Matching sets are the easiest way to look instantly put-together while keeping it on-trend for Fall. From two-piece sets like crop tops with mini skirts to flowy fly-a-way tops paired with wide-leg pants, the options are endless. Long sleeve crop tops with maxi skirts bring a chic vibe, while jersey knits and printed mesh keep the styles fresh. Perfect for date night, brunches, or mixers, these sets take the stress out of styling and give you a ready-made outfit that always turns heads.

Matching Sets That Serve Style in Every Scene

From rooftop dinners to weekend getaways, Windsor’s matching sets deliver effortless coordination and standout style. Whether you're dressing for a night out, a vacation, or a casual day, these sets make getting ready feel easy and elevated.

Everyday Ease & Polished Pairings

Slip into two-piece skirt sets or wide-leg pant sets with matching crop tops for a clean, polished look. Lightweight knits, breathable fabrics, and smooth satins keep things comfortable while still feeling styled. Pair with sandals or heels and layered jewelry for an effortless finish.

Night-Out Energy & Elevated Looks

Turn up the look with sleek two-piece matching sets featuring curve-hugging fits, halter necklines, and tie-front details. Satin finishes and bold silhouettes bring the statement—just add strappy heels and a mini bag for your next night out.

Mix, Match & Layer

Wear the full set or style each piece your way. Pair your top with jeans or tailored shorts, or switch in a bodysuit with your skirt. Add a lightweight jacket or blazer for an extra layer that keeps your look refined.

Explore Windsor’s full collection of matching sets online, in-app, or in-store to refresh your wardrobe with easy, on-trend outfits.

What Are Matching Sets?

Matching sets are coordinated outfits made up of two or more pieces, like a crop top and skirt or a blouse and pants. Designed to be worn together, they create a complete, styled look with minimal effort. Windsor’s sets range from casual lounge styles to elevated options for nights out and special plans.

Are Matching Sets a Trend?

Yes, matching sets are a go-to style that stays on trend. They offer a simple way to look put-together while still feeling comfortable. Whether you're dressing up or keeping it casual, these sets make styling quick and easy.

What Do You Call a Two-Piece Outfit?

A two-piece outfit is often called a matching set or co-ord. These pieces are designed to be worn together, but they can also be mixed and matched with other items to create fresh, versatile looks.

Love Notes Rose Mesh Maxi Skirt
Soft, romantic, and impossible to ignore—this skirt feels like a handwritten note you keep rereading. The rose print and fluid maxi length skim your curves for date night.

Shop Matching Top: Love Notes Rose Strapless Mesh Corset

Fit & Features
- Sheer mesh fabrication, knit lining
- Mid-rise waist
- Contrasting rose pattern
- Fitted bodycon silhouette
- Maxi length hem
- Runs true to size
Style Number/Barcode: 06501-000109

Category Name: Matching Sets

Price: $9.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Chic Romance Rose Mini Skirt
Romantic with a polished twist. This rose mini skirt fits close with a sleek fitted silhouette, giving you an easy way to look put-together without feeling overdone.

Shop Matching Top: Chic Romance Rose Crop Top

Fit & Features
- Stretchy sheer mesh fabrication, sewn-in lining
- Low-rise waist
- All over rose print pattern
- Mini length silhouette
- Runs true to size
Style Number/Barcode: 06503-000213

Category Name: Matching Sets

Price: $6.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Check In Chic Polka Dot Mini Skirt
Easy yes, zero hesitation. This mini skirt brings a clean fit with just enough drama—perfect for spontaneous plans and outfits that don’t need a backup.

Shop Matching Top: Check In Chic Polka Dot Halter Corset

Fit & Features
- Woven knit fabrication
- Ruched mid-rise waist
- Polka dot pattern
- Ruffled high side slit
- Mini length hem
- Runs true to size
Style Number/Barcode: 06501-000111

Category Name: Matching Sets

Price: $34.90

Availability: In Stock

Available Color: IVORY

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Trendy Vibe Rhinestone Floral Mini Skirt
Subtle shine, modern silhouette. Exactly what you want when basics feel boring. This abstract print mini skirt features rhinestones in a floral pattern for a trendy vibe. Style with the matching halter top.

Shop Matching Top: Trendy Vibe Rhinestone Floral Halter Top

Fit & Features
- High-rise waist, elasticized waistband
- Mini-length hem
- Form-hugging fit
- All-over abstract print
- Rhinestone floral embellishment
- Mesh fabric with sewn-in knit lining, high stretch
- Runs true to size
Style Number/Barcode: 06501-000112

Category Name: Matching Sets

Price: $6.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cool Confidence Faux Leather Mini Skirt
Cool confidence, zipped up. This faux leather mini skirt hugs just right with sleek structure and trendy deets, making it the style you wear when the outfit needs attitude. Pair with the matching moto jacket.

Shop Matching Jacket: Cool Confidence Cropped Faux Leather Moto Jacket

Fit & Features:
- Faux leather and ribbed knit mixed fabrics, moderate stretch
- Mid-rise waist
- Zip-front closure with snap button detail
- Zippered pockets
- Contoured paneling for a sculpted silhouette
- Mini-length form-hugging fit
- Runs true to size
Style Number/Barcode: 06401-000035

Category Name: Matching Sets

Price: $9.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Polished Plans Tweed Mini Skort
Outfit already handled. This tweed A-line mini skort gives that structured, put-together feel with zero overthinking—perfect for brunch plans, desk days, or wherever you need to look like you planned ahead. Style with the matching vest.

Shop Matching Top: Polished Plans Tweed Button-Down Vest

Fit & Features
- Tweed woven fabric with metallic threading woven throughout, no stretch
- High-rise waist
- Mini-length overlay
- A-line silhouette
- Hidden fitted shorts
- Runs true to size
Style Number/Barcode: 06403-000104

Category Name: Matching Sets

Price: $17.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cool Girl O-Ring High-Rise Maxi Skirt
Quietly bold and oh-so-trendy. This high-rise maxi skirt frames you just right with sleek lines and a smooth stretch feel—perfect for nights out, styled-up outings, or anytime you want your look to feel cool.

Shop The Matching Top: Cool Girl O-Ring Cutout Crop Top

Fit & Features
- Smooth stretch knit fabric
- Sleek high-rise waist with hoop insert
- High side slit
- Bodycon maxi silhouette
- Runs true to size
Style Number/Barcode: 06501-000079

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: BLACK

Available Size: S, M, L
Product Badge:
- Part of a Set
Pretty Bold Butterfly Print Mesh Mini Skirt
Caught between soft and bold—and loving it. This butterfly print mesh mini skirt hugs you just right and makes a statement, perfect for nights out or styled low-key. Pair with the matching tube top.

Shop Matching Top: Pretty Bold Butterfly Print Mesh Tube Top

Fit & Features
- Mesh fabric with brushed knit lining, high stretch
- Large butterfly print
- High-rise waist, dainty eyelet trim
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 06501-000125

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: BROWN

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Trendsetter Energy Beaded Trim Halter Top
The kind of halter top that makes accessorizing feel optional. With ruched detailing, beaded trim, and a trendy fit, this one was made for spontaneous plans and getting complimented asap. Style with the matching mini skort.

Shop Matching Bottoms: Trendsetter Energy Beaded Trim Mini Skort

Fit & Features
- Mesh fabric with knit lining, high stretch
- Sleeveless deep V-neckline
- Tie-back halter straps
- Ruched design, adjustable drawstring with beaded accents
- Cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000500

Category Name: Matching Sets

Price: $26.90

Availability: In Stock

Available Color: BROWN

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Pretty Bold Butterfly Print Mesh Tube Top
Caught between soft and bold—and loving it. This butterfly print mesh tube top hugs you just right and makes a statement, perfect for nights out or styled low-key. Pair with the matching mini skirt.

Shop Matching Bottoms: Pretty Bold Butterfly Print Mesh Mini Skirt

Fit & Features
- Mesh fabric with brushed knit lining, high stretch
- Large butterfly print
- Strapless straight-across neckline, dainty eyelet trim
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000499

Category Name: Matching Sets

Price: $27.90

Availability: In Stock

Available Color: BROWN

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Trendsetter Energy Beaded Trim Mini Skort
The kind of mini skort that makes accessorizing feel optional. With ruched detailing, beaded trim, and a trendy A-line fit, this one was made for spontaneous plans and getting complimented asap. Style with the matching halter top.

Shop Matching Top: Trendsetter Energy Beaded Trim Halter Top

Fit & Features
- Mesh fabric, high stretch
- High-rise waist
- Ruched design, adjustable drawstrings with beaded accents
- Asymmetric mini-length overlay, A-line silhouette
- Hidden built-in knit shorts
- Runs true to size
Style Number/Barcode: 06503-000255

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: BROWN

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Pretty Intentions Floral Lace Tank Top
Soft glam but make it a little bold—this floral lace moment is doing exactly what it needs to. The cropped tank top hugs just right with a delicate edge that’s ready for plans, photos, and everything after. Style with the matching mini skirt.

Shop Matching Bottoms: Pretty Intentions Floral Lace Mini Skirt

Fit & Features
- Sheer floral embroidered lace fabric with knit lining, moderate stretch
- Sleeveless V-neckline
- Tank shoulder straps
- Back strap with heart hardware accent, lower back cutout
- Cropped scalloped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000503

Category Name: Matching Sets

Price: $32.90

Availability: In Stock

Available Color: TAUPE

Available Size: M
Product Badge:
- Part of a Set
Pretty Intentions Floral Lace Mini Skirt
Soft glam but make it a little bold—this floral lace moment is doing exactly what it needs to. The mini skirt hugs just right with a delicate edge that’s ready for plans, photos, and everything after. Style with the matching tank top.

Shop Matching Top: Pretty Intentions Floral Lace Tank Top

Fit & Features
- Sheer floral embroidered lace fabric with knit lining, moderate stretch
- High-rise waist
- Mini-length scalloped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-000126

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: TAUPE

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Windsor x Von Dutch Tube Top
Vintage attitude with a modern edge—this Von Dutch tube top does the talking for you. It hugs in all the right places while the bold graphic gives your off-duty look that effortlessly iconic feel. Pair with the matching shorts.

Shop Matching Bottoms: Windsor x Von Dutch Shorts

Fit & Features
- Stretchy cotton-blend knit fabric
- Tube strapless neckline, no-slip strip
- Von Dutch logo graphic and stud detailing
- Pointed cropped hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06002-000496

Category Name: Matching Sets

Price: $36.90

Availability: Out of Stock
Product Badge:
- Ships Free
Windsor x Von Dutch Shorts
Vintage attitude with a modern edge—these Von Dutch shorts do the talking for you. They hug in all the right places while the bold graphic and foldover waistband give your off-duty look that effortlessly iconic feel.

Shop Matching Top: Windsor x Von Dutch Tube Top

Fit & Features
- Stretchy cotton-blend knit fabric, fleece lining
- Ribbed foldover low-rise waistband
- Von Dutch logo graphic on front and back, stud detailing
- Form-hugging fit
- Cheeky bottom
- Runs true to size
Style Number/Barcode: 07103-000106

Category Name: Matching Sets

Price: $49.90

Availability: Out of Stock
Product Badge:
- Ships Free
Windsor x Von Dutch Lace-Up Halter Top
No styling stress, just instant attitude—this one handles the vibe. This Windsor x Von Dutch lace-up halter top fits like it was made just for you with a sleek, throw-on-and-go vibe perfect for nights out or last-minute plans. Pair with the matching shorts.

Shop Matching Bottoms: Windsor x Von Dutch Graphic Shorts

Fit & Features
- Cotton-blend knit fabric, high stretch
- Sleeveless V-neckline
- Halter tie-back straps, partially open back
- Front Von Dutch logo graphic
- Lace-up side detailing with tie closures
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06002-000495

Category Name: Matching Sets

Price: $39.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Windsor x Von Dutch Graphic Shorts
No styling stress, just instant attitude—these shorts handle the vibe. These Windsor x Von Dutch graphic shorts fit like they were made just for you with a sleek, throw-on-and-go vibe perfect for nights out or last-minute plans. Pair with the matching halter top.

Shop Matching Top: Windsor x Von Dutch Lace-Up Halter Top

Fit & Features
- Cotton-blend knit fabric, moderate stretch
- Low-rise ribbed waistband
- Side pockets
- Front and back Von Dutch logo graphics
- Fitted silhouette
- Runs true to size
Style Number/Barcode: 07103-000105

Category Name: Matching Sets

Price: $44.90

Availability: In Stock

Available Color: BLACK

Available Size: M
Product Badge:
- Part of a Set
Sweet But Bold Bralette Crop Top
Soft look, confident energy—exactly the balance you were going for. This bralette crop top features a ruched fit with flirty ruffle details that make it an easy pick for casual hangs or dressed-up nights.

Shop Matching Bottoms: Sweet But Bold Ruffle Hot Shorts

Fit & Features
- Lightweight mesh stretch fabric
- Ruched bralette crop top silhouette
- Soft square neckline with ruffle trim
- Ruffled shoulder straps
- Runs true to size
Style Number/Barcode: 07103-000107

Category Name: Matching Sets

Price: $19.90

Availability: In Stock

Available Color: BURGUNDY, BLACK

Available Size: M, L
Product Badge:
- Sale
Sweet But Bold Ruffle Hot Shorts
Soft look, confident energy—exactly the balance you were going for. These ruffled shorts feature a ruched fit with flirty ruffle details that make it an easy pick for casual hangs or dressed-up nights.

Shop Matching Top: Sweet But Bold Bralette Crop Top

Fit & Features
- Lightweight stretch fabric
- Low-rise waist
- Tiered ruffle silhouette
- Cheeky fit
- Runs true to size
Style Number/Barcode: 07103-000108

Category Name: Matching Sets

Price: $22.90

Availability: In Stock

Available Color: BURGUNDY, BLACK

Available Size: S, L
Product Badge:
- Sale
Brunch Bound Tie-Front Cropped Vest
Light, airy, and ready for wherever the day decides to go. This tie-front cropped vest brings an effortless, breezy feel with its lightweight woven fabric and ultra-cropped fit that's made for weekend brunch with your girls. Style with the matching maxi skirt.

Shop Matching Bottoms: Brunch Bound Ruffle High-Low Maxi Skirt

Fit & Features
- Lightweight woven fabric
- Sleeveless V-neckline
- Tie-front design
- Fitted, ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06204-000135

Category Name: Matching Sets

Price: $9.97 $19.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Brunch Bound Ruffle High-Low Maxi Skirt
Light, airy, and ready for wherever the day decides to go. This ruffle maxi skirt brings an effortless, breezy feel with its lightweight woven fabric and high-low flowy fit that's made for weekend brunch with your girls. Style with the matching cropped vest.

Shop Matching Top: Brunch Bound Tie-Front Cropped Vest

Fit & Features
- Lightweight woven fabric, short knit lining
- High-rise waist
- Maxi-length hem with flowy high-low silhouette
- Ruffled design
- Runs true to size
Style Number/Barcode: 06301-000011

Category Name: Matching Sets

Price: $42.90

Availability: In Stock

Available Color: IVORY

Available Size: S, M, L
Product Badge:
- Part of a Set
Chic Intentions Woven Trouser Pants
Clean lines, chic vibe, and zero effort required. These trouser pants pull your whole look together with a wide-leg silhouette and tailored details that make even last-minute plans feel styled. Pair with the matching vest.

Shop Matching Top: Chic Intentions Button-Down Woven Vest

Fit & Features
- Textured woven fabric, knit lining
- High-rise waist
- Front button and hidden zipper closure
- Dual side pockets
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06402-000035

Category Name: Matching Sets

Price: $44.90

Availability: In Stock

Available Color: IVORY

Available Size: S, M, L
Product Badge:
- Part of a Set
Chic Intentions Button-Down Woven Vest
Clean lines, chic vibe, and zero effort required. This button-down vest top pulls your whole look together with a fitted shape and tailored details that make even last-minute plans feel styled. Pair with the matching trouser pants.

Shop Matching Bottoms: Chic Intentions Woven Trouser Pants

Fit & Features
- Textured woven fabric, sewn-in lining
- Sleeveless V-neckline, tank shoulder straps
- Button-down front
- Mid-length hem, side slit accents
- Back belted accent
- Fitted silhouette
- Runs true to size
Style Number/Barcode: 06204-000136

Category Name: Matching Sets

Price: $34.90

Availability: In Stock

Available Color: IVORY

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Soft Glow Floral Print Mesh Tube Top
Caught in your softest glow—this floral print mesh tube top does all the flirting for you. It has a lightweight, curve-hugging feel, perfect for nights out or styled low-key. Pair with the matching mini skirt.

Shop Matching Bottoms: Soft Glow Floral Print Mesh Mini Skirt

Fit & Features
- Sheer mesh fabric with brushed knit lining, high stretch
- Large floral print on the front
- Strapless straight-across neckline
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000513

Category Name: Matching Sets

Price: $26.90

Availability: In Stock

Available Color: BROWN

Available Size: XS, S, M, L
Product Badge:
- Part of a Set

Matching Sets

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