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.

  • Forever Fierce Leopard Print and Bow Top

    Shop Matching Bottoms: Forever Fierce Leopard Print and Bow Maxi Skirt

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Leopard print
    • Sleeveless square neckline with mini bow accent
    • Adjustable spaghetti straps
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-5477

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: S, M, L

    Product Badge:
  • Forever Fierce Leopard Print and Bow Maxi Skirt

    Shop Matching Top: Forever Fierce Leopard Print and Bow Top

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Leopard print
    • Mid-rise waist with mini bow accent
    • Maxi-length hem, back slit
    • Slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1068

    Category Name: Matching Sets

    Price: $36.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: XS, S, M, L

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  • Feeling Bliss Rib Knit Pajama Tank Top

    Experience comfort and bliss in this soft pajama crop top! Its round neckline, racerback design, fitted elasticized crop hem, and soft rib knit fabric ensure a cute and cozy lounge. Complete the look with the matching pajama bottoms.

    Shop Matching Bottoms: Feeling Bliss Rib Knit Pajama Pants

    Fit & Features

    • Sleeveless round neckline
    • Racerback design
    • Fitted elasticized crop hem
    • Soft rib knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0954

    Category Name: Matching Sets

    Price: $9.97

    Availability: Out of Stock

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  • Chic Mood Snake Print Faux Suede Trench Coat

    Elevated and oh-so-chic, this faux suede trench coat has a trendy snake print that will dress up your everyday 'fits. It features a lapel collar, long sleeves with buckle strap accents, a belted waist with a matching buckle for a cinched silhouette, and a long-length hem. Style with the matching mini skirt!

    Shop Matching Bottoms: Chic Mood Snake Print Faux Suede Mini Skirt

    Fit & Features

    • Snake-printed faux suede fabric
    • Lapel collar
    • Long sleeves with buckle strap accents
    • Belted waist with buckle detail
    • Long-length hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1905

    Category Name: Matching Sets

    Price: $59.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: S, M, L, XL

    Product Badge:
    • New Arrival
  • Sangria Please Striped Wide Leg Pants

    Can't you imagine wearing this striped halter top while sipping on a sangria? Set the tone for vacay-ready in these striped pants featuring a high-rise waist, paper bag style, and a wide-leg silhouette. Complete the look in the matching top.

    Shop The Matching Top: Sangria Please Striped Halter Top

    Fit & Features

    • High-rise elasticied waist
    • Paperbag style
    • Wide leg silhouette
    • Striped pattern
    • Gauze woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06302-0613

    Category Name: Matching Sets

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Mood Snake Print Faux Suede Mini Skirt

    Elevated and oh-so-chic, this faux suede mini skirt has a trendy snake print that will dress up your everyday 'fits. It features a high-rise waist, a mini-length hem, and a form-hugging fit to showcase your curves. Style with the matching trench coat!

    Shop Matching Jacket: Chic Mood Snake Print Faux Suede Trench Coat

    Fit & Features

    • Snake-printed faux suede fabric
    • High-rise waist
    • Mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-0700

    Category Name: Matching Sets

    Price: $22.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Cozy Life Chenille Knit Tie-Waist Joggers

    Live that cute and cozy life in these adorable joggers designed with ultra-soft ribbed chenille knit fabric. They feature a high-rise waist with an adjustable tie-front and a form-hugging fit. Style with the matching crop top to complete your comfy vibe!

    Shop Matching Top: Cozy Life Chenille Knit Twist-Front Crop Top

    Fit & Features

    • Soft ribbed chenille knit fabric, plenty of stretch
    • High-rise waist, adjustable tie-front detail
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 07103-1019

    Category Name: Matching Sets

    Price: $28.90

    Availability: In Stock

    Available Color: NUDE, LIGHT, BLUE

    Available Size: S, M, L

    Product Badge:
    • New Arrival
  • Cozy Life Chenille Knit Twist-Front Crop Top

    Live that cute and cozy life in this adorable crop top designed with ultra-soft ribbed chenille knit fabric. It features a V-neckline with a trendy twist-front design, long sleeves, and a fitted cropped hem. Style with the matching joggers to complete your comfy vibe!

    Shop Matching Bottoms: Cozy Life Chenille Knit Tie-Waist Joggers

    Fit & Features

    • Soft ribbed chenille knit fabric, plenty of stretch
    • V-neckline
    • Twist-front design
    • Long sleeves
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 07103-1022

    Category Name: Matching Sets

    Price: $26.90

    Availability: In Stock

    Available Color: NUDE, LIGHT, BLUE

    Available Size: S, M, L

    Product Badge:
    • New Arrival
  • Classically Chic Plaid Long Sleeve Oversized Shacket

    Fit & Features

    • Faux wool fabrication
    • Collared neckline
    • Button down front, dual chest pockets
    • Plaid print
    • Long sleeves
    • Runs true to size

     

    Shop Matching Skort: Classically Chic Plaid High Waist Wrap Skort

    Style Number/Barcode: 06204-1898

    Category Name: Matching Sets

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Best Seller
  • Classically Chic Plaid High Waist Wrap Skort

    Fit & Features

    • Faux wool fabrication
    • High rise waist
    • Plaid 
    • Mini skirt overlay, hidden shorts
    • Runs true to size

     

    Shop Matching Shacket: Classically Chic Plaid Long Sleeve Oversized Shacket

    Style Number/Barcode: 06403-1067

    Category Name: Matching Sets

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK-3

    Available Size: XS, S, M, L

    Product Badge:
  • She's The Main Rib Knit Strapless Midi Dress

    Flaunt your look with ease and chicness with this midi dress this season! The knee-length dress features a strapless neckline, a flattering bodycon silhouette, and a fitted maxi-length hem on soft and stretchy rib knit fabric with a short knit lining. Style with the matching bolero and heels for weekend plans!

    Shop Matching Bolero: She's The Main Rib Knit Slouchy Bolero

    Fit & Features

    • Strapless neckline
    • Bodycon silhouette
    • Fitted midi-length hem
    • Soft and stretchy
    • Rib knit fabric, short knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5599

    Category Name: Matching Sets

    Price: $33.90

    Availability: In Stock

    Available Color: IVORY, SAGE, GRAY

    Available Size: XS, S, M, L

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  • She's The Main Rib Knit Slouchy Bolero

    Flaunt your look with ease and chicness layering this bolero sweater this season! The bolero features slouchy long sleeves, an open front design, and an ultra-cropped hem on soft and stretchy rib knit fabric. Style with the matching dress and heels for weekend plans!

    Shop Matching Dress: She's The Main Rib Knit Strapless Midi Dress

    Fit & Features

    • Slouchy long sleeves
    • Open front design
    • Ultra-cropped hem
    • Soft and stretchy
    • Rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06202-0463

    Category Name: Matching Sets

    Price: $24.90

    Availability: In Stock

    Available Color: IVORY, TAUPE, BLACK, GRAY

    Available Size: S, M, L, XS

    Product Badge:
    • Best Seller
  • Wildly Sultry Tie-Front Leopard Rose Mesh Crop Top

    Wildly sultry is exactly how you'll look in this leopard rose mesh crop top on a night out!  The flared long sleeves and V-neckline with tie closure give a playful touch, while the center slit adds a touch of allure. The cropped length and striking leopard rose print make this top a must-have for any bold fashionista. Complete the look with the matching skirt.

    Shop Matching Bottoms: Wildy Sultry High Rise Leopard Floral Maxi Skirt

    Fit & Features

    • Leopard rose print, sheer mesh fabric, moderate stretch
    • Flared long sleeves
    • V-neckline
    • Tie-front closure and center slit
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06202-0472

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
  • Preppy Please Striped Button Crop Sweater

    A sleeveless crop top featuring a preppy striped V-neckline, adjustable spaghetti straps for a customizable fit, and a striped crop hem. The stretchy knit fabric offers a polished look with plenty of stretch.  

    Shop Matching Top And Bottom: Preppy Please Striped V-Neck Crop Top, Preppy Please Striped Pleated Knit Skort

    Fit & Features

    • Stretchy knit fabric
    • Long sleeves with striped cuffs
    • Striped front trim
    • Button front closures
    • Striped crop hem
    • Runs true to size

    Style Number/Barcode: 06005-2053

    Category Name: Matching Sets

    Price: $32.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: S

    Product Badge:
  • Preppy Please Striped Pleated Knit Skort

    A high-rise knit skort features a preppy pleated silhouette and a striped mini-length hem. Perfect for back-to-school or any casual plans.

    Shop Matching Top And Sweater: Preppy Please Striped V-Neck Crop Top, Preppy Please Striped Button Crop Sweater

    Fit & Features

    • Stretchy knit fabric, shorts lining
    • High-rise waist
    • Pleated silhouette
    • Striped mini-length hem
    • Skort has a 9.5" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1193

    Category Name: Matching Sets

    Price: $39.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: M, L

    Product Badge:
  • Preppy Please Striped V-Neck Crop Top

    A sleeveless crop top featuring a preppy striped V-neckline, adjustable spaghetti straps for a customizable fit, and a striped crop hem. The stretchy knit fabric offers a polished look with plenty of stretch.  

    Shop Matching Sweater And Bottom: Preppy Please Striped Button Crop Sweater, Preppy Please Striped Pleated Knit Skort

    Fit & Features

    • Stretchy knit fabric
    • Striped V-neckline
    • Adjustable spaghetti straps
    • Striped crop hem
    • Runs true to size

    Style Number/Barcode: 06005-2052

    Category Name: Matching Sets

    Price: $26.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: S, M

    Product Badge:
  • Feelin' Comfy Ribbed Knit Fitted Hoodie

    Shop Matching Bottoms: Feelin' Comfy Ribbed Knit Flare Pants

    Fit & Features

    • Ribbed knit fabric, plenty of stretch
    • Drawstring hooded neckline
    • Long fitted sleeves
    • Zip-front closure
    • Front vertical seams
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06202-0490

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: M, L, XL

    Product Badge:
    • Best Seller
  • Feelin' Comfy Ribbed Knit Flare Pants

    Shop Matching Top: Feelin' Comfy Ribbed Knit Fitted Hoodie

    Fit & Features

    • Ribbed knit fabric, plenty of stretch
    • High-rise elastic banded waist
    • Hip-hugging fit
    • Form-hugging fit through the legs
    • Flared hem
    • Pants in size small have a 12" front rise with a 34" inseam
    • Runs true to size

    Style Number/Barcode: 06502-2541

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
  • Sweet Crush Long Sleeve Cable Knit Sweater Topper

    A cable knit sweater topper features cozy fitted long sleeves, a crew neckline, and an ultra-cropped hem perfect for layering over your favorite outfits. 

    Shop Matching Crop Top & Skort: Sweet Crush Sweetheart Knit Crop Top, Sweet Crush High Rise Belt Knit Mini Skort

    Fit & Features

    • Cable knit fabric, moderate stretch
    • Fitted long sleeves
    • Crew neckline
    • Ultra-cropped length hem
    • Runs true to size

    Style Number/Barcode: 06005-2031

    Category Name: Matching Sets

    Price: $32.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: M, L, XL

    Product Badge:
  • Sweet Crush Sweetheart Knit Crop Top

    A sleeveless knit top features a sweetheart neckline with a flattering ruched bust and a fitted crop hem. Perfect for everyday styling. 

    Shop Matching Skort & Sweater Topper: Sweet Crush High Rise Belt Knit Mini Skort, Sweet Crush Long Sleeve Cable Knit Sweater Topper

    Fit & Features

    • Knit fabric, moderate stretch
    • Sweetheart neckline
    • Ruched bust seam
    • Adjustable spaghetti straps
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06005-2030

    Category Name: Matching Sets

    Price: $26.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: M, L, XL

    Product Badge:
  • Sweet Crush High Rise Belt Knit Mini Skort

    Look and feel cute in this high rise mini skort featuring a faux leather belt accent and a pleated silhouette on cozy knit material.  

    Shop Matching Top & Sweater Topper: Sweet Crush Sweetheart Knit Crop Top, Sweet Crush Long Sleeve Cable Knit Sweater Topper

    Fit & Features

    • Soft knit material, minimal stretch
    • High rise waist
    • Faux leather belt accent
    • Pleated mini-length hem
    • Shorts lining
    • Skort in size small has a 9” front rise with a 2” inseam
    • Runs true to size

    Style Number/Barcode: 06503-1185

    Category Name: Matching Sets

    Price: $39.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: S, M, L, XL

    Product Badge:
  • Alluring Dream High-Rise Lace Rosette Maxi Skirt

    You'll captivate everyone in this alluring lace maxi skirt for an effortless dreamy look at dinner!  With a flattering high-rise waist and delicate rosette flower, this lace skirt features a high side slit and form-hugging fit. Complete the look with the matching top.

    Shop Matching Top: Alluring Dream V-Neck Lace Rosette Crop Top

    Fit & Features

    • Lace fabric, sewn-in knit lining, stretchy
    • High-rise waist with trim
    • Rosette flower
    • High side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-1033

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
  • 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: $22.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
  • Admirable Aesthetic Mid-Rise Denim Skort

    Arrive on the scene looking totally trendsetting in this mid rise denim skort! Featuring a stylish mid-rise waist, form-hugging fit, and mini-length hem, this skort effortlessly combines comfort and fashion. Complete the look with the jacket.

    Shop Matching Shacket: Admirable Aesthetic Oversized Long Sleeve Denim Shacket

    Fit & Features

    • Denim fabric, shorts lining, minimal stretch
    • Mid-rise waist
    • Form-hugging fit
    • Front button and hidden zipper closure
    • Five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06603-0406

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: M, L, XL

    Product Badge: