Matching Sets

HomeMatching Sets
Loading...

Now Trending

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.

  • Cancun Vacay Tropical Slit Maxi Skirt

    Cancun isn't ready for this one! Jet set on vacay in this tropical maxi skirt featuring a high-rise elasticized waistband, a front high slit, floral and leaf pattern, and a maxi-length hem on gauze woven fabric. Style with the matching tropical top.

    Shop Matching Top: Cancun Vacay Tropical Multi-Wear Top

    Fit & Features

    • High-rise elasticized waistband
    • Front high slit
    • Floral and leaf pattern
    • Maxi-length hem
    • Relaxed silhouette
    • Gauze woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0078

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cancun Vacay Tropical Multi-Wear Top

    Cancun isn't ready for this one! Jet set on vacay in this tropical halter top featuring multi-wear straps so you can style it as a halter or tube top, floral and leaf pattern, and a cropped hem. Style with the matching tropical maxi skirt. 

    Shop Matching Skirt: Cancun Vacay Tropical Slit Maxi Skirt

    Fit & Features

    • Multi-wear straps
    • Cropped hem
    • Back smocked panel
    • Floral and leaf pattern
    • Gauze woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1297

    Category Name: Matching Sets

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Effect Abstract Cowl Halter Crop Top

    Printed to perfection in a flattering halter silhouette, this crop top boasts a sultry cowl neckline and an open back to show some skin! Pair with the matching pants.

    Fit & Features

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

    Shop The Matching Pants: Sultry Effect Abstract Wide-Leg Pants

    Style Number/Barcode: 06001-000107

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Making Headlines Satin Tunic Top

    This newspaper print tunic top is sure to make headlines! It features long sleeves with button cuffs, a collared neckline, a button-down front, side slit accents, and a flowy silhouette on satin fabric with no stretch. Complete the look with the matching bralette.

    Shop Matching Bralette: Making Headlines Satin Bralette Top

    Fit & Features

    • Long sleeves, button cuffs
    • Collared neckline
    • Button-down front
    • Side slit accents
    • Flowy silhouette
    • Newspaper print, satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1663

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Making Headlines Satin Bralette Top

    This newspaper print bralette top is sure to make headlines! It features a V-neck, adjustable spaghetti straps, a front knot accent, and an elasticized back strap. Composed of satin-lined fabric with no stretch. Style with the matching tunic top.

    Shop Matching Tunic Top: Making Headlines Satin Tunic Top

    Fit & Features

    • V-neck
    • Front knot accent
    • Adjustable spaghetti straps
    • Elasticized back strap
    • Newspaper print
    • Satin-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1662

    Category Name: Matching Sets

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Elevated Woven Blazer

    Refresh your wardrobe with this chic and elevated blazer! It features a lapel collar, shoulder pads, long sleeves, a single-button closure, and a fitted silhouette. The smooth crepe fabric includes a woven lining. Style with the matching trouser shorts or pants for a seamless look.

    Shop Matching Shorts: Chic And Elevated Woven Trouser Shorts

    Shop Matching Pants: Chic And Elevated Woven Trouser Pants

    Fit & Features

    • Lapel collar
    • Shoulder pads, long sleeves
    • Single-button front closure
    • Dual front pockets
    • Fitted silhouette
    • Crepe fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1652

    Category Name: Matching Sets

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Abstract Art Satin Wide Leg Pants

    Abstract art you can wear! Slay an art gallery opening in these fierce satin pants featuring a high-rise elasticized waistband, front pleating, and a wide-leg silhouette. Complete the look in the matching top.

    Shop Matching Top: Abstract Art Satin Convertible Top

    Fit & Features

    • High-rise elasticized waistband
    • Front pleating
    • Wide-leg silhouette
    • Abstract print, satin fabric
    • Runs true to size

    Style Number/Barcode: 06402-0414

    Category Name: Matching Sets

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paradise Cove Cowl Neck Crop Top

    Enter paradise cove in true vacay style! This tropical tank top features a sleeveless, cowl neck, sleek bungee spaghetti straps, cropped hem, and a trendy palm print on stretchy lined fabric. Complete the look in the matching bottoms and sunglasses.

    Shop Matching Bottoms: Paradise Cove Slit Maxi Skirt

    Fit & Features

    • Sleeveless, cowl neck, bungee spaghetti straps
    • Cropped hem
    • Tropical palm-print
    • Stretchy lined knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4262

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On The Move Linen Woven Blazer

    On the move and looking stylish! Slay the day in this linen woven blazer featuring long sleeves with button accents, a lapel collared neckline, dual button front closure, and a three-pocket styling. Complete the look in the matching top and bottoms.

    Shop Matching Top: On The Move Linen Crop Top

    Shop Matching Bottoms: On The Move Linen Wide Leg Pants

    Fit & Features

    • Long sleeves, button accents
    • Lapel collar neckline
    • Three-pocket styling
    • Relaxed silhouette
    • Linen woven lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1297

    Category Name: Matching Sets

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On The Move Linen Crop Top

    On the move and looking stylish! Slay the day in this linen woven blazer featuring long sleeves with button accents, a lapel collared neckline, dual button front closure, and a three-pocket styling. Complete the look in the matching top and bottoms.

    Shop Matching Blazer: On The Move Linen Woven Blazer

    Shop Matching Bottoms: On The Move Linen Wide Leg Pants

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Smocked back
    • Cropped hem
    • Linen woven lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1696

    Category Name: Matching Sets

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Move Linen Wide Leg Pants

    On the move and looking stylish! Slay the day in this linen woven blazer featuring long sleeves with button accents, a lapel collared neckline, dual button front closure, and a three-pocket styling. Complete the look in the matching top and bottoms.

    Shop Matching Top: On The Move Linen Crop Top

    Shop Matching Blazer: On The Move Linen Woven Blazer

    Fit & Features

    • High-rise waist, clip-closure, hidden zipper
    • Belt loop accents
    • Hidden side pockets
    • Pleat front detailing
    • Wide-leg silhouette
    • Linen woven lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0627

    Category Name: Matching Sets

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Knit Happens Halter Sweater Top

    This sweater knit top happens to be a perfect match for your closet! It features a sleeveless, halter v-neck, partial open-back, and a cropped hem. Complete the look in the matching cardigan.

    Shop Matching Cardigan: Knit Happens Crop Knit Cardigan

    Fit & Features

    • Sleeveless, halter v-neck
    • Partial open-back
    • Cropped hem
    • Rib-knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1045

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready For The Weekend Flowy Pants

    You'll be ready for a relaxing weekend getaway with these cute flowy pants. They feature a high-rise waist, a wide-leg silhouette with a chic front split hem design, and a woven short lining. Complete the look with the matching tube top and strappy sandals.

    Shop Matching Top: Ready For The Weekend Tube Top

    Fit & Features

    • High-rise waist, elasticized back
    • Hidden side zipper, hook and eye closure
    • Wide-leg silhouette, front split hem design
    • Woven short lining
    • Textured woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-0465

    Category Name: Matching Sets

    Price: $29.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mornings In Tulum Tropical Tie-Front Crop Top

    Waking up in paradise got sweeter with this tropical crop top in your luggage! It boasts flowy short sleeves and a tie-front design perfect for styling over a bikini. Pair with the matching pants.

    Fit & Features

    • Tropical print, stretchy knit fabric
    • Short sleeves
    • Tie-front design
    • Cropped hem
    • Runs true to size

     

    Shop The Matching Pants: Mornings In Tulum Tropical Wide-Leg Pants

    Style Number/Barcode: 06202-000015

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Knit Happens Crop Knit Cardigan

    This sweater knit cardigan happens to be a perfect match for your closet! It features long sleeves, a three-button down front closure, and a cropped hem. Complete the look in the matching top.

    Shop Matching Top: Knit Happens Halter Sweater Top

    Fit & Features

    • Long sleeves
    • Three-button down front
    • Cropped hem
    • Rib-knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1046

    Category Name: Matching Sets

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kaleidoscope Boho Tie-Front Top

    Escape the city life for paradise with this boho crop top featuring a sleeveless, sweetheart neck, adjustable spaghetti straps, a tie-front detail, back smocked design, and a kaleidoscope print. Complete the look in the matching skirt. 

    Shop Matching Skirt: Kaleidoscope Boho Slit Maxi Skirt

    Fit & Features

    • Sleeveless, sweetheart neck
    • Adjustable spaghetti straps
    • Tie-front detail
    • Back smocked design
    • Kaleidoscope boho print
    • Runs true to size

    Style Number/Barcode: 06003-1556

    Category Name: Matching Sets

    Price: $6.97 $19.90

    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 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: 06001-4031

    Category Name: Matching Sets

    Price: $6.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kaleidoscope Boho Slit Maxi Skirt

    Escape the city life for paradise with this boho maxi skirt featuring a high-rise waist, front high-cut slit, and a kaleidoscope print. Complete the look in the matching top.

    Shop Matching Top: Kaleidoscope Boho Tie-Front Top

    Fit & Features

    • High-rise waist
    • Front high-cut slit
    • Maxi-length hem
    • Kaleidoscope boho print
    • Runs true to size

    Style Number/Barcode: 06301-0103

    Category Name: Matching Sets

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready For The Weekend Tube Top

    You'll be ready for a relaxing weekend getaway with this cute cropped tube top. It features a strapless sweetheart neckline, a front lace-up design, and a majorly cropped hem. Complete the look with the matching flowy pants and strappy sandals.

    Shop Matching Bottoms: Ready For The Weekend Flowy Pants

    Fit & Features

    • Strapless sweetheart neckline, no-slip strip
    • Front lace-up design, tie closure
    • Cropped, form-hugging fit
    • Textured woven fabric, front lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1880

    Category Name: Matching Sets

    Price: $21.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • At Your Leisure Seamless Shorts

    All you need is this seamless biker short for the perfect lounge sesh! It features a supportive high-rise waistband, side contouring panels, and a biker-length hem composed of a buttery soft knit fabric. Complete the look in the matching bralette with your favorite slippers. 

    Shop Matching Bralette: At Your Leisure Seamless Bralette

    Fit & Features

    • High-rise supportive waistband
    • Side contouring panels
    • Form-fitting 
    • Biker-length hem
    • Buttery soft and comfortable
    • Seamless knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0796

    Category Name: Matching Sets

    Price: $9.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • At Your Leisure Seamless Bralette

    All you need is this seamless bralette for the perfect lounge sesh! It features a scoop neck, tank-style straps, a longline hem, and a racerback design composed of a buttery soft knit fabric. Complete the look in the matching bottoms with your favorite slippers. 

    Shop Matching Bottoms: At Your Leisure Seamless Shorts

    Fit & Features

    • Scoop neck
    • Tank-style straps
    • Longline hem
    • Racerback design
    • Buttery soft and comfortable
    • Seamless knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07107-0769

    Category Name: Matching Sets

    Price: $9.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Chill Seamless Bralette

    Have yourself the perfect chill sesh in this seamless bralette featuring a sleeveless V-neck, dual spaghetti straps, and a partial open-back, on a soft and comfortable ribbed knit fabric. Complete the look in the matching shorts.

    Shop Matching Shorts: Perfectly Chill Seamless Shorts

    Fit & Features

    • Sleeveless,V-neck
    • Dual spaghetti straps
    • Partial open-back design
    • Soft and comfortable
    • Seamless, rib-knit fabric
    • Runs true to size

    Style Number/Barcode: 07107-0768

    Category Name: Matching Sets

    Price: $6.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunkissed Florals Twist Crop Top

    Let the sunshine on this flirty floral crop top perf for a brunch with the girls! It features a sleeveless, sweetheart neck, adjustable spaghetti straps, twist accent bodice, and a back smocked panel with zipper closure. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Sunkissed Florals A-Line Skirt

    Fit & Features

    • Sleeveless, sweetheart neck, adjustable spaghetti straps
    • Twist accent bodice
    • Cropped hem
    • Back smocked panel, zipper closure
    • Floral print, lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1824

    Category Name: Matching Sets

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mornings In Tulum Tropical Wide-Leg Pants

    Waking up in paradise got sweeter with these tropical pants in your luggage! It boasts a flattering high-rise waist and a flowy wide-leg design perfect for styling over a swimsuit Pair with the matching top.

    Fit & Features

    • Tropical print, stretchy knit fabric
    • High-rise waist
    • Flowy wide-leg silhouette
    • Runs true to size

     

    Shop The Matching Top: Mornings In Tulum Tropical Tie-Front Crop Top

    Style Number/Barcode: 06502-000021

    Category Name: Matching Sets

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free