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.

  • Running Wild Zebra Print Crop Top

    Look stylish in this zebra print mini skirt running wild keeping up with your social calendar! It features a sleeveless halter neckline, spaghetti straps, an open lace-up back, and a fitted crop hem on brushed knit stretchy fabric. Complete the look with matching bottoms.

    Shop The Matching Bottoms: Running Wild Zebra Print Mini Skirt

    Fit & Features

    • Sleeveless halter neckline
    • Spaghetti straps, lace-up open back
    • Fitted crop hem
    • Zebra print
    • Brushed knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 06001-4696

    Category Name: Matching Sets

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Business-Chic Envelope Skort

    Make major boss moves in this business-chic skort! It features a high-rise waist, a wrap-front overlay to create an envelope design, dual back pockets, and a fitted silhouette. Style with a basic bodysuit and the matching blazer and you'll be dressed to impress.

    Shop Matching Blazer: Business-Chic Double-Breasted Blazer

    Fit & Features

    • High-rise waist, elasticized back waistband
    • Hidden side zipper
    • Wrap-front overlay, envelope design
    • Dual faux back pockets
    • Fitted silhouette
    • Woven fabric, minimal stretch
    • Runs true to size 

    Style Number/Barcode: 06403-0298

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Business-Chic Double-Breasted Blazer

    Make major boss moves in this business-chic blazer! It features a lapel collar, shoulder pads for structure, long cuffed sleeves, a double-breasted design, dual faux pockets, and a fitted silhouette. Style with a basic bodysuit and the matching skort and you'll be dressed to impress.

    Shop Matching Bottoms: Business-Chic Envelope Skort

    Fit & Features

    • Lapel collar, shoulder pads
    • Long sleeves, cuffed hems
    • Double-breasted design
    • Dual faux pockets
    • Fitted silhouette
    • Woven fabric, smooth lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1600

    Category Name: Matching Sets

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Meet In The Hamptons Linen Crop Top

    This linen crop top has a Hampton's getaway written all over it! Look cute strolling through the town in this top featuring a sleeveless halter V-neckline and dual tie-back neck and lower back straps. Style with the matching bottoms and a dainty necklace to complete the chic look!

    Shop Matching Bottoms: Meet In The Hamptons Linen Wide Leg Pants

    Fit & Features

    • Sleeveless halter V-neckline
    • Dual tie-back neck and lower back straps
    • Cropped hem
    • Lined linen fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2163

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Meet In The Hamptons Linen Wide Leg Pants

    These linen wide-leg pants have a Hampton's getaway written all over it! Look cute strolling through the town in these pants featuring a flattering high-rise waist and a hidden back zipper closure. Style with the matching top and a dainty necklace to complete the chic look!

    Shop Matching Top: Meet In The Hamptons Linen Crop Top

    Fit & Features

    • High-rise waist
    • Hidden back zipper closure
    • Wide-leg silhouette
    • Lined linen fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0723

    Category Name: Matching Sets

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Miami Nights Ruched Mini Skirt

    Bring the heat and take on the night scene in this alluring mini skirt! It features a high-rise elasticized waist, ruched detailing down the side and back seams, a mini-length hem, and a curve-hugging silhouette. The lined mesh fabric offers plenty of stretch. Style with the matching crop top and a pair of strappy stilettos.

    Shop Matching Top: Miami Nights One-Shoulder Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Ruched side and back seams
    • Mini-length hem
    • Form-hugging fit
    • Sheer mesh fabric, full knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0783

    Category Name: Matching Sets

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miami Nights One-Shoulder Crop Top

    Bring the heat and take on the night scene in this alluring crop top! It features a sleeveless asymmetric one-shoulder neckline with a single spaghetti strap, ruched detailing, and a fitted cropped hem. The lined mesh fabric offers plenty of stretch. Style with the matching mini skirt and a pair of strappy stilettos.

    Shop Matching Bottoms: Miami Nights Ruched Mini Skirt

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Single adjustable spaghetti strap
    • Ruching
    • Fitted cropped hem
    • Sheer mesh fabric, full knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4672

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Fun Flutter Sleeve Tie-Front Top

    This adorable tie-front top was made for weekend fun, designed with short flutter sleeves and an ultra-cropped hem. Style with the matching mini skort for the cutest vibe.

    Shop Matching Bottoms: Weekend Fun Ruffled Mini Skort

    Fit & Features

    • Cotton woven fabric with swiss dot pattern, no stretch, partial knit lining
    • V-neckline, tie-front design
    • Short flutter sleeves
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-000011

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Keep It Chill Pajama Top And Shorts Set

    Keep your lounge look effortless and chill with this cute two-piece pajama set. It features a tube top with a strapless straight-across elasticized neckline and a cropped elasticized hem. The matching shorts have a high-rise elasticized waist, a tie-front detail, and a relaxed fit. Style with a cozy robe.

    Fit & Features

    • Matching two-piece pajama set
    • Tube top, strapless straight-across elasticized neckline, cropped elasticized hem
    • High-rise shorts, elasticized waist, tie-front detail, relaxed fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0929

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Quick Instinct Zebra Print Mesh Flare Pants

    If your instincts lead to these zebra print flare pants...they belong in your cart! Featuring a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the legs, and a flared hem on a mesh fabric. Complete the look with the matching bustier.

    Shop Matching Top: Quick Instinct Zebra Print Mesh Bustier

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Form-hugging fit throughout the legs
    • Flared hem
    • Zebra print
    • Mesh fabric
    • Runs true to size

    Style Number/Barcode: 06502-2257

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Quick Instinct Zebra Print Mesh Bustier

    If your instincts lead to this zebra print bustier...it belongs in your cart! Featuring a strapless and structured bodice with flexible boning, a pointed crop hem, and a back zipper and hook-eye closure on a lined mesh fabric. Complete the look with the matching flare pants.

    Shop Matching Bottoms: Quick Instinct Zebra Print Mesh Flare Pants

    Fit & Features

    • Strapless and structured bodice
    • Flexible boning
    • Pointed crop hem
    • Back zipper and hook-eye closure
    • Zebra print
    • Lined mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4742

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vacay On My Mind Floral Mini Skirt

    You'll be ready for your vacay getaway with this bold floral mini skirt. It features a high-rise waist, dual vertical seams down the front, all-over ruching, a mini-length hem, and a curve-hugging silhouette. The lined mesh fabric features a tropical floral print pattern. Style with the matching bustier and a pair of mules!

    Shop Matching Top: Vacay On My Mind Floral Bustier Top

    Fit & Features

    • High-rise elasticized waist, back zipper, hook and eye closure
    • Dual vertical seams down the front
    • All-over ruching
    • Mini-length hem, bodycon fit
    • Tropical floral print
    • Sheer mesh fabric, full knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0791

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vacay On My Mind Floral Bustier Top

    You'll be ready for your vacay getaway with this bold floral bustier top. It features a sleeveless sweetheart neckline, adjustable spaghetti straps, a corset-designed bodice with ruching at the bust, and a fitted, cropped hem. The mesh fabric features a tropical floral print pattern. Style with the matching mini skirt and a pair of mules!

    Shop Matching Bottoms: Vacay On My Mind Floral Mini Skirt

    Fit & Features

    • Sleeveless sweetheart neckline, padded cups
    • Adjustable spaghetti straps
    • Corset-designed bodice, ruched bust
    • Fitted, cropped hem
    • Tropical floral print
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4714

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Escape To Paradise Tropical Print Mini Skirt

    Look like you're ready to escape to paradise in this dreamy tropical print mini skirt! It features a high-rise waist, a faux wrap-front design, a mini-length hem, and a curve-hugging silhouette. The tropical palm leaf print will give off those vacay vibes. Style with the matching crop top!

    Shop Matching Top: Escape to Paradise Tropical Print Crop Top

    Fit & Features

    • High-rise waist
    • Faux wrap-front design
    • Mini-length hem, form-hugging fit
    • Tropical palm leaf print
    • Texture knit fabric, partial sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0596

    Category Name: Matching Sets

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Escape to Paradise Tropical Print Crop Top

    Look like you're ready to escape to paradise in this dreamy tropical print crop top! It features a sleeveless scoop neckline, spaghetti straps, an alluring open back with a strappy cross-back lace-up design, and a fitted cropped hem. The tropical palm leaf print will give off those vacay vibes. Style with the matching mini skirt!

    Shop Matching Bottoms: Escape To Paradise Tropical Print Mini Skirt

    Fit & Features

    • Sleeveless scoop neckline, spaghetti straps
    • Open back, strappy cross-back lace-up design, tie closure
    • Fitted cropped hem
    • Tropical palm leaf print
    • Texture knit fabric, partial sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4007

    Category Name: Matching Sets

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual And Chic Linen Shorts

    Stylishly elevate your weekend look with these casual and chic linen-blend shorts! They feature a high-rise waist, a button-front closure, dual front pockets, pleating, and a fitted silhouette. Complete the outfit with the matching vest and a pair of espadrille sandals for happy hour!

    Shop Matching Top: Casual And Chic Cropped Linen Vest

    Fit & Features

    • High-rise waist
    • Button-front closure, hidden front zipper
    • Dual front pockets
    • Pleating
    • Fitted silhouette
    • Linen-blend fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0212

    Category Name: Matching Sets

    Price: $14.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual And Chic Cropped Linen Vest

    Stylishly elevate your weekend look with this casual and chic linen-blend vest! It features a sleeveless V-neckline, a complete button-down front, and a fitted, cropped hem. Complete the outfit with the matching shorts and a pair of espadrille sandals for happy hour!

    Shop Matching Bottoms: Casual And Chic Linen Shorts

    Fit & Features

    • Sleeveless V-neckline
    • Button-down front
    • Dual faux pocket slits
    • Fitted, cropped hem
    • Linen-blend fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1574

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make The Shift Linen Tie Waist Vest

    Make the shift into a breezy yet sophisticated style for the warmer season ahead! This linen-blend sleeveless vest features a classic lapel collar V-neckline, a cropped hem, and a strappy tie waist design. Complete the look with the matching bottoms and pumps. 

    Shop Matching Bottoms: Make The Shift Linen Wide Leg Trouser Pants

    Fit & Features

    • Sleeveless lapel collar V-neckline
    • Cropped hem
    • Strappy tie waist design
    • Linen-blend fabric, smooth woven lining
    • No stretch
    • Runs true to size

    Style Number/Barcode: 06204-1572

    Category Name: Matching Sets

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bloom With A View Floral Mini Skirt

    Wherever your travels take you, this floral mini skirt is here to make your view that much prettier! Designed to flatter, this skirt has a sleek mid-rise waist and bodycon silhouette that highlights your figure. Pair with the matching top to complete the look.

    Fit & Features

    • Floral print, mesh fabric, sewn-in knit lining, moderate stretch
    • Mid-rise waist
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

     

    Shop The Matching Top: Bloom With A View Floral Tube Top

    Style Number/Barcode: 06501-000048

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Sale
  • Flirtatious Style Wrap-Front Linen Skort

    Show off a flirtatious style in this adorable linen skort, perfect for afternoon wine tasting or evening cocktails! It features a high-rise waist, a faux wrap-front design with an asymmetric overlay, and fitted shorts. Complete the look with the matching corset top and espadrille sandals!

    Shop Matching Top: Flirtatious Style Linen Corset Top

    Fit & Features

    • High-rise waist
    • Faux wrap-front design, asymmetric overlay
    • Fitted shorts
    • Back zipper and hook-eye closure, back pockets
    • Lined linen fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06303-0225

    Category Name: Matching Sets

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirtatious Style Linen Corset Top

    Show off a flirtatious style in this adorable linen corset top, perfect for afternoon wine tasting or evening cocktails! It features a sleeveless sweetheart neckline, adjustable spaghetti straps, a built-in padded bust with underwire, a hidden front hook and eye closures, flexible boning, and a cropped hem. Complete the look with the matching skort and espadrille sandals!

    Shop Matching Bottoms: Flirtatious Style Wrap-Front Linen Skort

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Built-in padded bust, underwire
    • Hidden front hook and eye closures
    • Flexible boning, cropped hem
    • Lined linen fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-2124

    Category Name: Matching Sets

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute In Chevron Print Mesh Crop Top

    You'll look cute in this chevron print top for festival season or hitting up the country bar! It features a sleeveless square neck, adjustable spaghetti straps, side ruched seams, and a fitted crop hem. Complete the look in the matching pants.

    Shop Matching Bottoms: Cute In Chevron Print Mesh Flare Pants

    Fit & Features

    • Sleeveless square neck
    • Adjustable spaghetti straps
    • Side ruched seams
    • Fitted crop hem
    • Chevron print 
    • Mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4709

    Category Name: Matching Sets

    Price: $3.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute In Chevron Print Mesh Flare Pants

    You'll look cute in these chevron print pants for festival season or hitting up the country bar! It features a high-rise elasticized waist, a hip-hugging fit, and a flared hem. The semi-sheer mesh fabric features a built-in knit panty lining. Complete the look with the matching top.

    Shop Matching Top: Cute In Chevron Print Mesh Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Hip-hugging fit
    • Flared hem
    • Chevron print 
    • Mesh fabric, knit panty lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2248

    Category Name: Matching Sets

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Worth It Linen Wide-Leg Pants

    These linen pants are worth taking on your next weekend adventure! They feature a high-rise waist, back zipper closure, side pockets, and a wide-leg silhouette. Complete the look with the matching top.

    Shop Matching Top: Worth It Linen Tube Top

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Side pockets
    • Wide-leg silhouette
    • Linen fabric, lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0726

    Category Name: Matching Sets

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free