dye print
    • Runs true to size

    Style Number/Barcode: 06501-0345

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetting Stunner Tie-Dye Crop Top

    Bring those trendsetting vibes to your stunning look with this tie-dye crop top. It features a sleeveless one-shoulder neckline with a single adjustable spaghetti strap, and a cropped, form-hugging fit. Complete your outfit with the matching skirt and stylish new heels.

    Shop Matching Bottoms: Trendsetting Stunner Tie-Dye Maxi Skirt

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single adjustable spaghetti strap
    • Cropped, form-fitting style
    • Knit fabric
    • Tie-dye print
    • Runs true to size

    Style Number/Barcode: 06001-3042

    Category Name: Matching Sets

    Price: $3.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Style Ruched Mesh Crop Top

    Showcase a sultry style for your next night out in this chic mesh crop top. It features a sleeveless square neckline, bungee spaghetti straps, all-over ruched detailing, two front vertical seams, and a cropped, form-hugging fit. 

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Two front vertical seams
    • Cropped, form-hugging fit
    • Ruched sheer mesh fabric with a knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-3184

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Style Ruched Mesh Mini Skirt

    Showcase a sultry style for your next night out in this chic mesh mini skirt. It features a high-rise waist, ruched detailing, two front vertical seams, and a mini-length, curve-hugging silhouette. Complete the look with the matching crop top and new heels.

    Shop Matching Top: Sultry Style Ruched Mesh Crop Top

    Fit & Features

    • High-rise elastic banded waist
    • Two front vertical seams
    • Short, form-hugging fit
    • Ruched sheer mesh fabric with a knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0381

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fuzzy Feels Wide Leg Pajama Pants

    Channel those fuzzy feels in pajama pants that bring the coziness to your loungewear. The pajama pants feature an elastic high-rise waist, a straight leg, and a wide leg hem. The pants are composed of a soft to the touch fleece-like fabric that offers a relaxed fit with a moderate stretch. Complete the look with the matching pajama tank.

    Shop Matching Tank: Fuzzy Feels Sleeveless Pajama Tank

    Fit & Features

    • Elastic high rise waist
    • Straight leg
    • Wide leg hem
    • Fleece-like fabric 
    • Relaxed fit 
    • Moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 07103-0555

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fuzzy Feels Sleeveless Pajama Tank

    Channel those fuzzy feels with a pajama tank that brings the coziness to your loungewear. The pajama tank features a sleeveless scoop neckline, tank-straps, and a cropped hem. The tank is composed of a soft to the touch fleece-like fabric that offers a relaxed fit with a moderate stretch. Complete the look with the matching pajama pants.

    Shop Matching Pajama Tank: Fuzzy Feels Wide Leg Pajama Pants

    Fit & Features

    • Sleeveless scoop neckline
    • Tank-straps
    • Cropped hem
    • Fleece-like fabric
    • Relaxed fit
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0554

    Category Name: Matching Sets

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Vibes Mesh Headwrap

    Channel those chic vibes with a headwrap that keeps tresses relaxed and stylish. The headwrap is composed of mesh fabric and has an oversized-fit wrap-around design. Complete your look with the matching swim coverup and a cute two-piece swimsuit for a fab day out!

    Shop Matching Swim Coverup: Cinched and Chic Mesh Swim Coverup

    Fit & Features

    • Wrap-around design 
    • Mesh material 

    Style Number/Barcode: 07305-0276

    Category Name: Matching Sets

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Classic Tie Back Bikini Top

    Classic tie-back bikini tops are always in style! Fall back on this bikini top that features triangle cups, neck-ties, and tie-back straps for a secure fit. Complete look with the matching bikini bottoms, matching dress, and sunnies. 

    Shop Matching Bikini Bottoms: The Classic Low Rise Bikini Bottoms

    Shop Matching Coverup: Drawn To You Mesh Cover Up

    Fit & Features

    • Triangle cups
    • Removable padding
    • Sleek neck ties
    • Tie-back straps
    • Form hugging fit
    • Runs true to size

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0544

    Category Name: Matching Sets

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Drawn To You Mesh Cover Up

    Get drawn in with this chic coverup that brings sheer appeal! The coverup features a crew neckline, a ruched drawstring at the side, and a mini-length silhouette. The coverup is composed of a sheer unlined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching bikini set, sunnies, and sandals

    Shop Matching Bikini Top: The Classic Tie Back Bikini Top

    Shop Matching Bikini Bottoms: The Classic Low Rise Bikini Bottoms

    Fit & Features

    • Crew neck
    • Sleeveless
    • Ruched drawstring at the side
    • Mini length silhouette
    • Unlined mesh fabric 
    • Form hugging fit 

    Style Number/Barcode: 06001-3135

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Classic Low Rise Bikini Bottoms

    Classic low-rise bikini bottoms are always in style. Fall back on these bikini bottoms that feature a low-rise waist, side ties, and a cheeky bottom. Complete look with the matching bikini top, mini dress, and sunnies. 

    Shop Matching Bikini Top: The Classic Tie Back Bikini Top

    Shop Matching Coverup: Drawn To You Mesh Cover Up

    Fit & Features

    • Low-rise waist
    • Side ties
    • Cheeky fit
    • Form hugging fit
    • Runs true to size

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0689

    Category Name: Matching Sets

    Price: $1.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fresh Vibes Mid-Rise Wide Leg Denim Jeans

    Perfect for any occasion, these mid-rise wide-leg denim jeans will give you a cute and trendy look you'll love! Pair with the matching vest.

    Shop Matching Vest: Fresh Vibes Denim Halter Top

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Wide-leg silhouette
    • Front button closure, belt loops
    • Five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06602-0575

    Category Name: Matching Sets

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cinched and Chic Mesh Swim Coverup

    Keep it chic under the cabana in a cinched skirt coverup! The skirt features a high-rise waist, a cinched side seam, and an asymmetrical hem. The skirt coverup is composed of a sheer unlined mesh fabric that offers a form-hugging fit. Complete your look with the matching headwrap, a cute two-piece swimsuit, and sunnies.

    Shop Matching Headwrap: Chic Vibes Mesh Headwrap

    Fit & Features

    • High-rise waist
    • Ruched side drawstring
    • Asymmetrical hem
    • Mini-length silhouette
    • Sheer unlined mesh fabric
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-0374

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale