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.

  • Let's Glow Metallic Mini Skirt

    Get ready to glow and illuminate the night in this metallic mini skirt! It features a high-rise waist, a faux wrap-front design creating a chic slit, a short, curve-hugging fit, and a vibrant metallic sheen. The lightweight faux leather fabric has a moderate stretch. Complete your party look with the matching crop top.

    Shop Matching Top: Let's Glow Metallic Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Faux wrap-front, slit accent
    • Mini-length hem, fitted bodycon silhouette
    • Metallic sheen
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0788

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • VIP Heat Stone Mini Skirt

    VIP cause you know you're going to shine in this heat stone skirt all night! It features a high-rise waist, bodycon silhouette, and a faux wrap mini hem. Complete the look in the matching top and heels.

    Shop The Matching Top: VIP Heat Stone Halter Top

    Fit & Features 

    • Sleeveless
    • Cross halter neckline
    • Cropped hem
    • Tie closure
    • Heat stones
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0668

    Category Name: Matching Sets

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • VIP Heat Stone Halter Top

    VIP cause you know you're going to shine in this heat stone top all night! It features a sleeveless cross halter neckline, cropped hem, and tie closure. Complete the look in the matching skirt and heels.

    Shop The Matching Bottoms: VIP Heat Stone Mini Skirt

    Fit & Features 

    • Sleeveless
    • Cross halter neckline
    • Cropped hem
    • Tie closure
    • Heat stones
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4297

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Glow-Up Watercolor Woven Shorts

    Show off a summer glow-up in these watercolor-printed woven shorts designed with a high-rise waist and a relaxed silhouette. Style with the matching tube top for a chic vibe.

    Shop Matching Top: Summer Glow-Up Watercolor Woven Tube Top

    Fit & Features

    • Linen-like woven fabric, watercolor print, woven lining
    • High-rise waist, belt loops
    • Hidden front zipper and hook-eye closure
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06303-000022

    Category Name: Matching Sets

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: S

    Product Badge:
    • Sale
  • Prepped Success Plaid Mini Skirt

    You'll be prepped for a successful outfit this fall by layering on this faux suede mini skirt featuring a high-rise waist, bodycon silhouette, front slit accent, and a contemporary houndstooth plaid pattern. Complete your fit with the matching blazer!

    Shop Matching Blazer: Prepped Success Plaid Long Blazer

    Fit & Features

    • High-rise waist, hidden back zipper closure
    • Bodycon silhouette
    • Front slit accent
    • Mini-length hem
    • Houndstooth plaid pattern
    • Faux suede fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0465

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Chic Glitter Knit Crop Top

    Step looking so chic in this glitter metallic knit crop top featuring a sleeveless V-neck, spaghetti straps, and a fitted hem. Complete the look with matching bottoms for your next girl's night! 

    Shop Matching Bottoms: So Haute Glitter Knit Midi Skirt

    Fit & Features

    • Sleeveless V-neck
    • Spaghetti straps
    • Cropped hem
    • Glitter metallic knit fabric, partial lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4659

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Chic Glitter Knit Midi Skirt

    Step looking so chic in this glitter metallic knit midi skirt featuring a high-rise waist, front knot accent, form-hugging silhouette, and an asymmetrical style hem. Complete the look with the matching top for your next girl's night! 

    Shop Matching Top: So Haute Glitter Knit Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Front knot accent
    • Form-hugging silhouette
    • Asymmetrical midi hem
    • Glitter metallic knit fabric, partial lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0774

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Prepped Success Plaid Long Blazer

    You'll be prepped for a successful outfit this fall by layering on this faux suede long blazer featuring long sleeves, a lapel collar neckline, an open-front design, and a contemporary houndstooth plaid pattern. The smooth faux suede fabric offers a moderate stretch. Complete your fit with the matching skirt!

    Shop Matching Skirt: Prepped Success Plaid Mini Skirt

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Open-front design, side pockets
    • Long-length hem
    • Houndstooth plaid pattern
    • Faux suede fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1463

    Category Name: Matching Sets

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Sass Marabou Trim Mini Skirt

    Stroll into the party looking fabulously sassy in this mini skirt featuring a high-rise waist, back zipper closure, bodycon silhouette, and marabou feather trim hem. Complete the look with the matching blazer and heels!

    Shop The Matching Blazer: Fab Sass Marabou Trim Crop Blazer

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Marabou feather trim hem
    • Mini-length hem
    • Woven fabric, lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0475

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fab Sass Marabou Trim Crop Blazer

    Stroll into the party looking fabulously sassy in this cropped blazer featuring long sleeves with marabou feather trim cuffs, a lapel collar neckline, and single front button closure. Complete the look with the matching mini skirt and heels!

    Shop The Matching Skirt: Fab Sass Marabou Trim Mini Skirt

    Fit & Features

    • Long sleeves with marabou feather trim cuffs
    • Lapel collar neckline
    • Single front button closure
    • Cropped hem
    • Woven fabric, lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1516

    Category Name: Matching Sets

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twice The Fun Satin Mini Skirt

    This satin mini skirt brings fun and stunning looks to your night! The skirt features a high-rise elasticized waist, a bodycon fit, a side pleated seam, and a faux wrap asymmetrical hem. The smooth satin-knit fabric offers a moderate stretch. Complete the look with the matching crop top and strappy heels.

    Shop Matching Top: Twice The Fun Satin Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Bodycon silhouette
    • Side pleated seam
    • Faux wrap asymmetrical hem
    • Mini-length hem
    • Stretch satin-knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0756

    Category Name: Matching Sets

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twice The Fun Satin Crop Top

    This satin crop top brings fun and stunning looks to your night! The top features a sleeveless cowl neckline, pleated detailing at the bust, spaghetti straps, and a cropped, form-hugging fit. The smooth satin-knit fabric offers a moderate stretch. Complete the look with the matching mini skirt and strappy heels.

    Shop Matching Bottoms: Twice The Fun Satin Mini Skirt

    Fit & Features

    • Sleeveless cowl neckline
    • Pleating at the bust
    • Spaghetti straps
    • Cropped hem, form-hugging fit
    • Stretch satin-knit fabric, lined front
    • Runs true to size

    Style Number/Barcode: 06001-4576

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Social Scene Plaid Tweed Skirt

    With so much on your calendar, this plaid tweed mini skirt will have you looking posh and poised! It features a high-rise waist, faux flap pockets, and button-down closures. Complete the look in the matching blazer and mules.

    Shop Matching Blazer: Social Scene Plaid Tweed Blazer

    Fit & Features

    • High-rise waist
    • Faux flap pockets
    • Button-down closures
    • Plaid pattern 
    • Mini-length hem
    • Tweed woven fabric, lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0516

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summer Glow-Up Watercolor Woven Tube Top

    Show off a summer glow-up in this watercolor-printed woven tube top designed with a strapless sweetheart neckline, tie-front, and fitted ultra-cropped hem. Style with the matching shorts for a chic vibe.

    Shop Matching Bottoms: Summer Glow-Up Watercolor Woven Shorts

    Fit & Features

    • Linen-like woven fabric, watercolor print
    • Strapless sweetheart neckline
    • Tie-front design
    • Stretchy smocked back
    • Fitted ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-000034

    Category Name: Matching Sets

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Social Scene Plaid Tweed Blazer

    With so much on your calendar, this plaid tweed blazer will have you looking posh and poised! It features long sleeves, a lapel collar neckline, front button closures, and a cropped hem. Complete the look in matching bottoms and mules.

    Shop Matching Bottoms: Social Scene Plaid Tweed Skirt

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Front button closures
    • Cropped hem
    • Plaid pattern
    • Tweed woven fabric, lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1552

    Category Name: Matching Sets

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essentially Cozy Chenille PJ Joggers

    Cozy vibes all around! Snuggle up in this chenille PJ jogger featuring a high-rise waist, and jogger skinny-leg design with ribbed ankle cuffs. Complete the look with the matching top and robe.  

    Shop The Matching Set: Essentially Cozy Chenille PJ TopEssentially Cozy Chenille PJ Robe

    Fit & Features

    • High rise waist
    • Jogger skinny-leg design
    • Ribbed ankle cuffs
    • Soft and comfortable
    • Chenille fabric
    • Fits true to size

    Style Number/Barcode: 07103-0813

    Category Name: Matching Sets

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Sophistication Satin Blazer

    Show off a major sleek and sophisticated style in this woven satin blazer. It features a lapel collar, three-quarter-length sleeves with cinched detailing, shoulder pad accents, and a chic, fitted silhouette. The smooth satin fabric will give your 'fit that luxe look. Pair with the matching trouser shorts and platform heels.

    Shop Matching Bottoms: Sleek Sophistication Satin Trouser Shorts

    Fit & Features

    • Lapel collar
    • Three-quarter-length sleeves, cinched hems
    • Shoulder pads
    • Fitted silhouette
    • Woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1591

    Category Name: Matching Sets

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Casual Ruched Cropped Tank

    This casual-chic cropped tank is perfect for dressing up or down. It features a sleeveless crew neckline, tank shoulder straps, center-ruched detailing down the front, and a cropped, form-hugging fit. The ultra soft knit fabric offers plenty of stretch. Style with the matching flare pants for an effortless look.

    Shop Matching Bottoms: Elevated Casual Strappy Flare Pants

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Center ruching down the front
    • Cropped, form-hugging fit
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4625

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Casual Strappy Flare Pants

    These casual-chic flare pants are perfect for dressing up or down. They feature a high-rise waist with a wrap-around thin strappy design, center-ruched detailing at the front, a form-hugging fit, and a flared-leg silhouette. The ultra soft knit fabric offers plenty of stretch. Style with the matching cropped tank for an effortless look.

    Shop Matching Top: Elevated Casual Ruched Cropped Tank

    Fit & Features

    • High-rise waist
    • Wrap-around thin strappy design, tie closure
    • Center ruching at the front
    • Form-hugging fit
    • Flared-leg silhouette
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2231

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Night In Top And Leggings Set

    Have the perfect night in wearing this cozy top and leggings set! The tank crop top features a sleeveless scoop neck with spaghetti straps and high-rise matching jogger leggings. Complete your lounge look in a cozy hoodie jacket.

    Fit & Features

    • Top and leggings set
    • Tank crop top, scoop neck, spaghetti straps
    • High-rise jogger leggings with tie front
    • Soft and cozy
    • Knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 07103-0788

    Category Name: Matching Sets

    Price: $10.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plaid's My Favorite Woven Skirt

    It's the season for cozy layers and your favorite print! This plaid woven skirt features a high-rise waist, back zipper closure, bodycon silhouette, and a mini-length hem. Complete the look with the matching shacket. 

    Shop The Matching Shacket: Plaid's My Favorite Woven Shacket

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Bodycon silhouette
    • Mini-length hem
    • Plaid pattern, woven fabric
    • Fits true to size

    Style Number/Barcode: 06401-0460

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid's My Favorite Woven Shacket

    It's the season for cozy layers and your favorite print! This plaid woven shacket features long sleeves, a collar neckline, button-down closures, a front pocket, and an oversized fit. Complete the look with matching bottoms. 

    Shop The Matching Bottoms: Plaid's My Favorite Woven Skirt

    Fit & Features

    • Long sleeves
    • Collar neckline
    • Button-down closures
    • Front pocket
    • Oversized silhouette
    • Plaid pattern, woven fabric
    • Fits true to size

    Style Number/Barcode: 06204-1449

    Category Name: Matching Sets

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twinkle Like A Star Sequin Pants

    Twinkle like the star you are in these sequin pants perfect for your next night out! The high-rise pants feature a hip-hugging silhouette and a flared hem on mesh-lined knit fabric. Complete the look with the matching top.

    Shop The Matching Top: Twinkle Like A Star Sequin Crop Top

    Fit & Features

    • High-rise waist
    • Hip-hugging silhouette
    • Flare hem
    • Sequin mesh-knit fabric, lined
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-2240

    Category Name: Matching Sets

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twinkle Like A Star Sequin Crop Top

    Twinkle like the star you are in this sequin crop top perfect for your next night out! The top features a sleeveless cowl neckline, open-back, and dual tie-back closures on mesh-lined knit fabric. Complete the look with matching bottoms.

    Shop The Matching Bottoms: Twinkle Like A Star Sequin Pants

    Fit & Features

    • Sleeveless cowl neckline
    • Open-back
    • Dual tie-back closures
    • Cropped hem
    • Sequin mesh-knit fabric, lined
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4681

    Category Name: Matching Sets

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance