Matching Sets

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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.

  • Casually Slay Bustier Crop Top

    Casually slay your everyday 'fit in this trendy bustier crop top! It features adjustable spaghetti straps for comfortable wear, a bustier-style top, and a majorly cropped hem. Pair this top with a dainty layered necklace for a subtle glam vibe.

    Shop Matching Bottoms: Casually Slay Ribbed Knit Joggers

    Fit & Features

    • Adjustable spaghetti straps
    • Bustier-style top
    • Complete front hook and eye closures
    • Cropped
    • Ribbed knit fabric
    • Moderate stretch

    Style Number/Barcode: 06001-2872

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elevated Era Ribbed Knit Cropped Tank Top

    Enter your elevated era with this chic staple ribbed knit tank top perf for everyday styling. Designed with a sleeveless square neckline and fitted cropped hem, pair with the matching midi skirt for a seamless look.

    Shop Matching Bottoms: Elevated Era Ribbed Knit High Slit Midi Skirt

    Fit & Features

    • Ribbed knit fabric, high stretch
    • Sleeveless square neckline
    • Wide tank shoulder straps
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-2035

    Category Name: Matching Sets

    Price: $19.90

    Availability: In Stock

    Available Color: BLACK, BROWN

    Available Size: M, L

    Product Badge:
    • Part of a Set
  • Strike A Pose High Waist Leggings

    Strike a pose in these captivating leggings that stun. The leggings feature a high rise waist and a straight skinny leg fit. The leggings are composed of a soft to the touch cashmere-like fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching top. 

    Shop Matching Top: Strike A Pose Dolman Sleeve Knit Top

    Fit & Features

    • High rise waist
    • Straight skinny leg ti
    • Soft to the touch cashmere-like fabric
    • Relaxed fit, moderate stretch 
    • Matching top sold separately 

    Style Number/Barcode: 06502-0456

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Cozy Vibes Wide Leg Pants

    Get major cozy vibes in these adorable wide leg pants! They feature a flattering high rise waist, a wide-leg fit, and a textured knit fabric. Complete your loungewear look with chic slides for the ultimate stay at home 'fit.

    Shop Matching Top: Major Cozy Vibes Cropped Tank

    Shop Matching Duster: Major Cozy Vibes Duster

    Fit & Features

    • High rise waist
    • Wide leg fit
    • Textured knit fabric

    Style Number/Barcode: 06502-0462

    Category Name: Matching Sets

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Cozy Vibes Cropped Tank

    Get major cozy vibes in this adorable cropped tank! It features a flattering scoop neckline, a majorly cropped hem and a textured knit fabric. Complete your loungewear look with chic slides for the ultimate stay at home 'fit.

    Shop Matching Duster: Major Cozy Vibes Duster

    Shop Matching Bottoms: Major Cozy Vibes Wide Leg Pants

    Fit & Features

    • Tank-like shoulder straps
    • Scoop neckline
    • Cropped hem
    • Form-hugging fit
    • Textured knit fabric

    Style Number/Barcode: 06001-2938

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Take on Trendy Stripes Pajama Shorts

    Take on trendy stripes in pajama shorts that are oh too cute! The shorts feature a mid-rise waist, narrow stripe pattern, and a lettuce edge hem. Complete look with the matching pajama top and fuzzy slides to create a cute casual loungwear outfit to binge your favorite shows in.

    Shop Matching Pajama Top: Take On Trendy Stripes Pajama Top

    Fit & Features

    • Mid-rise waist
    • Narrow striped design
    • Lettuce edge hem
    • Matching pajama top sold separtelty

    Style Number/Barcode: 07103-0465

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Slay Ribbed Knit Joggers

    Casually slay your everyday 'fit in these trendy ribbed knit joggers! They feature a high rise banded waist with a tie front detail and a relaxed fit with a jogger hem. Pair these pants with a dainty layered necklace for a subtle glam vibe.

    Shop Matching Top: Casually Slay Bustier Crop Top

    Fit & Features

    • High rise waist
    • Tie front detail
    • Side pockets
    • Tapered jogger hem
    • Relaxed fit
    • Ribbed knit fabric

    Style Number/Barcode: 06502-0438

    Category Name: Matching Sets

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy and Snug Chenille Pajama Tank

    Keep it cozy in a chic pajama tank for those days you spend in. The pajama tank features a scoop neckline, tank-straps, and a cropped hem. The tank is composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching leggings and robe.

    Shop Matching Pajama Leggings: Cozy and Snug Chenille Pajama Leggings

    Shop Matching Robe: Cozy and Snug Chenille Long Belted Robe

    Fit & Features

    • Sleeveless scoop neckline
    • Tank straps
    • Cropped hem
    • Chenille knit fabric
    • Moderate stretch
    • Matching leggings and robe sold separately

    Style Number/Barcode: 07103-0390

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy and Snug Chenille Pajama Leggings

    Keep it cozy in chic pajama leggings for those days you spend in. The pajama leggings feature a high rise waist and a straight leg fit. The leggings are composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching pajama top and robe.

    Shop Matching Pajama Top: Cozy and Snug Chenille Pajama Tank

    Shop Matching Robe: Cozy and Snug Chenille Long Belted Robe

    Fit & Features

    • High rise waist
    • Straight leg fit
    • Chenille knit fabric
    • Moderate stretch
    • Matching top and robe sold separately

    Style Number/Barcode: 07103-0391

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take On Trendy Stripes Pajama Top

    Take on trendy stripes in a pajama top that is oh too cute! The top features a narrow stripe pattern, a wide round neckline, long sleeves, and a lettuce edge hem. Complete look with the matching pajama shorts and fuzzy slides to create a cute casual loungwear outfit to binge your favorite shows in. 

    Shop Matching Pajama Shorts: Take on Trendy Stripes Pajama Shorts

    Fit & Features

    • Wide round neckline
    • Long sleeves
    • Lettuce edge hem 
    • Narrow stripe design 
    • Matching pajama shorts sold separtelty 

    Style Number/Barcode: 07103-0464

    Category Name: Matching Sets

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy and Snug Chenille Long Belted Robe

    Keep it cozy in a chic belted robe for those days you spend in. Layer up in this robe that features a draped open front, long sleeves, a tie waist belt, side pockets, and a long length. Complete your look with the matching pajama tank and pajama leggings.

    Shop Matching Pajama Top: Cozy and Snug Chenille Pajama Tank

    Shop Matching Pajama Leggings: Cozy and Snug Chenille Pajama Leggings

    Fit & Features

    • Draped open front
    • Long sleeves
    • Belted tie waist
    • Side pockets
    • Long length
    • Chenille knit fabric
    • Relaxed fit

    Style Number/Barcode: 07106-0045

    Category Name: Matching Sets

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Golden Hour Wide Leg Pants Energy

    She’s luxe, bold, and lowkey lethal. These tropical wide-leg pants brings the heat wherever you wear her—beach club or rooftop takeover. Pair with the matching top.

    Shop Matching Top: Golden Hour Tube Top Energy

    Fit & Features

    • Tropical print, stretchy knit fabric
    • Mid-rise waist
    • Wide-leg fit
    • Runs true to size

    Style Number/Barcode: 06502-000032

    Category Name: Matching Sets

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keeping Knit Dreamy Chenille Pajama Tank

    Keep it dreamy in a pajama tank for those cozy days spent in. The pajama tank features a scoop neckline, tank-straps, and a cropped hem. The tank is composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching leggings and robe.

    Shop Matching Pajama Leggings: Keeping Knit Dreamy Chenille Knit Pajama Leggings

    Shop Matching Robe: Keeping Knit Cozy Chenille Knit Robe

    Fit & Features

    • Sleeveless scoop neckline
    • Tank straps
    • Cropped hem
    • Chenille knit fabric
    • Moderate stretch
    • Matching leggings and robe sold separately

    Style Number/Barcode: 07103-0392

    Category Name: Matching Sets

    Price: $5.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Cozy Chenille Knit Robe

    Keep it dreamy in a cozy robe for those days spent in. Layer up in this robe that features a draped open front, long sleeves, a tie waist belt, side pockets, and a long length. Complete your look with the matching pajama tank and pajama leggings.

    Shop Matching Pajama Top: Keeping Knit Dreamy Chenille Pajama Tank

    Shop Matching Pajama Leggings: Keeping Knit Dreamy Chenille Knit Pajama Leggings

    Fit & Features

    • Draped open front
    • Long sleeves
    • Belted tie waist
    • Side pockets
    • Long length
    • Chenille knit fabric
    • Relaxed fit

    Style Number/Barcode: 07106-0046

    Category Name: Matching Sets

    Price: $17.97 $30.00

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Chenille Knit Long Belted Robe

    Keep it cozy in a chic belted robe for those days you spend in. Layer up in this robe that features a draped open front, long sleeves, a tie waist belt, side pockets, and a long length. Complete your look with the matching pajama tank and pajama leggings.

    Shop Matching Top: Chic Chenille Knit Pajama Tank

    Shop Matching Leggings: Chic Chenille Knit High Waist Leggings

    Fit & Features

    • Draped open front
    • Long sleeves
    • Belted tie waist
    • Side pockets
    • Long length
    • Chenille knit fabric
    • Relaxed fit

    Style Number/Barcode: 07106-0044

    Category Name: Matching Sets

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keeping Knit Dreamy Chenille Knit Pajama Leggings

    Keep it dreamy in cozy pajama leggings for those days you spend in. The pajama leggings feature a high rise waist and a straight leg fit. The leggings are composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching pajama top and robe.

    Shop Matching Pajama Top: Keeping Knit Dreamy Chenille Pajama Tank

    Shop Matching Robe: Keeping Knit Cozy Chenille Knit Robe

    Fit & Features

    • High rise waist
    • Straight leg fit
    • Chenille knit fabric
    • Moderate stretch
    • Matching top and robe sold separately

    Style Number/Barcode: 07103-0393

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Chenille Knit Pajama Tank

    Keep it cozy in a chic pajama tank for those days you spend in. The pajama tank features a scoop neckline, tank-straps, and a cropped hem. The tank is composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with matching leggings and robe. 

    Shop Matching Pajama Leggings: Chic Chenille Knit High Waist Leggings

    Shop Matching Robe: Chic Chenille Knit Long Belted Robe

    Fit & Features

    • Sleeveless scoop neckline
    • Tank straps
    • Cropped hem 
    • Chenille knit fabric
    • Moderate stretch 
    • Matching leggings and robe sold separately 

    Style Number/Barcode: 07103-0388

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Chenille Knit High Waist Leggings

    Keep it cozy in chic pajama leggings for those days you spend in. The pajama leggings feature a high rise waist and a straight leg fit. The leggings are composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching pajama top and robe.

    Shop Matching Pajama Top: Chic Chenille Knit Pajama Tank

    Shop Matching Robe: Chic Chenille Knit Long Belted Robe

    Fit & Features

    • High rise waist
    • Straight leg fit
    • Chenille knit fabric
    • Moderate stretch
    • Matching top and robe sold separately

    Style Number/Barcode: 07103-0389

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Chic Ribbed Pajama Tank

    Nail that those lowkey vibes in a pajama take that is part cozy and part chic. The pajama tank features a sleeveless scoop neckline, tank-straps, and a cropped hem. The tank is composed of a ribbed brushed knit fabric that offers a relaxed fit. Complete your look with the matching pajama leggings.

    Shop Matching Pajama Leggings: Effortlessly Chic Ribbed Pajama Leggings

    • Sleeveless scoop neckline
    • Tank straps
    • Cropped hem
    • Ribbed
    • Brush knit fabric

    Style Number/Barcode: 07103-0377

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortlessly Chic Ribbed Pajama Leggings

    Nail that those lowkey vibes in a pajama take that is part cozy and part chic. The pajama leggings feature a high rise waist, a drawstring detail, and a skinny leg fit. The pajama leggings are composed of a brushed knit ribbed fabric that offers a relaxed fit. Complete your look with the matching pajama tank.

    Shop Matching Pajama Tank: Effortlessly Chic Ribbed Pajama Tank

    Fit & Features

    • High rise waist
    • Drawstring detail
    • Skinny leg fit
    • Ribbed
    • Brushed knit fabric

    Style Number/Barcode: 07103-0378

    Category Name: Matching Sets

    Price: $5.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy High Waist Flared Pants

    Keep on trend with cute high waist pants that keep your look on point. The pants feature a high rise waist, side pockets, and a flared wide leg. The pants are composed of a soft to the touch modal fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: Trendy Twist Knit Crop Top

    Fit & Features

    • High rise waist
    • Side pockets
    • Straight leg with a flared hem
    • Modal knit fabric
    • Matching crop top sold separately 

    Style Number/Barcode: 06502-0460

    Category Name: Matching Sets

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Cozy Vibes Tie Dye Top

    Get those major cozy vibes in this trendy tie dye top! It features a flattering high neckline with dolman style sleeves and a relaxed, comfortable fit. The knit fabric offers a super soft, lightweight feel. Pair this top with chunky sneakers for a loungewear look you can take from staying at home to hanging out with the squad.

    Shop Matching Bottoms: Major Cozy Vibes Tie Dye Joggers

    Fit & Features

    • High neckline
    • Long dolman style sleeves
    • Mid-length hem
    • Relaxed fit
    • Allover tie dye print
    • Soft knit fabric

    Style Number/Barcode: 06002-0618

    Category Name: Matching Sets

    Price: $8.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romantic Aura Flocked Floral Mesh Bustier Top

    Shop Matching Bottoms: Romantic Aura Flocked Floral Mesh Maxi Skirt

    Fit & Features

    • Lined mesh fabric with flocked velvet floral pattern
    • Sweetheart neckline, dainty lace trim
    • Short cap sleeves
    • Front hook-eye closures, ruching
    • Open back, top bar strap
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-000003

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: L

    Product Badge:
    • Part of a Set
  • Major Cozy Vibes Tie Dye Joggers

    Get those major cozy vibes in these trendy tie dye joggers! They feature a flattering high rise waist with a front drawstring and a relaxed, comfortable fit. The knit fabric offers a super soft, lightweight feel. Pair this top with chunky sneakers for a loungewear look you can take from staying at home to hanging out with the squad.

    Shop Matching Top: Major Cozy Vibes Tie Dye Top

    Fit & Features

    • High rise waist
    • Front drawstring
    • Front pockets
    • Tapered jogger hem
    • Relaxed fit
    • Allover tie dye print
    • Soft knit fabric

    Style Number/Barcode: 06502-0437

    Category Name: Matching Sets

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale