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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.

  • Met Your Match Smocked Mini Skirt

    Girl, we are SWOONIN' over your outfit! Charm them all in this look that's as sweet as you! 

    Shop Matching Top: Met Your Match Smocked Crop Top 

    Fits & Features

    • High Rise, Elastic Waistband
    • Smocking Throughout 
    • Ruffle Mini Length Hem 
    • Woven Fabric 
    • Curve Hugging Fit I Ample Stretch 
    • Matching Top Sold Separately 

    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small. 

    Style Number/Barcode: 06401-0211

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Met Your Match Smocked Crop Top

    Girl, we are SWOONIN' over your outfit! Charm them all in this look that's as sweet as you! 

    Shop Matching Skirt: Met Your Match Smocked Mini Skirt

    Fits & Features

    • Smocked Bodice 
    • Lettuce Trim Square Neckline & Cropped Hem  
    • Adjustable Drawstring At Center Front 
    • Roomy Long Sleeves
    • Elastic, Ruffle Cuffs 
    • Matching Skirt Sold Separately 

     

    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small. 

    Style Number/Barcode: 06003-0768

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzle Me Fringe Crop Top

    Okay babe, you sure know how to make an entrance! This head turning fringe crop top pairs perfectly with the matching mini skirt.

    Shop Matching Bottoms: Dazzle Me Mini Skirt

    Fit & Features

    • Rhinestone adorned adjustable spaghetti straps
    • Square neck and back
    • Rhinestone trim detailing along the front neckline
    • Exposed back zipper | Hook and eye closure
    • Cropped
    • Tiered fringe detailing
    • Knit fabric | Moderate stretch

    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0753

    Category Name: Matching Sets

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dazzle Me Mini Skirt

    Okay babe, you sure know how to make an entrance! This head turning mini skirt pairs perfectly with the matching crop top.

    Shop Matching Top: Dazzle Me Fringe Crop Top

    Fit & Features

    • High rise waist
    • Hidden back zipper closure
    • Short, curve hugging fit
    • Ponte knit fabric
    •  Moderate stretch

    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0240

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Getting My Way Coated Mini Skirt

    Get things to go your way when you step out in the perfect outfit! No one will be able to say no to you gurl. Don't forget to pick up the matching top though....it only works if u got the whole 'fit 

    Shop Matching Top: Getting My Way Coated Cropped Top

    Fit & Features

    • High waist fit
    • Elastic waist band | Stretch waist
    • Form fitting silhouette
    • Moderate stretch
    • Mini hemline
    • Smooth coated finish

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0184

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Florals Tie Front Top

    Keep it flirty in florals this season babe! Wrap yourself in this head-turning tie front top! Don't forget to add the matching skirt to complete your look!

    Shopping Matching Skirt: Flirty Florals Pencil Skirt 

    Fit & Features 

    • Tie Front Bodice
    • Long Sleeves
    • Floral Print
    • Brushed Knit Fabric
    • Relaxed Fit
    • 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: 06202-0053

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty Florals Pencil Skirt

    Keep it flirty in florals this season babe! Wrap yourself in this head-turning skirt! Don't forget to add the matching top to complete your look!

    Shop Matching Top: Flirty Florals Tie Front Top

    Fit & Features 

    • High Waist 
    • Floral Print
    • Brushed Knit Fabric 
    • Mini Skirt Length Knit Lining
    • Relaxed Fit 
    • 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: 06501-0155

    Category Name: Matching Sets

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Beautifully Beaded Rhinestone And Pearl Crop Briefs

    Shop Matching Top: Moment To Shine Crop Top

    Shine when the moment counts the most in these sparkling high waist briefs! They feature a high rise waist and a partial coverage bottom. Shine from any angle with the glitzy heat stones, multi-faceted gemstones and pearl accents throughout. Briefs are composed of a semi-sheer unlined mesh fabric that offers a relaxed fit with a moderate stretch. Be sure to pick up the matching top to complete your look!

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics and lingerie are considered final sale merchandise FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07108-0012

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make A Ponte Mini Skirt

    Strut right out in this curve-hugging skirt! No matter the season, it's an essential piece to all those looks you got in mind! 

    Shop Matching Top: Make A Ponte Fringe Crop Top

    Fits & Features 

    • High Rise, Elastic Waistband 
    • Back Zipper With Hook & Eye Closure 
    • Mini Length Silhouette 
    • Smooth Ponte Knit Fabric
    • Moderate Stretch 

    Model is 5'9" with 32" bust, 23" waist and 36" hips. She is wearing a size small.    

    Style Number/Barcode: 06501-0239

    Category Name: Matching Sets

    Price: $6.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Come Away With Me Puff Sleeve Linen Top

    Come away with me, to another place, where we can sip on mimosas and take pics in our cute linen sets!

    Fit & Features

    • Square neckline
    • Puff sleeves
    • Cropped neckline
    • Tassel fringe hemline
    • Composed of linen | Minimal stretch
    • Zipper closure center back
     Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 06003-0703

    Category Name: Matching Sets

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feelin' Boho Halter Open Back Knit Top

    Create a boho babe vibe in this sleeveless knit top with a plunging halter neckline, open back, and a trendy front crochet flyaway design. Style with the matching hot shorts for festival season!

    Shop Matching Bottoms: Feelin' Boho Scallop Hem Knit Hot Shorts

    Fit & Features

    • Sweater knit fabric
    • Sleeveless plunge halter neckline, tie-back straps
    • Open back, lower tie-back straps
    • Front crochet flyaway design
    • Mid-length hem, flowy fit
    • Runs true to size

    Style Number/Barcode: 06005-2256

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAUPE

    Available Size: M

    Product Badge:
    • Sale
  • Come Away With Me Cotton Skort

    Come away with me, to another place, where we can sip on mimosas and take pics in our cute cotton sets! The skort features a high-rise waist, a wrap front overlay, a tassel fringe trim, and a back zipper closure on cotton fabric with a knit lining. Complete the look with the matching crop top. 

    Shop Matching Top: Come Away With Me Cotton Crop Top

    Fit & Features

    • High-rise waist
    • Wrap front with tassel fringe
    • Skort-style design 
    • Back zipper closure
    • Cotton fabric, knit lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0210

    Category Name: Matching Sets

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make A Ponte Fringe Crop Top

    Strut right out in this stunning fringe crop! Don't forget to pick up the matching skirt for a full blow lewwwk!

    Shop Matching Skirt: Make A Ponte Mini Skirt

    Fits & Features 

    • Sweetheart neckline | Padded cups
    • Spaghetti straps
    • Cropped hemline
    • Dangling fringe detail
    • Zipper closure center back
    • Smooth Ponte Knit Fabric
    • Moderate Stretch 

    Model is 5'9" with 32" bust, 23" waist and 36" hips. She is wearing a size small.    

    Style Number/Barcode: 06003-0751

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Comfy Vibes Pullover

    Get all those comfy cozy vibes in this adorable pullover! Pair with the matching joggers for the perf set.

    Shop Matching Bottoms: Comfy Vibes Knit Joggers

    Fit & Features

    • Crew neckline with ribbed hem
    • Long sleeves with ribbed cuffs
    • Mid-length hem with front drawstring
    • Relaxed fit
    • Cotton blend fabric | Moderate stretch
     Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 06002-0441

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vacay Mode Tie Front Blouse

    A suitcase staple! The Vacay Mode blouse is perf for wearing with your denim shorts for a cute, laid back look. All you need is that refreshing marg 

    Shop Matching Bottoms: Vacay Mode Smocked Mini Skirt

    Fits & Features

    • Tie Front Closure 
    • Long Batwing Sleeves
    • Crop Hem I Elastic At Back
    • Woven Fabric
    • Tropical Palm Print

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0566

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Affair Textured Off Shoulder Crop Top

    YASSS  We've got heart eyes for this cute AF off-shoulder top! Don't forget to add to cart the matching skirt! 

    Shop Matching Skirt: Love Affair Textured Mini Skirt

    Fits & Features 

    • Ruffle-Trim Off Shoulder Neckline & Cuffs
    • Ties At Keyhole Opening 
    • Smocked Back 
    • Quarter Length Sleeves
    • Cropped Hem 
    • Woven Textured Fabric 
    • Plenty Of Stretch 

    Style Number/Barcode: 06001-2482

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love Affair Textured Mini Skirt

    YASSS  We've got heart eyes for this cute AF mini skirt! Don't forget to add to cart the matching crop top! 

    Shop Matching Top: Love Affair Textured Off Shoulder Crop Top

    Fits & Features

    • High Rise, Elastic Waistband 
    • Mini Length Silhouette
    • Smocked At The Back 
    • Woven Textured Fabric
    • Form Hugging Fit I Plenty Of Stretch
    • No Zipper 

    Style Number/Barcode: 06401-0212

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Beautifully Beaded Rhinestone And Pearl Crop Top

    Get a bold and beautifully beaded look with this embellished top, and don't forget to pick up the matching briefs! 

    Shop Matching Bottoms: Beautifully Beaded Rhinestone And Pearl Crop Briefs

    Fit & Features

    • Off the shoulder neckline | Long fitted sleeves
    • V neck and square back | No slip strip
    • Slight V neckline
    • Back zipper | Hook and eye closure
    • Cropped
    • Rhinestone and pearl embellishment
    • Knit fabric | Moderate stretch

    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.   

    Style Number/Barcode: 06001-2199

    Category Name: Matching Sets

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Comfy Vibes Knit Joggers

    Get all those comfy cozy vibes in these adorable joggers! Pair with the matching pullover for the perf set.

    Shop Matching Top: Comfy Vibes Pullover

    Fit & Features

    • High rise waist
    • Front drawstring
    • Slanted front pockets
    • Relaxed fitting pant legs | Jogger hem
    • Cotton blend fabric | Moderate stretch
     Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 06502-0327

    Category Name: Matching Sets

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feline Myself Satin Leopard Flare Midi Skirt

    Girl! We're all about this look and we know you'll be feeling it too. Don't forget to complete your 'fit and add the matching crop top to cart 

    Shop Matching Top: Feline Myself Satin Leopard Crop Top

    Fits & Features

    • High Rise Waist
    • Satin-Like Fabric | Leopard Print
    • Flares At Hem For Extra Flow 
    • Relax Fit 
    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0128

    Category Name: Matching Sets

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Babe Eyelet Lace Shorts

    Elevate your weekend looks with these chic eyelet lace shorts with a high-rise waist and dual front pockets. Style with the matching blazer and your fave heels.

    Shop Matching Blazer: Chic Babe Eyelet Lace Blazer

    Fit & Features

    • Floral eyelet lace fabric with woven lining, no stretch
    • High-rise waist, belt loops
    • Front button closure
    • Dual front pockets
    • Runs true to size

    Style Number/Barcode: 06403-000001

    Category Name: Matching Sets

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • It's A Date Crepe Crop Top

    Whether you are on a date with ur girls or celebrating a special night with bae, the cuutest 'fit option is obviously a matching set! Don't forget to pick up the matching skirt and u are ready to go babe!

    Shop Matching Skirt: It's A Date Crepe Mini Skirt

    Fit & Features

    • Cropped top
    • Spaghetti straps
    • Padded bust
    • Crepe | Moderate stretch
    • Bar cut out detailing

    Style Number/Barcode: 06003-0791

    Category Name: Matching Sets

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feline Myself Satin Leopard Crop Top

    Girl! We're all about this look and we know you'll be feeling it too. Don't forget to complete your 'fit and add the matching midi skirt to cart 

    Shop Matching Skirt: Feline Myself Satin Leopard Flare Midi Skirt

    Fits & Features

    • Spaghetti Strap 
    • Cowl Neckline 
    • Crop Hemline
    • Back Zipper And Hook And Eye Closure
    • Satin-Like Fabric | Leopard Print 
    • Fitted
    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small. 

    Style Number/Barcode: 06003-0532

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Comfy Vibes Pullover

    Get all those comfy cozy vibes in this adorable pullover! Pair with the matching joggers for the perf set.

    Shop Matching Bottoms: Comfy Vibes Knit Joggers

    Fit & Features

    • Crew neckline with ribbed hem
    • Long sleeves with ribbed cuffs
    • Mid-length hem with front drawstring
    • Relaxed fit
    • Cotton blend fabric | Moderate stretch
     Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 06002-0411

    Category Name: Matching Sets

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free