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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Feeling Basic Biker Shorts
Keep it basic with shorts that are perfect for creating a chic streetwear outfit for your next outing. The biker shorts feature a high rise waist and a mid-thigh length. Complete your basic outfit with the matching crew neck tee, layered dainty necklaces, and chunky dad sneakers.
Shop Matching Tee: Feeling Basic Crew Neck Tee
Fit & Features
- High rise waist
- Mid-thigh length
- Smooth knit fabric
- Moderate stretch
- Matching tee sold separately
Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06503-0157
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Effortless Eyelet Mini Skirt
Create an effortless everyday look in this eyelet mini skirt that is a must have for your summer vibe. Perfect paired with the matching crop top for a chic photoshoot in your backyard! The adorable skirt features a flattering high waist and a curve hugging fit. Complete your cute outfit with some classic gold hoops and trendy wedges.
Shop Matching Top: Effortless Eyelet Puff Sleeve Crop Top
Fit & Features
- High rise waist
- Short, form hugging fit
- All over eyelet detail
- Lined
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0271
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Way She Moves Striped Midi Skirt
This striped midi skirt has entered the girl's vacay chat! Boasting a sexy bodycon silhouette and mid-rise waist, you'll be the hit of the trip. Pair with the matching top to complete the look!
Shop Matching Top: Way She Moves Striped Bra Top
Fit & Features
- Striped print, scalloped trim, stretchy knit fabric
- Mid-rise waist
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 06401-0743
Category Name: Matching Sets
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Snake The Lead Tie Front Crop Top
Keep it fierce in this snake crop top! Step out this season in this statement-making top that features a sweetheart neckline, a tie front center and a snake-inspired print Don't forget to add the matching skirt and head-turning earrings to complete your look.
Shop Matching Skirt: Snake The Lead Cinched Side Mini Skirt
Fits & Features
- Tank shoulder straps
- Tie front at center
- Woven fabric
- Snake-inspired print
- Crop hem
- Relaxed fit
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0620
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Tank shoulder straps
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Tropical Babe Tie Front Gauze Crop Top
Channel vacay vibes in a tropical top that is perfect for days spent underneath a cabana. The top features a tropical palm leaf print, a tie front accent at the center of the bodice, and a cropped hem. Complete your look with the matching skirt and sleek hoop earrings.
Shop Matching Skirt: Tropical Babe High Slit Maxi Skirt
Fit & Features
- Sleeveless sweetheart neckline
- Tie front accent
- Tropical palm leaf print
- Adjustable spaghetti straps
- Cropped hem
- Smocked back
- Composed of a gauze knit fabric
Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06003-0619
Category Name: Matching Sets
Price: $4.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She's Got It Ruched Crop Top
Serve up that wow factor in this top that stuns! Perfect for a night out with the squad, this top features a plunging surplice neckline, a cropped hem and a ruched detailing throughout. Complete your look with the matching skirt and a pair of clear heels!
Shop Matching Skirt: She's Got It Ruched Mini Skirt
Fit & Features
- Surplice V-neckline
- Spaghetti straps
- Ruching
- Cropped hem
- Lined mesh fabric
- Matching skirt sold separately
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-2550
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Tie Dye Pajama Shorts
Keep it trendy in pajama shorts that keep your loungewear so fab! The shorts feature a tie-dye print, a high rise waist, and a cheeky fit. Complete your loungewear outfit with the matching top and cozy slides.
Shop Matching Top: Trendy Tie Dye Pajama Tank Top
Fit & Features
- Tie-dye print
- High rise waist
- Cheeky fit
- Matching top 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: 07103-0372
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Tie Dye Pajama Tank Top
Keep it trendy in a pajama tank top that keeps your loungewear so fab! The tank features a tie-dye print, a scoop neckline, and a cropped hem. Complete your loungewear outfit with the matching shorts and cozy slides.
Shop Matching Shorts: Trendy Tie Dye Pajama Shorts
Fit & Features
- Tie-dye print
- Scoop neckline
- Tank-styled straps
- Cropped hem
- 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: 07103-0371
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chilling With You Pajama Leggings
Lounge at home with bae in leggings that bring cozy vibes. The pajama leggings feature a high rise waist with a drawstring to provide a customized fit and a straight tapered leg. Complete your lounge outfit with the matching pajama tank top and cozy slides.
Shop Matching Pajama Tank Top: Chilling With You Pajama Tank Top
Fit & Features
- High rise waist
- Drawstring
- Straight leg with a tapered hem
- Knit fabric
- Matching tank top 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: 07103-0395
Category Name: Matching Sets
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chilling With You Pajama Tank Top
Lounge at home with bae in a cozy tank. The pajama tank top features a sleeveless scoop neckline, spaghetti straps, and a cropped hem. Complete your loungewear outfit with the matching pajama leggings and cozy slides.
Shop Matching Pajama Leggings: Chilling With You Pajama Leggings
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Cropped hem
- Knit fabric
- Relaxed fit
- Matching pajama leggings 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: 07103-0394
Category Name: Matching Sets
Price: $5.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy and Chill Pajama Leggings
Keep it chill and cozy in leggings that are perfect for lounging at home in. The pajama leggings feature a high rise waist with a drawstring to provide a customized fit and a straight tapered leg. Complete your lounge outfit with the matching pajama tank top and cozy slides.
Shop Matching Pajama Tank: Cozy and Chill Pajama Tank Top
Fit & Features
- High rise waist
- Drawstring
- Straight leg with a tapered hem
- Knit fabric
- Matching tank top 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: 07103-0397
Category Name: Matching Sets
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy and Chill Pajama Tank Top
Keep it chill and cozy in a tank that is perfect for lounging at home in. The tank features a sleeveless scoop neckline, sleek spaghetti straps, and a cropped hem. Complete your look with the matching leggings and cozy slides.
Shop Matching Pajama Leggings: Cozy and Chill Pajama Leggings
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Cropped hem
- Knit fabric
- Relaxed fit
- Matching pajama leggings 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: 07103-0396
Category Name: Matching Sets
Price: $12.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Blossom Beauty Floral Ruffled Skort
Blossom beautifully in this floral ruffled skort for a flirty spring season vibe! Pair with the matching top to complete the look.
Shop Matching Top: Blossom Beauty Floral Halter Corset Top
Fit & Features
- Floral print, woven fabric
- High-rise stretchy smocked waistband
- Ruffled tiered silhouette
- Shorts lining
- Runs true to size
Style Number/Barcode: 06403-1098
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tropical Palm Leaf Tube Top
Get set for the tropics in this top that will transport you to an island fantasy. This vacation-ready tube top features a straight neckline and a tropical palm-leaf print. Complete your Insta-ready look with the matching skirt and statement earrings.
Shop Matching Maxi Skirt: Tropical Palm Leaf High Slit Maxi Skirt
Fit & Features
- Sleeveless straight neckline
- Tropical palm leaf print
- Cropped hem
- Smooth knit fabric, form-hugging fit
- Runs true to size
- Matching skirt sold separately
Style Number/Barcode: 06001-3491
Category Name: Matching Sets
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Falling For You Floral Mini Skirt
They will be falling for you hard when you step out in this smocked mini skirt. Don’t forget to pick up the matching crop top to complete the look!
Shop the Matching Top: Falling For You Floral Crop Top
Fits & Features
- Ditsy Floral Print
- Smocked
- Ruffle Hem
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06301-0040
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tropical Palm Leaf High Slit Maxi Skirt
Get set for the tropics in this skirt that will transport you to an island fantasy. The skirt features a high rise waist, a tropical palm-leaf print, and a maxi silhouette with a dramatic high slit to show off a hint of leg. Complete look with matching top and statement earrings.
Shop Matching Crop Top: Tropical Palm Leaf Tube Top
Fit & Features
- High rise waist
- Tropical floral print
- Maxi length silhouette
- High side slit
- 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: 06501-0225
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Falling For You Floral Crop Top
They will be falling for you hard when you step out in this smocked crop top. Don’t forget to pick up the matching skirt to complete the look!
Shop the Matching Bottoms: Falling For You Floral Mini Skirt
Fits & Features
- Ditsy Floral Print
- Smocked
- Spaghetti Straps
Style Number/Barcode: 06003-0531
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Vibes Eyelash Knit Pajama Shorts
Channel those cozy vibes in shorts that are chill and chic. The shorts feature a high rise waist, a cheeky fit, and composed of a soft to the touch eyelash knit fabric. Complete your look with the matching bralette for a lazy day in!
Shop Matching Bralette: Cozy Vibes Eyelash Knit Bralette
Fit & Features
- High rise waist
- Cheeky fit
- Eyelash knit fabric
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 07103-0312
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Vibes Eyelash Knit Bralette
Channel those cozy vibes in a bralette that is chill and chic. The bralette feature triangle-shaped cups, sleek straps that cross at the back and wide banded hem. Complete your look with the matching shorts for a lazy day in!
Shop Matching Shorts: Cozy Vibes Eyelash Knit PJ Shorts
Fit & Features
- Triangle-shaped cups
- Sleek spaghetti straps that cross at back
- Wide banded hem
- Eyelash knit fabric
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 07107-0421
Category Name: Matching Sets
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She's Got It Ruched Mini Skirt
Serve up that wow factor in a skirt that stuns! Perfect for a night out with the squad, this skirt features a high rise waist, ruched detailing throughout, and a mini length silhouette. Complete your look with the matching crop top and a pair of clear heels!
Shop Matching Crop Top: She's Got It Ruched Crop Top
Fit & Features
- High rise waist
- Ruching
- Lined mesh fabric
- Form hugging fit
- Matching crop top sold separately
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0249
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless Eyelet Puff Sleeve Crop Top
Create an effortless everyday look in this eyelet crop top that is a must have for your summer vibe. Perfect paired with the matching mini skirt for a chic photoshoot in your backyard! The adorable top features short eyelet puff sleeves with a flirty trim and a flattering front tie. Complete your cute outfit with some classic gold hoops and trendy wedges.
Shop Matching Skirt: Effortless Eyelet Mini Skirt
Fit & Features
- Short puff sleeves
- Sweetheart neckline
- Delicate trim
- Cropped tie front
- All over eyelet detail
- Form-fitting style
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-2625
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tie Dye Facial Mask With Earloops
Stay safe in this tie-dye face mask that won’t clash with your fit! Fitted with a soft breathable knit, a tie-dye pattern, and earloops for a comfortable customized fit. Complete your outfit with the matching top and shorts or joggers.
Shop Matching Top: Tie Dye Dolman Sleeve Crop Top
Shop Matching Shorts: Tie Dye High Waist Shorts
Shop Matching Joggers: Tie Dye High Rise Joggers
Fit & Features
- Tie-Dye print
- Earloops
- This is not a medical-grade mask nor is a substitute for medical-grade equipment
- Wash before and after use is recommended
- Please consult local health authority for guidance on the use of non-medical grade masks
Face masks are final sale merchandise and may not be returned or exchanged
Style Number/Barcode: 07305-0140
Category Name: Matching Sets
Price: $3.97 $7.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tie Dye High Waist Shorts
Keep it trendy in tie-dye shorts that give off major boho vibes. The shorts feature an elastic high rise waist, a cheeky fit, and an all-over tie-dye print. Complete your look with the matching top and face mask.
Shop Matching Top: Tie Dye Dolman Sleeve Crop Top
Shop Matching Face Mask: Tie Dye Facial Mask With Earloops
Fit & Features
- High rise waist
- Cheeky fit
- Tie-dye pattern
- Matching top sold separately
- Matching face mask sold separately
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06503-0145
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It Casual Pleated Mini Skort
Meet your new fave: the keep it casual pleated mini skort. With a high-rise waist, hidden zipper, and chic pleats, it's perfect for any adventure. Rock it with confidence, girl!
Shop Matching Top: Keep It Casual Square Neck Cropped Tank Top
Fit & Features
- Woven fabric
- High-rise waist, belt loops
- Hidden side zipper and hook-eye closure
- Contrast peeking trim
- Front mini-length pleated overlay, A-line silhouette
- Fitted shorts
- Runs true to size
Style Number/Barcode: 06403-1082
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free