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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.

  • So Darling Ditsy Floral Puff Sleeve Crop Top

    Create a sweet look that is oh-so-darling with this disty floral printed crop top! It features a sweetheart neckline with a twist-front design at the bust, short puff sleeves with ruffled trims, tie-back straps, and a fitted, cropped hem. The lightweight woven fabric features an adorable dainty ditsy floral print pattern. Style with the matching flowy shorts for the perfect brunch outfit.

    Shop Matching Bottoms: So Darling Ditsy Floral Flowy Shorts

    Fit & Features

    • Sweetheart neckline, twist-front design at the bust
    • Short puff sleeves, elasticized hems, ruffled trims
    • Tie-back straps
    • Fitted, cropped hem
    • Ditsy floral print
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1797

    Category Name: Matching Sets

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Island Muse Tropical Floral Tie-Front Top

    Serving island goddess energy with every step. This mesh tie-front top brings the vacay vibes with tropical floral drama and an ultra-cropped fit that moves with you from golden hour to after-party. Style with the matching maxi skirt for a look that slays.

    Shop Matching Bottoms: Island Muse Tropical Floral Maxi Skirt

    Fit & Features

    • Sheer mesh fabric, high stretch
    • Tropical floral print
    • V-neckline
    • Tie-front design
    • Long bishop sleeves
    • Fitted ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06202-000036

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M

    Product Badge:
    • Sale
  • Everyday Basic Seamless Mock Neck Halter Top

    This everyday basic seamless ribbed knit crop top needs to be in your lineup! It features a sleeveless mock neckline with a halter design, a partially open back, and a fitted, banded, cropped hem. The lightweight knit fabric offers plenty of stretch for comfortable wear. Style with sculpting biker shorts.

    Fit & Features

    • Sleeveless mock neckline
    • Halter design
    • Partially open back
    • Fitted, banded, cropped hem
    • Seamless ribbed knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 07107-0919

    Category Name: Matching Sets

    Price: $4.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Girl High Rise Flare Pants

    Unleash your inner bohemian girl in these flare pants at festivals and concerts this season! Featuring a flattering high-rise waist, hip-hugging fit, and a flared hem. The pants are designed with a boho-inspired print on brushed stretchy knit fabric. Complete the look with the matching top.

    Shop Matching Top: Bohemian Girl Halter Tie Crop Top

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Flared hem
    • Boho print
    • Brushed stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2338

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Girl Halter Tie Crop Top

    Unleash your inner bohemian girl in this halter crop top at festivals and concerts this season! Featuring a sleeveless plunge halter V-neckline, dual front ties with a cutout accent, an open back, and a fitted crop hem. The top is designed with a boho-inspired multi-print on brushed stretchy knit fabric. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Bohemian Girl High Rise Flare Pants

    Fit & Features

    • Sleeveless plunge halter V-neckline
    • Dual front ties, cutout accent
    • Open back
    • Fitted crop hem
    • Boho multi-print
    • Brushed knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 06001-4874

    Category Name: Matching Sets

    Price: $4.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Level Up Active Biker Shorts

    It's time to level up your on-the-go look with these trendy active biker shorts. They feature a high-rise waist with a smoothing design for the tummy, a mid-thigh length hem, and an all-over curve-hugging fit for a sculpted look. The nylon-knit fabric offers plenty of stretch. Style with an active top and sneakers to head to the gym or for a coffee run!

    Fit & Features

    • High-rise waist
    • Smoothing tummy design
    • Mid-thigh length hem
    • Curve-hugging fit, sculpted look
    • Stretchy nylon-knit fabric
    • Runs true to size

    Style Number/Barcode: 07103-0976

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bohemian Babe Knit Cutout Tube Top

    Channel a boho babe vibe in this sweater knit tube top featuring a strapless straight neckline, dual bust cutouts with a beaded trim, and a front slit accent. Style with the matching mini skirt for a chic and seamless look!

    Shop Matching Bottoms: Bohemian Babe Knit High-Rise Mini Skirt

    Fit & Features

    • Sweater knit fabric, ribbed hems, high stretch
    • Strapless straight-across neckline
    • Dual bust cutouts, beaded trim
    • Front slit design
    • Fitted silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000031

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Take On The Day Zip-Front Active Top

    Take on the day with this trendy zip-front active top that is perfect for elevating your gym look or styling for your busy schedule! It features a sleeveless mock neckline, a complete zip-front design to create a V-neckline, dual asymmetric waist cutouts on each side, and a fitted, cropped, elastic banded hem. The smooth nylon-knit fabric offers plenty of stretch. Complete the look with high-rise biker shorts.

    Fit & Features

    • Sleeveless mock neckline
    • Complete zip-front, V-neckline
    • Dual asymmetric waist cutouts
    • Fitted, cropped, elastic banded hem
    • Smooth nylon-knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 07103-0974

    Category Name: Matching Sets

    Price: $2.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let's Get Together Tie-Front Crop Top

    You and this crop top must get together soon! Start prepping for brunch under the sun in this sleeveless top featuring a sweetheart neckline, a tie-front design, spaghetti straps, a smocked back panel, and a fitted, cropped hem. Complete the look with the matching maxi skirt!

    Shop Matching Bottoms: Let's Get Together Tiered Maxi Skirt

    • Sleeveless sweetheart neckline
    • Tie-front design
    • Spaghetti straps
    • Smocked stretchy back panel
    • Fitted, cropped hem
    • Gauze fabric
    • Runs true to size

    Style Number/Barcode: 06003-1814

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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 elasticized waist, a tiered design, and a flowy silhouette. Complete the look with the matching top.

    Shop Matching Tops: Let's Get Together Twist Crop TopLet's Get Together Tie-Front Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Tiered design
    • Flowy silhouette
    • Pull-on and off styling
    • Gauze woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0123

    Category Name: Matching Sets

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Smooth Silhouette Long Sleeve Bolero

    Refresh your staple pieces with this smooth knit bolero for a sleek silhouette! It features fitted long sleeves, an open front design, and an ultra-cropped hem. The double-lined stretchy knit fabric offers a seamless design and has an ultra-buttery feel. Style with the matching tank top for a complete look!

    Shop Matching Top: Smooth Silhouette Square Neck Tank Top

    Fit & Features

    • Fitted long sleeves
    • Open front design
    • Ultra-cropped hem
    • Double-lined, butterfly soft knit fabric
    • Seamless design
    • Runs true to size

    Style Number/Barcode: 06202-0397

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Silhouette Square Neck Tank Top

    Refresh your staple pieces with this smooth tank top for a sleek silhouette! It features a sleeveless square neckline, bungee spaghetti straps, a low-back design, and a fitted crop hem. The double-lined stretchy knit fabric offers a seamless design and has an ultra-buttery feel. Style with the matching bolero for a complete look!

    Shop Matching Bolero: Smooth Silhouette Long Sleeve Bolero

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Low-back design
    • Fitted crop hem
    • Double-lined, butterfly soft knit fabric
    • Seamless design
    • Runs true to size

    Style Number/Barcode: 06002-1581

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Island Muse Tropical Floral Maxi Skirt

    Serving island goddess energy with every step. This mesh maxi skirt brings the vacay vibes with tropical floral drama and a form-hugging fit that moves with you from golden hour to after-party. Style with the matching tie-front top for a look that slays.

    Shop Matching Top: Island Muse Tropical Floral Tie-Front Top

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Tropical floral print
    • High-rise waist
    • Maxi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-000055

    Category Name: Matching Sets

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Beachside Beauty Smocked Bra Top

    This adorable bra top is a must-have for a beachside vacay. It features a sleeveless sweetheart neckline, adjustable spaghetti straps for a customized fit, an all-over-smocked design, and a fitted cropped hem. Style with the matching button-down top and distressed denim shorts for a casual summer vibe.

    Shop Matching Top: Beachside Beauty Button-Down Top

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • All-over stretchy smocked design
    • Fitted cropped hem
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 06003-2120

    Category Name: Matching Sets

    Price: $3.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beachside Beauty Button-Down Top

    This adorable button-down top is a must-have for a beachside vacay. It features a collared neckline, long sleeves with buttons to cuff, a complete button-down front, and a relaxed fit. Style with the matching bra top and distressed denim shorts for a casual summer vibe.

    Shop Matching Top: Beachside Beauty Smocked Bra Top

    Fit & Features

    • Collared neckline
    • Long sleeves, single buttons to cuff
    • Button-down front
    • Relaxed fit
    • Smooth woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2121

    Category Name: Matching Sets

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hot Summer Nights Rhinestone Crop Top

    Bring the heat to your fab summer night out looks with this rhinestone crop top. It features a sleeveless square neckline, adjustable spaghetti straps, all-over sparkling rhinestone embellishments, and a fitted cropped hem. The knit fabric offers a moderate stretch. Style with the matching mini skirt and a pair of platform heels for a gorgeous and glam vibe.

    Shop Matching Bottoms: Hot Summer Nights Rhinestone Mini Skirt

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper, hook and eye closure
    • All-over rhinestone embellishments
    • Fitted cropped hem
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4824

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot Summer Nights Rhinestone Mini Skirt

    Bring the heat to your fab summer night out looks with this rhinestone mini skirt. It features a high-rise waist, all-over sparkling rhinestone embellishments, and a mini-length hem with a curve-hugging fit. The knit fabric offers a moderate stretch. Style with the matching crop top and a pair of platform heels for a gorgeous and glam vibe.

    Shop Matching Top: Hot Summer Nights Rhinestone Crop Top

    Fit & Features

    • High-rise waist
    • All-over rhinestone embellishments
    • Mini-length hem
    • Curve-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0828

    Category Name: Matching Sets

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tequila Diet Baseball Cap

    Create the cutest casual summer looks with this fun baseball cap that is perfect for block parties or happy hour! It features a traditional baseball cap design with an embroidered script that reads, "Tequila Diet." Style with the matching tank top and biker shorts.

    Shop Matching: Keep It Casual Seamless Halter Tank TopStylish And Seamless High-Rise Biker Shorts

    Fit & Features

    • Traditional baseball cap design
    • Embroidered script that reads, "Tequila Diet"
    • Adjustable pull tab with metal clip closure

    Style Number/Barcode: 07302-1450

    Category Name: Matching Sets

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • It's The Tequila Talking Baseball Cap

    Bring the trendy vibes to happy hour or summer BBQs with this fun baseball cap! It features a traditional baseball cap design with an embroidered script that reads, "It's The Tequila Talking." Style with the matching tank bra and leggings.

    Shop Matching: Sporty Style Racerback Tank BraSporty Vibe Seamless High-Rise Leggings

    Fit & Features

    • Traditional baseball cap design
    • Embroidered script that reads, "It's The Tequila Talking"
    • Adjustable pull tab with metal clip closure

    Style Number/Barcode: 07302-1449

    Category Name: Matching Sets

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Me And The Rhythm Satin Chain Skort

    Dance to the rhythm of the beat in this satin mini skort featuring a high-rise waist, faux wrap front with chain detail, a form-hugging fit, and a short-length hem. Complete the look with the matching top.

    Shop Matching Top: Me And The Rhythm Satin Bandeau Top

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Faux wrap front, chain detail
    • Form-hugging fit
    • Short-length hem
    • Smooth satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0269

    Category Name: Matching Sets

    Price: $3.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Me And The Rhythm Satin Bandeau Top

    Dance to the rhythm of the beat in this satin mini skort featuring a high-rise waist, faux wrap front with chain detail, a form-hugging fit, and a short-length hem. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Me And The Rhythm Satin Chain Skort

    Fit & Features

    • Sleeveless chain strap halter neckline
    • Ultra cropped hem
    • Smooth satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2127

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Silhouette Slit Midi Skirt

    Create the perfect basics closet by adding this smooth knit midi skirt to your lineup! It features a sleek and flattering high-rise waist, a bodycon fit, and a sultry side high slit along the midi-length hem. The double-lined stretchy knit fabric offers a seamless design and has an ultra-butterfly feel. Style with the matching top for a complete look!

    Shop Matching Top: Smooth Silhouette Crop Tube Top

    Fit & Features

    • High-rise waist
    • Bodycon fit
    • High side slit
    • Midi-length hem
    • Double-lined, butterfly soft knit fabric
    • Seamless design
    • Runs true to size

    Style Number/Barcode: 06501-0849

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Smooth Silhouette Bodycon Mini Skirt

    This smooth mini skirt is designed to flatter and elevate every look! It features a high-rise waist, bodycon silhouette, and a sleek mini-length hem. The double-lined stretchy knit fabric offers a seamless design and has an ultra-buttery feel. Style with the matching top for a chic look! 

    Shop Matching Top: Smooth Silhouette Crop Tube Top

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Mini-length hem
    • Double-lined, buttery knit fabric
    • Seamless design
    • Runs true to size

    Style Number/Barcode: 06501-0847

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fierce Feline Latex Lace-Up Crop Top

    Serving fierce feline vibes—this crop top is your after-dark showstopper. With a lace-up front and curve-hugging latex, it’s giving bold, playful, and purrfect for Halloween.

    Shop Matching Bottoms: Fierce Feline Latex Mini Skater Skirt

    Fit & Features

    • Latex fabric, high stretch
    • Sleeveless scoop neckline
    • Adjustable tank shoulder straps
    • Lace-up front
    • Fitted ultra-cropped hem
    • Runs true to size

     

    How To Style For Spooky Season:

    Style it with fuzzy cat ears or rhinestone cat ears, and finish with chunky boots for a look that’s dangerously cute.

    Style Number/Barcode: 06001-000157

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale