Matching Sets

Show filters
Sort:
Size
Color
Price
All filters
Sort
Loading...

Product Recommendations

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.

  • Sleek And Sultry Tie Front Crop Top

    Sleek and sultry, this tie front crop top makes the perfect instant outfit with the matching skirt! 

    Fit & Features

    • Smooth knit fabric, moderate stretch
    • V-neckline
    • Tie front
    • Cropped hem
    • Runs true to size

     

    Shop The Matching Skirt: Sleek And Sultry Bodycon Ruffle Mini Skirt

    Style Number/Barcode: 06202-000031

    Category Name: Matching Sets

    Price: $24.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Set For Compliments Sleeveless Bandage Crop Top

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

    Shop The Matching Skirt: Set For Compliments High-Rise Bandage Mini Skirt

    Fit & Features

    • Bandage knit fabric, moderate stretch
    • Sleeveless 
    • Sweetheart neckline
    • Back zipper closure
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06005-1948

    Category Name: Matching Sets

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunny Daze Linen Tie-Front Crop Top

    Catch the breeze, catch the vibe. This linen tie-front crop top is made for sunny days and carefree moments—easy, airy, and ready for wherever the day takes you.

    Shop Matching Bottoms: Sunny Daze Linen Mini Skort

    Fit & Features

    • Linen woven fabric
    • Sleeveless V-neckline
    • Tank shoulder straps
    • Tie-front design
    • Fitted ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-000023

    Category Name: Matching Sets

    Price: $32.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Preppy Perfection Gingham Twill Skater Skort

    Style up a look of preppy perfection with this gingham twill skater skort! This structured skort is designed with a fine twill fabric and a chic gingham pattern to step up your everyday 'fits. It features a high-rise waist with a trendy belted design, a short pleated overlay with a skater silhouette, and fitted shorts. Pair with the matching cropped blazer for a seamlessly fab look!

    Shop Matching Jacket: Preppy Perfection Gingham Twill Cropped Blazer

    Fit & Features

    • Fine twill fabric, no stretch
    • Gingham pattern
    • High-rise belted waist, side zipper closure
    • Short pleated overlay with skater silhouette
    • Fitted shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-0389

    Category Name: Matching Sets

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romantic Ways Rose Mesh Mini Skirt

    Indulge in the romantic charm of this rose print mini skirt! It features a high-rise waist, a mini-length hem with a form-hugging fit to create a stunning silhouette, and is complemented by the delicate rose print on mesh lined fabric. Style with the matching bustier top to complete the look.

    Shop Matching Top: Romantic Ways Rose Lace-Up Mesh Bustier

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Mini-length hem, form-hugging fit
    • Rose print
    • Mesh fabric, sewn-in knit lining, minimal stretch
    • Runs true to size 

    Style Number/Barcode: 06501-0887

    Category Name: Matching Sets

    Price: $5.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Baddie High Waist Belted Woven Maxi Skirt

    Let this belted maxi skirt show off what a major baddie you are! Designed with a structured woven fabric, this maxi skirt features a high waist with a double belted front design and cargo side pockets for a trendy look. The maxi-length hem is accented with a chic back slit detail. The form-hugging silhouette will showcase your stunning curves. Style with the matching crop top and sleek stilettos!

    Shop Matching Top: Major Baddie Strapless Cutout Woven Crop Top

    Fit & Features

    • Woven fabric
    • High waist
    • Maxi-length hem with back slit
    • Form-hugging fit
    • Double belt design
    • Cargo side pockets
    • Runs true to size

    Style Number/Barcode: 06401-0659

    Category Name: Matching Sets

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Painted In Beauty Strapless Abstract Bustier

    Paint yourself in this beautiful one-of-a-kind bustier! Featuring a strapless angled neckline and flexible boning, this bustier provides perfect fit and support. The cropped angled hem and abstract print add a touch of unique style, while the mesh fabric adds a trendy touch. Complete the look with the matching skirt. 

    Shop Matching Bottoms: Painted In Beauty High Rise Abstract Mini Skirt

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Abstract print
    • Strapless angled neckline
    • Back zipper with hook and eye closure
    • Flexible boning
    • Angled cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5119

    Category Name: Matching Sets

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Snake Print Faux Leather Bustier Top

    Showcase your sultry side in this figure-flaunting faux leather bustier top! Designed with a sleek embossed snake print on the faux leather fabric, this top brings the chic allure. The bustier is shaped with a sleeveless sweetheart neckline with a notched V-wired center detail and a padded bust to eliminate the need for a bra. The adjustable spaghetti straps provide a customized fit, leading to a back zipper closure. The corset-style bodice features flexible boning for structure, leading to the angled cropped hem with a snatched form-hugging fit. Complete your going-out look with the matching midi skirt and a pair of strappy stilettos!

    Shop Matching Bottoms: Sultry Snake Print Faux Leather Midi Skirt

    Fit & Features

    • Embossed snake print faux leather fabric, knit lining, minimal stretch
    • Sleeveless sweetheart neckline with V-wired center, padded bust
    • Adjustable spaghetti straps, back zipper with hook and eye closure
    • Corset bodice with flexible boning
    • Angled cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5121

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Crush Striped Crochet Bralette Top

    POV: you just found your new fave beach-to-brunch vibe. This striped crochet bralette top serves laid-back heat with an open back and tie details made for turning heads from sunrise to sunset.

    Shop Matching Bottoms: Summer Crush Striped Crochet Midi Skirt

    Fit & Features

    • Crochet knit fabric
    • Striped pattern
    • Sleeveless triangle bust design
    • Thin shoulder straps
    • Open back, tie-back design
    • Fitted ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-000034

    Category Name: Matching Sets

    Price: $32.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Summer Crush Striped Crochet Midi Skirt

    POV: you just found your new fave beach-to-brunch vibe. This striped crochet midi skirt serves laid-back heat with a form-hugging fit and thigh-high slit made for turning heads from sunrise to sunset.

    Shop Matching Top: Summer Crush Striped Crochet Bralette Top

    Fit & Features

    • Crochet knit fabric
    • Striped pattern
    • High-rise waist
    • Thigh-high side slit
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-000027

    Category Name: Matching Sets

    Price: $44.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Weekend Fun Ruffled Mini Skort

    This adorable mini skort was made for weekend fun, designed with a tiered ruffled mini-length overlay over hidden shorts. Style with the matching tie-front top for the cutest vibe.

    Shop Matching Top: Weekend Fun Flutter Sleeve Tie-Front Top

    Fit & Features

    • Cotton woven fabric with swiss dot pattern, no stretch
    • Mid-rise elasticized waist
    • Tie-front adjustable drawstring
    • Tiered ruffled design
    • Mini-length overlay, A-line silhouette
    • Hidden fitted knit shorts, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06303-000013

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Weekend Fun Flutter Sleeve Tie-Front Top

    This adorable tie-front top was made for weekend fun, designed with short flutter sleeves and an ultra-cropped hem. Style with the matching mini skort for the cutest vibe.

    Shop Matching Bottoms: Weekend Fun Ruffled Mini Skort

    Fit & Features

    • Cotton woven fabric with swiss dot pattern, no stretch, partial knit lining
    • V-neckline, tie-front design
    • Short flutter sleeves
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-000011

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Ruffle Me Up Crop Top

    Flirty, flowy, and made for vacay vibes! This ruffle-trim crop top brings soft drama with a sleek fit and tie-front design that shows just enough—pair it with the matching skirt to complete the look.

    Shop The Matching Skirt: Ruffle Me Up Midi Skirt

    Fit & Features

    • Smooth double-lined stretchy knit fabric
    • Ruffled trim front
    • Tie front closure
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06202-000040

    Category Name: Matching Sets

    Price: $24.90

    Availability: In Stock

    Available Color: PINK

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Ruffle Me Up Midi Skirt

    Flirty, flowy, and made for vacay vibes! This ruffle-trim midi skirt brings soft drama with a sleek fit and side slit that shows just enough—pair it with the matching top to complete the look.

    Shop The Matching Top: Ruffle Me Up Crop Top

    Fit & Features

    • Smooth double-lined stretchy knit fabric
    • High-rise waist
    • Side ruched seam and ruffled slit
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000060

    Category Name: Matching Sets

    Price: $28.90

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • 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: $34.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • 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: $29.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Resort Calling Mesh Slit Maxi Skirt

    Booked the trip? This skirt is already packed. Featuring a high-rise waist and dramatic slit skirt, this floral mesh moment is giving vacation muse energy—made for poolside lounges or rooftop cocktails.

    Shop The Matching Top: Resort Calling Mesh Tie Front Top

    Fit & Features

    • Floral print, attached panty knit lining
    • High-rise waist
    • High front slit
    • Flowy maxi length hem
    • Runs true to size

    Style Number/Barcode: 06501-000037

    Category Name: Matching Sets

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Resort Calling Mesh Tie Front Top

    Booked the trip? This top is already packed. Featuring a tie-front design, long sleeves and a dramatic crop hem, this floral mesh moment is giving vacation muse energy—made for poolside lounges or rooftop cocktails. 

    Shop The Matching Skirt: Resort Calling Mesh Slit Maxi Skirt

    Fit & Features

    • Floral print, partially lined mesh fabric
    • Long sleeves
    • Tie-front closure
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06202-000032

    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
  • Sunny Day Ready Gingham Mini Skirt

    With this gingham skirt and your basket in hand, you'll be ready for a sunny day at the farmer's market! The high-rise waist, bodycon fit, and mini-length hem adds a touch of playfulness to any plans. Pair with the matching vest.

    Fit & Features

    • Gingham print, woven fabric, knit lining
    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

     

    Shop The Matching Vest: Sunny Day Ready Gingham Tie Front Vest

    Style Number/Barcode: 06401-000004

    Category Name: Matching Sets

    Price: $36.90

    Availability: In Stock

    Available Color: BLK/WHT

    Available Size: M, L

    Product Badge:
    • Part of a Set
  • Sunny Day Ready Gingham Tie Front Vest

    With this gingham vest and your basket in hand, you'll be ready for a sunny day at the farmer's market! The open design with a tie front closure and cropped hem adds a touch of playfulness to any plans. Pair with the matching skirt.

    Fit & Features

    • Gingham print, woven fabric, knit lining
    • Square neckline
    • Wide shoulder straps
    • Dual tie-front and open design
    • Cropped length hem
    • Runs true to size

     

    Shop The Matching Skirt: Sunny Day Ready Gingham Mini Skirt

    Style Number/Barcode: 06202-000004

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: BLK/WHT

    Available Size: M, L

    Product Badge:
    • Part of a Set
  • Effortless Darling High Waist Mesh Mini Skirt

    Your allure will be effortless in this darling mini skirt! Featuring a flattering high waist and bodycon silhouette, this mini-length skirt is perfect for making a statement. The stylish marble print and lightweight mesh fabric add an extra touch of elegance. Pair with the matching top for a fabulous look!

    Shop Matching Top: Effortless Darling Off-The-Shoulder Mesh Crop Top

    Fit & Features

    • Marble print, mesh fabric lined with knit
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06501-0963

    Category Name: Matching Sets

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Flirty Sequin Glitter Denim Shorts

    These head-turning sequin glitter denim shorts will have you feeling fun and flirty! Designed with a textured glitter denim fabric, they are accented with all-over sequin embroidery for a glitzy western vibe. The shorts feature a high waist with belt loops, a secure front button and hidden zipper closure, pockets, and a fitted silhouette. Complete the look with the matching bustier top and booties for a concert!

    Shop Matching Top: Feeling Flirty Sequin Glitter Denim Bustier Top
    Shop Matching Vest: Feeling Flirty Sequin Glitter Denim Vest

    Fit & Features

    • Textured glitter denim fabric with sequin embroidery, no stretch
    • High waist
    • Fitted silhouette
    • Belt loops
    • Front button, hidden zipper closure
    • Front pockets
    • Runs true to size

    Style Number/Barcode: 06603-0371

    Category Name: Matching Sets

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Flirty Sequin Glitter Denim Bustier Top

    This head-turning sequin glitter denim bustier will have you feeling fun and flirty! Designed with a textured glitter denim fabric, it is accented with all-over sequin embroidery for a glitzy western vibe. The top is shaped with a sleeveless sweetheart neckline with a built-in padded bust for a lifted look and adjustable spaghetti straps that lead to hook and eye closures at the back for a secure fit. The fitted cropped hem will create that iconic snatched silhouette. Complete the look with the matching shorts and booties for a concert!

    Shop Matching Vest: Feeling Flirty Sequin Glitter Denim Vest
    Shop Matching Bottoms: Feeling Flirty Sequin Glitter Denim Shorts

    Fit & Features

    • Textured glitter denim fabric with sequin embroidery, no stretch
    • Sweetheart neckline with padded bust
    • Adjustable spaghetti straps
    • Back hook and eye closures
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2308

    Category Name: Matching Sets

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Arrival Floral Trim Knit Crop Top

    Bring the flirtatious vibes when you arrive at the party in this sweet floral trim crop top! The stretchy knit fabric showcases a stunning sheen to catch everyone's eye. The top is shaped with a sleeveless sweetheart neckline with ruching at the bust, spaghetti straps, and dainty floral embroidered applique trim on the neckline and straps. The fitted cropped hem will give you that snatched look. Complete your fab look with the matching mini skirt!

    Shop Matching Bottoms: Flirty Arrival Floral Trim Knit Mini Skirt

    Fit & Features

    • Stretchy knit fabric with sheen
    • Sweetheart neckline
    • Ruched bust
    • Spaghetti straps
    • Floral embroidered applique trim
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5260

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale