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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Party-Ready Metallic Glitter Pants
You'll be party-ready in these fab metallic glitter pants! They feature a high-rise waist, a form-hugging fit, and flared pant legs. The glitter knit fabric offers plenty of stretch. Complete the look with the matching blazer and rhinestone statement earrings.
Shop Matching Blazer: Party-Ready Metallic Glitter Blazer
Fit & Features
- High-rise waist
- Form-hugging fit
- Flared pant legs
- Metallic glitter knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06502-0746
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stylish And Chic Slinky Knit Pants
Stylish and chic, these slinky knit pants are a must-have for a night out! They feature a high-rise waist and flowy wide pant legs. Complete the outfit with the matching crop top.
Shop Matching Top: Stylish And Chic Slinky Knit Crop Top
Fit & Features
- High-rise banded waist
- Wide pant legs
- Flowy silhouette
- Slinky knit fabric
- Runs true to size
Style Number/Barcode: 06502-0762
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stylish And Chic Slinky Knit Crop Top
Stylish and chic, this slinky knit crop top is a must-have for a night out! It features a drape-front cowl neckline, long sleeves, a sultry lace-up back, and a cropped, form-hugging fit. Complete the outfit with the matching wide-leg pants.
Shop Matching Bottoms: Stylish And Chic Slinky Knit Pants
Fit & Features
- Drape-front cowl neckline
- Long fitted sleeves
- Lace-up strappy back
- Lightly padded shoulders
- Cropped, form-hugging fit
- Slinky knit fabric
- Runs true to size
Style Number/Barcode: 06001-3942
Category Name: Matching Sets
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Boss Babe Cropped Crepe Blazer
Own your look with a blazer like the major boss babe you are! The blazer features a collared neckline, a multi-button front closure, lightly padded shoulders, long sleeves, and a cropped hem. The blazer is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching pants and mules.
Shop Matching Pants: High Waist Flared Crepe Pants
Fit & Features
- Collared neckline
- Multi-button front closure
- Lightly padded shoulder
- Long sleeves
- Cropped hem
- Lined crepe fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06202-0300
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The One High-Rise Slit Maxi Skirt
A high-rise maxi skirt features an asymmetrical high front slit and form-hugging silhouette. Perfect for weekend plans.
Shop Matching Top: The One Plunge Halter Crop Top
Fit & Features
- Smooth knit fabric, short knit lining, moderate stretch
- High-rise waist
- Asymmetrical high front slit
- Form-hugging maxi silhouette
- Runs true to size
Style Number/Barcode: 06501-1146
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
Product Badge:- Sale
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High Waist Flared Crepe Pants
Bring major flare with pants that are perf for creating sophisticated outfits. The pants feature a high-rise waist, a single-button with hidden zipper closure, and a straight leg with a flared hem. The pants are composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching cropped blazer and mules.
Shop Matching Blazer: Major Boss Babe Cropped Crepe Blazer
Fit & Features
- High-rise waist
- Single-button with hidden zipper closure
- Straight leg
- Wide-leg hem
- Lined crepe fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0816
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sparkle Factor Mini Skirt
It's your time to shine in this glitter mini skirt for your next night out! It features a high-rise waist, bodycon fit, and zipper closure. The glitter knit mesh-lined fabric offers a moderate stretch. Style with the matching top.
Shop The Matching Top: Sparkle Factor Bustier Crop Top
Fit & Features
- Squareneck, wide-straps
- Corset-style bodice, hook-eye closures, flexible boning
- Cropped hem, zipper closure
- Glitter knit mesh-lined fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06401-0353
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sparkle Factor Bustier Crop Top
It's your time to shine in this bustier crop top for your next night out! It features a square neck, wide straps, and a corset-style bodice with hook-eye closures and flexible boning. The glitter knit mesh-lined fabric offers a moderate stretch. Style with the matching skirt.
Shop The Matching Skirt: Sparkle Factor Mini Skirt
Fit & Features
- Squareneck, wide-straps
- Corset-style bodice, hook-eye closures, flexible boning
- Cropped hem, zipper closure
- Glitter knit mesh-lined fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06003-1544
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Soft And Cozy Pajama Leggings
These adorable pajama leggings bring the soft and cozy vibes! They feature a high-rise waist with a tie-front detail and a form-hugging fit. The lightweight knit fabric offers plenty of stretch. Complete the look with the matching top.
Shop Matching Top: Soft And Cozy Cropped Pajama Top
Fit & Features
- High-rise waist, elastic band
- Adjustable tie-front detail
- Form-hugging fit
- Soft knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 07103-0677
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Soft And Cozy Cropped Pajama Top
This adorable pajama top brings the soft and cozy vibes! It features a V-neckline with a wrap-front design, long fitted sleeves, and a cropped, form-hugging fit. The lightweight knit fabric offers plenty of stretch. Complete the look with the matching leggings.
Shop Matching Bottoms: Soft And Cozy Pajama Leggings
Fit & Features
- V-neckline
- Wrap-front
- Long fitted sleeves
- Cropped, form-hugging fit
- Soft knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 07103-0676
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleeping In Scoop Neck PJ Tank
Hit snooze cause this pajama tank is too cozy to change out of! It features a sleeveless, scoop neck on a cropped length hem. The brushed knit fabric is soft and offers a moderate stretch. Complete your lounge look in the matching bottoms.
Shop The Matching Bottoms: Sleeping In Wide-Leg Pajama Pants
Fit & Features
- Sleeveless, thin straps
- Scoop neck
- Cropped hem, form-hugging fit
- Brushed knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0680
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tis' The Season Fair Isle Pajama Romper Set
Get in the holiday spirit in a pajama romper that is perfect for sipping on hot cocoa by the fireplace. It features a notched front V neckline with mini button accents, long fitted sleeves, and mid-thigh length shorts. The set includes a pair of matching crew socks. The pajama romper is composed of brushed fleece fabric that offers a relaxed fit with slight stretch. Pair look with fuzzy slippers.
Fit & Features
- Fair isle print
- Notched V-neck, mini button accents
- Long fitted sleeves
- Mid-thigh length shorts
- Brushed fleece fabric
- Form hugging fit, slight stretch, runs true to size
- Set includes pajama romper and matching socks
Style Number/Barcode: 07103-0643
Category Name: Matching Sets
Price: $3.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleeping In Wide-Leg Pajama Pants
Hit snooze cause these pajama pants is too cozy to change out of! It features a high-rise waist with a tie and a wide-leg silhouette. The brushed knit fabric is soft and offers a moderate stretch. Complete your lounge look in the matching top.
Shop The Matching Top: Sleeping In Scoop Neck PJ Tank
Fit & Features
- High-rise waist with tie
- Wide-leg silhouette
- Brushed knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0681
Category Name: Matching Sets
Price: $8.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lazy Daze High-Rise Pajama Leggings
The perfect pajama top to unwind in after a long day! It features a high-rise elastic waistband with a tie accent and a skinny-leg design. The ribbed knit fabric offers a moderate stretch. Style with the matching top.
Shop The Matching Pajama Top: Lazy Daze Scoop-Neck Pajama Top
Fit & Features
- High-rise elastic waistband with tie accent
- Skinny-leg design
- Form-fitting silhouette
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0679
Category Name: Matching Sets
Price: $8.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lazy Daze Scoop Neck Pajama Top
The perfect pajama top to unwind in after a long day! It features a scoop neck, long sleeves, and a cropped hem. The ribbed knit fabric offers a moderate stretch. Style with the matching bottoms.
Shop Matching Pajama Leggings: Lazy Daze High-Rise Pajama Leggings
Fit & Features
- Long sleeves
- Scoop neck
- Cropped hem
- Form-fitting design
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0678
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sandy Shores Tropical Floral Crop Top
This vibrant tropical floral crop top will transport you to the sandy shores of a tropical paradise. With its stunning print and strapless neckline, this crop top is perfect for any summer occasion. Pair with the matching skirt.
Fit & Features
- Tropical floral print, stretchy knit fabric
- Strapless neckline
- Fitted crop hem
- Runs true to size
Shop the Matching Skirt: Sandy Shores Tropical Floral Maxi Skirt
Style Number/Barcode: 06001-000141
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chilling With You Chenille Joggers
Chill out with bae in these cute PJ joggers! The joggers feature a high rise waist, a skinny straight leg, and a tapered cuffed hem. The pajama joggers are composed of a soft-to-the-touch chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching pajama tank.
Shop Matching Pajama Tank: Chilling With You Chenille PJ Tank
Fit & Features
- High rise waist
- Straight leg
- Tapered cuff hem
- Chenille knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0638
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chilling With You Chenille PJ Tank
Chill out with bae in this cute PJ tank! The tank features a sleeveless scoop neckline, spaghetti straps, and a cropped hem. The pajama tank is composed of a soft-to-the-touch chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching joggers.
Shop Matching Pajama Joggers: Chilling With You Chenille Joggers
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Cropped hem
- Chenille knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0637
Category Name: Matching Sets
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Party Stunner Glitter Mini Skirt
Catch glances the second you walk in wearing this mini skirt! It's designed with a high-rise waist, ruching, glitter, and a mini-length hem. The lined mesh fabric offers a moderate stretch. Complete look with the matching ruched crop top.
Shop Matching Crop Top: Party Stunner Glitter Crop Top
Fit & Features
- High-rise waist, elastic band
- Ruching
- Glitter
- Mini-length hem
- Lined mesh fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0465
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Party Stunner Glitter Crop Top
Catch glances the second you walk in wearing this glitter tank! It's designed with bungee spaghetti straps, a square neckline, and a ruched bodice along the cropped hem. The lined mesh fabric offers a moderate stretch. Pair with the matching skirt.
Shop Matching Bottoms: Party Stunner Glitter Mini Skirt
Fit & Features
- Bungee spaghetti straps
- Square neckline
- Ruched bodice, cropped hem
- Glitter mesh fabric, knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3583
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Perfect In Plaid Crop Tank
It's the season for plaid and this crop top is perfect for it. It features a sleeveless, square neckline with wide straps and a fitted, crop hem. Style with the matching bottoms.
Shop The Matching Bottoms: Perfect In Plaid High-Rise Pants
Fit & Features
- Sleeveless, square neckline
- Wide straps
- Plaid print
- Fitted, crop hem
- Cotton fabric with moderate stretch
- Runs true to size
Style Number/Barcode: 06003-1573
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Perfect In Plaid High-Rise Pants
It's the season for plaid and this crop top is perfect for it. It features a sleeveless, square neckline with wide straps and a fitted, crop hem. Style with the matching bottoms.
Shop The Matching Top: Perfect In Plaid Crop Tank
Fit & Features
- High-rise elasticized waist
- Faux zipper pockets
- Plaid print
- Skinny-leg design
- Cotton fabric with moderate stretch
- Runs true to size
Style Number/Barcode: 06402-0413
Category Name: Matching Sets
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Greek Mystique Pajama Biker Shorts
It's no secret that this pajama biker short will be your favorite! It features a high-rise elastic waist, Greek key print, and a long-length hem. Complete your lounge look with a matching bralette.
Shop Matching Bralette: Greek Mystique Pajama Bralette
Fit & Features
- High-rise elastic waist
- Long length hem
- Greek key print
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0675
Category Name: Matching Sets
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Greek Mystique Pajama Bralette
It's no secret that this pajama bralette will be your favorite! It features a plunge V-neck with surplice accent, elasticized band, and adjustable straps. Complete your lounge look with matching shorts.
Shop Matching Biker Shorts: Greek Mystique Pajama Biker Shorts
Fit & Features
- Plunge V-neck
- Surplice accent
- Elasticized band
- Adjustable spaghetti straps
- Greek key print
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07107-0658
Category Name: Matching Sets
Price: $5.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale