Matching Sets

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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.

  • 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
  • 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
  • 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
  • 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
  • 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
  • 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: $22.90

    Availability: In Stock

    Available Color: CHARTREUSE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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: $34.90

    Availability: In Stock

    Available Color: CHARTREUSE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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