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.

  • Tailored Mood Pinstripe Woven Shorts

    Tailored, but make it flirt back. These pinstripe woven shorts sharpen up your look with a sleek extended waistband, button detailing, and a fitted shape made for last-minute plans that deserve a little extra. Pair with the matching vest.

    Shop Matching Top: Tailored Mood Pinstripe Halter Vest

    Fit & Features

    • Pinstripe woven fabric
    • Mid-rise fit
    • Extended waistband, dual button closures
    • Faux back pockets
    • Fitted silhouette
    • Runs true to size

    Style Number/Barcode: 06503-000336

    Category Name: Matching Sets

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK/WHITE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Vacay Ready Striped Crochet Bra Top

    Crochet packed, ready for vacay. This striped crochet bra top brings a plunging neckline, open tie-back design, and ultra-cropped fit made for sunny reservations. Pair with the matching midi skirt.

    Shop Matching Bottoms: Vacay Ready Striped Crochet Midi Skirt

    Fit & Features

    • Striped crochet fabric, moderate stretch
    • Sleeveless plunging neckline
    • Tank shoulder straps
    • Open back, tie-back spaghetti straps
    • Ultra-cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-000392

    Category Name: Matching Sets

    Price: $26.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Vacay Ready Striped Crochet Midi Skirt

    Crochet packed, ready for vacay. This striped crochet midi skirt brings a high-rise waist, side slit, and curve-hugging fit made for sunny reservations. Pair with the matching bra top.

    Shop Matching Top: Vacay Ready Striped Crochet Bra Top

    Fit & Features

    • Striped crochet fabric, moderate stretch
    • High-rise waist
    • High-cut side slit
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-000175

    Category Name: Matching Sets

    Price: $42.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Tailored And Trendy Denim Halter Vest

    Tailored and trendy. This denim halter vest serves a fitted V-neckline, open back buckle detail, and just enough edge to make your 'fit look instantly more planned. Style with the matching mini skort.

    Shop Matching Bottoms: Tailored And Trendy Denim Mini Skort

    Fit & Features

    • Denim fabric
    • Sleeveless V-neckline
    • Halter strap
    • Partially open back, smocked detail, buckle strap accent
    • Button-down front
    • Mid-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06203-000053

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Tailored And Trendy Denim Mini Skort

    Tailored and trendy. This denim mini skort serves a buttoned waist design, pleated overlay, and just enough edge to make your 'fit look instantly more planned. Style with the matching vest.

    Shop Matching Top: Tailored And Trendy Denim Halter Vest

    Fit & Features

    • Denim fabric
    • High-rise waist, belt loops
    • Dual front button closures
    • Buttoned front pockets
    • Pleated mini-length overlay, hidden built-in shorts
    • Runs true to size

    Style Number/Barcode: 06603-000216

    Category Name: Matching Sets

    Price: $39.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Paisley Mood Chiffon Maxi Skirt

    Print with a little plot twist. This paisley chiffon maxi skirt brings a mid-rise waist and long fitted silhouette for cute and trendy plans. Pair with the matching halter top.

    Shop Matching Top: Paisley Mood Chiffon Halter Top

    Fit & Features

    • Paisley-printed chiffon fabric, mini-length lining
    • Mid-rise waist
    • Maxi-length hem
    • Fitted silhouette
    • Runs true to size

    Style Number/Barcode: 06401-000052

    Category Name: Matching Sets

    Price: $42.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Paisley Mood Chiffon Halter Top

    Print with a little plot twist. This paisley chiffon halter top brings a cinched sweetheart neckline, open tie-back design, and flowy hanky hem for cute and trendy plans. Pair with the matching maxi skirt.

    Shop Matching Bottoms: Paisley Mood Chiffon Maxi Skirt

    Fit & Features

    • Paisley printed chiffon fabric
    • Sleeveless sweetheart neckline, center cinched bust design
    • Tie-back halter spaghetti straps
    • Open back, lower tie-back straps
    • Mid-length hanky hem, flowy fit
    • Runs true to size

    Style Number/Barcode: 06003-000401

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Wild Style Animal Print Poncho

    Wild mix, trendy vibes. This animal print poncho brings an asymmetric off-the-shoulder neckline and flowy overlay design for an easy statement layer that does the styling for you. Pair with the matching hot shorts.

    Shop Matching Bottoms: Wild Style Animal Print Hot Shorts

    Fit & Features

    • Knit fabric, high stretch
    • Multi-animal print pattern
    • Asymmetric off-the-shoulder neckline
    • Flowy overlay design
    • Runs true to size

    Style Number/Barcode: 06202-000133

    Category Name: Matching Sets

    Price: $22.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: XS/S, M/L

    Product Badge:
    • Part of a Set
  • Drinks At Eight Tailored Shorts

    When jeans feel too casual, and a skirt feels like too much, these are the answer. Designed with a sleek trouser-inspired fit and leg-lengthening silhouette, these ponte shorts make getting dressed look effortless. Pair with the matching vest.

    Shop Matching Top: Drinks At Eight Halter Vest

    Fit & Features

    • Ponte fabric
    • Mid-rise waist
    • Dual button tab closure
    • Form-hugging fit
    • Cheeky hem
    • Runs true to size

    Style Number/Barcode: 06503-000332

    Category Name: Matching Sets

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Power Move Pinstripe Woven Pants

    Power move, but make it effortless. These pinstripe woven pants sharpen up the fit with a mid-rise waist, dual button detail, and flared leg silhouette.

    Fit & Features

    • Pinstripe woven fabric
    • Mid-rise fit
    • Extended waistband, dual button closures
    • Fitted, flared-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-000110

    Category Name: Matching Sets

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK/WHITE

    Available Size: XS, S, M, L

  • Instant Shine Sequin Maxi Skirt

    Sequins with zero subtlety. This sequin maxi skirt brings a mid-rise waist, back slit accent, and curve-hugging silhouette for instant outfit elevation. Style with the matching halter top.

    Shop Matching Top: Instant Shine Sequin Halter Top

    Fit & Features

    • Lined knit fabric, moderate stretch
    • All-over sequin embroidery
    • Mid-rise waist
    • Back zipper closure
    • Maxi-length hem, back slit accent
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 06501-000170

    Category Name: Matching Sets

    Price: $49.90

    Availability: In Stock

    Available Color: MINT

    Available Size: XS, S, M, L

  • Booked Up Camouflage Denim Vest

    Instant outfit, zero overthinking. This denim camouflage vest features a utility-inspired look that’s ready for concerts, summer trips, and last-minute plans.

    Shop The Matching Jorts: Booked Up Camouflage Denim Jorts

    Fit & Features

    • Camouflage print, denim cotton fabric, no stretch
    • Sleeveless standing collar neckline
    • Front zip-up closure
    • Front flap pockets
    • Elasticized cinch crop hem
    • Runs true to size

    Style Number/Barcode: 06204-000160

    Category Name: Matching Sets

    Price: $36.90

    Availability: In Stock

    Available Color: OLIVE

    Available Size: XS, S, M, L

  • Sunset Spritz Multi-Print Tube Top

    Pool plans, brunch plans, “wait where are we going next?” plans. This multi-print tube top brings the flirty vibe with a strapless sweetheart neckline, ruched detailing, and a form-hugging fit. Pair with the matching mini skort.

    Shop Matching Bottoms: Sunset Spritz Multi-Print Ruffle Mini Skort

    Fit & Features

    • Knit fabric, high stretch
    • Floral and animal multi-print pattern
    • Strapless sweetheart neckline, padded bra cups
    • Ruched detailing
    • Mid-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000681

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

  • Studded And Snatched Flare Jeans

    Western goes rockstar in these denim jeans. The mid-rise waist and studded trim bring all the attitude—pair them with the matching denim top for max impact.

    Shop Matching Top: Studded And Snatched Denim Crop Top

    Fit & Features

    • Denim fabric, vintage-inspired color fading, slight stretch
    • Mid-rise waist
    • Five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Studded side trim
    • Flared-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06602-000121

    Category Name: Matching Sets

    Price: $59.90

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Zip Code Lace-Up Flare Jeans

    Consider this your shortcut to instant edge. These jeans bring a mid-rise waist, lace-up back design, and flared-leg silhouette that keeps the fit on trend. Pair with the matching tank top.

    Shop Matching Top: Zip Code Denim Crop Tank Top

    Fit & Features

    • Denim fabric, slight stretch
    • Mid-rise waist, belt loops
    • Front button and hidden zipper closure
    • Faux suede lace-up back design
    • Front and back pockets
    • Flared-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06602-000124

    Category Name: Matching Sets

    Price: $54.90

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Sweet Escape Cascading Ruffle Top

    Serving postcard-worthy outfits and endless outfit compliments. This cascading ruffle top features a flowy design that moves with every step, making it the perfect pick for vacations, festivals, and sunny-day styling. Pair with the matching mini skirt.

    Shop Matching Bottoms: Sweet Escape Cascading Ruffle Mini Skirt

    Fit & Features

    • Lightweight knit fabric, high stretch
    • Sleeveless scoop neckline, ruffle trim
    • Beaded straps
    • Tie-back halter spaghetti straps, partially open back
    • Cascading tiered ruffle open-front design
    • Mid-length hem, flowy fit
    • Runs true to size

    Style Number/Barcode: 06001-000684

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Midnight Safari Halter Crop Top

    A little wild, a little unexpected, and impossible to ignore. This mesh halter top pairs an abstract animal print with delicate lace trim and a plunging neckline for a look that's equal parts vintage-inspired and going-out ready.

    Shop The Matching Bottoms: Midnight Safari Ruffle Mini Skort

    Fit & Features

    • Animal and metallic print, mesh-lined fabric
    • Lace trim halter neckline with tie straps
    • Hidden front hook and eye fasteners
    • Fitted lace trim crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000752

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Midnight Safari Ruffle Mini Skort

    A little wild, a little unexpected, and impossible to ignore. This mesh mini skort pairs an abstract animal print with delicate lace trim and a ruffled silhouette for a look that's equal parts vintage-inspired and going-out ready.

    Shop The Matching Top: Midnight Safari Halter Crop Top

    Fit & Features

    • Animal and metallic print, mesh-lined fabric
    • Mid-rise lace trim waist
    • Ruffled silhouette
    • Mini-length hem
    • Built-in knit stretchy shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000386

    Category Name: Matching Sets

    Price: $36.90

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Sweet Escape Cascading Ruffle Mini Skirt

    Serving postcard-worthy outfits and endless outfit compliments. This cascading ruffle mini skirt features a flowy layered design that moves with every step, making it the perfect pick for vacations, festivals, and sunny-day styling. Pair with the matching top.

    Shop Matching Top: Sweet Escape Cascading Ruffle Top

    Fit & Features

    • Lightweight knit fabric, high stretch
    • Low-rise silhouette
    • Cascading tiered ruffle design
    • Asymmetrical hem
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06503-000342

    Category Name: Matching Sets

    Price: $32.90

    Availability: In Stock

    Available Color: ORANGE

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Studded Out Rhinestone Denim Mini Skort

    The allover rhinestones turn denim into the main event. This mini skort pairs a low-rise waist with a form-hugging fit and built-in shorts to give you all the confidence.

    Shop Matching Top: Studded Out Rhinestone Denim Halter Top

    Fit & Features

    • Denim fabrication
    • Allover rhinestone embellishment
    • Low-rise waist
    • Form-hugging fit
    • Mini-length hem
    • Built-in shorts lining
    • Runs true to size

    Style Number/Barcode: 06603-000236

    Category Name: Matching Sets

    Price: $44.90

    Availability: In Stock

    Available Color: DENIM

    Available Size: XS, S, M, L

  • Double Trouble Rhinestone Dragon Skort

    One seriously bold agenda. This rhinestone-embellished dragon skort pairs a sleek bodycon mini silhouette perfect for concerts, parties, and plans that call for sass.

    Fit & Features

    • Lined mesh fabric
    • Rhinestone-embellished dragon pattern
    • Bodycon mini-length hem
    • Built-in shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000417

    Category Name: Matching Sets

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Style Animal Print Hot Shorts

    Wild mix, trendy vibes. These animal print hot shorts bring a mid-rise waist and form-hugging fit for a statement piece that does the styling for you. Pair with the matching poncho.

    Shop Matching Top: Wild Style Animal Print Poncho

    Fit & Features

    • Knit fabric, high stretch
    • Multi-animal print pattern
    • Mid-rise fold-over waist
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06503-000389

    Category Name: Matching Sets

    Price: $26.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Zip It Up Denim Mini Skirt

    Denim just took a sharper turn. This form-hugging mini skirt features a high-rise waist, contrast stitching, and a chic zip-front design. Pair with the matching top.

    Shop Matching Top: Zip It Up Cutout Denim Top

    Fit & Features

    • Denim fabric, contrast stitched angled design
    • High-rise waist
    • Zip-front design
    • Mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06601-000038

    Category Name: Matching Sets

    Price: $36.90

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Zip It Up Cutout Denim Top

    Denim just took a sharper turn. This form-hugging zip-front top frames the bust with a keyhole cutout, contrast stitching, and a sculpted mid-length fit. Pair with the matching skirt.

    Shop Matching Bottoms: Zip It Up Denim Mini Skirt

    Fit & Features

    • Denim fabric, contrast stitched desgin
    • Sleeveless crew neckline, dainty closure
    • Tank shoulder straps
    • Keyhole cutout at the bust
    • Zip-front design
    • Mid-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-000472

    Category Name: Matching Sets

    Price: $39.90

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: S, M, L

    Product Badge:
    • Part of a Set