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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.

  • Classic Cutie Chiffon Maxi Skirt

    Okay cutie! We are lovin' this chic and sweet chiffon skirt on you! Don't forget to add the matching top to cart ;-)

    Shop Matching Top: Classic Cutie Chiffon Lace Back Crop Top 

    Fits & Features

    • Narrow Waistband
    • Back Zipper With Hook & Eye Closure 
    • Flowy, Maxi Length Skirt 
    • Lined Chiffon Fabric 
    • Moderate Stretch 

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

      Style Number/Barcode: 06401-0127

      Category Name: Matching Sets

      Price: $6.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sea Me Now Tie Side Hipster Swim Bottoms

      Wait till they see you! Turn heads in this flirty and fun swimsuit. Make sure you add the matching top to cart to complete the look! 

      Shop Matching Top: Sea Me Now Ruffle Trim Molded Swim Top

      Fits & Features

      • Mid-Rise Waist
      • Tie Sides
      • Cheeky Fit
      • Fully Lined 
      • Matching Top Sold Separately 

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07105-0579

      Category Name: Matching Sets

      Price: $9.97 $14.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Dive In Tie Dye Hipster Swim Bottoms

      Don't call it a comeback, tie-dye has always been here to stay. Add a splash of color to your look in the Dive In swim bottoms! Make sure you add to cart the matching top to complete the look! 

      Shop Matching Top: Dive In Tie Dye Swim Top

      Fits & Features

      • Mid-Rise Fit
      • Hipster Design
      • Fully Lined
      • Tie Dye Design
      • Matching Top Sold Separately 

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07105-0563

      Category Name: Matching Sets

      Price: $9.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Dive In Tie Dye Swim Top

      Don't call it a comeback, tie-dye has always been here to stay. Add a splash of color to your look in the Dive In swim top! Make sure you add to cart the matching bottoms to complete the look! 

      Shop Matching Bottoms: Dive In Tie Dye Hipster Swim Bottoms 

      Fits & Features

      • Wide Shoulder Straps
      • V Neckline I Square Back 
      • Knot At Center Front
      • Pull-Over Design 
      • Tie-Dye Design  
      • Matching Bottoms Sold Separately

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07104-0415

      Category Name: Matching Sets

      Price: $9.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Stars & Stripes Molded Swim Top

      Show off those stars and stripes in this patriotic swim set! Make sure you pick up the matching swim bottoms for a finished look! 

      Shop Matching Bottoms: Stars & Stripes Tie Side Hipster Swim Bottoms

      Fits & Features

      • Halter Tie Straps 
      • Ties At The Back 
      • Center Front Knot 
      • Molded Padded Cups 
      • Fully Lined I American Flag-Inspired Print
      • Matching Bottoms Sold Separately 

       

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07104-0432

      Category Name: Matching Sets

      Price: $9.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Easygoing Chic High-Rise Wrap Tie Skort

      You'll feel easygoing and chic in this linen-like mini skort for any weekend plans or on vacay! The skort is designed to accentuate your figure in a flattering high-rise waist with a wrap side tie accent and form-hugging fit. Pair with the matching top.

      Fit & Features

      • Linen-like cotton woven fabric
      • High-rise waist
      • Stretch elasticized back waistband 
      • Back pockets
      • Wrap front with side tie accent
      • Form-hugging fit, shorts bottom
      • Runs true to size

       

      Shop The Matching Top: Easygoing Chic Puff Sleeve Tie Front Top

      Style Number/Barcode: 06303-000002

      Category Name: Matching Sets

      Price: $11.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • First Impression Satin Midi Skirt

      Make your first impression one they can't forget! Don't forget to pick up the matching crop top to complete the fit! 

      Shop Matching Top: First Impression Tie Front Crop Top 

      Fits & Features

      • High Rise Waist 
      • Back Zipper 
      • Midi Length Silhouette
      • Lightweight, Brushed Satin-Like Fabric I Unlined 
      • Minimal Stretch 
      • Matching Top Sold Separately

      Style Number/Barcode: 06401-0156

      Category Name: Matching Sets

      Price: $9.97 $29.00

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Hooked On Florals Crop Top

      Get hooked on florals in this cute co-ord! Add some hoops and blocked heels and you'll be ready to take on the day! Make sure you add the matching bottoms to cart 

      Shop Matching Bottoms: Hooked On Florals Ruffle Trim Mini Skirt 

      Fits & Features

      • Off Shoulder Neckline
      • Fitted Long Sleeves I Elastic Cuffs
      • 8 Rows Of Hook & Eye Closures Down The Front
      • Crop Hemline 
      • Woven Textured Gauze Fabric I Lined At The Bust 
      • Moderate Stretch 
      • Matching Bottoms Sold Separately 

      Style Number/Barcode: 06003-0856

      Category Name: Matching Sets

      Price: $6.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Hooked On Florals Ruffle Trim Mini Skirt

      Get hooked on florals in this cute co-ord! Add some hoops and blocked heels and you'll be ready to take on the day! Make sure you add the matching top to cart 

      Shop Matching Top: Hooked On Florals Crop Top

      Fits & Features

      • High Rise Waist
      • 8 Rows Of Hook & Eye Closures Down The Front
      • Mini Length Silhouette I Ruffle-Trim Hemline 
      • Cinched At Center Back 
      • Fully Lined Textured Gauze Fabric 
      • Form Hugging Fit I Minimal Stretch 

      Style Number/Barcode: 06401-0227

      Category Name: Matching Sets

      Price: $9.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Boho Flow Tie Back Crop Top

      Go with the flow and rock boho-chic vibes in this breezy crop top! Don't forget to pick up the matching pants to complete the look! 

      Shop Matching Pants: Boho Flow Front Slit Wide Leg Pants

      Fits & Features

      • Long Sleeves I Elastic Cuffs
      • Plunging V Neckline & Back 
      • Adjustable Tie At Back 
      • Crop Hemline 
      • Relax Fit 

      Style Number/Barcode: 06003-0533

      Category Name: Matching Sets

      Price: $6.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Seaside Babe Button Front Midi Skirt

      The perfect little getup for our resort babe! Slip into this set and look chic and comfy for your spring vacay! Make sure you add the matching top to cart before you check out 

      Shop Matching Top: Seaside Babe Off Shoulder Crop Top 

      Fits & Features

      • High Rise Waist 
      • Button Down Front
      • Midi Length Silhouette 
      • Textured Knit Fabric I Fully Lined
      • Matching Top Sold Separate 

      Style Number/Barcode: 06301-0070

      Category Name: Matching Sets

      Price: $12.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Seaside Babe Off Shoulder Crop Top

      The perfect little getup for our resort babe! Slip into this set and look chic and comfy for your spring vacay! Make sure you add the matching bottoms to cart before you check out 

      Shop Matching Bottoms: Seaside Babe Button Front Midi Skirt 

      Fits & Features

      • Elastic Off Shoulder Neckline & Short Sleeves
      • Drawstring Tie At Center Front & Down The Sleeves
      • Back Zipper With Hook & Eye Closure 
      • Fully Lined Textured Knit Fabric 
      • Form Hugging Fit I Minimal Stretch 
      • Matching Bottoms Sold Separate 

      Style Number/Barcode: 06003-0900

      Category Name: Matching Sets

      Price: $6.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Boho Flow Front Slit Wide Leg Pants

      Go with the flow and rock boho-chic vibes in these breezy pants! Don't forget to pick up the matching crop top to complete the look! 

      Shop Matching Top: Boho Flow Tie Back Crop Top

      Fits & Features

      • High Rise Waist I Elastic At The Back
      • Flowy Wide Leg Openings 
      • Thigh High Front Slits 
      • Boho-Inspired Print I Gauze Fabric 
      • Relaxed Fit 

      Style Number/Barcode: 06302-0089

      Category Name: Matching Sets

      Price: $6.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • In My Element Wide Leg Pants

      Whatever the occasion, you'll be in your element once you slip into these pants! Don't forget to pick up the matching crop top for a put-together 'fit! 

      Shop Matching Top: In My Element Convertible Crop Top 

      Fits & Features

      • High Rise Waist
      • Pleated Details 
      • Wide Pant Legs I Built-In Shorts Lining
      • Side Zipper With Hook & Eye Closure
      • Cotton Blend Fabric I Lined At The Top 
      • Relax Fit I Minimal Stretch 

      Style Number/Barcode: 06402-0212

      Category Name: Matching Sets

      Price: $13.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Effortless Ease Raw Hem Gauze Shorts

      Not sure what to wear? This cute co-ord set just needs your personal touches and you'll be owning this look with effortless ease! Just make sure you add the matching top to cart before you check out! 

      Shop Matching Top: Effortless Ease Twist Front Gauze Crop Top 

      Fits & Features

      • Elastic Drawstring Waistband 
      • High Rise Waist 
      • Slant Hand Pockets
      • Wide Leg Shorts 
      • Gauze Cotton Fabric I Fully Lined 
      • Moderate Stretch
      • Matching Top Sold Separately  

      Style Number/Barcode: 06303-0062

      Category Name: Matching Sets

      Price: $6.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Ready For My Close Up Textured Mini Skirt

      Look refreshed and lovely in this striking set! The best part? You can mix and match the top and bottom to recreate other cute outfits! Just don't forget to pick up the matching crop top 

      Shop Matching Top: Ready For My Close Up Textured Crop Top

      Fits & Features

      • High RIse Waistband
      • Mini Length Silhouette  
      • Textured Knit Fabric I Fully Lined
      • Form Hugging Fit I Plenty Of Stretch 
      • Matching Crop Top Sold Separately 

      Style Number/Barcode: 06501-0273

      Category Name: Matching Sets

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sleek And Sultry Bodycon Ruffle Mini Skirt

      Sleek and sultry, this bodycon ruffled mini skirt makes the perfect instant outfit with the matching top! 

      Fit & Features

      • Smooth knit fabric, moderate stretch
      • High-rise waist
      • Side ruched seams
      • Bodycon silhouette
      • Ruffled mini-length hem
      • Runs true to size

       

      Shop The Matching Top: Sleek And Sultry Tie Front Crop Top

      Style Number/Barcode: 06501-000045

      Category Name: Matching Sets

      Price: $6.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Take A Cue Tapered Eyelet Pants

      Take a cue from the season and freshen up your look with a spring-fling set bb girl! Just make sure you add the matching bottoms to cart 

      Shop Matching Top: Take A Cue Eyelet Crop Top 

      Fits & Features

      • High Rise Waist I Belt Loops
      • Bar Hook Closure At Waist I Zipper Fly 
      • Slant Hand Pockets
      • Tapered Pant Legs I Built-In Lined Shorts
      • Woven Fabric I All Over Eyelet Design 
      • Relax Fit I Minimal Stretch 

      Style Number/Barcode: 06302-0133

      Category Name: Matching Sets

      Price: $6.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Take A Cue Eyelet Crop Top

      Take a cue from the season and freshen up your look with a spring-fling set bb girl! Just make sure you add the matching bottoms to cart 

      Shop Matching Bottoms: Take A Cue Tapered Eyelet Pants

      Fits & Features

      • Fixed Shoulder Straps 
      • Square Neckline & Back 
      • Hidden Front Zipper 
      • Crop Hemline 
      • Fully Lined Woven Fabric I Eyelet Design All Over
      • Minimal Stretch 

      Style Number/Barcode: 06003-0889

      Category Name: Matching Sets

      Price: $6.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Feels Like Summer Smocked Crop Top

      Get those summer vibes in this adorable smocked crop top! Make it a complete 'fit with the matching shorts.

      Shop Matching Shorts: Feels Like Summer Smocked Shorts

      Fit & Features

      • Off the shoulder sweetheart neckline
      • Long puff sleeves | Elastic banded cuffs
      • Stretchy smocked bodice
      • Cropped | Drawstring at hem
      • Small floral print

      Style Number/Barcode: 06003-0892

      Category Name: Matching Sets

      Price: $6.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Feels Like Summer Smocked Shorts

      Get those summer vibes in these adorable smocked shorts! Make it a complete 'fit with the matching top.

      Shop Matching Top: Feels Like Summer Smocked Crop Top

      Fit & Features

      • High rise elastic banded waist
      • Stretchy smocked waist
      • Short, ruffle hem
      • Small floral print

      Style Number/Barcode: 06303-0079

      Category Name: Matching Sets

      Price: $6.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Ready For My Close Up Textured Crop Top

      Look refreshed and lovely in this striking set! The best part? You can mix and match the top and bottom to recreate other cute outfits! Just don't forget to pick up the matching bottoms 

      Shop Matching Bottoms: Ready For My Close Up Textured Crop Top 

      Fits & Features

      • Off Shoulder, Ruffle Trim Neckline & Short Sleeves 
      • No-Slip Interior Strip 
      • Keyhole Opening & Tie Front At Center 
      • Crop Hemline 
      • Textured Knit Fabric 
      • Form Hugging Fit I Plenty Of Stretch 
      • Matching Bottoms Sold Separately 

      Style Number/Barcode: 06001-2643

      Category Name: Matching Sets

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Effortless Ease Twist Front Gauze Crop Top

      Not sure what to wear? This cute co-ord set just needs your personal touches and you'll be owning this look with effortless ease! Just make sure you add the matching bottoms to cart before you check out! 

      Shop Matching Bottoms: Effortless Ease Raw Hem Gauze Shorts

      Fits & Features

      • Collared 
      • Button Down Front
      • Short Sleeves
      • Crop Hemline I Decorative Twist Front Design 
      • Lightweight Gauze Cotton Fabric 
      • Boxy Silhouette I Minimal Stretch 
      • Matching Bottoms Sold Separately 

      Style Number/Barcode: 06003-0813

      Category Name: Matching Sets

      Price: $6.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • In My Element Convertible Crop Top

      Keep them guessing with how you wear this! Style it as a sexy tie halter top or a  crossover bandage halter top...there are versatile ways to create a cute look! Don't forget to pick up the matching bottom for a put-together 'fit! 

      Shop Matching Bottoms: In My Element Wide Leg Pants 

      Fits & Features

      • Strapless & Sleeveless 
      • Crop Hemline
      • Smooth Cotton Blend Fabric 
      • Minimal Stretch 
      • Can Be Worn Multiple Ways 
      • Matching Bottoms Sold Separately 

      Style Number/Barcode: 06003-0878

      Category Name: Matching Sets

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free