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.

  • Trendy Match Sleeveless Denim Crop Top

    You and this denim crop top will be a trendy match! This denim top features a flattering square neckline, spaghetti straps, and a fitted crop hem that flaunts your figure. Complete the look with the matching skirt.

    Shop Matching Bottoms: Trendy Match High Rise Slit Denim Maxi Skirt

    Fit & Features

    • Dark wash denim fabric, slight stretch
    • Square neckline
    • Spaghetti straps
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2498

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Studded And Snatched Denim Crop Top

    Western goes rockstar in this denim halter top. The zip-up front and studded trim bring all the attitude—pair it with the matching denim jeans for max impact.  

    Shop The Matching Jeans: Studded and Snatched Straight Leg Denim Jeans

    Fit & Features

    • Denim fabric, vintage-inspired color fading, slight stretch
    • Halter V-neckline, studded trim, elasticized strap
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-000105

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK, DENIM

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Festive Fun High-Rise Striped Palazzo Pants

    Weekend activities just got a little cuter in these striped palazzo pants perfect for vacations or going to a summer fair! The high-rise elasticized waistband and pleating create a comfortable and flattering fit, while the wide-leg flowy silhouette and striped print bring a stylish touch. Complete the look with the matching top

    Shop The Matching Top: Festive Fun Strapless Striped Bandeau Crop Top

    Fit & Features

    • Striped print, woven fabric
    • High-rise elasticized waistband with pleating
    • Wide-leg flowy silhouette
    • Runs true to size

    Style Number/Barcode: 06402-1424

    Category Name: Matching Sets

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Festive Fun Strapless Striped Bandeau Crop Top

    Weekend activities just got a little cuter in this striped bandeau crop top perfect for vacations or going to a summer fair! The strapless sweetheart neckline and tie front bust create a comfortable and flattering fit, while the ultra-cropped hem and striped print bring a stylish touch. Complete the look with the matching bottoms.

    Shop The Matching Bottoms: Festive Fun High-Rise Striped Palazzo Pants

    Fit & Features

    • Striped print, woven lined fabric
    • Strapless sweetheart neckline
    • Stretchy smocked back
    • Tie front bust design
    • Padded bra cups
    • Ultra-cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2561

    Category Name: Matching Sets

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophisticated Posh Zip Up Tweed Plaid Shacket

    A tweed plaid shacket perfect for adding a touch of sophistication and posh for afternoon tea or a dressy brunch! This chic jacket features long button cuff sleeves so you can style the sleeves and a flattering collar neckline. The zip-up closure and flap pockets add practicality to the statement tweed plaid woven fabric. Complete the look with the matching bottoms and a cute mini purse!

    Shop Matching Bottoms: Sophisticated Posh Zip Up Tweed Plaid Skort

    Fit & Features

    • Tweed plaid woven fabric
    • Flap pockets
    • Front zip-up
    • Buttoned cuffs
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-1699

    Category Name: Matching Sets

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Two Cute Lace-Up Floral Crop Top

    Look darling in this floral crop top all summer long! The ultra-stretchy brushed knit fabric showcases an adorable dainty floral print for the prettiest vibe. The short puff sleeves and square neckline add a touch of femininity, while the open lace-up back adds a hint of allure. The cropped hem is perfect for showing off your figure. Complete the look with the matching mini skirt.

    Shop Matching Bottoms: Two Cute High Rise Floral Mini Skirt

    Fit & Features

    • Floral print
    • Stretchy brushed knit fabric
    • Short puff sleeves with elastic cinched hems
    • Square neckline
    • Open lace-up back
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5280

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance For Two Sleeveless Crop Top

    You'll be sure to fall in love with this crop top for a dreamy summer wardrobe! With its square neckline, adjustable spaghetti straps, and crop hem, you'll feel effortlessly elegant. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Romance For Two High Rise Slit Maxi Skirt

    Fit & Features

    • Gauze woven fabric, partially woven lining
    • Adjustable spaghetti straps
    • Square neckline
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2420

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid About You Vest Top

    A little preppy, a little flirty—this plaid vest top does both. Perfect for dressing up or keeping it casual, it’s your go-to for effortless styling.

    Shop Matching Bottoms: Plaid About You Mini Skort

    Fit & Features

    • Woven fabric with knit lining, moderate stretch
    • Plaid print
    • Sleeveless scoop neckline
    • Tank shoulder straps
    • Button-down front
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06202-000048

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Set For Compliments High-Rise Bandage Mini Skirt

    You'll be set to receive compliments in this high-rise mini skirt! Perfect for vacation or a chic night out, this skirt features a flattering high-rise waist and bodycon silhouette on bandage knit fabric designed to fit like a glove. Complete the look with the matching top.

    Shop The Matching Top: Set For Compliments Sleeveless Bandage Crop Top

    Fit & Features

    • Bandage knit fabric, moderate stretch
    • High-rise waist
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1003

    Category Name: Matching Sets

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Queen Tropical Floral Mesh Maxi Skirt

    Slay your next vacay in this gorg tropical floral mesh maxi skirt with a mini-length lining and a high-cut side slit. Style with the matching crop top for a sultry vibe!

    Shop Matching Top: Vacay Queen Tropical Floral Mesh Tie-Front Top

    Fit & Features

    • Sheer mesh fabric with mini-length knit lining, high stretch
    • Large tropical floral print
    • Mid-rise waist
    • Hip-hugging fit
    • High side slit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000030

    Category Name: Matching Sets

    Price: $34.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Golden Hour Tie-Front Linen Vest

    Perfect for every day, you'll love the minimal vibes of this linen vest! The sleeveless lapel collar and tie-front closure add a modern aesthetic to any outfit, while the cropped hem finishes the chic look. Style with the matching pants.

    Shop Matching Bottoms: Golden Hour High-Rise Cargo Wide-Leg Linen Pants

    Fit & Features

    • Linen blend fabric, no stretch
    • Lapel collar neckline
    • Tie-front closure
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-1724

    Category Name: Matching Sets

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Fun V-Neck Tie Striped Knit Crop Top

    Give your vacay style a dynamic upgrade in this flirty knit crop top perfect for a getaway or weekend fun! The top boasts a sultry V-neckline, dual tie-back design, and an ultra-cropped hem on pointelle knit fabric showcasing a trendy striped pattern. Complete the look with the matching skirt.

    Shop Matching Skirt: Flirty Fun High Rise Striped Knit Midi Skirt

    Fit & Features

    • Pointelle knit fabric, striped pattern
    • V-Neck
    • Dual tie-back design
    • Ultra-cropped length hem
    • Runs true to size

    Style Number/Barcode: 06005-1970

    Category Name: Matching Sets

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid About You Mini Skort

    A little preppy, a little flirty—this plaid mini skort does both. Perfect for dressing up or keeping it casual, it’s your go-to for effortless styling.

    Shop Matching Top: Plaid About You Vest Top

    Fit & Features

    • Woven fabric, moderate stretch
    • Plaid print
    • Mid-rise waist, mini bow detail
    • Side zipper with hook-eye closure
    • Mini-length overlay, fitted silhouette
    • Hidden knit fitted shorts
    • Runs true to size

    Style Number/Barcode: 06503-000128

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Island Sun Tropical Tie Front Crop Top

    The perfect tropical crop top to enjoy the island sun on vacation! Featuring a V-neckline, adjustable spaghetti straps, and a trendy tie-front design, this top is perfect for warm weather while the cropped hem and tropical print add a touch of flirty fun! Complete the look with the matching bottoms.

    Shop Matching Bottoms: Island Sun Tropical High Rise Palazzo Pants

    Fit & Features

    • Tropical print, knit fabric
    • Adjustable spaghetti straps
    • V-neckline
    • Tie front design
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5160

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Flirt Flutter-Sleeve Ditsy Floral Tie-Front Top

    Sweet and flirty, this flutter-sleeve floral tie-front top will capture the soft girl trend! The lightweight knit fabric is detailed with an adorable ditsy floral print for the cutest vibes. The top features a V-neckline with a tie-front design, short flutter sleeves for a feminine touch, and a cropped hem with a relaxed fit. Style with the matching mini skirt for a day date!

    Shop Matching Bottoms: Sweet Flirt High Waist Ditsy Floral Ruched Mini Skirt

    Fit & Features

    • Ditsy floral printed knit fabric, moderate stretch
    • V-neckline with tie-front design
    • Short flutter sleeves
    • Cropped hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06202-0464

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let It Shine Sequin Sleeveless Crop Top

    Let your sparkling personality shine in this sequin sleeveless crop top boasting a sleeveless square neckline, adjustable spaghetti straps, and a cropped hem with a form-hugging fit. Perfect for celebrations, complete the look with the matching midi skirt.

    Shop Matching Bottoms: Let It Shine Sequin High Slit Midi Skirt

    Fit & Features

    • Sequin embellished pattern, sheer mesh fabric, sewn-in knit lining
    • Square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Cropped length
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-2463

    Category Name: Matching Sets

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Golden Hour High-Rise Cargo Wide-Leg Linen Pants

    Stroll in these linen wide-leg pants during golden hour on vacation or a weekend by the beach! Designed with a high-rise elasticized waistband and linen fabric, these pants are perfect for all-day wear along with convenient cargo flap pockets and a wide-leg silhouette, you'll feel effortlessly chic and ready for anything. Complete the look with the matching vest and sandals.

    Shop Matching Vest: Golden Hour Tie-Front Linen Vest

    Fit & Features

    • Linen fabric lined with stretchy knit
    • High-rise elasticized waistband
    • Cargo flap pockets
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06302-0810

    Category Name: Matching Sets

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Easily Beloved High-Rise Floral Tapestry Mini Skirt

    Your aesthetic will be beloved in this floral tapestry mini skirt! This skirt features a high-rise waist and a form-hugging fit that flatters your curves. The mini-length hem adds a flirty touch to the floral tapestry woven embroidered fabric. Complete the look with the matching top.

    Shop Matching Top: Easily Beloved Satin Lace-Up Floral Corset Top

    Fit & Features

    • Floral tapestry woven fabric, stretchy knit lining
    • High-rise waist
    • Form-hugging
    • Back zipper and hook-eye closure
    • Runs true to size

    Style Number/Barcode: 06401-0677

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Day Dream High-Rise Wide Leg Pants

    Look like a tropical day dream in these high-rise pants while on vacation! The elasticized waistband ensures a comfortable fit, while the wide-leg silhouette and vibrant tropical print add a touch of paradise to your outfit. Complete the look with the matching top and skirt.

    Shop Matching Top: Tropical Day Dream Tie-Front Crop Top
    Shop Matching Skirt: Tropical Day Dream High-Rise Wrap Mini Skirt

    Fit & Features

    • Tropical print, stretchy knit fabric
    • High-rise elasticized waistband
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2469

    Category Name: Matching Sets

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Treasure Linen Wide-Leg Pants

    Everyone will be asking where you found these trendy linen wide-leg pants! You'll love the high-rise waist offering a flattering fit, while the wide-leg silhouette gives off that effortlessly chic vibe. The waist is accented with pleating, dual front pockets, and a back zipper closure for a secure fit. Complete the look with the matching corset top!

    Shop Matching Top: Trendy Treasure Strapless Linen Corset Top

    Fit & Features

    • Linen-blend woven fabric, stretchy knit lining
    • High waist
    • Wide-leg silhouette
    • Pleating, back zipper and hook-eye closure
    • Dual front pockets
    • Back zipper
    • Runs true to size

    Style Number/Barcode: 06302-0814

    Category Name: Matching Sets

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blooming Allure Floral Mesh High-Slit Maxi Skirt

    Giving goddess vibes with a flirty twist. This floral mesh maxi skirt brings all the drama with its flowy fit and daring high-cut side slit.

    Shop Matching Top: Blooming Allure Floral Mesh Cutout Tube Top

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Large floral print
    • High-rise fitted waist
    • High-cut side slit
    • Maxi-length hem, flowy silhouette
    • Flowy silhouette
    • Runs true to size

    Style Number/Barcode: 06501-000066

    Category Name: Matching Sets

    Price: $36.90

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Let It Shine Sequin High Slit Midi Skirt

    Let your sparkling personality shine in this sequin high slit midi skirt boasting a high-rise waist, a high-cut side slit to showcase some skin, and a bodycon silhouette. Perfect for celebrations, complete the look with the matching crop top.

    Shop Matching Top: Let It Shine Sequin Sleeveless Crop Top

    Fit & Features

    • Sequin embellished pattern, sheer mesh fabric, knit lining
    • High waist
    • Back zipper hook-eye closure
    • High side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06401-0660

    Category Name: Matching Sets

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Light Sleeveless Linen Corset Top

    Keep it light and effortless in this linen corset top for a day spent under the sun! With a sleeveless V-wired neckline and tank straps, this top offers a flattering fit. The cropped hem flaunt your figure, while the linen fabric elevates the look. Style with the matching bottoms.

    Shop Matching Bottoms: Keep It Light High Rise Linen Palazzo Pants

    Fit & Features

    • Linen woven fabric, no stretch
    • Tank straps
    • Cropped hem
    • Multiple back hook and eye fasteners
    • Runs true to size

    Style Number/Barcode: 06003-2359

    Category Name: Matching Sets

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glittery Vibes Ruched Spaghetti Strap Crop Top

    Bring on the glittery vibes for your next girl's night in this ruched crop top! Designed with a glitzy glitter knit fabric, this crop top is glam perfection. It features a sleeveless scoop neckline with ruching for an alluring detail, built-in padded cups so you don't need to wear a bra, spaghetti straps, and an ultra-cropped hem with a form-hugging fit for a sultry slay. Complete your going-out look with the matching maxi skirt and clear heels!

    Shop Matching Bottoms: Glittery Vibes High Slit Maxi Skirt

    Fit & Features

    • Textured glitter knit fabric, front lining
    • Plenty of stretch
    • Sleeveless scoop neckline with ruching
    • Padded bust
    • Spaghetti straps
    • Ultra-cropped hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5023

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale