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.

  • Boho Dreamer Printed Crop Top

    Bring the dreamy boho-chic vibes to your summer look with this trendy crop top. It features a sleeveless square neckline, spaghetti straps, an open back with a lace-up strappy design, and cropped form-hugging fit. The brushed knit fabric features an all-over multi-print striped pattern. Style with the matching flare pants.

    Shop Matching Bottoms: Boho Dreamer Printed Flare Pants

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Open back, lace-up strappy design, tie closure
    • Cropped, form-hugging fit
    • Multi-print striped pattern
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-3748

    Category Name: Matching Sets

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Dreamer Printed Flare Pants

    Bring the dreamy boho-chic vibes to your summer look with these trendy flare pants. They feature a high-rise waist, a form-hugging fit throughout the leg, and a flared hem. The brushed knit fabric features an all-over multi-print striped pattern. Style with the matching crop top.

    Shop Matching Top: Boho Dreamer Printed Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Form-hugging fit throughout the leg
    • Flared hem
    • Multi-print striped pattern
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-0714

    Category Name: Matching Sets

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Nights One-Shoulder Crop Top

    This sultry sleeveless crop top is perfect for summer nights. It features a one-shoulder neckline with a single strap, a cinched detail at the bust, and a cropped, form-hugging fit. Style with the matching mini skirt and a chic pair of stilettos.

    Shop Matching Bottoms: Summer Nights Ruched Mini Skirt

    Fit & Features

    • One-shoulder neckline, single strap
    • Cinched detail at the bust
    • Cropped, form-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3920

    Category Name: Matching Sets

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Nights Ruched Mini Skirt

    This sultry mini skirt is perfect for summer nights. It features a high-rise waist, side ruched detailing, and a short, curve-hugging fit. Style with the matching crop top and chic pair of stilettos.

    Shop Matching Top: Summer Nights One-Shoulder Crop Top

    Fit & Features

    • High-rise waist, elastic waistband
    • Ruching down the sides
    • Mini-length, form-fitting silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0574

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Weekend In The Desert Halter Top

    Look like you're off to a weekend in the desert in this trendy halter top! It features a sleeveless halter neckline with a center O-ring accent, a cropped, form-hugging fit, and an all-over bohemian-inspired diamond print pattern. The brushed knit fabric offers plenty of stretch. Complete the look with the matching flare pants.

    Shop Matching Bottoms: Weekend In The Desert Flare Pants

    Fit & Features

    • Sleeveless halter neckline, spaghetti straps, tie at the back of the neck
    • Center O-ring accent
    • Cropped, form-hugging fit
    • Diamond print pattern
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-3894

    Category Name: Matching Sets

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Making Waves Linen High Rise Shorts

    All eyes on you strolling the beach in these linen shorts on vacay! It features a high-rise waist with button front closure, belt loop accents, pleat detailing, and a roll-cuffed hem. Complete the look in the matching top.

    Shop Matching Top: Making Waves Linen Tie Front Top

    Fit & Features

    • High-rise waist
    • Front button closure, belt loop accents
    • Pleat detailing
    • Roll cuffed hem
    • Linen woven fabric, double-lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0155

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Making Waves Linen Tie Front Top

    All eyes on you strolling the beach in this linen tube top on vacay! It features a strapless, sleeveless, square neck with a flirty tie-front and a smocked back panel on a cropped hem. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Making Waves Linen High Rise Shorts

    Fit & Features

    • Strapless, sleeveless, square neck
    • Tie-front detail
    • Smocked back panel
    • Cropped hem
    • Linen woven fabric, double-lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1558

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Please Striped V-Neck Crop Top

    A sleeveless crop top featuring a preppy striped V-neckline, adjustable spaghetti straps for a customizable fit, and a striped crop hem. The stretchy knit fabric offers a polished look with plenty of stretch.  

    Shop Matching Sweater And Bottom: Preppy Please Striped Button Crop Sweater, Preppy Please Striped Pleated Knit Skort

    Fit & Features

    • Stretchy knit fabric
    • Striped V-neckline
    • Adjustable spaghetti straps
    • Striped crop hem
    • Runs true to size

    Style Number/Barcode: 06005-2183

    Category Name: Matching Sets

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Weekend In The Desert Flare Pants

    Look like you're off to a weekend in the desert in these trendy flare pants! They feature a high-rise waist, a form-hugging fit throughout the leg, a flared hem, and an all-over bohemian-inspired diamond print pattern. The brushed knit fabric offers plenty of stretch. Complete the look with the matching crop top.

    Shop Matching Top: Weekend In The Desert Halter Top

    Fit & Features

    • High-rise elasticized waist
    • Form-hugging fit throughout the leg
    • Flared hem
    • Diamond print pattern
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-0734

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cruising Together Rib Knit Shorts

    Just driving with top-down! Show off your cute fit in these rib-knit shorts featuring an elasticized high-rise waist and side drawstrings so you can customize the fit. Complete the look in the matching top.

    Shop Matching Top: Cruising Together Rib Tank Top

    Fit & Features

    • Elasticized high-rise waist
    • Side drawstrings, adjustable fit
    • Rib-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-0973

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cruising Together Rib Tank Top

    Just driving with top-down! Show off your cute fit in this rib tank top featuring an on-trend sleeveless, asymmetrical crew neck, one spaghetti strap, one wide strap, and a cropped hem. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Cruising Together Rib Knit Shorts

    Fit & Features

    • Sleeveless, asymmetrical crew neck
    • One spaghetti strap, one wide strap
    • Cropped hem
    • Rib-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4194

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's Ready For Brunch Mini Skirt

    The answer is always yes to brunch! Have the cutest look of your squad in this adorable ditsy floral printed mini skirt. It features a high-rise waist, ruched detailing down the front, and a short, form-hugging fit. Complete the outfit with the matching crop top and your fave mules.

    Shop Matching Top: She's Ready For Brunch Crop Top

    Fit & Features

    • High-rise waist
    • Dual front seams with ruching
    • Back zipper closure
    • Mini-length, form-fitting silhouette
    • Ditsy floral print, woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0432

    Category Name: Matching Sets

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's Ready For Brunch Crop Top

    The answer is always yes to brunch! Have the cutest look of your squad in this adorable ditsy floral printed top. It features a sleeveless subtle sweetheart neckline, adjustable spaghetti straps, ruched detailing at the bust, and a cropped fit with a tie-back design. Complete the outfit with the matching mini skirt and your fave mules.

    Shop Matching Bottoms: She's Ready For Brunch Mini Skirt

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Ruching at the bust
    • Back zipper closure
    • Cropped, form-hugging fit, tie-back design
    • Ditsy floral print, woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1754

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Retro Getaway Long Mesh Duster

    Make sure to pack this retro-fab long duster for your next desert getaway! It features long bishop sleeves, a tie-front belt to cinch the waist, and a flowy, relaxed fit. The sheer mesh fabric features an all-over paisley print pattern. Style this duster with the matching mini dress and 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 Skirt: Retro Getaway Mesh Mini Skirt

    Shop Matching Dress: Retro Getaway Mesh Mini Dress

    Fit & Features

    • Long bishop sleeves, elastic cinched hems
    • Open front, tie-front belt
    • Flowy, relaxed fit
    • Paisley print
    • Sheer mesh fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06202-0292

    Category Name: Matching Sets

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Last Night Of Vacay Lace-Up Top

    Go out with a sizzle in this tropical crop top on your vacay! It features a sleeveless, mock neck, and a sexy front cutout with lace-up closure. Complete the look in the matching skirt.

    Shop Matching Skirt: Last Night Of Vacay Lace-Up Skirt

    Fit & Features

    • Sleeveless, mock neck
    • Front cutout with lace-up closure
    • Cropped hem
    • Tropical print lined-knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-3990

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Last Night Of Vacay Lace-Up Skirt

    Go out with a sizzle in this tropical mini skirt on your vacay! It features a high-rise waist, bodycon silhouette, and a side cutout with lace-up detail. Complete the look in the matching top.

    Shop Matching Top: Last Night Of Vacay Lace-Up Top

    Fit & Features

    • High-rise waist
    • Side cutout with lace-up
    • Bodycon silhouette
    • Mini-length hem
    • Tropical print lined-knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0590

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Retro Getaway Mesh Mini Dress

    Make sure to pack this retro-fab mini dress for your next desert getaway! It features a sleeveless crew neckline, tank shoulder straps, 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 dress 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 Skirt: Retro Getaway Mesh Mini Skirt

    Shop Matching Duster: Retro Getaway Long Mesh Duster

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • 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: 06001-4028

    Category Name: Matching Sets

    Price: $24.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Mode High-Rise Cotton Shorts

    Activate summer mode with these lightweight cotton shorts featuring a high-rise elasticized waist, dual front pockets, and a fitted silhouette. Style with the matching bra top and button-down top for an effortlessly chic look.

    Shop Matching Set: Summer Mode Cotton Bra Top, Summer Mode Button-Down Cotton Top

    Fit & Features

    • Textured cotton fabric, no stretch
    • High-rise elasticized waist
    • Dual front pockets
    • Fitted silhouette
    • Shorts in size small have a 9" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06303-000030

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: CHARTREUSE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Dreamy Island Vibes Crop Top

    Showcase dreamy island vibes in this lightweight chiffon crop top! It features a sleeveless square neckline, adjustable spaghetti straps for a customizable fit, a cropped, form-hugging silhouette, and an all-over tropical palm leaf print. Style this cute top with the matching kimono and shorts.

    Shop Matching Kimono: Dreamy Island Vibes Chiffon Kimono

    Shop Matching Bottoms: Dreamy Island Vibes Tie-Waist Shorts

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper closure
    • Cropped, form-hugging fit
    • Tropical palm leaf print
    • Chiffon fabric
    • Runs true to size

    Style Number/Barcode: 06003-1608

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dreamy Island Vibes Chiffon Kimono

    Showcase dreamy island vibes in this airy chiffon kimono! It features flowy three-quarter-length kimono-style sleeves, an open front, a relaxed fit, and an all-over tropical palm leaf print. Style this lightweight layer with the matching crop top and shorts.

    Shop Matching Top: Dreamy Island Vibes Crop Top

    Shop Matching Bottoms: Dreamy Island Vibes Tie-Waist Shorts

    Fit & Features

    • Flowy three-quarter-length kimono-style sleeves
    • Open front
    • Relaxed fit, subtle high-low hem
    • Tropical palm-leaf print
    • Semi-sheer chiffon fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1224

    Category Name: Matching Sets

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Island Vibes Tie-Waist Shorts

    Showcase dreamy island vibes in these lightweight high-rise shorts! They feature a tie-front design, a back-smocked waistband for comfortable wear, a fitted silhouette, and an all-over tropical palm leaf print. Style these cute shorts with the matching kimono and crop top.

    Shop Matching Kimono: Dreamy Island Vibes Chiffon Kimono

    Shop Matching Top: Dreamy Island Vibes Crop Top

    Fit & Features

    • High-rise waist, back-smocked waistband
    • Tie-front, pleated detailing
    • Fitted silhouette
    • Tropical palm leaf print
    • Chiffon lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0206

    Category Name: Matching Sets

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish And Smocked Crop Top

    This smocked crop top will give your summer look a stylish vibe! It features a sleeveless V-neckline, spaghetti straps, and a cropped, form-hugging fit. Complete the outfit with the matching mini skirt and chic mules.

    Shop Matching Bottoms: Stylish And Smocked Mini Skirt

    Fit & Features

    • V-neckline
    • Spaghetti straps
    • Cropped, form-hugging fit
    • Smocked knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-3287

    Category Name: Matching Sets

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Smocked Mini Skirt

    This smocked mini skirt will give your summer look a stylish vibe! It features a high-rise waist and a mini-length, curve-hugging silhouette. Complete the outfit with the matching crop top and chic mules.

    Shop Matching Top: Stylish And Smocked Crop Top

    Fit & Features

    • High-rise waist
    • Mini-length, form-fitting silhouette
    • Smocked knit-lined fabric
    • Runs true to size

    Style Number/Barcode: 06501-0544

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Holiday In The Sun Smocked Crop Top

    If ya got it flaunt it on holiday! Sass up your look in this smocked crop top featuring a sleeveless sweetheart neck, sleek elasticized spaghetti straps, and a flirty front cinch accent. Complete the look with the matching mini skirt.

    Shop Matching Bottoms: Holiday In The Sun Smocked Mini Skirt

    Fit & Features

    • Sleeveless, sweetheart neck
    • Elasticized spaghetti straps
    • Front cinch accent
    • Cropped hem
    • Smocked fabric, moderate stretch
    • Runs true to size

      Style Number/Barcode: 06001-3756

      Category Name: Matching Sets

      Price: $6.97 $14.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale