Matching Sets

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Matching Sets That Serve Style in Every Scene

From rooftop dinners to weekend getaways, Windsor’s matching sets deliver effortless coordination and standout style. Whether you're dressing for a night out, a vacation, or a casual day, these sets make getting ready feel easy and elevated.

Everyday Ease & Polished Pairings

Slip into two-piece skirt sets or wide-leg pant sets with matching crop tops for a clean, polished look. Lightweight knits, breathable fabrics, and smooth satins keep things comfortable while still feeling styled. Pair with sandals or heels and layered jewelry for an effortless finish.

Night-Out Energy & Elevated Looks

Turn up the look with sleek two-piece matching sets featuring curve-hugging fits, halter necklines, and tie-front details. Satin finishes and bold silhouettes bring the statement—just add strappy heels and a mini bag for your next night out.

Mix, Match & Layer

Wear the full set or style each piece your way. Pair your top with jeans or tailored shorts, or switch in a bodysuit with your skirt. Add a lightweight jacket or blazer for an extra layer that keeps your look refined.

Explore Windsor’s full collection of matching sets online, in-app, or in-store to refresh your wardrobe with easy, on-trend outfits.

What Are Matching Sets?

Matching sets are coordinated outfits made up of two or more pieces, like a crop top and skirt or a blouse and pants. Designed to be worn together, they create a complete, styled look with minimal effort. Windsor’s sets range from casual lounge styles to elevated options for nights out and special plans.

Are Matching Sets a Trend?

Yes, matching sets are a go-to style that stays on trend. They offer a simple way to look put-together while still feeling comfortable. Whether you're dressing up or keeping it casual, these sets make styling quick and easy.

What Do You Call a Two-Piece Outfit?

A two-piece outfit is often called a matching set or co-ord. These pieces are designed to be worn together, but they can also be mixed and matched with other items to create fresh, versatile looks.

  • She's A Bold Babe Woven Blazer

    Create a bold babe look in this stunning and chic woven blazer. It features long sleeves with shoulder pads, an open front with a lapel collar, front pockets, and a structured fit. Style with matching dressy shorts and clear mules.

    Shop Matching Bottoms: She's A Bold Babe Woven Shorts

    Fit & Features

    • Long sleeves with shoulder pads
    • Open front design
    • Lapel collar
    • Front pockets
    • Structured fit
    • Woven lined fabric
    • Runs true to size

    Style Number/Barcode: 06204-1532

    Category Name: Matching Sets

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Bold Babe Woven Shorts

    Create a bold babe look in these stunning and chic woven shorts. They feature a high-rise banded waist, hidden front side pockets, and back faux pockets along a straight-fit silhouette. Style with the matching structured blazer and clear mules.

    Shop Matching Blazer: She's A Bold Babe Woven Blazer

    Fit & Features

    • High-rise banded waist
    • Hidden front side pockets, faux back pockets
    • Straight fit silhouette
    • Pull on/off styling
    • Woven lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0247

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Oh My Pearl Bell Sleeve Crop Top

    Bring the classy glamour in this faux pearl crop top featuring eye-catching long bell sleeves, a square neckline, and a fitted bodice on texture-knit fabric with lining and minimal stretch. The all-over faux pearl embellishments add the prettiest touch! Complete the look with the matching mini skirt and trendy mules.

    Shop Matching Bottoms: Oh My Pearl Faux Wrap Mini Skirt

    Fit & Features

    • Bell long sleeves
    • Square neckline
    • Fitted bodice
    • Cropped hem
    • Faux pearl embellishments
    • Texture-knit fabric, lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4301

    Category Name: Matching Sets

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boss Babe Moves Trouser Pants

    Make major boss babe moves in these trendy trouser pants! They feature a high-rise fitted waist, vertical seams down the front, back faux pockets, and a wide-leg silhouette with a slit accent at the hem. Style with the matching cropped blazer and sleek hoop earrings.

    Shop Matching Blazer: Boss Babe Moves Cropped Blazer

    Fit & Features

    • High-rise waist, back faux pockets
    • Hidden front zipper and hook-eye closure
    • Vertical seams down the front
    • Wide-leg silhouette
    • Slit accents
    • Lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-0497

    Category Name: Matching Sets

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boss Babe Moves Cropped Blazer

    Make major boss babe moves in this trendy cropped blazer! It features a collared deep V-neckline, long sleeves, a wrap-front design with tie-back straps, and a cropped hem with a structured fit. Style with matching trouser pants and sleek hoop earrings.

    Shop Matching Bottoms: Boss Babe Moves Trouser Pants

    Fit & Features

    • Collared V-neckline
    • Long sleeves, shoulder pads
    • Wrap-front design, tie-back straps
    • Cropped hem, structured fit
    • Lined woven fabric
    • Runs true to size

    Style Number/Barcode: 06204-1533

    Category Name: Matching Sets

    Price: $16.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Under The Sun Tropical Tie-Front Crop Top

    Perfect for any vacation or resort escape, this tropical top boasts a sultry tie-front and a cropped silhouette for a breezy allure. Pair with the matching skirt.

    Fit & Features

    • Tropical print, stretchy knit fabric
    • Long sleeves
    • V-neckline
    • Tie-front closure
    • Cropped hem
    • Runs true to size

     

    Shop The Matching Skirt: Under The Sun Tropical Slit Maxi Skirt

    Style Number/Barcode: 06202-000014

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless And Elevated Cropped Blazer

    Effortless and elevated, create chic looks with this cropped blazer. It features a V-neckline with a lapel collar, long sleeves with shoulder pads, a single button-front closure, and a cropped, fitted hem. Style with the matching wide-leg pants and clear mules.

    Shop Matching Bottoms: Effortless And Elevated Wide-Leg Pants

    Fit & Features

    • V-neckline, lapel collar
    • Long sleeves with shoulder pads
    • Single button-front closure
    • Cropped, fitted hem
    • Woven lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1529

    Category Name: Matching Sets

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless And Elevated Wide-Leg Pants

    Effortless and elevated, create chic looks with these woven pants. They feature a high-rise waist, belt loops, a button-front closure, front and back pockets, and a wide-leg silhouette. Style with the matching cropped blazer and clear mules.

    Shop Matching Blazer: Effortless And Elevated Cropped Blazer

    Fit & Features

    • High-rise waist
    • Belt loops
    • Button-front closure
    • Front and back pockets
    • Wide-leg silhouette
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 06402-0494

    Category Name: Matching Sets

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Structured And Chic Wide-Leg Pants

    These structured woven pants are totally chic. They feature a high-rise waist, pleated detailing, and a wide-leg silhouette. Style with the matching cropped vest for a trendy look.

    Shop Matching Vest: Structured And Chic Cropped Vest

    Fit & Features

    • High-rise waist
    • Hidden side zipper closure
    • Pleated detailing
    • Wide-leg silhouette
    • Woven-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0688

    Category Name: Matching Sets

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Structured And Chic Cropped Vest

    This structured cropped vest is totally chic. It features a sleeveless deep V-neckline with a lapel collar, a thin strappy front with a tie-back design, and a cropped, form-hugging fit. Style with the matching wide-leg pants for a trendy look.

    Shop Matching Bottoms: Structured And Chic Wide-Leg Pants

    Fit & Features

    • Sleeveless V-neckline, lapel collar
    • Thin strappy front with a tie-back design
    • Cropped, form-hugging fit
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 06204-1530

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunset Beauty Cutout Midi Skirt

    Showcase your beauty on a sunset stroll in this alluring midi skirt. It features a high-rise waist with a strappy cutout design, a midi-length, curve-hugging fit, and a chic side slit accent. Style with the matching crop top for the perfect look.

    Shop Matching Top: Sunset Beauty Halter Crop Top

    Fit & Features

    • High-rise waist, strappy cutout design
    • Midi-length hem, form-fitting silhouette
    • Side slit
    • Sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0714

    Category Name: Matching Sets

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sunset Beauty Halter Crop Top

    Showcase your beauty on a sunset stroll in this alluring crop top. It features an off-the-shoulder neckline with short fitted sleeves and thin halter straps, a cinched accent at the bust, a tie-back design, and a cropped, form-hugging fit. Style with the matching midi skirt for the perfect look.

    Shop Matching Bottoms: Sunset Beauty Cutout Midi Skirt

    Fit & Features

    • Off-the-shoulder neckline
    • Short fitted sleeves, thin halter straps
    • Cinched accent at the bust
    • Tie-back design
    • Cropped, form-hugging fit
    • Sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1594

    Category Name: Matching Sets

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Fling Twist Front Crop Top

    So much for a summer fling! With this crop top, you're sure to fall for it over and over again. It features a sleeveless, sweetheart neck, criss-cross back straps, and a twisted front on lined knit fabric. Complete your look with the matching bottoms.

    Shop Matching Bottoms: Summer Fling Twist Slit Maxi Skirt

    Fit & Features

    • Sleeveless, sweetheart neck, spaghetti straps
    • Criss-cross back straps
    • Twisted front
    • Cropped hem
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4374

    Category Name: Matching Sets

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Fling Twist Slit Maxi Skirt

    So much for a summer fling! With this maxi skirt, you're sure to fall for it over and over again. It features a high-rise waist with a twist accent, a front high-cut slit, and a form-fitting silhouette on lined knit fabric. Complete your look with the matching top. 

    Shop Matching Top: Summer Fling Twist Front Crop Top

    Fit & Features

    • High-rise waist with twist accent
    • Front high-cut slit
    • Form-fitting silhouette
    • Maxi-length hem
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0673

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fringe Dreams Faux Leather Mini Skirt

    Get ready to party in this dreamy faux leather mini skirt designed with a high-rise waist, bodycon silhouette, and an asymmetrical side cutout with fringe trim. Complete the look in a crop top and mules.

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Asymmetrical side cutout
    • Fringe trim
    • Mini-length hem
    • Faux leather fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06501-0687

    Category Name: Matching Sets

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jazz Night Twist Front Crop Top

    Enter the room of the rhythm and blues! All eyes on you in this saucy crop top featuring a sleeveless, sweetheart neck, adjustable spaghetti straps, and a twisted bust, on pleated-lined fabric. Complete the look in the matching bottoms. 

    Shop Matching Bottoms: Jazz Night High Rise Pants

    Fit & Features

    • Sleeveless, sweetheart neck 
    • Adjustable spaghetti straps
    • Twisted bust
    • Cropped hem
    • Pleated-lined fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4527

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Effect Abstract Wide-Leg Pants

    Printed to perfection in a flattering wide-leg silhouette, these pants boast a classic high-rise waist. Pair with the matching top.

    Fit & Features

    • Abstract print, stretchy knit fabric
    • Cowl halter neckline, tie straps
    • Open back
    • Fitted crop hem
    • Runs true to size

    Shop The Matching Top: Sultry Effect Abstract Cowl Halter Crop Top

    Style Number/Barcode: 06502-000022

    Category Name: Matching Sets

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jazz Night High Rise Pants

    Enter the room of the rhythm and blues! All eyes on you in these high-rise pants featuring a wide-leg silhouette, pull-on/off styling on pleated-lined fabric. Complete the look in the matching top.

    Shop Matching Top: Jazz Night Twist Front Crop Top

    Fit & Features

    • High-rise waistband
    • Wide-leg silhouette
    • Pull-on/off styling
    • Pleated-lined fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06502-1282

    Category Name: Matching Sets

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Life Of Leisure Rib Seamless Bra

    The perfect ribbed bra for living your life of leisure! It features a sleeveless, square neckline, tank-style straps, and a soft and comfortable seamless knit design. Complete the look in the matching shorts. 

    Shop Matching Shorts: Life Of Leisure Rib Seamless Shorts

    Fit & Features

    • Sleeveless, square neckline
    • Tank-style straps
    • Soft and comfortable
    • Seamless design
    • Ribbed-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07107-0776

    Category Name: Matching Sets

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life Of Leisure Rib Seamless Shorts

    The perfect ribbed shorts for living your life of leisure! It features a smooth, high-rise waist, biker silhouette, and a soft and comfortable seamless knit design. Complete the look in the matching bra.

    Shop Matching Bra: Life Of Leisure Rib Seamless Bra

    Fit & Features

    • Smooth high-rise waist
    • Biker silhouette
    • Soft and comfortable
    • Seamless design
    • Ribbed-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0804

    Category Name: Matching Sets

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Swirls High Waist Seamless Shorts

    Slay in sleek seamless shorts that are perfect for lounging in or running errands! The shorts feature a high-rise waist, a chic swirl pattern, a mid-thigh length, and a seamless fit throughout. The shorts are composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching bralette. 

    Shop Matching Bralette: Sassy Swirls Seamless Longline Bralette

    Fit & Features

    • Swirl print
    • High rise waist
    • Mid-thigh length
    • Soft and comfortable
    • Seamless fabrication, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0809

    Category Name: Matching Sets

    Price: $5.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Drinks On The Beach Crepe Bra Top

    Sipping on cocktails with a beach view! Sultry and chic have never looked so good as on this crepe bra top featuring a sleeveless, plunge V-neck, adjustable spaghetti straps, built-in padded bust, and an elasticized back band with hook-eye closures. Complete the look in the matching top layer. 

    Shop Matching Top: Drinks On The Beach Crepe Top

    Fit & Features

    • Sleeveless, plunge V-neck, adjustable spaghetti straps
    • Built-in padded bust
    • Elasticized back band with hook-eye closures
    • Crepe chiffon-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1912

    Category Name: Matching Sets

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hidden Gem Halter Cutout Crop Top

    You won't be able to hide this gem of a top! This halter crop top features a sleeveless, low-cut bodice, center gem insets with cutout accents on slinky knit-lined fabric with a moderate stretch. Complete the look in the matching bottoms.

    Shop The Matching Bottoms: Hidden Gem High Rise Flare Pants

    Fit & Features

    • Sleeveless, low-cut halter neck
    • Center gem insets
    • Cutout accents
    • Cropped hem
    • Slinky knit-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4357

    Category Name: Matching Sets

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hidden Gem High Rise Flare Pants

    You won't be able to hide this gem of a pant! These pants feature a sleek, high-rise waist, front gem insets, cutout accents, a form-fitting silhouette, and a flared hem on slinky knit-lined fabric with a moderate stretch. Complete the look in the matching top.

    Shop The Matching Top: Hidden Gem Halter Cutout Crop Top

    Fit & Features

    • Sleek high-rise waist
    • Front gem insets
    • Cutout accents
    • Form-fitting, flare hem
    • Slinky knit-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-1011

    Category Name: Matching Sets

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free