Matching Sets

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Matching Sets That Serve Style in Every Scene

From rooftop dinners to weekend getaways, Windsor’s matching sets deliver effortless coordination and standout style. Whether you're dressing for a night out, a vacation, or a casual day, these sets make getting ready feel easy and elevated.

Everyday Ease & Polished Pairings

Slip into two-piece skirt sets or wide-leg pant sets with matching crop tops for a clean, polished look. Lightweight knits, breathable fabrics, and smooth satins keep things comfortable while still feeling styled. Pair with sandals or heels and layered jewelry for an effortless finish.

Night-Out Energy & Elevated Looks

Turn up the look with sleek two-piece matching sets featuring curve-hugging fits, halter necklines, and tie-front details. Satin finishes and bold silhouettes bring the statement—just add strappy heels and a mini bag for your next night out.

Mix, Match & Layer

Wear the full set or style each piece your way. Pair your top with jeans or tailored shorts, or switch in a bodysuit with your skirt. Add a lightweight jacket or blazer for an extra layer that keeps your look refined.

Explore Windsor’s full collection of matching sets online, in-app, or in-store to refresh your wardrobe with easy, on-trend outfits.

What Are Matching Sets?

Matching sets are coordinated outfits made up of two or more pieces, like a crop top and skirt or a blouse and pants. Designed to be worn together, they create a complete, styled look with minimal effort. Windsor’s sets range from casual lounge styles to elevated options for nights out and special plans.

Are Matching Sets a Trend?

Yes, matching sets are a go-to style that stays on trend. They offer a simple way to look put-together while still feeling comfortable. Whether you're dressing up or keeping it casual, these sets make styling quick and easy.

What Do You Call a Two-Piece Outfit?

A two-piece outfit is often called a matching set or co-ord. These pieces are designed to be worn together, but they can also be mixed and matched with other items to create fresh, versatile looks.

  • Sunkissed Florals A-Line Skirt

    Let the sunshine on this flirty floral skirt perf for brunch with the girls! It features an elasticized high-rise waist, a tiered flowy a-line silhouette, and a short-length hem. Complete the look in the matching top.

    Shop Matching Top: Sunkissed Florals Twist Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Tiered flowy a-line silhouette
    • Short-length hem
    • Floral print, lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0124

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Palisades Paisley High Rise Pants

    Look pretty in these paisley pants for a retro vibe! It features a high-rise elasticized waistband, pleat detailing, and wide-leg silhouette crepe woven fabric. Complete the look in the matching top.

    Shop Matching Top: Palisades Paisley Tie-Front Top

    Fit & Features

    • High-rise elasticized waistband
    • Pleat detailing
    • Wide-leg silhouette
    • Paisley print
    • Crepe woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-0461

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Palisades Paisley Tie-Front Top

    Look pretty in this paisley tie-front top for a retro vibe! It features three-fourth-length kimono sleeves, a V-neck, and a cropped hem on crepe woven fabric. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Palisades Paisley High Rise Pants

    Fit & Features

    • Three-fourth-length kimono sleeves
    • V-neck
    • Tie-front
    • Cropped hem
    • Paisley print
    • Crepe woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1387

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blushing Tropics Button-Up Top

    Make all the cheeks blush when you step out in this tropic chiffon top! Featuring long sleeves with button cuffs, a collared neckline, a button-down front, and a flowy silhouette. Complete the look in the matching top. 

    Shop Matching Top: Blushing Tropics Bandeau Top

    Fit & Features

    • Long sleeves, button cuffs
    • Collared neckline
    • Button-down front
    • Flowy silhouette
    • Floral tropic print
    • Chiffon fabric
    • Runs true to size

    Style Number/Barcode: 06003-1659

    Category Name: Matching Sets

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Worth It Linen Tube Top

    This linen tube top is worth taking on your next weekend adventure! It features a sleeveless, bodice, a convertible design so you can style it multiple ways, and a cropped hem. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Worth It Linen Wide Leg Pants

    Fit & Features

    • Sleeveless bodice
    • Convertible design
    • Multiple ways to style
    • Cropped hem
    • Linen fabric, lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1601

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Worth It Linen Wide Leg Pants

    These linen-blend pants are worth taking on your next weekend adventure! They feature a high-rise waist, back zipper closure, side pockets, and a wide-leg silhouette. Complete the look in the matching top.

    Shop Matching Top: Worth It Linen Tube Top

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Side pockets
    • Wide-leg silhouette
    • Linen-blend fabric, lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0623

    Category Name: Matching Sets

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Blushing Tropics Bandeau Top

    Make all the cheeks blush when you step out in this tropic chiffon bandeau! Featuring a sleeveless, strapless, neckline with a front ruched tie and back smocked panel. Complete the look in the matching top. 

    Shop Matching Top: Blushing Tropics Button-Up Top

    Fit & Features

    • Strapless, sleeveless
    • Bandeau style
    • Front ruched tie
    • Back smocked panel
    • Floral tropic print
    • Chiffon fabric
    • Runs true to size

    Style Number/Barcode: 06003-1660

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Abstract Art Satin Convertible Top

    Abstract art you can wear! Slay an art gallery opening in this fierce satin crop top featuring a convertible design so you can style it multiple ways and a smocked back. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Abstract Art Satin Wide Leg Pants

    Fit & Features

    • Sleeveless, strapless neckline, non-slip grip lining 
    • Lightly padded bust
    • Convertible multi-way wear
    • Smocked back
    • Cropped hem
    • Abstract print, satin fabric
    • Runs true to size

    Style Number/Barcode: 06003-1582

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ticket To Paradise Halter Crop Top

    Got your ticket to a paradise island? Make sure to pack this tropical crop top perfect for relaxing poolside! It features a sleeveless, halter neck, open-back with lace-up closure on stretchy knit fabric. Complete the look in the matching skirt.

    Shop Matching Bottoms: Ticket To Paradise Slit Maxi Skirt

    Fit & Features

    • Sleeveless, halter neck
    • Cropped hem
    • Lace-up, open-back
    • Tropical print
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4023

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Flower High Slit Midi Skirt

    Look prettier than the island flowers in this tropical floral midi skirt featuring a high-rise waist and a front high-cut slit. Complete the look in the matching top and sandals.

    Shop Matching Top: Island Flower Lattice Tank Top

    Fit & Features

    • High-rise waist
    • Front high-cut slit
    • Maxi-length hem
    • Tropical floral print
    • Stretchy knit-lined fabric
    • Runs true to size

      Style Number/Barcode: 06501-0601

      Category Name: Matching Sets

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • 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: 06503-1248

      Category Name: Matching Sets

      Price: $9.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Never Take Off Seamless Shorts

      One go in these chic shorts and you'll never want to take them off! It features a high-rise waistband and a form-fitting silhouette. They are crafted from a soft and comfortable ribbed knit seamless fabric—style with the matching bralette. 

      Shop Matching Bralette: Never Take Off Seamless Longline Bralette

      Fit & Features

      • High-rise waistband
      • Form-fitting
      • Soft and comfortable
      • Ribbed knit seamless fabric
      • Moderate stretch
      • Runs true to size

      Style Number/Barcode: 07103-0784

      Category Name: Matching Sets

      Price: $9.97 $10.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Never Take Off Seamless Longline Bralette

      One go in this chic bralette and you'll never want to take it off! It features a sleeveless, scoop neckline, adjustable spaghetti straps, and a longline banded hem. Crafted from a soft and comfortable ribbed knit seamless fabric. Style with the matching shorts.

      Shop Matching Shorts: Never Take Off Seamless Shorts

      Fit & Features

      • Sleeveless, scoop neckline
      • Adjustable spaghetti straps
      • Longline banded hem
      • Form-fitting
      • Soft and comfortable
      • Ribbed knit seamless fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 07107-0758

      Category Name: Matching Sets

      Price: $7.97 $10.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Perfect Poolside Look Mesh Skirt

      Show off a perfect poolside look in this sheer mesh skirt you can wear as a cover-up! It features a high-rise waist, ruched side detailing with an adjustable drawstring at the hem, and a mini-length, curve-hugging silhouette. Style this skirt over your fave bikini with cat-eye sunglasses.

      Fit & Features

      • High-rise elasticized waistband
      • Side ruching
      • Adjustable drawstring
      • Short, form-fitting silhouette
      • Sheer mesh fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06501-0667

      Category Name: Matching Sets

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sunday's Match Striped Wide Leg Pants

      Sunday has met its perfect match! Slip-on these trendy striped pants for brunches with friends. It features an elasticized waistband, wide-leg silhouette, on linen fabric with lining and no stretch. Complete the look in the matching top.

      Shop The Matching Top: Sunday's Match Striped Linen Top

      Fit & Features

      • Elasticized waistband
      • Wide-leg silhouette
      • Striped pattern
      • Linen fabric, lined, no stretch
      • Fits true to size

      Style Number/Barcode: 06302-0620

      Category Name: Matching Sets

      Price: $6.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sweet Amour Satin Pleat Maxi Skirt

      You'll adore this sweet satin maxi skirt for bringing the luxe vibes to the night! It features a high-rise waist with pleating, a surplice wrap accent, a center front slit, and a  form-fitting maxi hem. Complete your dressy look in the matching top with jewelry.

      Shop Matching Top: Sweet Amour Satin Pleat Crop Top

      Fit & Features

      • High-rise waist
      • Pleating 
      • Surplice wrap accent, center front slit 
      • Form-fitting design
      • Maxi-length hem
      • Luxe satin-lined fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06501-0663

      Category Name: Matching Sets

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Desert Dreamer Halter Crop Top

      Showcase a dreamy boho-chic look this festival season with this printed crop top. It features a sleeveless halter neckline, a major center cutout at the bust, a cropped fit, and an all-over bohemian-inspired striped pattern. Style with the matching wide-leg pants.

      Shop Matching Bottoms: Desert Dreamer Wide-Leg Pants

      Fit & Features

      • Sleeveless halter neckline, tie-back straps
      • Center cutout at the bust
      • Cropped, form-hugging fit, lower tie-back straps
      • Bohemian-inspired striped pattern
      • Brushed knit fabric, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 06001-3984

      Category Name: Matching Sets

      Price: $6.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sweet Amour Satin Pleat Crop Top

      You'll adore this sweet satin top for bringing the luxe vibes to the night! It features a sleeveless sweetheart neck, spaghetti straps, pleating along the bust, a form-fitting design, and a cropped hem. Complete your dressy look in the matching skirt with jewelry.

      Shop Matching Bottoms: Sweet Amour Satin Pleat Maxi Skirt

      Fit & Features

      • Sleeveless, sweetheart neck, spaghetti straps
      • Pleating along the bust
      • Form-fitting design
      • Cropped hem
      • Luxe satin-knit fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06001-4274

      Category Name: Matching Sets

      Price: $10.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Desert Dreamer Wide-Leg Pants

      Showcase a dreamy boho-chic look this festival season with these printed pants. They feature a high-rise waist, a relaxed, wide-leg fit, and an all-over bohemian-inspired striped pattern. Style with the matching halter crop top.

      Shop Matching Top: Desert Dreamer Halter Crop Top

      Fit & Features

      • High-rise banded waist
      • Wide-leg fit
      • Bohemian-inspired striped pattern
      • Brushed knit fabric
      • Runs true to size

      Style Number/Barcode: 06502-0787

      Category Name: Matching Sets

      Price: $10.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Seasonal Striped Pleat Shorts

      Refresh your closet for summer! Show off your flirty style in these striped shorts featuring a high-rise waist, form-fitting silhouette, and pleated lined fabric. Complete the look in the matching top.

      Shop Matching Top: Seasonal Striped Pleat Tank Top

      Fit & Features

      • High-rise waist
      • Form-fitting
      • Striped pattern
      • Pleated lined fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06503-0700

      Category Name: Matching Sets

      Price: $9.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • 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: 06005-2184

      Category Name: Matching Sets

      Price: $9.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Seasonal Striped Pleat Tank Top

      Refresh your closet for summer! Show off your flirty style in this striped tank top featuring a sleeveless, sweetheart neckline, adjustable spaghetti straps, and a front twist accent on the cropped hem. Complete the look in the matching shorts.

      Shop Matching Shorts: Seasonal Striped Pleat Shorts

      Fit & Features

      • Sleeveless, sweetheart neckline, adjustable spaghetti straps
      • Front twist accent
      • Cropped hem
      • Striped pattern
      • Pleated lined fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06001-3987

      Category Name: Matching Sets

      Price: $6.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Boho-Chic Convertible Crop Top

      This convertible crop top will give you those boho-chic vibes you've been seeing all over social media! It features wide straps that allow you to style the top multiple ways, including a one-shoulder design, a halter neckline, a cross-front design, a plunging neckline, and more. Pair this cute top with the matching wide-leg pants for the perf vacay outfit.

      Shop Matching Bottoms: Boho-Chic Wide-Leg Pants

      Fit & Features

      • Wide convertible straps
      • Multi-wear design
      • Cropped, form-hugging fit
      • Knit fabric, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 06001-3924

      Category Name: Matching Sets

      Price: $6.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Too Hot To Handle Triangle Bra

      You'll be too hot to handle in this fiery bra! It features a classic triangle design with halter spaghetti straps, a back strap, and heat stone embellishments in a trendy flames design. Complete the look with the matching briefs.

      Shop Matching Briefs: Too Hot To Handle High Waist Briefs

      Fit & Features

      • Triangle design
      • Halter spaghetti straps, tie at the back of the neck
      • Back strap
      • Heat stone embellishments, flames design
      • Knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 07107-0755

      Category Name: Matching Sets

      Price: $6.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance