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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Elevated Era Ribbed Knit Cropped Tank Top
Enter your elevated era with this chic staple ribbed knit tank top perf for everyday styling. Designed with a sleeveless square neckline and fitted cropped hem, pair with the matching midi skirt for a seamless look.
Shop Matching Bottoms: Elevated Era Ribbed Knit High Slit Midi Skirt
Fit & Features
- Ribbed knit fabric, high stretch
- Sleeveless square neckline
- Wide tank shoulder straps
- Cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06002-2035
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Strike A Pose High Waist Leggings
Strike a pose in these captivating leggings that stun. The leggings feature a high rise waist and a straight skinny leg fit. The leggings are composed of a soft to the touch cashmere-like fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching top.
Shop Matching Top: Strike A Pose Dolman Sleeve Knit Top
Fit & Features
- High rise waist
- Straight skinny leg ti
- Soft to the touch cashmere-like fabric
- Relaxed fit, moderate stretch
- Matching top sold separately
Style Number/Barcode: 06502-0456
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Cozy Vibes Wide Leg Pants
Get major cozy vibes in these adorable wide leg pants! They feature a flattering high rise waist, a wide-leg fit, and a textured knit fabric. Complete your loungewear look with chic slides for the ultimate stay at home 'fit.
Shop Matching Top: Major Cozy Vibes Cropped Tank
Shop Matching Duster: Major Cozy Vibes Duster
Fit & Features
- High rise waist
- Wide leg fit
- Textured knit fabric
Style Number/Barcode: 06502-0462
Category Name: Matching Sets
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Major Cozy Vibes Cropped Tank
Get major cozy vibes in this adorable cropped tank! It features a flattering scoop neckline, a majorly cropped hem and a textured knit fabric. Complete your loungewear look with chic slides for the ultimate stay at home 'fit.
Shop Matching Duster: Major Cozy Vibes Duster
Shop Matching Bottoms: Major Cozy Vibes Wide Leg Pants
Fit & Features
- Tank-like shoulder straps
- Scoop neckline
- Cropped hem
- Form-hugging fit
- Textured knit fabric
Style Number/Barcode: 06001-2938
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Take on Trendy Stripes Pajama Shorts
Take on trendy stripes in pajama shorts that are oh too cute! The shorts feature a mid-rise waist, narrow stripe pattern, and a lettuce edge hem. Complete look with the matching pajama top and fuzzy slides to create a cute casual loungwear outfit to binge your favorite shows in.
Shop Matching Pajama Top: Take On Trendy Stripes Pajama Top
Fit & Features
- Mid-rise waist
- Narrow striped design
- Lettuce edge hem
- Matching pajama top sold separtelty
Style Number/Barcode: 07103-0465
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casually Slay Ribbed Knit Joggers
Casually slay your everyday 'fit in these trendy ribbed knit joggers! They feature a high rise banded waist with a tie front detail and a relaxed fit with a jogger hem. Pair these pants with a dainty layered necklace for a subtle glam vibe.
Shop Matching Top: Casually Slay Bustier Crop Top
Fit & Features
- High rise waist
- Tie front detail
- Side pockets
- Tapered jogger hem
- Relaxed fit
- Ribbed knit fabric
Style Number/Barcode: 06502-0438
Category Name: Matching Sets
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy and Snug Chenille Pajama Tank
Keep it cozy in a chic pajama tank for those days you spend in. The pajama tank features a scoop neckline, tank-straps, and a cropped hem. The tank is composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching leggings and robe.
Shop Matching Pajama Leggings: Cozy and Snug Chenille Pajama Leggings
Shop Matching Robe: Cozy and Snug Chenille Long Belted Robe
Fit & Features
- Sleeveless scoop neckline
- Tank straps
- Cropped hem
- Chenille knit fabric
- Moderate stretch
- Matching leggings and robe sold separately
Style Number/Barcode: 07103-0390
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy and Snug Chenille Pajama Leggings
Keep it cozy in chic pajama leggings for those days you spend in. The pajama leggings feature a high rise waist and a straight leg fit. The leggings are composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching pajama top and robe.
Shop Matching Pajama Top: Cozy and Snug Chenille Pajama Tank
Shop Matching Robe: Cozy and Snug Chenille Long Belted Robe
Fit & Features
- High rise waist
- Straight leg fit
- Chenille knit fabric
- Moderate stretch
- Matching top and robe sold separately
Style Number/Barcode: 07103-0391
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Take On Trendy Stripes Pajama Top
Take on trendy stripes in a pajama top that is oh too cute! The top features a narrow stripe pattern, a wide round neckline, long sleeves, and a lettuce edge hem. Complete look with the matching pajama shorts and fuzzy slides to create a cute casual loungwear outfit to binge your favorite shows in.
Shop Matching Pajama Shorts: Take on Trendy Stripes Pajama Shorts
Fit & Features
- Wide round neckline
- Long sleeves
- Lettuce edge hem
- Narrow stripe design
- Matching pajama shorts sold separtelty
Style Number/Barcode: 07103-0464
Category Name: Matching Sets
Price: $9.97 $20.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy and Snug Chenille Long Belted Robe
Keep it cozy in a chic belted robe for those days you spend in. Layer up in this robe that features a draped open front, long sleeves, a tie waist belt, side pockets, and a long length. Complete your look with the matching pajama tank and pajama leggings.
Shop Matching Pajama Top: Cozy and Snug Chenille Pajama Tank
Shop Matching Pajama Leggings: Cozy and Snug Chenille Pajama Leggings
Fit & Features- Draped open front
- Long sleeves
- Belted tie waist
- Side pockets
- Long length
- Chenille knit fabric
- Relaxed fit
Style Number/Barcode: 07106-0045
Category Name: Matching Sets
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Golden Hour Wide Leg Pants Energy
She’s luxe, bold, and lowkey lethal. These tropical wide-leg pants brings the heat wherever you wear her—beach club or rooftop takeover. Pair with the matching top.
Shop Matching Top: Golden Hour Tube Top Energy
Fit & Features
- Tropical print, stretchy knit fabric
- Mid-rise waist
- Wide-leg fit
- Runs true to size
Style Number/Barcode: 06502-000032
Category Name: Matching Sets
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keeping Knit Dreamy Chenille Pajama Tank
Keep it dreamy in a pajama tank for those cozy days spent in. The pajama tank features a scoop neckline, tank-straps, and a cropped hem. The tank is composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching leggings and robe.
Shop Matching Pajama Leggings: Keeping Knit Dreamy Chenille Knit Pajama Leggings
Shop Matching Robe: Keeping Knit Cozy Chenille Knit Robe
Fit & Features
- Sleeveless scoop neckline
- Tank straps
- Cropped hem
- Chenille knit fabric
- Moderate stretch
- Matching leggings and robe sold separately
Style Number/Barcode: 07103-0392
Category Name: Matching Sets
Price: $5.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keeping Knit Cozy Chenille Knit Robe
Keep it dreamy in a cozy robe for those days spent in. Layer up in this robe that features a draped open front, long sleeves, a tie waist belt, side pockets, and a long length. Complete your look with the matching pajama tank and pajama leggings.
Shop Matching Pajama Top: Keeping Knit Dreamy Chenille Pajama Tank
Shop Matching Pajama Leggings: Keeping Knit Dreamy Chenille Knit Pajama Leggings
Fit & Features
- Draped open front
- Long sleeves
- Belted tie waist
- Side pockets
- Long length
- Chenille knit fabric
- Relaxed fit
Style Number/Barcode: 07106-0046
Category Name: Matching Sets
Price: $17.97 $30.00
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Chenille Knit Long Belted Robe
Keep it cozy in a chic belted robe for those days you spend in. Layer up in this robe that features a draped open front, long sleeves, a tie waist belt, side pockets, and a long length. Complete your look with the matching pajama tank and pajama leggings.
Shop Matching Top: Chic Chenille Knit Pajama Tank
Shop Matching Leggings: Chic Chenille Knit High Waist Leggings
Fit & Features
- Draped open front
- Long sleeves
- Belted tie waist
- Side pockets
- Long length
- Chenille knit fabric
- Relaxed fit
Style Number/Barcode: 07106-0044
Category Name: Matching Sets
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keeping Knit Dreamy Chenille Knit Pajama Leggings
Keep it dreamy in cozy pajama leggings for those days you spend in. The pajama leggings feature a high rise waist and a straight leg fit. The leggings are composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching pajama top and robe.
Shop Matching Pajama Top: Keeping Knit Dreamy Chenille Pajama Tank
Shop Matching Robe: Keeping Knit Cozy Chenille Knit Robe
Fit & Features
- High rise waist
- Straight leg fit
- Chenille knit fabric
- Moderate stretch
- Matching top and robe sold separately
Style Number/Barcode: 07103-0393
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Chenille Knit Pajama Tank
Keep it cozy in a chic pajama tank for those days you spend in. The pajama tank features a scoop neckline, tank-straps, and a cropped hem. The tank is composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with matching leggings and robe.
Shop Matching Pajama Leggings: Chic Chenille Knit High Waist Leggings
Shop Matching Robe: Chic Chenille Knit Long Belted Robe
Fit & Features
- Sleeveless scoop neckline
- Tank straps
- Cropped hem
- Chenille knit fabric
- Moderate stretch
- Matching leggings and robe sold separately
Style Number/Barcode: 07103-0388
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Chenille Knit High Waist Leggings
Keep it cozy in chic pajama leggings for those days you spend in. The pajama leggings feature a high rise waist and a straight leg fit. The leggings are composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching pajama top and robe.
Shop Matching Pajama Top: Chic Chenille Knit Pajama Tank
Shop Matching Robe: Chic Chenille Knit Long Belted Robe
Fit & Features
- High rise waist
- Straight leg fit
- Chenille knit fabric
- Moderate stretch
- Matching top and robe sold separately
Style Number/Barcode: 07103-0389
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortlessly Chic Ribbed Pajama Tank
Nail that those lowkey vibes in a pajama take that is part cozy and part chic. The pajama tank features a sleeveless scoop neckline, tank-straps, and a cropped hem. The tank is composed of a ribbed brushed knit fabric that offers a relaxed fit. Complete your look with the matching pajama leggings.
Shop Matching Pajama Leggings: Effortlessly Chic Ribbed Pajama Leggings
- Sleeveless scoop neckline
- Tank straps
- Cropped hem
- Ribbed
- Brush knit fabric
Style Number/Barcode: 07103-0377
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Sleeveless scoop neckline
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Effortlessly Chic Ribbed Pajama Leggings
Nail that those lowkey vibes in a pajama take that is part cozy and part chic. The pajama leggings feature a high rise waist, a drawstring detail, and a skinny leg fit. The pajama leggings are composed of a brushed knit ribbed fabric that offers a relaxed fit. Complete your look with the matching pajama tank.
Shop Matching Pajama Tank: Effortlessly Chic Ribbed Pajama Tank
Fit & Features
- High rise waist
- Drawstring detail
- Skinny leg fit
- Ribbed
- Brushed knit fabric
Style Number/Barcode: 07103-0378
Category Name: Matching Sets
Price: $5.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy High Waist Flared Pants
Keep on trend with cute high waist pants that keep your look on point. The pants feature a high rise waist, side pockets, and a flared wide leg. The pants are composed of a soft to the touch modal fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching crop top.
Shop Matching Crop Top: Trendy Twist Knit Crop Top
Fit & Features
- High rise waist
- Side pockets
- Straight leg with a flared hem
- Modal knit fabric
- Matching crop top sold separately
Style Number/Barcode: 06502-0460
Category Name: Matching Sets
Price: $13.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Cozy Vibes Tie Dye Top
Get those major cozy vibes in this trendy tie dye top! It features a flattering high neckline with dolman style sleeves and a relaxed, comfortable fit. The knit fabric offers a super soft, lightweight feel. Pair this top with chunky sneakers for a loungewear look you can take from staying at home to hanging out with the squad.
Shop Matching Bottoms: Major Cozy Vibes Tie Dye Joggers
Fit & Features
- High neckline
- Long dolman style sleeves
- Mid-length hem
- Relaxed fit
- Allover tie dye print
- Soft knit fabric
Style Number/Barcode: 06002-0618
Category Name: Matching Sets
Price: $8.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Romantic Aura Flocked Floral Mesh Bustier Top
Shop Matching Bottoms: Romantic Aura Flocked Floral Mesh Maxi Skirt
Fit & Features
- Lined mesh fabric with flocked velvet floral pattern
- Sweetheart neckline, dainty lace trim
- Short cap sleeves
- Front hook-eye closures, ruching
- Open back, top bar strap
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06001-5526
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Cozy Vibes Tie Dye Joggers
Get those major cozy vibes in these trendy tie dye joggers! They feature a flattering high rise waist with a front drawstring and a relaxed, comfortable fit. The knit fabric offers a super soft, lightweight feel. Pair this top with chunky sneakers for a loungewear look you can take from staying at home to hanging out with the squad.
Shop Matching Top: Major Cozy Vibes Tie Dye Top
Fit & Features
- High rise waist
- Front drawstring
- Front pockets
- Tapered jogger hem
- Relaxed fit
- Allover tie dye print
- Soft knit fabric
Style Number/Barcode: 06502-0437
Category Name: Matching Sets
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All Greek To Me Pajama Cami Top
Keep it chic in a trendy cami top! The pajama cami top features a scoop neckline, sleek spaghetti straps, and a greek print. Complete the look with the matching pajama shorts.
Shop Matching Pajama Shorts: All Greek To Me Pajama Shorts
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Greek print
- Cropped hem
- Matching pajama shorts sold separately
Style Number/Barcode: 07103-0400
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale