Matching Sets
Two-piece sets are the ultimate answer to “what am I wearing?” Shop casual to dressy coordinating pieces made for effortless dressing, from a crop top and midi skirt to a dressy top and mini skirt or a long sleeve top and maxi. Printed mesh and lace bring the going-out energy, while boucle, sweater knits, and denim sets keep daytime looks polished. Choose black, brown, or burgundy for a fall-ready finish that moves easily from weekend brunch to night out plans, concerts and festivals. Matching never looked this low-effort.
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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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Holiday In The Sun Smocked Mini Skirt
If ya got it flaunt it on holiday! Sass up your look in this smocked mini skirt featuring a high-rise waist and a mini-length, curve-hugging silhouette. Complete the look with the matching crop top.
Shop Matching Top: Holiday In The Sun Smocked Crop Top
Fit & Features
- High-rise waist
- Mini-length, form-fitting silhouette
- Smocked knit-lined fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0543
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Retro Wide-Leg Pants
Showcase a trendy retro vibe in these chic palazzo pants. They feature a high-rise smocked waist, a wide-leg silhouette, and a relaxed fit. The lightweight woven fabric features a fab all-over geometric pattern. Style with the matching bandeau top.
Shop Matching Top: So Retro Halter Bandeau Top
Fit & Features
- High-rise smocked waist
- Wide-leg silhouette
- Relaxed fit
- Geometric pattern
- Unlined woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06302-0636
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Charming Duo Long Sleeve Bolero
A charming long sleeve bolero you'll adore for brunch or family gatherings! Pair with the matching dress for a complete look.
Fit & Features
- Soft rib knit stretchy fabric
- Fitted long sleeves
- Open front design
- Ultra-cropped hem
- Runs true to size
Shop The Matching Dress: Charming Duo Strapless Skater Mini Dress
Style Number/Barcode: 06005-2236
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Retro Halter Bandeau Top
Showcase a trendy retro vibe in this alluring bandeau top. It features a sleeveless halter neckline with spaghetti straps, a center O-ring accent at the bust, and a tie-back strap design. The lightweight woven fabric features a fab all-over geometric pattern. Style with the matching wide-leg pants.
Shop Matching Bottoms: So Retro Wide-Leg Pants
Fit & Features
- Sleeveless halter neckline, spaghetti straps, tie at the back of the neck
- Center O-ring detail
- Tie-back strap design
- Cropped, form-hugging fit
- Geometric pattern
- Woven fabric, front knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4123
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Retro Getaway Mesh Headwrap
Make sure to pack this retro-fab headwrap for your next desert getaway! The headwrap is composed of sheer mesh fabric with an all-over paisley print pattern and has an oversized-fit wrap-around design. Style with the matching bikini and cat-eye sunglasses.
Shop Matching Bikini Top: Retro Getaway Bikini Top
Shop Matching Bikini Bottoms: Retro Getaway Bikini Bottoms
Shop Matching Skirt: Retro Getaway Mesh Mini Skirt
Shop Matching Dress: Retro Getaway Mesh Mini Dress
Shop Matching Duster: Retro Getaway Long Mesh Duster
Fit & Features
- Wrap-around design
- Paisley print
- Mesh fabric, plenty of stretch
Style Number/Barcode: 07305-0373
Category Name: Matching Sets
Price: $1.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Summer Mode Cotton Bra Top
Activate summer mode with this lightweight cotton bra top featuring a sleeveless V-neckline, adjustable spaghetti straps, and a fitted ultra-cropped hem. Style with the matching button-down top and high-rise shorts for an effortlessly chic look.
Shop Matching Set: Summer Mode Button-Down Cotton Top, Summer Mode High-Rise Cotton Shorts
Fit & Features
- Textured cotton fabric
- Sleeveless V-neckline, surplice design
- Adjustable spaghetti straps
- Stretchy smocked back
- Fitted ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06003-000082
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: In Stock
Available Color: CHARTREUSE
Available Size: S, M, L
Product Badge:- Sale
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Retro Getaway Bikini Bottoms
Make sure to pack these retro-fab bikini bottoms for your next desert getaway! They feature a hipster design with thin side ties and a semi-cheeky fit. The bottoms feature an all-over paisley print pattern. Style with the matching bikini top and cat-eye sunglasses.
Shop Matching Bikini Top: Retro Getaway Bikini Top
Shop Matching Headwrap: Retro Getaway Mesh Headwrap
Shop Matching Skirt: Retro Getaway Mesh Mini Skirt
Shop Matching Dress: Retro Getaway Mesh Mini Dress
Shop Matching Duster: Retro Getaway Long Mesh Duster
Fit & Features
- Hipster design
- Thin side ties
- Semi-cheeky fit
- Paisley print
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07105-0788
Category Name: Matching Sets
Price: $20.90
Availability: Out of Stock
Product Badge:- Sale
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Retro Getaway Bikini Top
Make sure to pack this retro-fab bikini top for your next desert getaway! It features a basic triangle design with padded cups, halter spaghetti straps, and lower tie-back spaghetti straps. The top features an all-over paisley print pattern. Style with the matching bikini bottoms and cat-eye sunglasses.
Shop Matching Bikini Bottoms: Retro Getaway Bikini Bottoms
Shop Matching Headwrap: Retro Getaway Mesh Headwrap
Shop Matching Skirt: Retro Getaway Mesh Mini Skirt
Shop Matching Dress: Retro Getaway Mesh Mini Dress
Shop Matching Duster: Retro Getaway Long Mesh Duster
Fit & Features
- Triangle design
- Removable padding
- Halter spaghetti straps, tie at the back of the neck
- Lower tie-back spaghetti straps
- Paisley print
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07104-0641
Category Name: Matching Sets
Price: $20.90
Availability: Out of Stock
Product Badge:- Sale
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Retro Getaway Mesh Mini Skirt
Make sure to pack this retro-fab mini skirt for your next desert getaway! It features a high-rise waist, cinched detailing down one side with an adjustable drawstring, and a short, form-hugging fit. The sheer mesh fabric features an all-over paisley print pattern. Style this mini skirt over the matching bikini with cat-eye sunglasses.
Shop Matching Bikini Top: Retro Getaway Bikini Top
Shop Matching Bikini Bottoms: Retro Getaway Bikini Bottoms
Shop Matching Headwrap: Retro Getaway Mesh Headwrap
Shop Matching Dress: Retro Getaway Mesh Mini Dress
Shop Matching Duster: Retro Getaway Long Mesh Duster
Fit & Features
- High-rise elasticized waist
- Cinched detailing down one side, adjustable drawstring
- Mini-length, form-fitting silhouette
- Paisley print
- Sheer mesh fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0610
Category Name: Matching Sets
Price: $22.90
Availability: Out of Stock
Product Badge:- Clearance
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Weekend Leisure Seamless Set
You deserve some leisure time this weekend! Look cute lounging in this seamless rib-knit set featuring an asymmetrical one-shoulder crop top and matching high-rise biker shorts. Complete the look in cozy slippers.
Fit & Features
- Asymmetrical one-shoulder crop top
- High-rise biker shorts
- Seamless design for comfort
- Rib-knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0753
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Staycation High Slit Maxi Skirt
Bare it all for a saucy night out in this high-rise maxi skirt featuring a sultry front slit on a form-fitting silhouette. Complete the look in the matching bottoms.
Shop Matching Top: Staycation Twist Banded Crop Top
Fit & Features
- High-rise waist
- Front slit
- Form-fitting silhouette
- Maxi-length hem
- Sleek knit-lined fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0597
Category Name: Matching Sets
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Staycation Twist Banded Crop Top
Bare it all for a saucy night out in this crop top featuring a sleeveless V-neckline, adjustable spaghetti straps, and a sultry twisted bodice with an elasticized band. Complete the look in the matching bottoms.
Shop Matching Bottoms: Staycation High Slit Maxi Skirt
Fit & Features
- Sleeveless, V-neck, adjustable spaghetti straps
- Twisted bodice
- Elasticized band
- Cropped hem
- Sleek knit-lined fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4008
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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The Coolest Vibe Midi Skirt
Showcase the coolest vibe in this trendy midi skirt. It features a high-rise waist with a knot-front design, a midi-length asymmetrical hem with a high side slit, and an all-over marble print pattern. Complete the look with the matching crop top.
Shop Matching Top: The Coolest Vibe Cropped Tank
Fit & Features
- High-rise waist
- Knot-front design
- Midi-length, asymmetrical hem, side slit
- Curve-hugging silhouette
- Marble print
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0600
Category Name: Matching Sets
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Coolest Vibe Cropped Tank
Showcase the coolest vibe in this trendy cropped tank. It features a sleeveless square neckline, thin tank shoulder straps, a cropped, form-hugging fit, and an all-over marble print pattern. Complete the look with the matching midi skirt.
Shop Matching Bottoms: The Coolest Vibe Midi Skirt
Fit & Features
- Sleeveless square neckline
- Thin tank shoulder straps
- Cropped, form-hugging fit
- Marble print
- Lined knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-4014
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Spring Sunset Tie-Back Crop Top
Head to a spring sunset dinner with a view in this trendy crop top! It features a square neck, elasticized tank-style straps, and an open back with tie closure on stretchy, rib-knit fabric. Complete the look in the matching skirt.
Shop Matching Skirt: Spring Sunset Slit Maxi Skirt
Fit & Features
- Sleeveless, square neck
- Elasticized tank-style straps
- Cropped hem
- Open-back, tie closure
- Stretchy rib-knit fabric
- Runs true to size
Style Number/Barcode: 06001-4070
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Summer Mode Button-Down Cotton Top
Activate summer mode with this lightweight cotton button-down top featuring a collared neckline, long sleeves, and a relaxed, long-length fit. Style with the matching bra top and high-rise shorts for an effortlessly chic look.
Shop Matching Set: Summer Mode Cotton Bra Top, Summer Mode High-Rise Cotton Shorts
Fit & Features
- Textured cotton fabric, no stretch
- Collared neckline
- Complete button-down front
- Long sleeves, single button detail
- Long-length hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06003-000081
Category Name: Matching Sets
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spring Sunset Slit Maxi Skirt
Head to a spring sunset dinner with a view in this maxi skirt! It features a high-rise waist, bodycon silhouette, and a sultry front slit on stretchy, rib-knit fabric. Complete the look in the matching top.
Shop Matching Top: Spring Sunset Tie-Back Crop Top
Fit & Features
- High-rise waist
- Bodycon silhouette
- Front slit
- Maxi-length hem
- Stretchy, rib-knit fabric
- Runs true to size
Style Number/Barcode: 06501-0626
Category Name: Matching Sets
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Eye Of The Tiger Bandeau Crop Top
It's the eye of the tiger it's the thrill of wearing this cute bandeau crop top for your next island vacay! It features a sleeveless, strapless neckline with a flirty front knot-tie and a smocked back. Complete the look in the matching bottoms.
Shop The Matching Bottoms: Eye Of The Tiger Palazzo Pants
Fit & Features
- Sleeveless, strapless neckline
- Front knot-tie closure
- Smocked back, crop hem
- Tiger print
- Chiffon-lined fabric, no stretch
- Fits true to size
Style Number/Barcode: 06003-1742
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Island Tide Tropical Mini Skirt
Feel the island breeze and enter paradise in this tropical mini skirt! It features a high-rise elasticized waist, a faux-wrap front, and a bodycon silhouette. Complete the look in the matching top.
Shop Matching Top: Island Tides Tropical Tie-Front Top
Fit & Features
- High-rise elasticized waist
- Faux wrap front
- Bodycon silhouette
- Mini-length hem
- Tropical print fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0638
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Eye Of The Tiger Palazzo Pants
It's the eye of the tiger it's the thrill of wearing these cute palazzo pants for your next island vacay! It features a high-rise waist, a side hidden zipper closure, and a flowy palazzo-style leg. Complete the look in the matching top.
Shop The Matching Top: Eye Of The Tiger Bandeau Crop Top
Fit & Features
- High rise waist
- Side hidden zipper closure
- Flowy palazzo-style leg
- Tiger print
- Chiffon-lined fabric, no stretch
- Fits true to size
Style Number/Barcode: 06302-0633
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Island Tides Tropical Tie-Front Top
Feel the island breeze and enter paradise in this tropical tie-front top! It features long bishop sleeves, a plunge V-neck, and a cropped hem. Complete the look in the matching skirt.
Shop Matching Skirt: Island Tide Tropical Mini Skirt
Fit & Features
- Long bishop sleeves
- Plunge V-neck
- Tie-front closure
- Cropped hem
- Tropical print fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0308
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Made For You Tie Front Bandeau Top
This bandeau top was made for you on vacation or pretending while sipping on cocktails poolside! It features a strapless, sleeveless, neckline with a flirty tie-front and a smocked back panel. Complete the look in the matching bottoms.
Shop Matching Bottoms: Made For You High Rise Palazzo Pants
Fit & Features
- Strapless, sleeveless neckline
- Tie-front
- Smocked back
- Textured lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06001-4095
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Made For You High Rise Palazzo Pants
These palazzo pants are made for you on vacation or pretending while sipping on cocktails poolside! They feature a high-rise waist, pleat front detailing, and a wide-leg silhouette. Complete the look in the matching top.
Shop Matching Top: Made For You Tie Front Bandeau Top
Fit & Features
- High-rise waist
- Pleat front detailing
- Wide-leg silhouette
- Pull-on/off styling
- Textured lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0631
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bold Babe Tie-Dye Mini Skirt
You're a total bold babe when it comes to your style, so this mini skirt was made for you. It features a high-rise waist, side ruched detailing leading to an adjustable drawstring at the hem, a short, curve-hugging fit, and a trendy all-over tie-dye print. Style with the matching crop top and statement earrings.
Shop Matching Top: Bold Babe Tie-Dye Crop Top
Fit & Features
- High-rise waist
- Side ruching, adjustable drawstring at the hem
- Mini-length, form-fitting silhouette
- Tie-dye print
- Soft brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0599
Category Name: Matching Sets
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale