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.

  • Vacay Approved Printed Crop Top

    This tropical palm leaf printed crop top is totally vacay approved! It features a sleeveless one-shoulder neckline with a single spaghetti strap and a cropped, form-hugging fit. Style with the matching maxi skirt for sunset dinner by the beach.

    Shop Matching Bottoms: Vacay Approved Printed Maxi Skirt

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single spaghetti strap
    • Cropped, form-hugging fit
    • Tropical palm leaf print
    • Knit fabric, front lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3754

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Approved Printed Maxi Skirt

    This tropical palm leaf printed maxi skirt is totally vacay approved! It features a high-rise waist, a chic thigh-high side slit, and a flowy, floor-length silhouette. Style with the matching crop top for sunset dinner by the beach.

    Shop Matching Top: Vacay Approved Printed Crop Top

    Fit & Features

    • High-rise elasticized waist
    • High side slit
    • Maxi-length, flowy silhouette
    • Tropical palm leaf print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0542

    Category Name: Matching Sets

    Price: $6.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paradise Falls Wide Leg Pants

    Bring on paradise! Look so sultry in this palm print tube top featuring a strapless neckline with an o-ring center insert and an adjustable back tie closure. Complete the look in the matching bottoms.

    Shop Matching Top: Paradise Falls O-Ring Tube Top

    Fit & Features

    • High rise waist
    • Wide-leg silhouette
    • Pull-on/off styling
    • Palm print
    • Stretchy lined fabric
    • Runs true to size

    Style Number/Barcode: 06502-0716

    Category Name: Matching Sets

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paradise Falls O-Ring Tube Top

    Bring on paradise! Look so sultry in this palm print tube top featuring a strapless neckline with an o-ring center insert and an adjustable back tie closure. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Paradise Falls Wide Leg Pants

    Fit & Features

    • Strapless neckline
    • O-ring center insert
    • Adjustable back tie closure
    • Palm print
    • Stretchy lined fabric
    • Runs true to size

    Style Number/Barcode: 06001-3755

    Category Name: Matching Sets

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Day Cable Knit Skirt

    Make your day a cozy one with a maxi skirt that is part chic, part comfy! The skirt features a cable knit pattern, an elastic high rise waist, a high side slit, and a maxi length hem. The skirt is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching crop top.

    Shop Matching Crop Top: Cozy Day Cable Knit Crop Top

    Fit & Features

    • Elastic high-rise waist
    • High side slit
    • Maxi length hem 
    • Cable knit pattern
    • Knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0612

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Day Cable Knit Crop Top

    Make your day a cozy one with a crop top that is part chic, part comfy. The top features a sleeveless mock neck with frilly trim, a cable knit pattern, and a cropped hem. The top is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching maxi skirt.

    Shop Matching Maxi Skirt: Cozy Day Cable Knit Skirt

    Fit & Features

    • Sleeveless mock neck 
    • Frilly trim 
    • Cable knit pattern 
    • Cropped hem 
    • Knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size  

    Style Number/Barcode: 06001-4036

    Category Name: Matching Sets

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Office Ponte Flare Trouser Pants

    Look sleek in the office and for after-work drinks! Impress in these ponte trouser pants featuring a high-rise waist, form-fitting silhouette, and a flared hem. Complete the look in the matching blazer. 

    Shop Matching Blazer: In Office Ponte Crop Blazer

    Fit & Features

    • High-rise waist
    • Hidden front zipper, hook and bar, and button closures
    • Form-fitting silhouette
    • Flared hem
    • Ponte fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0846

    Category Name: Matching Sets

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In Office Ponte Crop Blazer

    Look sleek in the office and for after-work drinks! Impress in this ponte crop blazer featuring long sleeves, a lapel collar neckline, and an open-front design with single-button closure. Complete the look in the matching pants. 

    Shop Matching Bottoms: In Office Ponte Flare Trouser Pants

    Fit & Features

    • Long fitted sleeves
    • Lapel collar neckline
    • Open-front design
    • Single-button closure
    • Cropped hem
    • Ponte fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1315

    Category Name: Matching Sets

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Social Linen Fringe Mini Skirt

    Make the plans. Get trendy with your look in this linen mini skirt featuring a high-rise waist, fringed hem, and a bodycon fit. Complete the look in the matching top.

    Shop Matching Top: Social Linen Tie Strap Crop Top

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • Fringed hem
    • Bodycon fit
    • Linen-lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0107

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Social Linen Tie Strap Crop Top

    Make the plans. Get trendy with your look in this linen tie strap crop top featuring a sleeveless square neckline with adjustable spaghetti straps, fringed crop hem, and a side zipper closure. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Social Linen Fringe Mini Skirt

    Fit & Features

    • Sleeveless, square neck
    • Adjustable tie spaghetti straps
    • Fringed crop hem, smocked back
    • Side zipper closure
    • Linen-lined woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1625

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Energy High-Rise Midi Skirt

    Bring the energy to your destination getaway in this tropical midi skirt, designed with a sleek high-rise waist and form-hugging silhouette. Pair it with the matching top.

    Fit & Features

    • Tropical print, mesh fabric, soft knit stretchy lining
    • High-rise waist
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

     

    Shop The Matching Top: Tropical Energy Strapless Crop Top

    Style Number/Barcode: 06501-000010

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAN

    Available Size: L

    Product Badge:
    • Sale
  • Get Together Pleat Wide-Leg Pants

    Get together with the girls in these cute high-rise pants for an ocean brunch! They feature pleat front detailing, a wide-leg silhouette, and hidden side pockets to keep your hands warm. Complete the look in the matching top.

    Shop Matching Top: Get Together Smocked Crop Top

    Fit & Features

    • High-rise waist, side zipper closure
    • Hidden side pockets
    • Pleat front detailing
    • Wide-leg silhouette 
    • Linen woven-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0649

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get Together Smocked Crop Top

    Get together with the girls in this cute crop top for an ocean brunch! It features a sleeveless, one-shoulder neckline with a shoulder strap and an all-over smocked bodice. Complete the look in the matching pants.

    Shop Matching Pants: Get Together Pleat Wide-Leg Pants

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Shoulder strap
    • All-over smocked bodice
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-1787

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Desert Queen Boho Flare Pants

    You're the queen of the desert in these boho flare pants featuring an elasticized high-rise waist and a form-fitting silhouette. Complete the look in the matching top for the perf music festival outfit! 

    Shop The Matching Top: Desert Queen Boho Halter Top

    Fit & Features

    • High-rise elasticized waist
    • Form-fitting silhouette
    • Flare hem
    • Boho-inspired print
    • Pull-on/off styling
    • Fits true to size

    Style Number/Barcode: 06502-0717

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Desert Queen Boho Halter Top

    You're the queen of the desert in this boho top featuring a sleeveless, halter neck, cropped hem, and a partial open with cross strap detail. Complete the look in the matching bottoms for the perf music festival outfit! 

    Shop The Matching Bottoms: Desert Queen Boho Flare Pants

    Fit & Features

    • Sleeveless, halter neck, spaghetti straps
    • Cropped hem
    • Partial open back with cross straps
    • Boho-inspired print
    • Fits true to size

    Style Number/Barcode: 06001-3757

    Category Name: Matching Sets

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Bound Bandeau Halter Top

    Pack this adorable bandeau top in your carry-on before you jet set off on your vacay! It features a sleeveless halter neckline with a cross-front strap design, a center cutout at the bust, and a majorly cropped, form-hugging fit. The lightweight woven fabric offers minimal stretch. Complete the look with the matching mini skirt.

    Shop Matching Bottoms: Vacay Bound Ruched Mini Skirt

    Fit & Features

    • Sleeveless halter neckline
    • Spaghetti straps, cross-front design, tie closure at back of the neck
    • Center cutout at the bust
    • Ruched detailing
    • Cropped, form-hugging fit
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1757

    Category Name: Matching Sets

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Bound Ruched Mini Skirt

    Slip into this mini skirt to nail those vacay shots on the perfect getaway! The skirt features a high-rise waist, a ruched body, a center drawstring, and a mini-length hem. The skirt is composed of a lined lightweight knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching bandeau halter top.

    Shop Matching Top: Vacay Bound Bandeau Halter Top

    Fit & Features

    • High-rise waist
    • Ruched body
    • Center drawstring
    • Mini length hem
    • Lined knit fabric
    • Hidden back zipper closure with hook and eye
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06301-0117

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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
  • Tropical Energy Strapless Crop Top

    Bring the energy to your destination getaway in this tropical crop top, designed with a sleek strapless neckline and fitted hem. Pair it with the matching skirt.

    Fit & Features

    • Tropical print, mesh fabric, soft knit stretchy lining
    • Strapless neckline
    • Fitted crop hem
    • Runs true to size

     

    Shop The Matching Skirt: Tropical Energy High-Rise Midi Skirt

    Style Number/Barcode: 06001-000053

    Category Name: Matching Sets

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAN

    Available Size: S

    Product Badge:
    • Sale
  • 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

    Product Badge:
    • Ships Free
  • 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

    Product Badge:
    • Ships Free
  • 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