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.

Sun Chaser Crochet Shorts
Instant vacation mode, no ticket required. These crochet shorts feature a low-rise waist and form-hugging fit that feels bold, effortless, and made for warm days that turn into golden-hour plans. Shop the matching top.

Shop Matching Top: Sun Chaser Crochet Halter Top

Fit & Features
- Crochet knit fabric with a textured feel
- Low-rise waist
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06303-000044

Category Name: Matching Sets

Price: $34.90

Availability: In Stock

Available Color: RED

Available Size: S, M, L
Product Badge:
- Part of a Set
Polished Plans Tweed Button-Down Vest
Outfit already handled. This tweed button-down vest 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 mini skort.

Shop Matching Bottoms: Polished Plans Tweed Mini Skort

Fit & Features
- Tweed woven fabric with metallic threading woven throughout, smooth woven lining, no stretch
- Sleeveless crew neckline
- Tank shoulder straps
- Snap button-down front, short front slit
- Dual faux front pockets
- Mid-length hem, fitted silhouette
- Runs true to size
Style Number/Barcode: 06204-000120

Category Name: Matching Sets

Price: $9.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Glam Moment Rhinestone Denim Mini Skort
When your outfit deserves its own moment. This rhinestone denim mini skort with a mid-rise waist and form-hugging fit brings just the right amount of trendy glamour for nights out, concerts, and any moment when subtle won't cut it. Style with the matching corset top.

Shop Matching Top: Glam Moment Rhinestone Denim Corset Top

Fit & Features
- Denim fabric
- All-over mini iridescent rhinestone embellishments
- Mid-rise waist
- Five-pocket and belt loop design
- Front button closure
- Mini-length overlay, form-hugging fit, hidden fitted shorts
- Runs true to size
Style Number/Barcode: 06603-000169

Category Name: Matching Sets

Price: $44.90

Availability: In Stock

Available Color: DENIM

Available Size: XS, S, M, L, XL
Product Badge:
- Part of a Set
Glam Moment Rhinestone Denim Straight-Leg Jeans
When your outfit deserves its own moment. These rhinestone denim jeans with a mid-rise waist and straight-leg fit bring just the right amount of trendy glamour for nights out, concerts, and any moment when subtle won't cut it. Style with the matching corset top.

Shop Matching Top: Glam Moment Rhinestone Denim Corset Top

Fit & Features
- Denim fabric
- All-over mini iridescent rhinestone embellishments
- Mid-rise waist
- Five-pocket and belt loop design
- Front button closure
- Straight-leg fit
- Runs true to size
Style Number/Barcode: 06602-000106

Category Name: Matching Sets

Price: $59.90

Availability: In Stock

Available Color: DENIM

Available Size: S, M, L
Product Badge:
- Part of a Set
Glam Moment Rhinestone Denim Corset Top
When your outfit deserves its own moment. This rhinestone denim corset top with a plunging halter neckline and curve-hugging fit brings just the right amount of trendy glamour for nights out, concerts, and any moment when subtle won't cut it. Style with the matching mini skirt or jeans.

Shop Matching Bottoms: Glam Moment Rhinestone Denim Mini Skort, Glam Moment Rhinestone Denim Straight-Leg Jeans

Fit & Features
- Denim fabric
- All-over mini iridescent rhinestone embellishments
- Sleeveless plunging V-neckline, halter strap
- Partially open back, stretchy smocked lower back design
- Front hook-eye closures
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06003-000265

Category Name: Matching Sets

Price: $16.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Sunlit Muse Paillette Sequin Mini Cover-Up
Shimmer that catches the light and refuses to be subtle. This paillette sequin bikini cover-up features a side tie closure that keeps the fit adjustable for beach days, poolside lounging, or sunset photos. Style with the matching bikini top and bottoms.

Shop Matching Set: Sunlit Muse Paillette Sequin Bikini Top, Sunlit Muse Paillette Sequin Bikini Bottoms

Fit & Features
- Mesh fabric, smooth sewn-in knit lining, moderate stretch
- Paillette sequin embroidery
- Side tie closure
- Mini-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 07105-000037

Category Name: Matching Sets

Price: $12.97 $33.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Soft Allure Asymmetrical Midi Skirt
This ruched midi skirt is your shortcut to looking polished with almost no effort. The fitted asymmetric midi skirt creates that sleek, sculpted silhouette that moves with you and always feels photo-ready. Shop the matching top.

Shop The Matching Top: Soft Allure Crop Top

Fit & Features
- Stretch knit fabric
- High-rise waist
- Ruched detailing throughout
- Asymmetrical hemline
- Side slit accent
- Midi-length silhouette
- Runs true to size
Style Number/Barcode: 06501-000082

Category Name: Matching Sets

Price: $10.97 $26.90

On Sale: Yes

Availability: In Stock

Available Color: NAVY

Available Size: S, M, L
Product Badge:
- Sale
Sleek Moves Snake Print Tank Top
Not here to blend in—this one does the talking for you. The snake print tank top sculpts your shape with a sleek, second-skin feel, made for nights when your outfit sets the tone. Style with the matching flare pants.

Shop Matching Bottoms: Sleek Moves Snake Print Flare Pants

Fit & Features
- Knit fabric, snake print, high stretch
- Sleeveless plunging V-neckline
- Thin tank straps with beaded accents
- Open cross-back strappy design, beaded accent
- Ruched detailing, mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000472

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: RUST

Available Size: S, M, L
Product Badge:
- Part of a Set
Wild Mood Abstract Animal Print Mini Skort
Soft drape, sharp attitude—this one knows exactly what it’s doing. The abstract animal print and mini hanky hem overlay create a sleek fit that hits different from day plans to after dark. Style with the matching halter top.

Shop Matching Top: Wild Mood Abstract Animal Print Cowl Neck Top

Fit & Features
- Knit fabric, high stretch
- Abstract animal print
- Mid-rise waist
- Dual belted side detail
- Mini-length asymmetric hanky hem overlay, A-line fit
- Hidden fitted shorts
- Runs true to size
Style Number/Barcode: 06503-000244

Category Name: Matching Sets

Price: $36.90

Availability: In Stock

Available Color: BROWN/WHITE

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Such A Flirt Polka Dot Mesh Cowl Neck Top
Okay, but this top just RSVP’d yes for you. This polka dot mesh cowl neck top drapes perfectly with a plunging halter neckline and flirty open back, making it your go-to for party plans, birthday dinners, or that last-minute invite that has you walking in like you planned it all week.

Shop Matching Bottoms: Such A Flirt Polka Dot Mesh Mini Skort

Fit & Features
- Polka dot mesh fabric, high stretch
- Sleeveless plunging cowl neckline, bar strap detail
- Halter strap with dual button closure, open back
- Draped cropped hem
- Runs true to size
Style Number/Barcode: 06001-000471

Category Name: Matching Sets

Price: $26.90

Availability: In Stock

Available Color: BLACK/WHITE

Available Size: S, L
Product Badge:
- Part of a Set
Such A Flirt Polka Dot Mesh Mini Skort
Okay, but this skort just RSVP’d yes for you. This polka dot mesh mini skort drapes perfectly with a tiered ruffled design and flirty A-line fit, making it your go-to for party plans, birthday dinners, or that last-minute invite that has you walking in like you planned it all week.

Shop Matching Top: Such A Flirt Polka Dot Mesh Cowl Neck Top

Fit & Features
- Polka dot mesh fabric, high stretch
- Mid-rise waist with ruching
- Tiered ruffled design
- Mini-length overlay, A-line silhouette
- Hidden fitted knit shorts
- Runs true to size
Style Number/Barcode: 06503-000245

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: BLACK/WHITE

Available Size: L
Product Badge:
- Part of a Set
Wild Mood Abstract Animal Print Cowl Neck Top
Soft drape, sharp attitude—this one knows exactly what it’s doing. The abstract animal print and plunging cowl neck create a sleek fit that hits different from day plans to after dark. Style with the matching mini skort.

Shop Matching Bottoms: Wild Mood Abstract Animal Print Mini Skort

Fit & Features
- Knit-lined fabric, high stretch
- Abstract animal print
- Sleeveless plunging cowl neckline
- Halter strap, buckle detail, open back
- Ruched detailing
- Cropped hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000470

Category Name: Matching Sets

Price: $12.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Floral Confidence Maxi Skirt
It’s the kind of skirt that makes sunset cocktails turn into dinners with a view. The floral maxi skirt features a fluid drape, statement silhouette, and flared hem that feels flirty, elevated, and ready for warm nights out.

Shop The Matching Top: Floral Confidence Halter Crop Top

Fit & Features
- Tropical statement floral print
- Mesh fabric with smooth knit lining
- Mid-rise waist
- Curve-hugging
- Maxi flared hem
- Runs true to size
Style Number/Barcode: 06501-000116

Category Name: Matching Sets

Price: $36.90

Availability: In Stock

Available Color: BANANA

Available Size: M, L
Product Badge:
- Part of a Set
Floral Confidence Halter Crop Top
It’s the kind of top that makes sunset cocktails turn into dinners with a view. The floral cowl halter crop top features a fluid drape, statement orchid accent, and tie-back halter neckline that feels flirty, elevated, and ready for warm nights out.

Shop The Matching Skirt: Floral Confidence Maxi Skirt

Fit & Features
- Floral pattern, mesh lined fabric
- Orchid inset, halter cowl neckline, tie straps
- Open back design
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06001-000468

Category Name: Matching Sets

Price: $6.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Untamed Vibes Animal Print Halter Top
A little daring, a lot confident—this top does not blend in. The draped halter neckline and curve-hugging fit make it a go-to for nights out, styled up with the matching skirt or worn solo when the vibe calls for extra.

Shop Matching Skirt: Untamed Vibes Animal Print Maxi Skirt

Fit & Features
- Smooth knit fabrication
- Sleeveless halter cowl neckline
- O-ring accents
- Lower back tie-back
- Leopard and snake print
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-000469

Category Name: Matching Sets

Price: $26.90

Availability: In Stock

Available Color: RUST

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Sleek Moves Snake Print Flare Pants
Not here to blend in—this one does the talking for you. The snake print flare pants sculpt your shape with a sleek, second-skin feel, made for nights when your outfit sets the tone. Style with the matching tank top.

Shop Matching Top: Sleek Moves Snake Print Tank Top

Fit & Features
- Knit fabric, snake print, high stretch
- High-rise waist
- Metal O-ring cutout accent with beaded ends
- Hip-hugging fit, form-hugging fit through the leg
- Flared hem
- Runs true to size
Style Number/Barcode: 06502-000072

Category Name: Matching Sets

Price: $39.90

Availability: In Stock

Available Color: RUST

Available Size: S, L
Product Badge:
- Part of a Set
Untamed Vibes Animal Print Maxi Skirt
She’s bold, she’s fierce, she moves like she owns the room. This curve-skimming maxi skirt brings drama with an effortless edge, perfect for nights out, styled solo or paired with the matching top.

Shop Matching Top: Untamed Vibes Animal Print Halter Top

Fit & Features
- Smooth knit fabrication
- Mid-rise waist
- O-ring hardware accent at the waist
- Leopard and snake print pattern
- Maxi length silhouette
- Runs true to size
Style Number/Barcode: 06501-000117

Category Name: Matching Sets

Price: $39.90

Availability: In Stock

Available Color: RUST

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Desert Stud Halter Corset Top
Channel desert muse energy in this edgy halter corset top. The studded trim and sculpted seams create a flattering silhouette perfect for festivals, concerts, or nights out.

Fit & Features
- Denim fabric
- Studded trim halter neckline
- Front hook and eye closures
- Crop fitted hem
- Runs true to size
Style Number/Barcode: 06003-000302

Category Name: Matching Sets

Price: $36.90

Availability: In Stock

Available Color: BEIGE

Available Size: S, M, L
Product Badge:
- Part of a Set
Western Ways Studded Denim Vest
A little rugged, a little styled up—exactly how you like it. This sleeveless denim vest brings a western edge with studded trim and buckle-strap accents you'll love. Pair with the matching maxi skirt.

Shop Matching Bottoms: Western Ways Belted Denim Maxi Skirt

Fit & Features
- Denim fabric, slight stretch
- Sleeveless
- Open front with belt buckle strap accents
- Studded front trim
- Crop-length vest silhouette
- Runs true to size
Style Number/Barcode: 06203-000042

Category Name: Matching Sets

Price: $36.90

Availability: In Stock

Available Color: BROWN

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Western Ways Belted Denim Maxi Skirt
A little rugged, a little styled up—exactly how you like it. This denim maxi skirt brings a western edge with buckle-strap accents and a high-cut side slit that you'll love. Pair with the matching vest.

Shop Matching Top: Western Ways Studded Denim Vest

Fit & Features
- Denim fabric, slight stretch
- High-rise waist
- Side belt buckle strap accents
- High-cut side slit
- Maxi-length hem, frayed trim
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06601-000034

Category Name: Matching Sets

Price: $48.90

Availability: In Stock

Available Color: BROWN

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Soft Spoken Chic Flocked Lace Corset Top
Low effort, high impact—exactly how we like it. This lace corset top creates a sleek, sculpted fit that feels elevated, easy, and ready for any dressed-up plan on your calendar.

Shop Matching Skirt: Soft Spoken Chic Flocked Lace Maxi Skirt

Fit & Features
- Sleeveless square neckline
- Sculpted corset bodice with boning
- Flocked floral lace pattern
- Tapered cropped hem
- Runs true to size
Style Number/Barcode: 06001-000474

Category Name: Matching Sets

Price: $34.90

Availability: In Stock

Available Color: BANANA

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Petals On Repeat Floral Tube Top
This is what you wear when the group chat says, “dress cute.” The floral tube top hugs in all the right places and gives you that effortless, vacation-coded look without overthinking it.

Shop The Matching Skirt: Floral Confidence Maxi Skirt

Fit & Features
- Tropical statement floral print
- Mesh fabric with smooth knit lining
- Strapless neckline, non-slip grip lining
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06001-000475

Category Name: Matching Sets

Price: $6.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Tailored Mood Plaid Woven Blazer
Your “I planned this” blazer—clean, tailored, and instantly elevated. The plaid woven finish gives it that strategic, cool-girl polish that works from brunch to late-night plans without ever trying too hard.

Shop Matching Shorts: Tailored Mood Plaid Woven Shorts

Fit & Features
- Plaid printed woven fabric
- Structured tailored silhouette
- Notched lapel neckline
- Front flap pockets and multi-button closure
- Runs true to size
Style Number/Barcode: 06204-000059

Category Name: Matching Sets

Price: $9.97 $54.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Serving Attitude Belted Halter Top
Serving attitude with every step—this belted halter top is giving bold with a side of edge. The cropped, curve-hugging fit and cutout detail make it a go-to for nights out or statement daytime looks. Style with the matching mini skort.

Shop Matching Bottoms: Serving Attitude Belted Mini Skort

Fit & Features
- Woven fabric
- Sleeveless V-neckline, halter strap
- Partially open back, lower stretchy smocked back
- Belted accent under the bust
- Front cutout, grommet trim
- Cropped form-hugging fit
- Runs true to size
Style Number/Barcode: 06003-000306

Category Name: Matching Sets

Price: $36.90

Availability: In Stock

Available Color: BROWN

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

Matching Sets

Now Trending