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.

  • 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

    Product Badge:
    • Ships Free
  • Total Doll Halter Crop Top

    Step out looking like a fashion icon in this halter crop top, perfect for a haute night out! Pair with the matching skirt to complete the look.

    Fit & Features

    • Stretchy knit fabric
    • Halter V-neckline, keyhole accent
    • Fitted crop hem
    • Runs true to size

     

    Shop The Matching Skirt: Total Doll Ruffle Mini Skirt

    Style Number/Barcode: 06001-000097

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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

    Product Badge:
    • Ships Free
  • 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
  • Good At Being Bad Lace Hot Shorts

    Earn style cred in these lace hot shorts with frilly ruffles and a cheeky fit. Pair with the matching top.

    Fit & Features

    • Lace fabric
    • Low-rise waist
    • Frilly ruffled design
    • Cheeky fit
    • Runs true to size

     

    Shop The Matching Top: Good At Being Bag Lace Crop Top

    Style Number/Barcode: 06503-000027

    Category Name: Matching Sets

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: M, L

    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

    Product Badge:
    • Ships Free
  • 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

    Product Badge:
    • Ships Free
  • Good At Being Bad Lace Crop Top

    Earn style cred in this lace crop top with frilly ruffles and a fitted hem. Pair with the matching shorts.

    Fit & Features

    • Lace fabric, sewn-in knit lining
    • Low-rise waist
    • Frilly ruffled design
    • Cheeky fit
    • Runs true to size

     

    Shop The Matching Shorts: Good At Being Bad Lace Hot Shorts

    Style Number/Barcode: 06001-000079

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Sale
  • 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
  • Girl's Trip Boho Slit Maxi Skirt

    Grab the girls, book the flight, and pack this cute boho maxi skirt! It features a high-rise waist, a front slit, and a long hem. Complete the look in the matching top.

    Shop Matching Top: Girl's Trip Boho Tie-Front Top

    Fit & Features

    • High-rise waist
    • Front slit
    • Long hem
    • Boho pattern
    • Runs true to size

    Style Number/Barcode: 06301-0104

    Category Name: Matching Sets

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Girl's Trip Boho Tie-Front Top

    Grab the girls, book the flight, and pack this cute boho tie-front top! It features a sleeveless V-neck, spaghetti straps, and a smocked back. Complete the look in the matching skirt.

    Shop Matching Skirt: Girl's Trip Boho Slit Maxi Skirt

    Fit & Features

    • Sleeveless, V-neck, spaghetti straps
    • Tie-front detail
    • Smocked back
    • Cropped hem
    • Boho pattern
    • Runs true to size

    Style Number/Barcode: 06003-1569

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Like It Or Dot Puff Sleeve Crop Top

    Like it or not, this polka dot crop top will surely be your fav! It features short puff sleeves, a sweetheart neckline, and a tie-front closure. The top is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete the look in the matching shorts.

    Shop Matching Shorts: Like It Or Dot High Rise Shorts

    Fit & Features

    • Short puff sleeves
    • Sweetheart neckline
    • Tie-front closure
    • Cropped hem
    • Polka dot pattern
    • Lightweight woven fabric 
    • Runs true to size

    Style Number/Barcode: 06001-4103

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance