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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.

  • Summer Approved Ruffled Lace Mini Skort

    This airy sheer lace mini skort is totally summer approved, featuring a tiered ruffled design with a short overlay and hidden fitted knit shorts. Style with the matching tie-front top for a flirty vibe.

    Shop Matching Top: Summer Approved Sheer Lace Tie-Front Top

    Fit & Features

    • Sheer lace fabric, high stretch
    • Mid-rise waist
    • Tiered ruffled design
    • Mini-length overlay
    • Hidden fitted knit shorts
    • Runs true to size

    Style Number/Barcode: 06503-000087

    Category Name: Matching Sets

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Duo Ribbed Knit Bodycon Mini Skirt

    The mini skirt features a high-rise waist with an elastic band for added stretch. The mini-length bodycon fit will show off your curves, adding a sultry flair to the look. Style with the matching crop top for a chic ensemble.

    Shop Matching Top: Chic Duo Ribbed Knit Crop Top

    Fit & Features

    • Stretchy ribbed knit fabric
    • High-rise elastic banded waist
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1025

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unforgettable Dream High Rise Lace Maxi Skirt

    A lace maxi skirt featuring a high-rise waist with a bow, side slit, and a form-hugging fit. The lace-lined fabric offers a romantic feel and stretch.

    Shop Matching Top: Unforgettable Dream V-Neck Lace Crop Top

    Fit & Features

    • Lace-lined fabric
    • High-rise waist with bow
    • Side slit
    • Form-hugging maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-1056

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Living In The Palms Wide Leg Palazzo Pants

    Escape to a tropical island in these breezy palm print palazzo pants perfect for dinners with a view or exploring with a cocktail in hand! These pants have a flattering high-rise elastic waistband and wide-leg silhouette for style and comfort on stretchy knit palm print fabric. Complete the look with the matching top.

    Shop Matching Top: Living In The Palms Tie-Front Crop Top

    Fit & Features

    • Palm print, stretchy knit fabric
    • High-rise elastic waistband
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2462

    Category Name: Matching Sets

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Unforgettable Dream V-Neck Lace Crop Top

    A lace crop top features a flirty V-neckline with a bow accent, spaghetti straps, and a fitted silhouette. The lace-lined fabric offers a romantic feel and stretch.

    Shop Matching Skirt: Unforgettable Dream High Rise Lace Maxi Skirt

    Fit & Features

    • Lace-lined fabric
    • V-neckline with bow
    • Spaghetti straps
    • Cropped length fitted hem
    • Runs true to size

    Style Number/Barcode: 06001-5453

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Falling For Floral Tapestry Cargo Mini Skirt

    You'll fall for this floral tapestry cargo mini skirt! The skirt features a trendy cargo design with a mid-rise waist and pockets for style along the bodycon silhouette. Complete the look with the matching jacket.

    Shop Matching Jacket: Falling For Floral Tapestry Cropped Jacket

    Fit & Features

    • Jacquard woven lined fabric, no stretch
    • Mid-rise waist
    • Single button with zipper closure
    • Cargo pockets
    • Mini-length hem
    • Floral print
    • Runs true to size

    Style Number/Barcode: 06401-0687

    Category Name: Matching Sets

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set For Good Cap Sleeve Slit Texture Crop Top

    You'll be set for good in this stylish texture crop top all season! Featuring adorable cap sleeves, a V-neckline, and an adjustable bust drawstring atop a flirty slit along the cropped hem. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Set For Good High Rise Texture Mini Skirt

    Fit & Features

    • Texture sheer fabric, bust lining, minimal stretch
    • Cap sleeves
    • V-neckline
    • Adjustable bust drawstring, center slit
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06001-5287

    Category Name: Matching Sets

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blissful View High Rise Crochet Midi Skirt

    Enjoy stylish bliss in this crochet midi skirt on your next getaway or weekend outing! The skirt offers a flattering high-rise elasticized waist, a bodycon silhouette, and a midi-length hem. Complete the look with the matching top.

    Shop Matching Top: Blissful View Halter Crochet Crop Top

    Fit & Features

    • Crochet fabric lined with knit
    • High-rise elasticized waist
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1048

    Category Name: Matching Sets

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Way She Moves Striped Bra Top

    This striped bra top has entered the girl's vacay chat! Boasting a sexy plunge neckline and cutout back, you'll be the hit of the trip. Pair with the matching skirt to complete the look!

    Shop Matching Bottoms: Way She Moves Striped Midi Skirt

    Fit & Features

    • Striped print, scalloped trim, stretchy knit fabric
    • Plunge V-neckline
    • Wide shoulder straps
    • Cutout back with tie closure
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2258

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Like Summer Crochet Bralette Top

    Sweet like summer, this crochet bralette top was made to flirt. With a plunging V-neck, scalloped trim, and open tie-back design, it's your new go-to for coastal vibes. Style with the matching maxi skirt.

    Shop Matching Bottoms: Sweet Like Summer Crochet Maxi Skirt

    Fit & Features

    • Crochet knit fabric, moderate stretch
    • Sleeveless plunge V-neckline
    • Tank shoulder straps
    • Scalloped trim
    • Open back, tie-back spaghetti straps
    • Fitted ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-000052

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Light High Rise Linen Palazzo Pants

    Keep it light and effortless in these high-rise linen palazzo pants for a day spent under the sun! With a high-rise waist and side pockets, these pants offer both a flattering fit and convenience. The palazzo wide-leg silhouette keeps you comfortable, while the linen fabric elevates the look. Style with the matching top.

    Shop Matching Top: Keep It Light Sleeveless Linen Corset Top

    Fit & Features

    • Linen woven fabric, no stretch
    • High-rise waist, stretchy smocked back waistband
    • Pockets
    • Palazzo wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06302-0815

    Category Name: Matching Sets

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Alluring Dream V-Neck Lace Rosette Crop Top

    You'll captivate everyone in this alluring lace crop top for an effortless dreamy look at dinner!  With a sexy V-neckline and delicate spaghetti straps, this lace crop top features a rosette flower and fitted hem. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Alluring Dream High-Rise Lace Rosette Maxi Skirt

    Fit & Features

    • Lace fabric, sewn-in knit lining, stretchy
    • V-neckline and spaghetti straps with trim
    • Rosette flower
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-5283

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Holiday Hottie Glitter Cowl Neck Crop Top

    Slay the holidays in this glitter rhinestone crop top perfect for decking the halls into the new year! It features a cowl neckline, spaghetti straps, and a fitted crop hem. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Holiday Hottie Glitter Bodycon Mini Skirt

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Fitted crop hem
    • Glitter rhinestone knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4973

    Category Name: Matching Sets

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Holiday Hottie Glitter Bodycon Mini Skirt

    Slay the holidays in this glitter rhinestone mini skirt perfect for decking the halls into the new year! It features a flattering high-rise waist and bodycon silhouette. Complete the look with the matching top.

    Shop Matching Top: Holiday Hottie Glitter Cowl Neck Crop Top

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Mini-length hem
    • Glitter rhinestone knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0889

    Category Name: Matching Sets

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Admirable Aesthetic Oversized Long Sleeve Denim Shacket

    Arrive on the scene looking trendsetting in this oversized denim shacket! Featuring a stylish collar neckline, long sleeves with button cuffs, flap pockets, and button-down front closures along the oversized silhouette, this shacket effortlessly combines comfort and fashion. Complete the look with the skort.

    Shop Matching Skort: Admirable Aesthetic Mid-Rise Denim Skort

    Fit & Features

    • Denim fabric, minimal stretch
    • Long sleeves with button cuffs
    • Collar neckline
    • Button-down front closures
    • Flap pockets
    • Oversized silhouette
    • Runs true to size

    Style Number/Barcode: 06203-0542

    Category Name: Matching Sets

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get The Look Crochet Halter Crop Top

    Curate effortless vibes in this crochet halter crop top, perfect for pairing with the matching pants for a cute look!

    Fit & Features

    • Embroidered crochet fabric
    • Halter plunge V-neck
    • Crop hem
    • Runs true to size

    Shop The Matching Pants: Get The Look Crochet High-Rise Pants

    Style Number/Barcode: 06003-000036

    Category Name: Matching Sets

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Moves Ruffled Tie-Front Knit Crop Top

    Make major flirty moves and create an enticing aura in this ruffled tie-front crop top! Designed with a stretchy smooth knit fabric, it features a sultry V-neckline with a tie-front design, ruffled hems for that girly flair, spaghetti straps, and an asymmetric cropped hem. Style with the matching midi skirt for a girl's night out!

    Shop Matching Bottoms: Flirty Moves Ruffled Slit Knit Midi Skirt

    Fit & Features

    • Double-lined stretchy smooth knit fabric
    • V-neckline, tie-front design
    • Ruffled hems
    • Spaghetti straps
    • Asymmetric cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5451

    Category Name: Matching Sets

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Posh Pursuit High Rise Tweed Mini Skirt

    You'll impress in this posh tweed skirt everywhere you go! Featuring a high-rise waist and hidden back zipper and hook-eye closure for a sleek silhouette, this skirt also boasts a bodycon fit and a front slit accent for a polished look. The mini-length hem adds a touch of modern edge to this timeless piece. Complete the look with the matching blazer!

    Shop Matching Blazer: Posh Pursuit Long Sleeve Tweed Crop Blazer

    Fit & Features

    • Tweed fabric lined with woven fabric
    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06401-0640

    Category Name: Matching Sets

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Posh Pursuit Long Sleeve Tweed Crop Blazer

    You'll impress in this posh tweed blazer everywhere you go! Featuring long sleeves and shoulder pads for a sleek silhouette, this blazer also boasts a lapel collar neckline and hidden front hook and eye closures for a polished look. The cropped hem adds a touch of modern edge to this timeless piece. Complete the look with the matching bottoms!

    Shop Matching Bottoms: Posh Pursuit High Rise Tweed Mini Skirt

    Fit & Features

    • Tweed fabric lined with woven fabric
    • Shoulder pads
    • Hidden front hook and eye closures
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06204-1723

    Category Name: Matching Sets

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Set Up High Rise Geometric Palazzo Pants

    Super cute and perfect for getaways or weekend plans, these palazzo pants are stylish and comfortable for anything on your calendar! They feature a flattering smocked high-rise waist, a wide-leg silhouette, and a trendy geometric print on woven fabric. Complete the look with the matching top.

    Shop The Matching Top: All Set Up Geometric Bandeau Halter Crop Top

    Fit & Features

    • Geometric print, woven fabric, no stretch
    • Smocked high-rise waist
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06402-1420

    Category Name: Matching Sets

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cause A Commotion High Rise Flare Denim Pants

    Cause a commotion with your trendsetting style in these denim flare pants! Featuring a high-rise waist and a hip-hugging fit leading to the flared hem that highlights your figure. Complete the look with the matching top.

    Shop The Matching Top: Cause A Commotion Tie Front Denim Crop Top

    Fit & Features

    • Denim fabric, minimal stretch
    • High rise waist
    • Hip-hugging fit
    • Flared hem
    • Runs true to size

    Style Number/Barcode: 06502-2491

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Treasure Strapless Linen Corset Top

    Everyone will be asking where you found this trendy linen crop corset top! You'll love the sweetheart neckline and padded bra cups for a flattering fit, while the non-slip grip lining, multiple back hook and eye fasteners, and flexible boning keep it in place. Complete the look with the matching wide-leg pants.

    Shop Matching Bottoms: Trendy Treasure Linen Wide-Leg Pants

    Fit & Features

    • Linen-blend fabric, sewn-in knit lining, no stretch
    • Strapless sweetheart neckline
    • Multiple back hook and eye fasteners
    • Padded bra cups, flexible boning
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2365

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Game Set Collar Short Sleeve Crop Top

    Game set and match! This collar crop top is in it for the win. It features short sleeves a trendy collar neckline, and a cropped hem on stretchy rib knit fabric. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Game Set High Rise Pleated Mini Skort

    Fit & Features

    • Stretchy rib knit fabric
    • Collar neckline
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06002-1820

    Category Name: Matching Sets

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enticing Sparkle Sequin Crop Top

    Look absolutely enticing in this sequin crop top for endless sparkle! The top is designed with fitted long sleeves, a square neckline, a form-hugging fit, and a cropped hem on sequin-embellished fabric that shimmers under the light. Complete the look in the matching bottoms for a dressy occasion!

    Shop Matching Bottoms: Enticing Sparkle Sequin Midi Skirt

    Fit & Features

    • Fitted long sleeves
    • Square neckline
    • Form-hugging
    • Cropped hem
    • Sequin-embellished knit fabric, sewn-in knit lining
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4965

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free