Matching Sets
Two-piece sets are the ultimate answer to “what am I wearing?” Shop casual to dressy coordinating pieces made for effortless dressing, from a crop top and midi skirt to a dressy top and mini skirt or a long sleeve top and maxi. Printed mesh and lace bring the going-out energy, while boucle, sweater knits, and denim sets keep daytime looks polished. Choose black, brown, or burgundy for a fall-ready finish that moves easily from weekend brunch to night out plans, concerts and festivals. Matching never looked this low-effort.
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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.
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Luxe Wonder Flocked Velvet Floral Midi Skirt
Turn heads in the luxe wonder flocked velvet floral midi skirt. With a high side slit and mid-rise waist, it's perfect for flaunting your style. Pair it with the matching halter top for extra glam.
Fit & Features
- Lined mesh fabrication
- Mid-rise waist
- Flocked floral velvet pattern
- High side slit
- Midi length hem
- Runs true to size
Shop Matching Top: Luxe Wonder Flocked Velvet Floral Halter TopStyle Number/Barcode: 06501-1090
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay Ready Tie-Front Bandeau Crochet Crop Top
Heading on vacation? Don't forget to grab this vacay ready strapless crochet bandeau crop top with a sultry tie-front closure. Pair with the matching skirt and your fave shades!
Fit & Features
- Crochet fabric, stretchy knit lining
- Strapless neckline
- Tie-front closure
- Ultra-cropped hem
- Runs true to size
Shop The Matching Skirt: Vacay Ready High Rise Crochet Maxi Skirt
Style Number/Barcode: 06003-2777
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Darling Ditsy Floral Mini Skirt
Get a darling and chic look with this ditsy floral mini skirt that is perf for summer! It features a flattering high-rise waist, a short, curve-hugging fit with a ruffled hem, and a smocked design. Complete the outfit with the matching tube top for weekend brunches with the girls.
Shop Matching Top: So Darling Ditsy Floral Tube Top
Fit & Features
- High-rise waist
- Mini-length, form-fitting silhouette
- Ruffled hem
- Smocked woven fabric
- Ditsy floral print
- Runs true to size
Style Number/Barcode: 06301-0098
Category Name: Matching Sets
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic And Basic Cropped Tank
Your style can be basic and still so chic with this on-trend cropped tank! It features a sleeveless square neckline, a cropped, form-hugging fit, and is composed of a lightweight brushed knit fabric with plenty of stretch. Style this top with the matching midi skirt.
Shop Matching Bottoms: Chic And Basic Ruched Midi Skirt
Fit & Features
- Sleeveless square neckline
- Cropped, form-hugging fit
- Brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-3635
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Darling Ditsy Floral Tube Top
Get a darling and chic look with this ditsy floral tube top that is perf for summer! It features a strapless sweetheart neckline, a cute tie-front detail, a cropped, form-hugging fit, and a smocked design. Complete the outfit with the matching mini skirt for weekend brunches with the girls.
Shop Matching Bottoms: So Darling Ditsy Floral Mini Skirt
Fit & Features
- Strapless sweetheart neckline
- Tie-front
- Cropped, form-hugging fit
- Smocked woven fabric
- Ditsy floral print
- Runs true to size
Style Number/Barcode: 06003-1548
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic And Basic Ruched Midi Skirt
Your style can be basic and still so chic with this on-trend midi skirt! It features a high-rise waist, ruched side detailing, a mid-length, curve-hugging silhouette, and is composed of a brushed knit fabric with plenty of stretch. Style this skirt with the matching cropped tank.
Shop Matching Top: Chic And Basic Cropped Tank
Fit & Features
- High-rise waist, elastic band
- Ruched side detailing
- Mid-length, form-hugging fit
- Brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0475
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Level Up Snake Ruched Mini Skirt
Level up your night with a chic mini skirt! The skirt features a high-rise waist, a snake print, dual ruched drawstrings, and a mini-length silhouette. Complete look with the matching crop top.
Shop Matching Crop Top: Level Up Snake Crop Top
Fit & Features
- High rise waist
- Dual ruched drawstrings
- Snake print
- Mini length silhouette
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0417
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Mood Cropped Blazer
Channel a plaid mood with a cute blazer! The blazer features a collared neckline, long sleeves, a double-breast button design, and a semi-cropped hem. The blazer is composed of Ponte-like woven fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: Plaid Mood High Slit Mini Skirt
Fit & Features
- Collared neckline, lapel accent
- Long sleeves
- Double-breasted button design
- Semi-cropped hem
- Ponte-like knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-1080
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Plaid Mood High Slit Mini Skirt
Channel a plaid mood with a cute mini skirt! The skirt features a plaid print, a high-rise waist, a mini side slit, and a mini-length silhouette. The skirt is composed of a ponte knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching blazer and a blouse.
Shop Matching Blazer: Plaid Mood Cropped Blazer
Fit & Features
- Plaid print
- High rise waist
- Mini side slit
- Ponte knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0339
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Minimal Chic Seamless Pajama Cami
Keep it minimal with a pajama cami that is cozy and chic! The cami features a sleeveless scoop neckline, adjustable spaghetti straps, and a cropped hem. The cami is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching pajama biker shorts.
Shop Matching Biker Shorts: Minimal Chic Seamless Pajama Biker Shorts
Fit & Features
- Sleeveless scoop neckline
- Adjustable spaghetti straps
- Cropped hem
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0630
Category Name: Matching Sets
Price: $7.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sassy Sequins High Waist Skirt
Keep it sassy with a sparkling sequin skirt! The skirt features a high-rise waist, dazzling sequins, and a mini-length silhouette. The skirt is composed of a lined mesh fabric that offers a form hugging fit with minimal stretch. Complete look with the matching bustier.
Shop Matching Bustier: Sassy Sequins Cropped Bustier
Fit & Features
- High rise waist
- Sequins
- Mini length silhouette
- Lined mesh fabric
- Form hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0433
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feeling Fierce Leopard Print Denim Shacket
Fit & Features
- Leopard-printed denim fabric
- Collared neckline
- Chest pockets
- Button-down closure
- Long sleeves with single-button cuff
- Oversized fit
Shop Matching Mini Skirt: Feeling Fierce Leopard Print Denim Mini Skirt
Style Number/Barcode: 06203-0566
Category Name: Matching Sets
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sassy Sequins Cropped Bustier
Keep it sassy with a sparkling sequin bustier! The bustier features sequins, a sleeveless sweetheart neckline, padded cups, bungee spaghetti straps, and a cropped hem. The bustier is composed of a lined mesh fabric that offers a form hugging fit with minimal stretch. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: Sassy Sequins High Waist Skirt
Fit & Features
- Sleeveless sweetheart neckline
- Padded cups
- Bungee spaghetti straps
- Cropped hem
- Sequins
- Lined mesh fabric
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 06001-3459
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Minimal Chic Seamless Pajama Biker Shorts
Keep it minimal with pajama biker shorts that are cozy and chic! The shorts feature a high-rise waist, mid-thigh length, and a seamless body throughout. The shorts are composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching pajama cami.
Shop Matching Cami: Minimal Chic Seamless Pajama Cami
Fit & Features
- High rise waist
- Mid-thigh length
- Seamless
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0631
Category Name: Matching Sets
Price: $8.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Polished Glam Oversized Plaid Blazer
Keep it polished with a blazer that brings that sophisticated glamour. The blazer features a plaid print, a collared neckline with a lapel accent, a multi-button down front, front pockets, long sleeves, and an oversized fit. The blazer is composed of a woven fabric that offers a relaxed fit with slight stretch. Complete look with the matching bustier and jeans.
Shop Matching Bustier: Polished Glam Cropped Plaid Bustier
Fit & Features
- Collared neckline, lapel accent
- Multi-button down front
- Front pockets
- Long sleeves
- Oversized fit
- Woven fabric
- Relaxed fit, slight stretch, runs true to size
Style Number/Barcode: 06204-0979
Category Name: Matching Sets
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Polished Glam Cropped Plaid Bustier
Keep it polished with a bustier that brings that sophisticated glamour. The bustier features a plaid print, a sleeveless V-neckline, tank shoulder straps, and a cropped hem. The bustier is composed of a woven fabric that offers a relaxed fit with slight stretch. Complete look with the matching blazer and jeans.
Shop Matching Blazer: Polished Glam Oversized Plaid Blazer
Fit & Features
- Sleeveless V-neckline
- Tank shoulder straps
- Cropped hem
- Plaid print
- Woven fabric
- Form hugging fit, slight stretch
- Runs true to size
Style Number/Barcode: 06003-1358
Category Name: Matching Sets
Price: $4.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Polka Dot Perfection Mini Skirt
Keep it cute with the perfect mini skirt that brings those stylish vibes! The skirt features a high-rise waist, a polka dot pattern, and a mini-length silhouette. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top.
Shop Matching Crop Top: Polka Dot Perfection Crop Top
Fit & Features
- High rise waist
- Polka dot pattern
- Mini length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0429
Category Name: Matching Sets
Price: $7.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Polka Dot Perfection Crop Top
Keep it cute with the perfect crop top that brings those stylish vibes! The top features a plunging V-neckline, short sleeves, a tie-front hem, and a polka dot pattern. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top.
Shop Matching Mini Skirt: Polka Dot Perfection Mini Skirt
Fit & Features
- V-neckline
- Short puff sleeves
- Tie-front hem
- Polka dot pattern
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3403
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Minimal Vibes Cinched Pajama Shorts
Channel those minimal vibes with pajama shorts that keep your lounge look lowkey! The shorts feature a high-rise waist, dual ruched drawstrings, and a cheeky fit. Complete look with the matching pajama tank.
Shop Matching Pajama Tank: Minimal Vibes Pajama Tank
Fit & Features
- High rise waist
- Dual ruched drawstrings
- Cheeky fit
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0619
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylish And Seamless Biker Shorts
Stylish and seamless, these biker shorts are a closet staple. They feature a flattering high-rise banded waist and a mid-thigh length, form-hugging fit. Complete the outfit with the matching longline bralette for the perf loungewear look.
Shop Matching Bralette: Stylish And Seamless Longline Bralette
Fit & Features
- High-rise banded waist
- Mid-thigh length, form-hugging fit
- Seamless ribbed knit fabric
- Runs true to size
Style Number/Barcode: 07103-0661
Category Name: Matching Sets
Price: $4.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish And Seamless Longline Bralette
Stylish and seamless, this longline bralette is a closet staple. It features a sleeveless V-neckline, tank shoulder straps, and a cropped, form-hugging fit. Complete the outfit with the matching biker shorts for the perf loungewear look.
Shop Matching Bottoms: Stylish And Seamless Biker Shorts
Fit & Features
- Sleeveless V-neckline
- Tank shoulder straps
- Cropped, form-hugging fit
- Seamless knit fabric
- Runs true to size
Style Number/Barcode: 07107-0641
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Basics Ribbed Pajama Pants
Slay in basics with pajama pants that are part stylish, part comfy. The pants feature a high-rise waist, drawstring, and a straight leg that leads to a flared hem. The pants are composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching pajama tank.
Shop Matching Pajama Tank: Cozy Basics Ribbed Pajama Tank
Fit & Features
- High rise waist
- Drawstring
- Straight leg, flared hem
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0598
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Luxe Allure Flocked Floral Knit Mini Skirt
Shop Matching Top: Luxe Allure Flocked Floral Knit Bustier Top
Fit & Features
- Knit lined fabric with velvet flocked floral pattern
- High-rise waist
- Mini-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-1082
Category Name: Matching Sets
Price: $7.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Basics Ribbed Pajama Tank
Slay in cozy basics with a pajama tank that is part stylish, part comfy. The tank features a sleeveless square neckline, tank shoulder straps that lead to a racerback, and a cropped hem. The tank is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching pants.
Shop Matching Pajama Pants: Cozy Basics Ribbed Pajama Pants
Fit & Features
- Sleeveless square neckline
- Tank shoulder straps, racerback
- Cropped hem
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0597
Category Name: Matching Sets
Price: $4.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale