Matching Sets
Matching sets are the easiest way to look instantly put-together while keeping it on-trend for Fall. From two-piece sets like crop tops with mini skirts to flowy fly-a-way tops paired with wide-leg pants, the options are endless. Long sleeve crop tops with maxi skirts bring a chic vibe, while jersey knits and printed mesh keep the styles fresh. Perfect for date night, brunches, or mixers, these sets take the stress out of styling and give you a ready-made outfit that always turns heads.
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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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Tie Dye Thermal Knit Pajama Top
Add a pop of color to your loungewear outfits with this trendy top. The pajama top features a fab tie-dye print, v-neckline, and composed of a cozy thermal knit fabric. Complete your loungewear outfit with the matching shorts and cozy slides.
Shop Matching Pajama Shorts: Tie Dye Thermal Knit Pajama Shorts
Fit & Features
- Tie-dye print
- V-neckline
- Cap sleeves
- Thermal knit fabric
- Matching shorts sold separately
Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 07103-0375
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feelin' Sassy Leopard Print Pajama Tank Top
Get a sassy sweet vibe in this adorable leopard print pajama tank top! It features a form-fitting cropped hem and an all over pastel-hued leopard print. Pair with some comfy slides for the perfect stay at home look.
Shop Matching Bottoms: Feelin' Sassy Leopard Print Pajama Shorts
Fit & Features
- Adjustable spaghetti straps
- Rounded neckline
- Cropped hem
- Form-fitting style
- All over leopard print
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 07103-0379
Category Name: Matching Sets
Price: $15.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feeling Basic Crew Neck Tee
Keep it basic in a tee that is perfect for creating a chic streetwear outfit for your next outing. The tee features a crew neckline, short sleeves, and an over-sized fit. Complete your basic outfit with the matching biker shorts, layered dainty necklaces, and chunky dad sneakers.
Shop Matching Biker Shorts: Feeling Basic Biker Shorts
Fit & Features
- Crew neckline
- Short sleeves
- Over-sized fit
- Smooth knit fabric
- Moderate stretch
- Matching shorts sold separately
Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06002-0536
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ready To Lounge Triangle Bralette
Get ready to want to lounge around all day, every day in this comfy bralette! It features a triangle design and adjustable spaghetti straps for a comfortable fit. Pair with slides for a cozy stay at home look you'll want to live in.
Shop Matching Bottoms: Ready To Lounge Tulip Pajama Shorts
Shop Matching Mask: Basic Is Better Face Mask
Fit & Features
- Adjustable spaghetti straps
- Triangle design
- Banded back
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 07107-0491
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Basic Is Better Face Mask
Sometimes, basic is better, like with this adorable face mask! Stay safe and keep it cute in this face mask that features earloops for a comfortable fit. Pair with a loungewear set for a casual chic look.
Shop Matching Top: Ready To Lounge Triangle Bralette
Shop Matching Bottoms: Ready To Lounge Tulip Pajama Shorts
Fit & Features
- Earloops
- Wash before and after use is recommended
- Not a medical-grade mask
- Final Sale
Style Number/Barcode: 07305-0151
Category Name: Matching Sets
Price: $2.97 $6.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Romance Me Floral Jacquard Maxi Skirt
Show up to date night looking sweet and chic in this maxi skirt designed with floral jacquard mesh fabric. Style with the matching corset top for all the compliments.
Shop Matching Top: Romance Me Floral Jacquard Corset Top
Fit & Features
- Floral jacquard mesh fabric
- High-rise waist
- Hip-hugging fit, flowy fit toward the hem
- Maxi-length draped hem
- Runs true to size
Style Number/Barcode: 06501-1121
Category Name: Matching Sets
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ready To Lounge Tulip Pajama Shorts
Get ready to want to lounge around all day, every day in these comfy pajama shorts! They feature a flattering high rise banded waist with a front tulip design. Pair with slides for a cozy stay at home look you'll want to live in.
Shop Matching Top: Ready To Lounge Triangle Bralette
Shop Matching Face Mask: Basic Is Better Face Mask
Fit & Features
- High rise banded waist
- Tulip front design
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 07103-0385
Category Name: Matching Sets
Price: $9.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Dreams Striped Pajama Shorts
Have only the sweetest of dreams in these adorable striped pajama shorts! They feature a high rise waist with a cute merrow edge trim at the hem. Pair with some slides for a cozy night in look!
Shop Matching Top: Sweet Dreams Striped Pajama Top
Fit & Features
- High rise waist
- Fitted shorts
- Cheeky
- Merrow edge trim
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 07103-0374
Category Name: Matching Sets
Price: $13.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Dreams Striped Pajama Top
Have only the sweetest of dreams in this adorable striped pajama top! It features loose dolman style sleeves and an oversized, cropped hem. Pair with some slides for a cozy night in look!
Shop Matching Bottoms: Sweet Dreams Striped Pajama Shorts
Fit & Features
- Wide rounded neckline
- Loose dolman style sleeves with merrow edge trim
- Oversized cropped hem
- All over striped pattern
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 07103-0373
Category Name: Matching Sets
Price: $9.97 $20.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tropical Babe High Slit Maxi Skirt
Channel vacay vibes in a tropical skirt that is perfect for days spent underneath a cabana. The high waist skirt features a tropical palm leaf print and a high side slit to show off a hint of leg. Complete your tropical-inspired look with the matching top and cork wedges.
Shop Matching Top: Tropical Babe Tie Front Crop Top
Fit & Features
- High rise waist
- Lightly pleated
- Tropical palm leaf print
- High side slit
- Lightweight woven fabric
- Matching top sold separately
Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06301-0049
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ribbed Pajama Biker Boxer Shorts
Comfy chic is the vibe in these pajama boxer shorts! They feature a high rise waist for a flattering fit and a ribbed detail. Perf for lounging at home, pair with the matching bralette and slides.
Shop Matching Bralette: Plunging V Neck Ribbed Bralette
Fit & Features
- High rise waist
- Mid-thigh length
- Ribbed detail
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 07103-0354
Category Name: Matching Sets
Price: $4.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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That Basic Life Ribbed Crop Top
Keep it basic in a crop top to nail those cool girl vibes that are oh-so-trendy. The crop top features a square neckline with tank straps and is composed of a ribbed knit fabric. Create a perfect day-out look with the matching ribbed biker shorts and chunky dad sneakers.
Shop Matching Biker Shorts: That Basic Life Ribbed Biker Shorts
Fit & Features
- Sleeveless square neckline
- Tank straps
- Cropped hem
- Ribbed knit fabric
- Form-hugging fit
- Moderate stretch
- Matching biker shorts sold separately
- Runs true to size
Style Number/Barcode: 06002-0593
Category Name: Matching Sets
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ready To Lounge Triangle Bralette
Get ready to want to lounge around all day, every day in this comfy bralette! It features a triangle design and adjustable spaghetti straps for a comfortable fit. Pair with slides for a cozy stay at home look you'll want to live in.
Shop Matching Bottoms: Ready To Lounge Tulip Pajama Shorts
Fit & Features
- Adjustable spaghetti straps
- Triangle design
- Banded back
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 07107-0492
Category Name: Matching Sets
Price: $11.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ready To Lounge Tulip Pajama Shorts
Get ready to want to lounge around all day, every day in these comfy pajama shorts! They feature a flattering high rise banded waist with a front tulip design. Pair with slides for a cozy stay at home look you'll want to live in.
Shop Matching Top: Ready To Lounge Triangle Bralette
Fit & Features
- High rise banded waist
- Tulip front design
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 07103-0387
Category Name: Matching Sets
Price: $12.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ready To Lounge Triangle Bralette
Get ready to want to lounge around all day, every day in this comfy bralette! It features a triangle design and adjustable spaghetti straps for a comfortable fit. Pair with slides for a cozy stay at home look you'll want to live in.
Shop Matching Bottoms: Ready To Lounge Tulip Pajama Shorts
Shop Matching Face Mask: Basic Is Better Face Mask
Fit & Features
- Adjustable spaghetti straps
- Triangle design
- Banded back
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 07107-0489
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Boho Muse Lace-Up Embroidered Crop Top
Channel that boho babe vibe in this lace embroidered crop top with a trendy lace-up front design. Style with the matching mini skirt for festival season!
Shop Matching Bottoms: Boho Muse Lace Embroidered Mini Skirt
Fit & Features
- Lined sheer mesh fabric with lace embroidery
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps
- Front lace-up design
- Smocked back, zipper closure
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06003-2746
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ready To Lounge Tulip Pajama Shorts
Get ready to want to lounge around all day, every day in these comfy pajama shorts! They feature a flattering high rise banded waist with a front tulip design. Pair with slides for a cozy stay at home look you'll want to live in.
Shop Matching Top: Ready To Lounge Triangle Bralette
Shop Matching Face Mask: Basic Is Better Face Mask
Fit & Features
- High rise banded waist
- Tulip front design
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 07103-0383
Category Name: Matching Sets
Price: $9.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Basic Is Better Face Mask
Sometimes, basic is better, like with this adorable face mask! Stay safe and keep it cute in this face mask that features earloops for a comfortable fit. Pair with a loungewear set for a casual chic look.
Shop Matching Top: Ready To Lounge Triangle Bralette
Shop Matching Bottoms: Ready To Lounge Tulip Pajama Shorts
Fit & Features
- Earloops
- Wash before and after use is recommended
- Not a medical-grade mask
- Final Sale
Style Number/Barcode: 07305-0150
Category Name: Matching Sets
Price: $2.97 $6.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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That Basic Life Ribbed Biker Shorts
Keep it basic in biker shorts to nail those cool girl vibes that are oh-so-trendy. The biker shorts feature a high-rise waist, a mid-thigh length, and a ribbed knit fabric. Create a perfect day-out look with the matching crop top and chunky dad sneakers.
Shop Matching Crop Top: That Basic Life Ribbed Crop Top
Fit & Features
- High-rise waist
- Mid-thigh length
- Ribbed knit fabric
- Form-hugging fit
- Moderate stretch
- Matching crop top sold separately
- Runs true to size
Style Number/Barcode: 06503-0168
Category Name: Matching Sets
Price: $5.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wicked Games Faux Patent Leather Crop Top
Dare to go bold in this crop top that brings the heat to your night out. The crop top features a trendy square neckline, spaghetti straps, and composed of a faux patent leather fabric. Complete your head-turning look with the matching mini skirt and faux patent leather boots.
Shop Matching Mini Skirt: Wicked Games Faux Patent Leather Mini Skirt
Fit & Features
- Sleeveless
- Square neckline
- Spaghetti straps
- Cropped hem
- Faux patent leather fabric
- Form hugging fit, slight stretch
- Matching skirt sold separately
Style Number/Barcode: 06003-1031
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Wicked Games Faux Patent Leather Mini Skirt
Dare to go bold in this skirt that brings the heat to your night out. The mini skirt features a high rise waist, front-facing vertical seams, a mini side slit, and is composed of a faux patent leather fabric. Complete your head-turning look with the matching crop top and faux patent leather boots.
Shop Matching Crop Top: Wicked Games Faux Patent Leather Crop Top
Fit & Features
- High rise waist
- Front-facing vertical seams
- Mini side slit
- Faux patent leather fabric
- Form hugging fit, slight stretch
- Matching crop top sold separately
Style Number/Barcode: 06401-0253
Category Name: Matching Sets
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Basic Mood High Waist Joggers
We're in the mood for basic joggers this season. Keep it cozy and chic in this staple piece that features a high rise waist, a drawstring accent, slanted pockets, and a straight leg with an elastic cuff. Complete your basic look with the matching crop top, layers of dainty jewelry, and chunky dad sneakers.
Shop Matching Crop Top: Basic Mood Cropped Crew Neck Top
Shop Matching Top: Cozy French Terry Knit Crop Top
Fit & Features
- High rise waist
- Drawstring waist
- Slanted pockets
- Straight leg with elastic cuff
- Relaxed fit
- Moderate stretch
- French terry knit fabric with moderate stretch
Style Number/Barcode: 06502-0497
Category Name: Matching Sets
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Get That Shine On Metallic Crop Top
Girl, get that shine on in this adorable metallic crop top! Featuring a trendy square neckline and a cropped, form-hugging fit, this top would pair perfectly with a dazzling rhinestone choker and knee-high boots. Be a total glam girl in this outfit at your next party.
Fit & Features
- Spaghetti straps
- Square neck and back
- Cropped hem
- Metallic shine fabric
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06001-2836
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Iconic High Waist Hot Shorts
Keep it iconic and chic in hot shorts that stun. Perfect for nailing those head-turning looks, the hot shorts feature a classic high rise waist and a cheeky fit. Complete your look with a bodysuit and thigh high boots.
Fit & Features
- High rise waist
- Cheeky fit
- Form-hugging fit
- Moderate stretch
- Coated Nylon fabric
Style Number/Barcode: 06503-0154
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free