Matching Sets

Step up your style game with our fashionable collection of matching clothing sets, perfect for everything from a sparkling night out to casual daytime wear. Our selection includes an array of two-piece sets, each designed to provide a coordinated and effortlessly chic look. For evenings out, dazzle in our sparkly matching sets, featuring glitzy tops and bottoms that are sure to turn heads. For more relaxed days, opt for our casual two-piece sets, which offer the perfect blend of style and comfort. These sets range from sleek, modern designs to softer, more laid-back styles, ensuring you find the perfect match for any occasion.

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Latest Fall Trends in Women's Matching Clothing Sets

Matching clothing sets from Windsor are perfect for stepping into the fall season, helping you transition your wardrobe effortlessly from summer to autumn. Transition seamlessly with our versatile women's set separates. Whether you're heading to work, a weekend brunch, or a seasonal gathering, our sets offer stylish combinations that keep you effortlessly chic.

Explore rich autumnal hues like burgundy, mustard, and deep emerald in sets that feature luxe fabrics like ribbed knits, plush velvets, and soft wools. Discover the perfect balance between comfort and style with our curated collections, including two-piece sweater sets, plaid blazer and skirt combos, and chic knit top and pant sets. Layer with faux leather jackets or oversized cardigans for a cozy, on-trend look.

For a polished office ensemble, try a chic jacket and skirt set paired with sleek ankle boots, or opt for a ribbed knit set that can be dressed up with statement jewelry for an evening out. Our matching loungewear sets in cozy fabrics are perfect for staying stylish and warm while running errands or enjoying a lazy weekend indoors.

Complete your fall wardrobe with Windsor's women's matching sets, designed to mix and match for endless styling possibilities. Shop now to elevate your fall fashion game, whether online or in-store at Windsor!

What are matching sets?

Most matching sets are combinations of two or more apparel pieces, like a blouse or top combined with pants or skirts. Windsor matching sets for women also have matching pieces like a hair accessory or jacket. Matching sets give you a complete outfit that you can wear together or mix and match to create your unique look. Discover casual to formal two-piece sets from loungewear to pajamas, vacation to date night outfits, and a variety of everyday looks. Whether that be a short blazer and mini skirt, crop top and skirt sets, a lounge top and joggers, T-shirt and biker shorts, or top and pants.

Are matching sets a trend?

Matching sets are a major trend that Windsor carries in-store and online year-round! Matching separates make everyday styling or creating an outfit for an event effortless, offering a seamlessly stylish look. Whatever the season, Windsor curates only the best trends and styles making fashion accessible so you are always on-trend.

What do you call a two-piece outfit?

A two-piece outfit can be called a matching set or co-ords (short for coordinates). These matching apparel sets are separates that are supposed to be worn together, but every Windsor babe knows you can totally mix and match sets to create your unique vibe.

  • She's Darling Ditsy Floral Crop Top

    Oh-so-darling, this ditsy floral crop top is perfect for weekend outings this spring! It features short kimono-style sleeves, a V-neckline, a tie-front design, and a cropped fit. The soft brushed knit fabric has plenty of stretch for comfortable wear. Style with the matching mini skirt.

    Shop Matching Bottoms: She's Darling Ditsy Floral Skirt

    Fit & Features

    • Short kimono-style sleeves
    • V-neckline
    • Tie-front
    • Cropped
    • Ditsy floral print
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06202-0315

    Category Name: Matching Sets

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's Darling Ditsy Floral Skirt

    Oh-so-darling, this ditsy floral mini skirt is perfect for weekend outings this spring! It features a high-rise waist, side ruched detailing leading to a short slit, and a mini-length, form-fitting silhouette. The soft brushed knit fabric has plenty of stretch for comfortable wear. Style with the matching crop top.

    Shop Matching Top: She's Darling Ditsy Floral Crop Top

    Fit & Features

    • High-rise waist
    • Side ruching, adjustable drawstring, short slit
    • Mini-length, form-fitting silhouette
    • Ditsy floral print
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0641

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Babe High-Rise Mini Skirt

    You'll be such a trendy babe in this bold printed mini skirt. It features a high-rise waist, a back zipper closure, a short side slit, and a mini-length, fitted, A-line silhouette. The lightweight woven fabric showcases an all-over zebra print pattern and includes a full lining. Style with a cute crop top and lace-up heels.

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • Side slit
    • Mini-length, fitted, A-line silhouette
    • Zebra print
    • Woven fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0111

    Category Name: Matching Sets

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Let's Get Together Twist Crop Top

    You and this crop top must get together soon! Start prepping for brunch under the sun in this sleeveless top featuring spaghetti straps, a twisted V-neck, and a cutout bodice with strap detail. Complete the look with the matching maxi skirt.

    Shop Matching Bottoms: Let's Get Together Tiered Maxi Skirt

    Fit & Features

    • Sleeveless, spaghetti straps
    • Twisted V-neckline
    • Cutout bodice, strap detail
    • Back longline hem
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-3919

    Category Name: Matching Sets

    Price: $11.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

  • Let's Get Together Tiered Maxi Skirt

    You and this maxi skirt must get together soon! Start prepping for brunch under the sun in this maxi skirt featuring a high-rise waist, tiered design, and a flowy silhouette. Complete the look in the matching top.

    Shop Matching Top: Let's Get Together Twist Crop Top

    Fit & Features

    • High-rise waist
    • Tiered design
    • Flowy silhouette
    • Pull-on/off styling
    • Gauze woven fabric
    • Runs true to size

    Style Number/Barcode: 06501-0572

    Category Name: Matching Sets

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

  • The Cutest Look Floral Mini Skirt

    Get the cutest look for spring dates in this adorable mini skirt. It features a high-rise waist, smocked detailing throughout, a mini-length ruffled hem, and an all-over dainty ditsy floral print. Style with the matching crop top and a pair of mules.

    Shop Matching Top: The Cutest Look Floral Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Smocked detailing
    • Mini-length ruffled hem
    • Form-hugging fit
    • Ditsy floral print
    • Textured crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06301-0122

    Category Name: Matching Sets

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Cutest Look Floral Crop Top

    Get the cutest look for spring dates in this adorable crop top. It features long sleeves with puff shoulders and smocked detailing, a V-neckline with a tie-front design, a majorly cropped fit, and an all-over dainty ditsy floral print. Style with the matching mini skirt and a pair of mules.

    Shop Matching Bottoms: The Cutest Look Floral Mini Skirt

    Fit & Features

    • Long sleeves, puff shoulders, smocked detailing
    • V-neckline
    • Tie-front
    • Cropped
    • Ditsy floral print
    • Textured crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-1793

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic And Elevated Trouser Shorts

    Refresh your wardrobe with these chic and elevated trouser shorts! They feature a high-rise waist, a front button closure, front pleated detailing, and a fitted silhouette. The smooth crepe fabric includes a woven lining. Style with the matching blazer.

    Shop Matching Blazer: Chic And Elevated Woven Blazer

    Fit & Features

    • High-rise waist
    • Front button, hidden button and zipper closure
    • Front pleating
    • Front pockets
    • Fitted
    • Crepe fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0212

    Category Name: Matching Sets

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

  • Leopard Spots High Rise Flare Pants

    You'll surely be spotted in this fab leopard flare pant featuring a high-rise waist and a form-fitting silhouette on soft and stretchy knit fabric. Complete the look in the matching Top.

    Shop Matching Top: Leopard Spots Strappy Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Form-fitting silhouette
    • Flared hem
    • Leopard print
    • Stretchy soft knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-0854

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leopard Spots Strappy Crop Top

    You'll surely be spotted in this fab leopard crop top featuring long sleeves and an open plunge neckline with criss-cross straps. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Leopard Spots High Rise Flare Pants

    Fit & Features

    • Long sleeves
    • Open plunge neckline
    • Criss-cross straps
    • Cropped hem
    • Leopard print
    • Stretchy soft knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4134

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sandy Beaches Boho Halter Top

    The perfect boho top to walk the sandy beaches in while on vacay! It features a sleeveless, halter neck with tie, cropped hem, and an open back with tie closure on boho-inspired print on woven fabric. Complete the look in the matching top.  

    Shop Matching Bottoms: Sandy Beaches Boho Wide Leg Pants

    Fit & Features

    • Sleeveless, halter neck, tie closure
    • Cropped hem
    • Open-back with tie
    • Boho-inspired print
    • Woven lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1591

    Category Name: Matching Sets

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

  • Sandy Beaches Boho Wide Leg Pants

    The perfect boho pants to walk the sandy beaches in while on vacay! They feature a high-rise elasticized waist, flowy, wide-leg silhouette, and a boho-inspired print on woven fabric. Complete the look in the matching top.  

    Shop Matching Top: Sandy Beaches Boho Halter Top

    Fit & Features

    • High-rise elasticized waist
    • Wide-leg silhouette
    • Boho-inspired print
    • Woven lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0619

    Category Name: Matching Sets

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bohemian Chic Lace Up Top

    Channel your bohemian side with a top that will have you festival ready! The top features a bohemian print, a sleeveless square neckline, spaghetti straps that lead to a cross-back design, and a cropped hem. The top is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching maxi skirt. 

    Shop Matching Maxi Skirt: Bohemian Chic Maxi Skirt

    Fit & Features

    • Bohemian print
    • Sleeveless square neckline
    • Spaghetti straps
    • Lace-up back 
    • Cropped hem 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3747

    Category Name: Matching Sets

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Chic Maxi Skirt

    Channel your bohemian side with a skirt that will have you festival ready! The skirt features a bohemian print, a high rise waist, and a maxi length with a high side slit. The skirt is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: Bohemian Chic Lace Up Top

    Fit & Features

    • Bohemian print
    • High rise waist
    • Maxi length 
    • High side slit
    • Lined smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0538

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

  • Tropical Palm Leaf Maxi Skirt

    Hit the tropics in a maxi skirt that is ready for those island vibes! The skirt features a palm leaf print, an elastic high rise waist, a high side slit, and a maxi length silhouette. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: Tropical Palm Leaf Crop Top

    Fit & Features

    • Tropical palm leaf print
    • Elastic high rise waist
    • High side slit
    • Maxi length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06501-0540

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tropical Palm Leaf Crop Top

    Hit the tropics in a crop top that is ready for those island vibes! The crop top features a palm leaf print, a plunging sleeveless V-neckline, a ruched drawstring, spaghetti straps, and a cropped hem. The top is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching maxi skirt.

    Shop Matching Maxi Skirt: Tropical Palm Leaf Maxi Skirt

    Fit & Features

    • Tropical palm leaf print
    • Sleeveless V-neckline
    • Ruched drawstring
    • Spaghetti straps
    • Cropped hem
    • Lined smooth knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06001-3752

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Toucan Ruched Mini Skirt

    Slip on this tropical mesh mini skirt for instant island vibes! It features a high-rise waist, chic ruched detailing down the sides, a short, curve-hugging fit, and a palm leaf print on sheer mesh knit fabric with a moderate stretch. Complete the look with the matching crop top for the perfect vacay 'fit.

    Shop Matching Top: Tropical Toucan Mesh Crop Top

    Shop Matching Duster: Tropical Toucan Long Mesh Duster

    Shop Matching Jumpsuit: Tropical Toucan Strapless Jumpsuit

    Fit & Features

    • High-rise waist
    • Side ruching
    • Mini-length, form-fitting silhouette
    • Palm leaf print
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0539

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Toucan Mesh Crop Top

    Slip on this tropical mesh crop top for instant island vibes! It features a sleeveless square neckline, thin bungee straps, a cropped, form-hugging fit, and a palm leaf print on sheer mesh knit fabric with a moderate stretch. Complete the look with the matching mini skirt for the perfect vacay 'fit.

    Shop Matching Bottoms: Tropical Toucan Ruched Mini Skirt

    Shop Matching Duster: Tropical Toucan Long Mesh Duster

    Shop Matching Jumpsuit: Tropical Toucan Strapless Jumpsuit

    Fit & Features

    • Sleeveless square neckline
    • Thin bungee straps
    • Cropped, form-hugging fit
    • Palm leaf print
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3749

    Category Name: Matching Sets

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Heat Printed Midi Skirt

    Bring the heat to your vacay look with this sultry midi skirt! It features a high-rise waist, chic ruched detailing down the sides, a midi-length, curve-hugging fit, and an all-over tropical palm leaf print. Style with the matching tube top and strappy mules.

    Shop Matching Top: Bring The Heat Printed Tube Top

    Fit & Features

    • High-rise elasticized waist
    • Ruching down the sides
    • Midi-length, form-fitting silhouette
    • Tropical palm leaf print
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0541

    Category Name: Matching Sets

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bring The Heat Printed Tube Top

    Bring the heat to your vacay look with this sultry tube top! It features a sleeveless halter neckline with cross-front spaghetti straps that tie in the back, a bralette design, a cropped fit, and an all-over tropical palm leaf print. Style with the matching midi skirt and strappy mules.

    Shop Matching Bottoms: Bring The Heat Printed Midi Skirt

    Fit & Features

    • Sleeveless halter neckline
    • Cross front spaghetti straps, tie-back closure
    • Bralette design
    • Cropped, form-hugging fit
    • Tropical palm leaf print
    • Sheer mesh fabric, front knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3753

    Category Name: Matching Sets

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Dream Tube Top

    Let this tube top transport you to an island paradise! The top features a sleeveless square tube design, a pretty tropical print, and a cropped hem. The top is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching maxi skirt.

    Shop Matching Maxi Skirt: Tropical Dream Maxi Skirt

    Fit & Features

    • Sleeveless square neckline
    • Tropical palm leaf print
    • Cropped hem
    • Lined smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3746

    Category Name: Matching Sets

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Dream Maxi Skirt

    Let this maxi skirt transport you to an island paradise! The skirt features a pretty tropical print, a high-side slit, and a maxi-length silhouette. The skirt is composed of a lined smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching tube top.

    Shop Matching Tube Top: Tropical Dream Tube Top

    Fit & Features

    • Elastic high-rise waist
    • Tropical palm leaf print
    • High side slit
    • Maxi length silhouette
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0537

    Category Name: Matching Sets

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

  • Ditsy Blooms Lace-Up Crop Top

    Ditsy and cute, this crop top is in full bloom for spring! It features short puff sleeves, a square neck, and an open back with a lace-up closure. Composed of a brushed knit with a moderate stretch. Style with the matching bottoms.

    Shop Matching Bottoms: Ditsy Blooms Ruched Mini Skirt

    Fit & Features

    • Short puff sleeves, elasticized hems
    • Square neck
    • Cropped hem
    • Open-back, lace-up closure
    • Ditsy floral pattern
    • Brushed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3839

    Category Name: Matching Sets

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ditsy Blooms Ruched Mini Skirt

    Ditsy and cute, this mini skirt is in full bloom for spring! It features a high-rise waist, a side ruched seam that accentuates your curves on the form-fitting silhouette. Composed of a brushed knit with a moderate stretch. Style with the matching top.

    Shop Matching Top: Ditsy Blooms Lace-Up Crop Top

    Fit & Features

    • High-rise waist
    • Side ruched seam
    • Form-fitting silhouette
    • Mini-length hem
    • Ditsy floral pattern
    • Brushed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0556

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale