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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.

  • Weekend Vibes Tie-Front Crop Top

    This breezy woven crop top will give off those effortless weekend vibes with its flowy short sleeves and tie-front design. Style with the matching wide-leg palazzo pants for a chic look.

    Shop Matching Bottoms: Weekend Vibes Wide-Leg Palazzo Pants

    Fit & Features

    • Woven fabric
    • Plunging V-neckline
    • Tie-front design
    • Short flowy sleeves
    • Cropped hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-000007

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Seeker PJ Tank Top

    Seek out this chenille PJ tank top for the ultimate cozy feel! The top features a sleeveless scoop neck, tank-style straps, a low-scoop back, and a cropped hem. Complete the look with matching bottoms.

    Shop The Matching Bottoms: Cozy Seeker Chenille PJ Leggings

    Fit & Features 

    • Sleeveless scoop neck
    • Tank-style straps
    • Low-scoop back
    • Cropped hem
    • Cozy and soft
    • Chenille knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 07103-0814

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Right Moves Crepe Trouser Pants

    You'll make all the right moves in these boss babe crepe trouser pants featuring a high-rise waist, a button front, hidden zipper closure, and a skinny-leg design. Complete the look in the matching blazer for a business lunch!

    Shop The Matching Blazer: Right Moves Crepe Blazer

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure
    • Skinny-leg design
    • Crepe knit fabric
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06502-1232

    Category Name: Matching Sets

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Right Moves Crepe Blazer

    You'll make all the right moves in this boss babe crepe blazer featuring long sleeves, shoulder pads, lapel collar neckline, front button closure, and faux pockets. Complete the look with matching bottoms for a business lunch!

    Shop The Matching Bottoms: Right Moves Crepe Trouser Pants

    Fit & Features

    • Long sleeves with shoulder pads
    • Lapel collar neckline
    • Front button closure
    • Faux pockets
    • Crepe knit fabric
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06202-0343

    Category Name: Matching Sets

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Teach Me Tonight Crepe Maxi Skirt

    Teach everyone the art of sultry in this crepe maxi skirt features a high-rise waist, cutout side with lattice bar insets, a form-hugging silhouette, and long length. Complete the look in the matching top and stilettos for drinks and dancing!

    Shop The Matching Top: Teach Me Tonight Crepe Crop Top

    Fit & Features

    • High-rise waist
    • Cutout side with lattice bars
    • Form-hugging silhouette
    • Maxi-length hem
    • Lined crepe fabric
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06501-0736

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Teach Me Tonight Crepe Crop Top

    Teach everyone the art of sultry in this crepe crop top featuring a strapless neckline with a front cutout and lattice bar inset and flexible boning. Complete the look in the matching skirt and stilettos for drinks and dancing!

    Shop The Matching Skirt: Teach Me Tonight Crepe Maxi Skirt

    Fit & Features

    • Strapless neckline
    • Front cutout with lattice bars
    • Flexible boning
    • Cropped hem
    • Lined crepe fabric
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-4525

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Mood Printed Midi Skirt

    This fab high-rise midi skirt will put you in a bold style mood! It features an elastic band at the waist, ruched detailing down the side seams with adjustable drawstrings at the hem, a midi-length, curve-hugging fit, and an all-over multi-colored abstract print that will catch everyone's eye. The lined mesh fabric offers a moderate stretch. Pair with the matching tube top and strappy heels for a night out with the girls.

    Shop Matching Top: Bold Mood Printed Bustier Tube Top

    Fit & Features

    • High-rise waist, elastic band
    • Ruching down the side seams
    • Adjustable drawstrings at the hem
    • Midi-length hem, form-hugging silhouette
    • Multi-colored abstract print
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0732

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Mood Printed Bustier Tube Top

    This fab bustier tube top will put you in a bold style mood! It features a strapless neckline, flexible boning to provide structure, a mid-length, form-hugging fit, and an all-over multi-colored abstract print that will catch everyone's eye. The lined mesh fabric offers minimal stretch. Pair with the matching midi skirt and strappy heels for a night out with the girls.

    Shop Matching Bottoms: Bold Mood Printed Midi Skirt

    Fit & Features

    • Strapless neckline
    • Flexible boning, back zipper, hook and eye closure
    • Mid-length hem, form-hugging fit
    • Multi-colored abstract print
    • Sheer mesh fabric, full knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4517

    Category Name: Matching Sets

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hometown Girl Plaid Mini Skirt

    This plaid mini skirt is essential for building your perfect fall wardrobe! The skirt features a high-rise waist, back zipper closure, bodycon silhouette, and a flirty front slit along the hem. Complete the look in the matching shacket.

    Shop The Matching Shacket: Hometown Girl Plaid Crop Shacket

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Front slit accent, mini-length hem
    • Back zipper closure
    • Plaid pattern
    • Brushed woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06401-0464

    Category Name: Matching Sets

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Preppy Plaid Crop Top

    Step up your fall wardrobe with this casually preppy crop top! Featuring a sleeveless square neckline, thin tank shoulder straps, a cropped hem, a form-hugging fit, and an all-over plaid print, this sweater knit top is perfect for keeping it chic. Style with the matching cardigan.

    Shop Matching Cardigan: Casually Preppy Plaid Cardigan

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Cropped hem, form-hugging fit
    • Plaid print
    • Soft sweater knit fabric, ribbed trims, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1459

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Weekend Vibes Wide-Leg Palazzo Pants

    These breezy woven palazzo pants will give off those effortless weekend vibes with their relaxed, wide-leg silhouette. Style with the matching tie-front crop top for a chic look.

    Shop Matching Top: Weekend Vibes Tie-Front Crop Top

    Fit & Features

    • Woven fabric
    • High-rise waist
    • Dual front pockets
    • Pleating
    • Flowy wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06402-000004

    Category Name: Matching Sets

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casually Preppy Plaid Cardigan

    Step up your fall wardrobe with this casually preppy cardigan! Featuring long sleeves, a button-down front, a mid-length hem, a relaxed fit, and an all-over plaid print, this sweater knit cardigan is perfect for keeping it chic. Style with the matching crop top.

    Shop Matching Top: Casually Preppy Plaid Crop Top

    Fit & Features

    • Long sleeves
    • Button-down front
    • Mid-length hem, relaxed fit
    • Plaid print
    • Soft sweater knit fabric, ribbed trims, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1460

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Catching Looks Crochet Bandeau Tube Top

    Serving body and beach energy all in one slay. This crochet bandeau tube top features a strapless sweetheart neckline and chic tie-front design, perf for sipping cocktails, catching sunsets, or just catching looks.

    Shop Matching Bottoms: Catching Looks Crochet Palazzo Pants

    Fit & Features

    • Sheer textured crochet fabric with lining
    • Strapless sweetheart neckline
    • Flow tie-front design at the bust
    • Fitted ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-000048

    Category Name: Matching Sets

    Price: $19.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: L

    Product Badge:
    • Part of a Set
  • Irresistible Babe Faux Leather Crop Top

    Everyone loves themselves a bad girl! You'll be totally irresistible in this babe-status faux leather crop top featuring a sleeveless crew neckline, curved hem, and a back zipper closure on a crepe knit panel. Complete the look in the matching skirt and lace-up stilettos.

    Shop Matching Skirt: Irresistible Babe Faux Leather Mini Skirt

    Fit & Features

    • Sleeveless crew neckline
    • Curved cropped hem
    • Back zipper and hook-eye closure
    • Faux leather front fabric, crepe knit back
    • Lined, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2023

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Irresistible Babe Faux Leather Mini Skirt

    Everyone loves themselves a bad girl! You'll be totally irresistible in this babe-status faux leather mini skirt featuring a sleek high-rise waist, side crepe knit panel, and a bodycon fit. Complete the look in the matching top and lace-up stilettos.

    Shop Matching Top: Irresistible Babe Faux Leather Crop Top

    Fit & Features

    • High-rise waist
    • Bodycon fit, mini-length hem
    • Back zipper closure
    • Side crepe knit panels
    • Faux leather front and back panels
    • Lined, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0476

    Category Name: Matching Sets

    Price: $6.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Forever In Plaid Woven Skirt

    They can find you forever in this plaid woven skirt all season! It features a high-rise waist, back zipper and hook-eye closure, a bodycon fit, and a mini-length hem. Complete the look in the matching shacket.

    Shop Matching Ivory ShacketPaint The Town Plaid Flannel Shacket

    Shop Matching Taupe Shacket: Forever In Plaid Woven Shacket

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Mini-length hem
    • Plaid pattern, non-stretch soft woven fabric
    • Runs true to size

    Style Number/Barcode: 06401-0635

    Category Name: Matching Sets

    Price: $6.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Forever In Plaid Woven Shacket

    They can find you forever in this plaid woven shacket all season! It features cozy long sleeves with snap-button closures, a collar neckline, front snap-button closures, flap pockets, and a relaxed fit. Complete the look with the matching skirt.

    Shop Matching Bottoms: Forever In Plaid Woven Skirt

    Fit & Features

    • Long sleeves with snap-button closures
    • Collar neckline
    • Front snap-button closures
    • Flap pockets
    • Relaxed fit
    • Plaid pattern, non-stretch soft woven fabric
    • Runs true to size

    Style Number/Barcode: 06204-1452

    Category Name: Matching Sets

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sexy Shimmer Rhinestone Faux Leather Halter Bra

    Shimmy your way to a sultry look in this rhinestone fringe halter bra with dual tie-back closures. The sleek faux leather fabric offers a moderate stretch. Complete the look in the matching skirt and heels.

    Shop Matching Skirt: Sexy Shimmer Rhinestone Faux Leather Mini Skirt

    Fit & Features

    • Halter neckline
    • Rhinestone fringe
    • Dual tie-back closures
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-2078

    Category Name: Matching Sets

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sexy Shimmer Rhinestone Faux Leather Mini Skirt

    Shimmy your way to a sultry look in this rhinestone fringe mini skirt with a high-rise waist, bodycon fit, and side slit cutout. The sleek faux leather fabric offers a moderate stretch. Complete the look in the matching bra and heels.

    Shop Matching Bra: Sexy Shimmer Rhinestone Faux Leather Halter Bra

    Fit & Features

    • High-rise waist
    • Bodycon fit
    • Rhinestone fringe
    • Side slit cutout
    • Mini-length hem
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0508

    Category Name: Matching Sets

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Stylish Moves Belted Pants

    Step out and stun in these sleek and stylish pants! They feature a high-rise belted waist, front pockets, a skinny-leg silhouette, and a chic snake-embossed pattern. Pair with the matching crop top and clear heels.

    Shop Matching Top: Sleek And Stylish Moves Crop Top

    Fit & Features

    • High-rise belted waist
    • Hidden front zipper and button closure
    • Front pockets
    • Skinny-leg fitted silhouette
    • Snake-embossed pattern
    • Faux leather fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-0442

    Category Name: Matching Sets

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Stylish Moves Crop Top

    Step out and stun in this sleek and stylish crop top! It features a sleeveless square neckline, thin tank shoulder straps, a cropped, form-hugging fit, and a chic snake-embossed pattern. Pair with the matching belted pants and clear heels.

    Shop Matching Bottoms: Sleek And Stylish Moves Belted Pants

    Fit & Features

    • Sleeveless square neckline
    • Thin tank shoulder straps
    • Back zipper, hook and eye closure
    • Cropped hem, form-hugging fit
    • Snake-embossed pattern
    • Faux leather fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1715

    Category Name: Matching Sets

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Season Of Flannel Plaid Corset

    Behold, it's the season for this flannel plaid corset! Keep your looks casual and chic with this top featuring a sleeveless V-neckline, adjustable spaghetti straps, hidden front hook and eye closures, and a curved, cropped hem. Complete the look with the matching shacket and leggings.

    Shop Matching Shacket: Season Of Flannel Plaid Shacket

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Hidden front hook and eye closures
    • Back zipper, hook and eye closure
    • Curved, cropped hem
    • Plaid flannel woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1967

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Power Moves Button Woven Vest

    Make power moves and take your style to a polished level in this button-up woven vest. Pair with the matching bottoms to complete the look.

    Fit & Features

    • Woven fabric, sewn-in woven lining
    • Button-up front closures
    • Stretchy smocked back
    • Fitted crop hem
    • Runs true to size

     

    Shop The Matching Bottoms: Power Moves High-Rise Trouser Pants

    Style Number/Barcode: 06204-2104

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M

    Product Badge:
    • Part of a Set
  • All The Trendy Vibes Bra Top

    Showcase all the trendy vibes with this fitted bra top. It features a sleeveless V-neckline, adjustable spaghetti straps, a cropped, form-hugging fit, and an all-over square windowpane pattern. Style with the matching button-up top and dark wash denim.

    Shop Matching Top: All The Trendy Vibes Button-Up Top

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Smocked back design
    • Cropped, form-hugging fit
    • Square windowpane pattern
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1873

    Category Name: Matching Sets

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale