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
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Matching Sets That Serve Style in Every Fall Scene
From rooftop dinners to weekend getaways, Windsor’s matching sets deliver effortless coordination and head-turning style. Whether you’re dressing for a seasonal soirée, a night out, or a casual hang, these outfits take the guesswork out of getting ready.
Everyday Ease & Polished Pairings
Slip into two-piece skirt sets or wide-leg pant sets with matching crop tops for daytime polish. Cozy ribbed knits, soft sweater fabrics, and sleek satins keep things comfortable and put-together. Style with ankle boots and layered jewelry for casual glam that moves with you.
Night-Out Energy & Elevated Looks
Dial it up with sleek two-piece matching sets paired with a tailored blazer or curve-hugging silhouettes. Faux leather finishes, halter details, and tie-front designs bring the heat—just add strappy heels or heeled boots and a mini bag for your next night out.
Mix, Match & Layer
Wear the full look or break it up—pair your top with jeans or faux leather pants, or swap in a fitted bodysuit for your skirt. Finish with a cropped jacket or a longline duster coat for extra dimension.
Explore Windsor’s full collection of matching sets online, in-app, or in-store to level up your fall wardrobe.
What are matching sets?
Matching sets are coordinated outfits that include two or more pieces, such as a blouse and pants or a crop top and skirt. Windsor’s matching sets go beyond the basics, featuring stylish combos like blazer and skirt sets, lounge tops with joggers, and trendy T-shirts with biker shorts. Some sets even include matching accessories or jackets for a fully styled look. Whether you’re dressing for a casual day, a vacation, or a night out, matching sets make putting together an outfit effortless and stylish.
Are matching sets a trend?
Absolutely! Matching sets are a must-have trend that Windsor carries all year long. These coordinated outfits take the guesswork out of styling while delivering an effortlessly put-together look. Whether you’re keeping it casual or dressing up for an event, Windsor’s curated selection ensures you’re always on-trend.
What do you call a two-piece outfit?
A two-piece outfit is often called a matching set or co-ords (short for coordinates). These stylish separates are designed to be worn together, but they’re also perfect for mixing and matching to create fresh, new looks.
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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
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All Greek To Me Pajama Shorts
Keep it chic in trendy pajama shorts! The pajama shorts feature a mid-rise waist, a cheeky fit, and a tulip hem. Complete the look with the matching pajama cami top.
Shop Matching Pajama Cami: All Greek To Me Pajama Cami Top
Fit & Features
- Mid-rise waist
- Greek print
- Cheeky fit
- Tulip hem
- Matching pajama top sold separately
Style Number/Barcode: 07103-0401
Category Name: Matching Sets
Price: $9.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Luxe Cropped Velvet Tank
Lounge in a luxe velvet cropped tank that brings the glam! The tank features a plunging V-neckline, adjustable spaghetti straps, padded cups, and a cropped hem. The tank is composed of a ribbed velvet fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching joggers.
Shop Matching Joggers: So Luxe High Rise Velvet Joggers
Fit & Features
- Sleeveless V-neckline
- Padded cups
- Adjustable spaghetti straps
- Cropped hem
- Ribbed velvet fabric
- Form hugging fit, moderate stretch
- Matching joggers sold separately
Style Number/Barcode: 06001-2952
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Luxe High Rise Velvet Joggers
Lounge in luxe velvet joggers that bring the glam. The joggers feature an elastic high rise waist, a drawstring, and a straight leg fit with an elastic tapered hem. The joggers are composed of ribbed velvet fabric that offers a relaxed fit with a slight stretch. Complete your look with the matching tank.
Shop Matching Tank: So Luxe Cropped Velvet Tank
Fit & Features
- Elastic high rise waist
- Drawstring
- Straight leg fit
- Ribbed velvet fabric
- Tapered elastic hem
- One faux-pocket accent, one true pocket on the left leg
- Matching tank sold separately
Style Number/Barcode: 06502-0475
Category Name: Matching Sets
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Strike A Pose Dolman Sleeve Knit Top
Strike a pose in this captivating top that stuns! The top features a trendy boat neckline, long Dolman sleeves, and composed of a soft to the touch knit fabric. Complete look with the matching leggings.
Shop Matching Leggings: Strike A Pose High Waist Leggings
Fit & Features
- Boat neckline
- Long Dolman sleeves
- Soft to the touch knit fabric
- Oversized fit, moderate stretch
- Matching leggings sold separately
Style Number/Barcode: 06001-2923
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Classic Plaid Pajama Leggings
Keep it classic in plaid pajama leggings that are perfect for those chilly nights! The leggings feature an elastic high rise waist, a plaid print, and a skinny leg fit. Complete your cozy night in look with the matching crop top and fuzzy slides.
Shop Matching Pajama Crop Top: Classic Plaid Pajama Crop Top
Fit & Features
- High rise waist
- Plaid print
- Skinny leg fit
- Flannel knit fabric
- Relaxed fit, slight stretch
- Matching crop top sold separately
Style Number/Barcode: 07103-0422
Category Name: Matching Sets
Price: $15.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sassy And Stunning Sequin Crop Top
Make a sassy and stunning entrance in this gorg crop top! It features a flattering crew neckline, a form-fitting style and allover sequin embroidering. Pair this top with a chic clutch for a fun girl's night.
Shop Matching Bottoms: Sassy And Stunning Sequin Mini Skirt
Fit & Features
- Crew neckline
- Long fitted sleeves
- Cropped, form-hugging fit
- Allover sequin embroidering
- Knit fabric with plenty of stretch
Style Number/Barcode: 06001-2870
Category Name: Matching Sets
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cable Knit Cutie Crop Top
Set the season in a cozy crop top for those days spent in! The crop top features a sleeveless scoop neckline, tank-like straps, a cropped hem, and composed of a cable-knit fabric. Complete your look with the matching leggings.
Shop Matching Leggings: Cable Knit Cutie High Waist Leggings
Fit & Features
- Sleeveless scoop neckline
- Tank-like straps
- Cropped hem
- Cable-knit fabric
- Matching leggings sold separately
Style Number/Barcode: 06001-2873
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Miss Jetsetter High-Rise Print Mini Skort
Whether you're jet-setting to your next adventure, meeting friends for brunch, or creating the perfect vacation look, this printed mini skort is essential for looking cute on the go! Shop the matching top to complete the look.
Shop Matching Top: Miss Jetsetter Halter Tie-Back Print Crop Top
Fit & Features
- Printed design, woven fabric, stretchy knit shorts lining
- High-rise waist, side zipper and hook-eye closure
- Skirt overlay with side tie
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06303-000021
Category Name: Matching Sets
Price: $14.97 $36.90
On Sale: Yes
Availability: In Stock
Available Color: NATURAL
Available Size: S, M, L
Product Badge:- Sale
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Cable Knit Cutie High Waist Leggings
Set the season in cozy leggings for those days spent in! The leggings feature an elastic high rise waist, a cable-knit fabric, and a straight leg fit. Complete your cozy loungewear outfit with the matching crop top.
Shop Matching Crop Top: Cable Knit Cutie Crop Top
Fit & Features
- Elastic high rise waist
- Cable-knit fabric
- Straight leg fit
- Matching crop top sold separately
Style Number/Barcode: 06502-0439
Category Name: Matching Sets
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Twist Knit Crop Top
Keep on trend with a cute twist knot top that keeps your look on point! The top features a round neckline, long sleeves, and a cropped hem with a twist knot accent. The top is composed of a modal knit fabric that offers a relaxed fit with a moderate stretch. Complete look with clear flats and matching burgundy flared pants.
Fit & Features
- Round neckline
- Long sleeves
- Cropped hem
- Twist knot accent at the hem
- Soft to the touch modal fabric
- Form hugging fit, moderate stretch
- Matching pants sold separately
Style Number/Barcode: 06001-2932
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Basic Ribbed Knit Face Mask
Keep it safe and stylish with a face mask that goes with all your favorite looks! The mask features a solid neutral hue, earloops for a comfortable fit, and composed of a ribbed knit material. Complete your look with the matching crop top, high waist leggings, and duster.
Shop Matching Crop Top: Scoop Neck Ribbed Knit Crop Top
Shop Matching Leggings: High Waist Basic Ribbed Knit Leggings
Shop Matching Duster: Ribbed Knit Long Sleeve Duster
Fit & Features
- 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.
- Solid neutral hue
- Earloops
- Ribbed knit material
Style Number/Barcode: 07305-0184
Category Name: Matching Sets
Price: $2.97 $6.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ribbed Knit Long Sleeve Duster
Layer up in a cute duster to lounge in! the duster features a draped open front, long sleeves, long length, and is composed of a ribbed knit fabric. Complete your look with the matching crop top, high waist leggings, and face mask.
Shop Matching Crop Top: Scoop Neck Ribbed Knit Crop Top
Shop Matching Leggings: High Waist Basic Ribbed Knit Leggings
Shop Matching Face Mask: Basic Ribbed Knit Face Mask
Fit & Features
- Draped open front
- Long sleeves
- Ribbed knit fabric
- Long length
- Matching crop top and leggings sold separately
Style Number/Barcode: 06202-0114
Category Name: Matching Sets
Price: $15.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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High Waist Basic Ribbed Knit Leggings
Bring it back to basics in leggings that are perfect for lounging in. The leggings feature a high rise waist, a skinny leg fit, and composed of a ribbed knit fabric. Complete your lowkey look with the matching crop top, duster, and face mask.
Shop Matching Crop Top: Scoop Neck Ribbed Knit Crop Top
Shop Matching Duster: Ribbed Knit Long Sleeve Duster
Shop Matching Face Mask: Basic Ribbed Knit Face Mask
Fit & Features
- High rise waist
- Skinny leg fit
- Ribbed knit fabric
- Matching crop top sold separately
Style Number/Barcode: 06502-0454
Category Name: Matching Sets
Price: $8.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Scoop Neck Ribbed Knit Crop Top
Bring it back to basics in a crop top that is perfect for lounging in. The leggings feature a high rise waist, a skinny leg fit, and composed of a ribbed knit fabric. Complete your lowkey look with the matching leggings, duster, and face mask.
Shop Matching Leggings: High Waist Basic Ribbed Knit Leggings
Shop Matching Duster: Ribbed Knit Long Sleeve Duster
Shop Matching Face Mask: Basic Ribbed Knit Face Mask
Fit & Features
- Sleeveless scoop neckline
- Tank-like straps
- Ribbed knit fabric
- Cropped hem
- Matching leggings sold separately
Style Number/Barcode: 06001-2896
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy High Waist Ribbed Knit Leggings
Keep it cozy in a trendy high waist leggings for your next day in lounging this season. The leggings feature a high rise waist, a skinny leg fit, and composed of a ribbed knit fabric. Complete your look with the matching crop top.
Shop Matching Crop Top: Trendy Twist Ribbed Knit Crop Top
Fit & Features
- High rise waist
- Skinny leg fit
- Ribbed knit fabric with plenty of stretch
- Matching crop top sold separately
Style Number/Barcode: 06502-0434
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Twist Ribbed Knit Crop Top
Keep it cozy in a trendy twist top for your next day in lounging this season. The top features a plunging V-neckline with a twist knot accent, long sleeves, and a cropped hem. Complete your look with the matching high waist leggings.
Shop Matching Leggings: Trendy High Waist Ribbed Knit Leggings
Fit & Features
- Plunging V-neckline
- Twist knot accent at the center of the bodice
- Long sleeves
- Ribbed knit fabric with plenty of stretch
- Matching leggings sold separately
Style Number/Barcode: 06001-2868
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Every Day High Waist Ribbed Pajama Leggings
Keep it cozy and chic in pajama leggings that are perfect for lounging in. The leggings feature a high rise waist, a sleek skinny leg fit with tapered hem, and composed of a ribbed knit fabric. Complete look with the matching top and fuzzy slides.
Shop Matching Pajama Top: Every Day Ribbed Knit Pajama Crop Top
Fit & Features
- High rise waist
- Skinny leg fit
- Ribbed knit fabric
- Form hugging fit
- Matching top sold separately
Style Number/Barcode: 07103-0399
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Every Day Ribbed Knit Pajama Crop Top
Keep it cozy and chic in a pajama crop top that is perfect for lounging in. The top features a plunging V-neckline, long sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit. Complete look with the matching pajama leggings and fuzzy slides.
Shop Matching Pajama Leggings: Every Day High Waist Ribbed Pajama Leggings
Fit & Features
- Plunging V-neckline
- Long sleeves
- Cropped hem
- Ribbed knit fabric
- Form hugging fit
- Matching leggings sold separately
Style Number/Barcode: 07103-0398
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Beachy Chic Wide-Leg Trouser Pants With Linen
No one will forget your beachy-chic vibes in these linen-blend wide-leg trouser pants perfect for weekend plans or vacation! Pair with the matching vest for a complete look.
Shop Matching Top: Beachy Chic Tie-Front Vest With Linen
Fit & Features
- Linen-blend woven fabric
- High-rise waist, belt loop accents
- Side pockets
- Wide-leg silhouette
- Pants in size small have an approximate 13.5" front rise with a 31" inseam
- Runs true to size
Style Number/Barcode: 06302-0850
Category Name: Matching Sets
Price: $39.90
Availability: In Stock
Available Color: NATURAL
Available Size: L
Product Badge:- Part of a Set
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Eyelash Knit Crop Top
Keep it casual in knit crop top that is oh so chic and cozy! The crop top features a high rise fit, a mid-thigh length, and composed of an eyelash knit fabric. Complete your loungewear outfit with the matching biker shorts and chunky sneakers.
Shop Matching Biker Shorts: Eyelash Knit Biker Shorts
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Cropped hem
- Eyelash knit fabric
- Matching shorts sold separately
Style Number/Barcode: 06005-0805
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Eyelash Knit Biker Shorts
Keep it casual in biker shorts that is oh so chic and cozy! The shorts feature a high rise fit, a mid-thigh length, and composed of an eyelash knit fabric. Complete your loungewear outfit with the matching crop top and chunky sneakers.
Shop Matching Crop Top: Eyelash Knit Crop Top
Fit & Features
- High rise waist
- Mid-thigh length
- Eyelash knit fabric
- Moderate stretch
- Matching crop top sold separately
Style Number/Barcode: 06503-0170
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry And Stunning Snake Print Mini Skirt
Look ever so sultry and stunning in this on-trend snake print mini skirt! It features a flattering high rise waist and an overall form-hugging fit to enhance your curves. Pair this skirt with trendy clear mules for your next night out with the girls.
Shop Matching Top: Sultry And Stunning Snake Print Crop Top
Fit & Features
- High rise waist
- Short, form-fitting style
- Allover snake print
- Mesh fabric
Style Number/Barcode: 06501-0310
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classic Chic Tie Waist Mini Skirt
Get a classic chic look in this tie waist mini skirt! It features a trendy tie waist detail and a form-fitting style to enhance your curves. Pair this skirt with strappy heels for a gorgeous night out look.
Shop Matching Top: Classic Chic Wide Strap Crop Top
Fit & Features
- High rise waist
- Tie front detail
- Short, form-hugging fit
- Knit fabric
Style Number/Barcode: 06501-0293
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale