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Matching Sets That Serve Style in Every Summer Scene

From rooftop brunches to beach vacations, Windsor’s matching sets deliver effortless coordination and head-turning style. Whether you’re dressing for a getaway, party night, or 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 cool. Breezy cotton, ribbed knits, and lightweight linen blends keep things comfortable and put-together. Style with flat sandals and gold jewelry for casual glam that moves with you.

Night-Out Energy & Elevated Looks

Dial it up with sleek two-piece matching sets combined with a blazer combo, or curve-hugging silhouettes. Faux leather finishes, halter details, and tie-front designs bring the heat—just add strappy heels 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 swap in a fitted bodysuit for your skirt. Finish with a cropped jacket or airy duster for extra dimension.

Explore Windsor’s full collection of matching sets online, in-app, or in-store to level up your summer 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.

  • She's The Main Rib Knit Slouchy Bolero

    Flaunt your look with ease and chicness layering this bolero sweater this season! The bolero features slouchy long sleeves, an open front design, and an ultra-cropped hem on soft and stretchy rib knit fabric. Style with the matching dress and heels for weekend plans!

    Shop Matching Dress: She's The Main Rib Knit Strapless Midi Dress

    Fit & Features

    • Slouchy long sleeves
    • Open front design
    • Ultra-cropped hem
    • Soft and stretchy
    • Rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06202-0496

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Side Leopard Wide-Leg Pants

    Serving up fierce with a side of flirty, these high-rise pants are pure attitude. The wide-leg fit brings the drama while the fit keeps it effortlessly cool for nights out or rooftop hangs.

    Shop The Matching Top: Wild Side Leopard Halter Crop Top

    Fit & Features

    • Soft stretch knit fabric with leopard print, knit lining
    • High-rise elasticized waistband
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-000047

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Flirty Match High-Rise Palazzo Pants

    Flirt up your style in these palazzo pants on vacation or weekend fun! The high-rise waist and wide-leg silhouette provide a flattering fit, while the flowy design adds a touch of playful charm. Complete the look with the matching top.

    Shop Matching Top: Flirty Match Short Sleeve Tie-Front Top

    Fit & Features

    • Woven fabric, no stretch
    • High-rise elasticized waist
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06402-1396

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Cutie Crochet Wide-Leg Pants

    Show off the cutest boho vibe in these breezy crochet wide-leg pants! Designed with an airy sheer crochet knit fabric, these pants are perfect for summer days spent by the coast. They feature a high waist, a hip-hugging fit, and a wide-leg silhouette for that effortlessly chic vibe. Complete your look with the matching crop top and a pair of strappy sandals!

    Shop Matching Top: Boho Cutie Bell Sleeve Crochet Crop Top

    Fit & Features

    • Sheer crochet knit fabric, moderate stretch
    • High-rise elastic banded waist
    • Hip-hugging fit
    • Wide-leg silhouette
    • Panty lining not included
    • Runs true to size

    Style Number/Barcode: 06502-2488

    Category Name: Matching Sets

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Ready Tropical Knit Wide-Leg Pants

    These alluring tropical wide-leg pants will have you ready for a dreamy vacay! The stretchy knit fabric features a bold abstract tropical print pattern to catch all the glances on your getaway. The pants are shaped with a high-rise elasticized waistband for comfortable wear and a relaxed wide-leg silhouette for a trendy look. Style with the matching crop top and hoop earrings.

    Shop Matching Top: Vacay Ready Tropical Knit Halter Crop Top

    Fit & Features

    • Abstract tropical print
    • Stretchy knit
    • High elasticized waist
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2481

    Category Name: Matching Sets

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Serve Floral High Slit Maxi Skirt

    Serving soft with a wink. This floral mesh maxi skirt brings the flirt with a high-cut side slit and form-hugging silhouette that keeps things just bold enough. Perfect for date nights or casual slays.

    Shop Matching Top: Soft Serve Floral Ruffle Tie-Front Top

    Fit & Features

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

    Style Number/Barcode: 06501-000056

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Prettiest Vibe High Waist Floral Woven Skort

    Give off the prettiest vibe in this floral woven mini skort perfect for the season. Designed with a lightweight woven fabric, it features a subtle rose print pattern for a sweet feminine flair. The skort is shaped with a high-rise waist, a mini-length overlay with hidden stretchy knit shorts, a short side slit for a chic detail, and a slim-fit silhouette. Style with the matching crop top for a cute brunch look!

    Shop Matching Top: Prettiest Vibe Puff Sleeve Floral Woven Crop Top

    Fit & Features

    • Floral print
    • Non-stretch woven fabric
    • High waist
    • Mini-length overlay, hidden stretchy knit shorts
    • Back zipper with hook and eye closure, side slit
    • Slim-fit
    • Runs true to size

    Style Number/Barcode: 06303-0255

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Ready Tropical Knit Halter Crop Top

    This alluring tropical halter crop top will have you ready for a dreamy vacay! The lined stretchy knit fabric features a bold abstract tropical print pattern to catch all the glances on your getaway. The crop top is shaped with a sleeveless halter neckline with a sultry V-shaped cutout, tie-back halter straps, ruched side seams to accentuate your curves, and a form-hugging fit for a snatched look. Style with the matching wide-leg pants and hoop earrings.

    Shop Matching Bottoms: Vacay Ready Tropical Knit Wide-Leg Pants

    Fit & Features

    • Abstract tropical print
    • Stretchy lined knit
    • Halter neckline, V-shaped cutout
    • Tie-back spaghetti straps
    • Ruched side seams
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5210

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Perfection Ruffled Floral Chiffon Maxi Skirt

    Be gorgeous and perfect all season in this floral chiffon maxi skirt at formal soirees! Made with floral and leaf print chiffon fabric, this skirt is a must-have for any fashion-forward girlie. Its high-rise waist and tiered ruffled silhouette create a flattering fit, while the maxi-length hem adds a chic touch. Complete the look with the matching top.

    Shop The Matching Top: Gorgeous Perfection Halter Floral Chiffon Crop Top

    Fit & Features

    • Floral and leaf print, chiffon fabric lined with stretchy knit
    • High-rise waist
    • Back zipper and hook-eye closure
    • Tiered ruffled maxi silhouette
    • Runs true to size

    Style Number/Barcode: 06401-0685

    Category Name: Matching Sets

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Mood Crochet Cropped Sweater

    This cropped sweater is designed with a breezy open crochet knit fabric, creating a bold sheer look perf for weekend getaways. It features a wide boat neckline and long bell sleeves to give off those effortlessly chic vibes. Style with the matching maxi skirt.

    Shop Matching Bottoms: Weekend Mood Crochet Maxi Skirt

    Fit & Features

    • Open crochet knit fabric, minimal stretch
    • Boat neckline
    • Long bell sleeves
    • Cropped hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-2113

    Category Name: Matching Sets

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Downtown Meetings Pinstripe Linen Vest

    The perfect pinstripe linen vest for your meetings downtown - whether it's for business or pleasure! Featuring a sleeveless V-neckline and button front closures, this vest exudes chic while the faux pockets and curved crop hem add a touch of modern flair. Complete the look with the matching skort.

    Shop The Matching Skort: Downtown Meetings Pinstripe Linen Skort

    Fit & Features

    • Pinstripe print, linen blend fabric lined with knit
    • V-Neckline
    • Button front closures
    • Faux pockets
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06204-1739

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daily Vibe Cross Belted Denim Mini Skirt

    For a cute look that's always a vibe, this denim mini skirt elevates your cool status! Featuring a figure-flattering V-cut high-rise waist with a cross-belted design, and a bodycon fit that flaunts your curves along the mini-length hem. Complete the look with the matching top.

    Shop Matching Top: Daily Vibe Strapless Belted Denim Crop Top

    Fit & Features

    • Denim fabric, moderate stretch
    • V-Cut high-rise waist
    • Cross belted design
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06601-0200

    Category Name: Matching Sets

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Match High Rise Slit Denim Maxi Skirt

    You and this denim maxi skirt will be a trendy match! This denim skirt features a flattering high-rise waist and form-hugging fit, while the high front slit adds a touch of boldness to the maxi-length hem. Complete the look with the matching top.

    Shop Matching Top: Trendy Match Sleeveless Denim Crop Top

    Fit & Features

    • Dark wash denim fabric, slight stretch
    • High-rise waist
    • Back zipper and hook-eye closure
    • High front slit design
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06601-0207

    Category Name: Matching Sets

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sophisticated Posh Zip Up Tweed Plaid Skort

    A tweed plaid skort is perfect for adding a touch of sophistication and posh for afternoon tea or a dressy brunch! The high-rise waist has side pockets for keeping your hands warm and a-line silhouette create a flattering fit, while the pleated skirt overlay adds a touch of playfulness. Crafted from tweed plaid woven fabric, this skort exudes posh style and with shorts lining, you'll stay comfortable all day long.

    Shop Matching Shacket: Sophisticated Posh Zip Up Tweed Plaid Shacket

    Fit & Features

    • Tweed plaid woven fabric lined with shorts
    • Back zipper and hook-eye closure
    • High-rise waist
    • Side pockets
    • A-Line silhouette
    • Runs true to size

    Style Number/Barcode: 06403-0369

    Category Name: Matching Sets

    Price: $20.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Soft Serve Floral Ruffle Tie-Front Top

    Serving soft with a wink. This sheer floral mesh top brings the flirt with ruffled edges, lace trim, and a tie-front that keeps things just bold enough. Perfect for date nights or casual slays.

    Shop Matching Skirt: Soft Serve Floral High Slit Maxi Skirt

    Fit & Features

    • Sheer mesh fabric, high stretch
    • Floral print
    • V-neckline with lace trim
    • Ruffled tie-front design
    • Long fitted sleeves
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06202-000037

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Alluring Dream High-Rise Lace Rosette Maxi Skirt

    You'll captivate everyone in this alluring lace maxi skirt for an effortless dreamy look at dinner!  With a flattering high-rise waist and delicate rosette flower, this lace skirt features a high side slit and form-hugging fit. Complete the look with the matching top.

    Shop Matching Top: Alluring Dream V-Neck Lace Rosette Crop Top

    Fit & Features

    • Lace fabric, sewn-in knit lining, stretchy
    • High-rise waist with trim
    • Rosette flower
    • High side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-1033

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Perfection Gingham Twill Cropped Blazer

    Style up a look of preppy perfection with this gingham twill cropped blazer! This structured blazer is designed with a fine twill fabric and a chic gingham pattern to step up your everyday 'fits. It features a classic lapel collar, open front design, long sleeves with button accents and shoulder pads, and a cropped hem with an all-over fitted silhouette. Pair with the matching mini skort for a seamlessly fab look!

    Shop Matching Bottoms: Preppy Perfection Gingham Twill Skater Skort

    Fit & Features

    • Fine twill fabric, sewn-in woven lining
    • Gingham pattern
    • Lapel collar, open front design
    • Long sleeves with buttons, shoulder pads
    • Cropped hem
    • Fitted
    • Runs true to size

    Style Number/Barcode: 06204-1725

    Category Name: Matching Sets

    Price: $10.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Flirt High Waist Ditsy Floral Ruched Mini Skirt

    Sweet and flirty, this floral ruched mini skirt will capture the soft girl trend! The lightweight knit fabric is detailed with an adorable ditsy floral print for the cutest vibes. The skirt features a high-rise elasticized waist, a ruched seam with an adjustable drawstring for a customized fit, a short front slit, and a bodycon silhouette. Style with the matching tie-front top for a day date!

    Shop Matching Top: Sweet Flirt Flutter-Sleeve Ditsy Floral Tie-Front Top

    Fit & Features

    • Ditsy floral printed knit fabric, moderate stretch
    • High-rise elasticized waist
    • Ruched seam with adjustable drawstring
    • Short slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1005

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance For Two High Rise Slit Maxi Skirt

    You'll be sure to fall in love with this flowy maxi skirt for a dreamy summer wardrobe! With its elasticized high-rise waist, flowy tiered silhouette, and front slit, you'll feel effortlessly elegant. Complete the look with the matching top.

    Shop Matching Top: Romance For Two Sleeveless Crop Top

    Fit & Features

    • Gauze woven fabric, short woven lining
    • High-rise elasticized waist
    • Front slit
    • Flowy tiered silhouette
    • Runs true to size

    Style Number/Barcode: 06301-0189

    Category Name: Matching Sets

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Duo High-Rise Buckle Pleated Denim Mini Skirt

    The flirtiest duo around town includes you and this denim mini skirt!  Featuring a high-rise waist with buckle detailing, an a-line silhouette, and a side slit, while the pleated mini-length hem adds a touch of playfulness. Complete the look with the matching top.

    Shop Matching Top: Flirty Duo Strapless Sweetheart Denim Crop Top

    Fit & Features

    • Medium wash denim fabric, no stretch
    • High-rise waist with buckle detailing
    • Back zipper closure
    • A-Line silhouette
    • Side slit
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 06601-0205

    Category Name: Matching Sets

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Plans Mid-Rise Linen Shorts

    Cute for casual plans, these mid-rise linen blend shorts offer a breezy style to your look! Shop the matching top.

    Fit & Features

    • Woven linen-blend fabric
    • Elasticized mid-rise waist
    • Flowy dolphin trim hem
    • Runs true to size

     

    Shop The Matching Top: Casual Plans Button-Down Linen Top

    Style Number/Barcode: 06303-000001

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: OFF, WHITE

    Available Size: M

    Product Badge:
    • Part of a Set
  • Always Happy Hour Cowl Neck Crop Top

    Embrace the sultry vibes of this cowl neck crop top for your next happy hour spree! Pair with the matching skirt to complete the vibe.

    Shop Matching Bottoms: Always Happy Hour High-Rise Slit Midi Skirt, Catch The Curve High Slit Midi Skirt

    Fit & Features

    • Double-lined slinky knit stretchy fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Side ruched seams
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000213

    Category Name: Matching Sets

    Price: $22.90

    Availability: In Stock

    Available Color: GREEN-2, BROWN

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Floral Sensation High Waist Pants

    Keep it sensational in floral pants this season! The pants feature a high-rise waist, a ditsy floral print, and a wide leg hem. Complete look with the matching crop top.

    Shop Matching Crop Top: Floral Sensation Off The Shoulder Top

    Fit & Features

    • High rise waist
    • Wide leg hem
    • Ditsy floral print
    • Form hugging fit
    • Runs true to size 

    Style Number/Barcode: 06502-0608

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looking Good V-Waist Smocked Flare Pants

    Looking good will be effortless in these flare pants perfect for vacation or a hot night out! Made of smocked stretchy knit fabric, these pants offer comfort and a flattering silhouette. The cinched mid-rise V-waist and hip-hugging fit will accentuate your curves, while the flared hem adds a touch of flare to your outfit. Complete the look with the matching top.

    Shop Matching Top: Looking Good Sweetheart Tie Front Crop Top

    Fit & Features

    • Stretchy smocked knit fabric
    • Mid-rise V-waist with cinch
    • Hip-hugging fit
    • Flare hem
    • Runs true to size

    Style Number/Barcode: 06502-2495

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale