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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Trendy Textures High Waist Shorts
Keep it trendy with shorts that are perf for lounging in. The shorts feature a high-rise waist, a mid-thigh length, and a cheeky fit. The shorts are composed of a waffle-knit fabric that offers a relaxed fit with slight stretch. Complete look with the matching tank top and matching duster.
Shop Matching Tank Top: Trendy Textures Cropped Tank
Shop Matching Duster: Trendy Textures Long Duster
Fit & Features
- High rise waist
- Mid-thigh length
- Cheeky fit
- Waffle knit fabric
- Relaxed fit, slight stretch
- Runs true to size
Style Number/Barcode: 06503-0214
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sunny Escape Tropical Print Tie-Front Top
Escape to your dream vacay in this tropical print tie-front top offering flowy short sleeves and a cropped, relaxed fit. Style with the matching palazzo pants and your fave sandals.
Shop Matching Bottoms: Sunny Escape Tropical Print Palazzo Pants
Fit & Features
- Woven fabric
- Tropical print
- Plunging V-neckline
- Flowy short sleeves
- Tie-front design
- Cropped hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06204-000002
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wanderlust Beauty Smocked Tube Top
You're a total wanderlust beauty, and this boho-chic top is a must for you! The top features a bohemian-print, a sleeveless sweetheart neckline, a twist-front accent, and a cropped hem. The top is composed of a stretchy smocked knit fabric that offers a relaxed fit with a moderate stretch. Complete look with flared bohemian pants.
Shop Matching Flared Pants: Wanderlust Beauty Flared Pants
Fit & Features
- Sleeveless sweetheart neckline
- Twist-front accent
- Cropped hem
- Bohemian print
- Smocked knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3194
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Low Profile Sleeveless Crop Top
Keep a low profile in a crop that is perf for those casual days! The crop features a sleeveless scoop neckline, supportive tank shoulder straps, and elastic smocked cropped hem. The crop top is composed of a cotton knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching joggers and sneakers.
Shop Matching Joggers: Low Profile High Waist Cargo Joggers
Fit & Features
- Sleeveless scoop neckline
- Tank shoulder straps
- Elastic cropped hem
- Form hugging fit
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3242
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Low Profile High Waist Cargo Joggers
Keep a low profile in joggers that are perf for those casual days! The joggers feature a high-rise waist, drawstring waist, cargo pockets, and a straight tapered leg with an elastic hem. The joggers are composed of a cotton knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching crop top and sneakers for that effortless look.
Shop Matching Crop Top: Low Profile Sleeveless Crop Top
Fit & Features
- High rise waist
- Drawstring waist
- Cargo pockets
- Straight tapered leg
- Elastic hem
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0530
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ditsy Floral Ruffled Pajama Shorts
Keep it fresh and sweet with pajama shorts that are too adorable! The shorts an elastic mid-rise waist, a drawstring, a ruched high rise, a ditsy floral print, and a ruffled hem. The shorts are composed of a lightweight woven fabric that offers a relaxed fit with slight stretch. Complete look with the matching pajama tank.
Shop Matching Pajama Tank: Ditsy Floral Cropped Pajama Tank
Fit & Features
- Elastic mid-rise waist
- Drawstring
- Ruched high rise
- Ditsy floral print
- Ruffled hem
- Cheeky bottom
- Relaxed fit, slight stretch, runs true to size
Style Number/Barcode: 07103-0510
Category Name: Matching Sets
Price: $8.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ditsy Floral Cropped Pajama Tank
Keep it fresh and sweet with a pajama tank that is too adorable! The tank features a sleeveless sweetheart neckline, center drawstring, ruched center, adjustable spaghetti straps, a ditsy floral print, and a cropped hem.
Shop Matching Pajama Shorts: Ditsy Floral Ruffled Pajama Shorts
Fit & Features
- Sleeveless sweetheart neckline
- Center drawstring, ruched center
- Adjustable spaghetti straps
- Ditsy floral print
- Cropped hem
- Relaxed fit, slight stretch
- Runs true to size
Style Number/Barcode: 07103-0509
Category Name: Matching Sets
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ditsy Floral Darling Tie Front Crop Top
Keep it darling with a cute tie front top that puts you in a fab mood! The top features a sweetheart neckline with a tie front accent, short puff sleeves, a ditsy floral print, and a cropped hem. Complete look with the matching skirt.
Shop Matching Skirt: Ditsy Floral Darling High Waist Ruffled Skirt
Fit & Features
- Sweetheart neckline
- Tie-front
- Short sleeves
- Ditsy floral print
- Cropped hem
- Form hugging fit
- Runs true to size
Style Number/Barcode: 06003-1257
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ditsy Floral Darling High Waist Ruffled Skirt
Keep it darling with a cute skirt that puts you in a fab mood. The skirt features a high-rise waist, a ditsy floral print, and a mini-length silhouette with a ruffled hem. Complete look with the matching top and mules.
Shop Matching Top: Ditsy Floral Darling Tie Front Crop Top
Fit & Features
- High rise waist
- Ditsy floral print
- Ruffled hem
- Mini length silhouette
- Form hugging fit
- Runs true to size
Style Number/Barcode: 06401-0308
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Scene Stealer High Waist Pants
Step into the spotlight with pants that draw all eyes on you! The pants feature a high-rise waist, dual side slits, 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 the look with the matching tube top.
Shop Matching Tube Top: Scene Stealer Tube Top
Fit & Features
- High rise waist
- Dual side slits
- Straight leg with a flared hem
- Crepe fabric
- Form hugging fit
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0536
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Scene Stealer Tube Top
Step into the spotlight with a tube top that draws all eyes on you! The top features a sleeveless square neckline and a cropped hem. The top is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching pants.
Shop Matching Pants: Scene Stealer High Waist Pants
Fit & Features
- Sleeveless square neckline
- Cropped hem
- Crepe fabric
- Form hugging fit
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3250
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Breezy Vibes Lace Tie-Front Top
Show off a breezy chic vibe in this airy lace tie-front top featuring short sleeves and a relaxed fit. Style with the matching mini skirt for a weekend getaway.
Shop Matching Bottoms: Breezy Vibes Lace Mini Skirt
Fit & Features
- Sheer lace fabric
- Short sleeves
- V-neckline, eyelet lace trim
- Open front, tie-front design
- Mid-length hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06202-000003
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendsetting Stunner Tie-Dye Maxi Skirt
Bring those trendsetting vibes to your stunning look with this tie-dye maxi skirt. It features a high-rise waist, a side twist detail leading to a thigh-high side slit, an asymmetric hem, and a curve-hugging silhouette. Complete your outfit with the matching top and stylish new heels.
Shop Matching Top: Trendsetting Stunner Tie-Dye Crop Top
Fit & Features
- High-rise waist
- Side twist detail
- High side slit
- Asymmetric hem
- Knit fabric
- Tie-dye print
- Runs true to size
Style Number/Barcode: 06501-0345
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendsetting Stunner Tie-Dye Crop Top
Bring those trendsetting vibes to your stunning look with this tie-dye crop top. It features a sleeveless one-shoulder neckline with a single adjustable spaghetti strap, and a cropped, form-hugging fit. Complete your outfit with the matching skirt and stylish new heels.
Shop Matching Bottoms: Trendsetting Stunner Tie-Dye Maxi Skirt
Fit & Features
- Sleeveless one-shoulder neckline
- Single adjustable spaghetti strap
- Cropped, form-fitting style
- Knit fabric
- Tie-dye print
- Runs true to size
Style Number/Barcode: 06001-3042
Category Name: Matching Sets
Price: $3.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Style Ruched Mesh Crop Top
Showcase a sultry style for your next night out in this chic mesh crop top. It features a sleeveless square neckline, bungee spaghetti straps, all-over ruched detailing, two front vertical seams, and a cropped, form-hugging fit.
Fit & Features
- Sleeveless square neckline
- Bungee spaghetti straps
- Two front vertical seams
- Cropped, form-hugging fit
- Ruched sheer mesh fabric with a knit lining
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-3184
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sultry Style Ruched Mesh Mini Skirt
Showcase a sultry style for your next night out in this chic mesh mini skirt. It features a high-rise waist, ruched detailing, two front vertical seams, and a mini-length, curve-hugging silhouette. Complete the look with the matching crop top and new heels.
Shop Matching Top: Sultry Style Ruched Mesh Crop Top
Fit & Features
- High-rise elastic banded waist
- Two front vertical seams
- Short, form-hugging fit
- Ruched sheer mesh fabric with a knit lining
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0381
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fuzzy Feels Wide Leg Pajama Pants
Channel those fuzzy feels in pajama pants that bring the coziness to your loungewear. The pajama pants feature an elastic high-rise waist, a straight leg, and a wide leg hem. The pants are composed of a soft to the touch fleece-like fabric that offers a relaxed fit with a moderate stretch. Complete the look with the matching pajama tank.
Shop Matching Tank: Fuzzy Feels Sleeveless Pajama Tank
Fit & Features
- Elastic high rise waist
- Straight leg
- Wide leg hem
- Fleece-like fabric
- Relaxed fit
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0555
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fuzzy Feels Sleeveless Pajama Tank
Channel those fuzzy feels with a pajama tank that brings the coziness to your loungewear. The pajama tank features a sleeveless scoop neckline, tank-straps, and a cropped hem. The tank is composed of a soft to the touch fleece-like fabric that offers a relaxed fit with a moderate stretch. Complete the look with the matching pajama pants.
Shop Matching Pajama Tank: Fuzzy Feels Wide Leg Pajama Pants
Fit & Features
- Sleeveless scoop neckline
- Tank-straps
- Cropped hem
- Fleece-like fabric
- Relaxed fit
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0554
Category Name: Matching Sets
Price: $4.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Vibes Mesh Headwrap
Channel those chic vibes with a headwrap that keeps tresses relaxed and stylish. The headwrap is composed of mesh fabric and has an oversized-fit wrap-around design. Complete your look with the matching swim coverup and a cute two-piece swimsuit for a fab day out!
Shop Matching Swim Coverup: Cinched and Chic Mesh Swim Coverup
Fit & Features
- Wrap-around design
- Mesh material
Style Number/Barcode: 07305-0276
Category Name: Matching Sets
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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The Classic Tie Back Bikini Top
Classic tie-back bikini tops are always in style! Fall back on this bikini top that features triangle cups, neck-ties, and tie-back straps for a secure fit. Complete look with the matching bikini bottoms, matching dress, and sunnies.
Shop Matching Bikini Bottoms: The Classic Low Rise Bikini Bottoms
Shop Matching Coverup: Drawn To You Mesh Cover Up
Fit & Features
- Triangle cups
- Removable padding
- Sleek neck ties
- Tie-back straps
- Form hugging fit
- Runs true to size
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07104-0544
Category Name: Matching Sets
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Drawn To You Mesh Cover Up
Get drawn in with this chic coverup that brings sheer appeal! The coverup features a crew neckline, a ruched drawstring at the side, and a mini-length silhouette. The coverup is composed of a sheer unlined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching bikini set, sunnies, and sandals!
Shop Matching Bikini Top: The Classic Tie Back Bikini Top
Shop Matching Bikini Bottoms: The Classic Low Rise Bikini Bottoms
Fit & Features
- Crew neck
- Sleeveless
- Ruched drawstring at the side
- Mini length silhouette
- Unlined mesh fabric
- Form hugging fit
Style Number/Barcode: 06001-3135
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Classic Low Rise Bikini Bottoms
Classic low-rise bikini bottoms are always in style. Fall back on these bikini bottoms that feature a low-rise waist, side ties, and a cheeky bottom. Complete look with the matching bikini top, mini dress, and sunnies.
Shop Matching Bikini Top: The Classic Tie Back Bikini Top
Shop Matching Coverup: Drawn To You Mesh Cover Up
Fit & Features
- Low-rise waist
- Side ties
- Cheeky fit
- Form hugging fit
- Runs true to size
RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.
Style Number/Barcode: 07105-0689
Category Name: Matching Sets
Price: $1.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fresh Vibes Mid-Rise Wide Leg Denim Jeans
Perfect for any occasion, these mid-rise wide-leg denim jeans will give you a cute and trendy look you'll love! Pair with the matching vest.
Shop Matching Vest: Fresh Vibes Denim Halter Top
Fit & Features
- Denim fabric
- Mid-rise waist
- Wide-leg silhouette
- Front button closure, belt loops
- Five-pocket styling
- Runs true to size
Style Number/Barcode: 06602-0575
Category Name: Matching Sets
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cinched and Chic Mesh Swim Coverup
Keep it chic under the cabana in a cinched skirt coverup! The skirt features a high-rise waist, a cinched side seam, and an asymmetrical hem. The skirt coverup is composed of a sheer unlined mesh fabric that offers a form-hugging fit. Complete your look with the matching headwrap, a cute two-piece swimsuit, and sunnies.
Shop Matching Headwrap: Chic Vibes Mesh Headwrap
Fit & Features
- High-rise waist
- Ruched side drawstring
- Asymmetrical hem
- Mini-length silhouette
- Sheer unlined mesh fabric
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-0374
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale