Matching Sets
Two-piece sets are the ultimate answer to “what am I wearing?” Shop casual to dressy coordinating pieces made for effortless dressing, from a crop top and midi skirt to a dressy top and mini skirt or a long sleeve top and maxi. Printed mesh and lace bring the going-out energy, while boucle, sweater knits, and denim sets keep daytime looks polished. Choose black, brown, or burgundy for a fall-ready finish that moves easily from weekend brunch to night out plans, concerts and festivals. Matching never looked this low-effort.
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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.
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Dressed For The Plot Halter Top
Plot twist: you're the best-dressed in the room. This cowl halter top features a draped neckline, open-back design, and body-skimming fit that pairs perfectly with the matching maxi skirt.
Shop Matching Bottoms: Dressed For The Plot Maxi Skirt
Fit & Features
- Slinky knit stretchy fabric
- Plunge cowl halter neckline
- Open back
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06001-000633
Category Name: Matching Sets
Price: $22.90
Availability: In Stock
Available Color: TEAL
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Dressed For The Plot Maxi Skirt
Plot twist: you're the best-dressed in the room. This maxi skirt features a draped knot detail and figure-skimming silhouette that effortlessly elevates every RSVP, dinner date, and after-dark plan on your calendar.
Shop Matching Top: Dressed For The Plot Halter Top
Fit & Features
- Soft stretch knit fabrication
- High-rise maxi silhouette
- Draped knot detail at waist
- Ruched overlay with sash accent
- Runs true to size
Style Number/Barcode: 06501-000164
Category Name: Matching Sets
Price: $39.90
Availability: In Stock
Available Color: TEAL
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Shimmer Babe Lurex Knit Mini Skirt
The group chat said dress up, and this understood the assignment. This lurex knit mini skirt brings a subtle shimmer, ruched waist, and curve-skimming fit that's made for dinner reservations, rooftop cocktails, and last-minute plans. Pair with the matching halter top.
Shop Matching Top: Shimmer Babe Lurex Knit Halter Top
Fit & Features
- Lurex knit fabric, high stretch
- High-rise waist
- Ruched detailing
- Side ruffled sash accent
- Mini-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06501-000145
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: TEAL
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Shimmer Babe Lurex Knit Halter Top
The group chat said dress up, and this understood the assignment. This lurex knit halter top brings a subtle shimmer, draped cowl neckline, and curve-skimming fit that's made for dinner reservations, rooftop cocktails, and last-minute plans. Pair with the matching mini skirt.
Shop Matching Bottoms: Shimmer Babe Lurex Knit Mini Skirt
Fit & Features
- Lurex knit fabric, high stretch
- Sleeveless cowl neckline
- Tie-back halter straps, partially open back
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000541
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: TEAL
Available Size: S, M, L
Product Badge:- Part of a Set
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Polished Mood Linen-Blend Halter Vest
Serving polished plans and chic vibes. This linen-blend halter vest brings tailored style and an open-back detail perfect for brunch reservations, vacation dinners, and weekend city strolls. Pair with the matching mini skort.
Shop Matching Bottoms: Polished Mood Linen-Blend Mini Skort
Fit & Features
- Linen-blend woven fabric
- Sleeveless V-neckline
- Tie-back halter straps, partially open back
- Button-down front
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06204-000137
Category Name: Matching Sets
Price: $14.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Polished Mood Linen-Blend Mini Skort
Serving polished plans and chic vibes. This linen-blend skort brings tailored style and a mini-length overlay perfect for brunch reservations, vacation dinners, and weekend city strolls. Pair with the matching halter vest.
Shop Matching Top: Polished Mood Linen-Blend Halter Vest
Fit & Features
- Linen-blend woven fabric
- High-rise waist
- Hidden side zipper closure
- Mini-length front overlay
- Fitted shorts
- Runs true to size
Style Number/Barcode: 06303-000050
Category Name: Matching Sets
Price: $14.97 $36.90
On Sale: Yes
Availability: In Stock
Available Color: YELLOW
Available Size: L
Product Badge:- Sale
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Sunset Social Abstract Bikini Top
Golden hour called, and this top answered. Featuring an abstract print, beaded accents, and a flirty knotted front, this bikini top is made for rooftop cocktails, vacation nights, and every RSVP-worthy plan on your calendar.
Shop Matching Skirt: Sunset Social Abstract Maxi Skirt
Fit & Features
- Lightweight mesh fabrication, knit lining
- Cropped bikini top silhouette
- Plunging V-neckline
- Front knot detail with beaded shoulder straps
- Detachable dainty stone chains
- Open tie-back design
- Runs true to size
Style Number/Barcode: 06001-000671
Category Name: Matching Sets
Price: $10.97 $24.90
On Sale: Yes
Availability: In Stock
Available Color: MULTI
Available Size: S, M, L
Product Badge:- Sale
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Sunset Social Abstract Maxi Skirt
Golden hour called, and this skirt answered. Featuring an abstract print and a carefree maxi-length silhouette, this skirt is made for rooftop cocktails, vacation nights, and every RSVP-worthy plan on your calendar.
Shop Matching Bikini Top: Sunset Social Abstract Bikini Top
Fit & Features
- Lightweight mesh fabrication with short knit lining
- Mid-rise waist with dainty stone swag chains
- Abstract print design
- Beaded chain trim detail at waist
- Maxi-length silhouette
- Runs true to size
Style Number/Barcode: 06501-000172
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: MULTI
Available Size: M, L
Product Badge:- Part of a Set
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After Dark Shine Metallic Maxi Skirt
The dress code said extra, and you understood the assignment. This metallic maxi skirt skims your curves with a sleek, light-catching finish that's made for rooftop cocktails, birthday plans, and every after-hours appearance.
Shop Matching Top: After Dark Shine Metallic Halter Top
Fit & Features
- Metallic lurex fabrication with stretch
- Mid-rise waist
- Column fit
- Maxi-length silhouette
- Runs true to size
Style Number/Barcode: 06501-000155
Category Name: Matching Sets
Price: $42.90
Availability: In Stock
Available Color: GOLD
Available Size: S, L
Product Badge:- Part of a Set
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Destination Glam Abstract Print Maxi Skirt
Booked, busy, and dressed like the destination. This abstract print maxi skirt features a ruched waist and high-cut side slit that creates a flowy fit for rooftop dinners, resort nights, and every plan in between. Pair with the matching halter top.
Shop Matching Top: Destination Glam Abstract Print Halter Top
Fit & Features
- Sleek knit fabric, high stretch
- Abstract print
- High-rise waist, ruched detailing
- High-cut side slit
- Maxi-length hem
- Flowy A-line silhouette
- Runs true to size
Style Number/Barcode: 06501-000180
Category Name: Matching Sets
Price: $49.90
Availability: In Stock
Available Color: MULTI
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Poolside Priority Tie Front Top
This top practically comes with a boarding pass. Featuring a flirty tie front crop top, flutter sleeves, and a cropped length, it's the kind of look that belongs at pool parties, vacations, and every photo op in between.
Shop Matching Bottoms: Poolside Priority Slit Maxi Skirt
Fit & Features
- Stretchy knit fabric
- Tie-front neckline
- Flutter short sleeves
- Cropped length hem
- Runs true to size
Style Number/Barcode: 06202-000110
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Poolside Priority Slit Maxi Skirt
This skirt practically comes with a boarding pass. Featuring a flirty mid-rise waist, curve-hugging fit, and a leg-baring high-front slit, it's the kind of look that belongs at pool parties, vacations, and every photo op in between.
Shop Matching Top: Poolside Priority Tie Front Top
Fit & Features
- Stretchy knit fabric
- Mid-rise waist
- High front slit
- Curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000157
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: In Stock
Available Color: YELLOW
Available Size: L
Product Badge:- Sale
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Sweet Escape Abstract Floral Ruffle Skort
This skort was made for sunny-day plans and spontaneous photo ops. The layered ruffle design adds dreamy movement, while the mini skort silhouette keeps it effortlessly cute from brunch with the girls to getaway adventures.
Shop Matching Top: Sweet Escape Abstract Floral Halter Top
Fit & Features
- Lightweight mesh fabrication
- Low-rise waist
- Abstract floral pattern
- Tiered ruffle silhouette
- Hidden cheeky shorts
- Runs true to size
Style Number/Barcode: 06503-000341
Category Name: Matching Sets
Price: $34.90
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Escape Abstract Floral Halter Top
Vacation mode: activated. This floral mesh halter crop top features a plunging neckline, ruched waist detail, and an open-back design that was made for rooftop dinners, weekend getaways, and every plan worth dressing up for.
Shop Matching Bottoms: Sweet Escape Abstract Floral Ruffle Skort
Fit & Features
- Lined mesh fabrication
- Sleeveless halter V-neckline
- Open back with adjustable neck tie
- Abstract floral pattern
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-000838
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Chic Attitude Denim Halter Vest
Denim, but make it impossible to scroll past. This denim halter vest brings tailored lines, a flattering fit, and just the right amount of chic attitude for everything from rooftop plans to last-minute weekend outings. Pair with the matching denim shorts.
Shop Matching Bottoms: Chic Attitude High-Rise Denim Shorts
Fit & Features
- Denim fabric
- Sleeveless collared V-neckline
- Halter strap, partially open back
- Button-down front
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06203-000046
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Chic Attitude High-Rise Denim Shorts
Denim, but make it impossible to scroll past. These denim high-rise shorts bring tailored lines, a flattering fit, and just the right amount of chic attitude for everything from rooftop plans to last-minute weekend outings. Pair with the matching denim vest.
Shop Matching Top: Chic Attitude Denim Halter Vest
Fit & Features
- Denim fabric
- High-rise waist, belt loops
- Front button closure
- Dual front and back pockets
- Fitted silhouette
- Runs true to size
Style Number/Barcode: 06603-000199
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Sun Chaser Crochet Crop Top
Booked the trip, packed the crochet, no further questions. This crochet crop top brings breezy texture, scalloped details, and an open-back design that was made for vacation photos and rooftop plans. Pair with the matching maxi skirt.
Shop Matching Bottoms: Sun Chaser Crochet High Slit Maxi Skirt
Fit & Features
- Crochet knit fabric, moderate stretch
- Scalloped trim
- Sleeveless deep V-neckline
- Tank shoulder straps
- Open back, lower tie-back spaghetti straps
- Ultra-cropped hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-000338
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: In Stock
Available Color: GOLD
Available Size: S, M, L
Product Badge:- Sale
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Sun Chaser Crochet High Slit Maxi Skirt
Booked the trip, packed the crochet, no further questions. This crochet maxi skirt brings breezy texture, scalloped details, and a high-cut side slit that was made for vacation photos and rooftop plans. Pair with the matching crop top.
Shop Matching Top: Sun Chaser Crochet Crop Top
Fit & Features
- Crochet knit fabric, moderate stretch
- Scalloped hem
- High-rise waist, tie-front detail
- High-cut side slit
- Midi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-000127
Category Name: Matching Sets
Price: $19.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: GOLD
Available Size: S, M, L
Product Badge:- Sale
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Dark Rose Drama Denim Mini Skort
For the girl who likes her denim with attitude, this skort takes the lead. The rhinestone floral detailing softens the edge just enough, while the mini-length overlay brings that cool-confidence vibe—perfect for nights that run later than planned.
Shop Matching Top: Dark Rose Drama Denim Halter Top
Fit & Features
- Denim fabric
- Rhinestone-embellished floral design
- High-rise waist
- Side zipper closure
- Mini-length overlay, form-hugging fit
- Hidden built-in shorts
- Runs true to size
Style Number/Barcode: 06603-000204
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: S, M, L
Product Badge:- Part of a Set
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Vacay-Coded Tropical Floral Print Maxi Skirt
Vacation-coded, curve-hugging, and not here to blend in. This tropical floral print maxi skirt brings a high-rise waist, a high-cut side slit, and ruched shaping that’s ready for rooftop reservations, vacation dinners, and every “where did you get that?” moment. Pair with the matching halter top.
Shop Matching Top: Vacay-Coded Tropical Floral Print Halter Top
Fit & Features
- Knit fabric with lining, high stretch
- Large tropical floral print
- High-rise waist
- High-cut side slit
- Maxi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06501-000169
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
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Vacay-Coded Tropical Floral Print Halter Top
Shop Matching Bottoms: Vacay-Coded Tropical Floral Print Maxi Skirt
Fit & Features
- Knit fabric with lining, high stretch
- Large tropical floral print
- Sleeveless plunging V-neckline, lace trim
- Halter strap, partially open back
- Ruched waist
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000665
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
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Breezy Vibe Tropical Print Tie-Front Top
Barely packed, fully planned. This tropical print tie-front top keeps it breezy with a plunging neckline, flowy sleeves, and an ultra-cropped fit that makes it feel instantly styled. Pair with the matching palazzo pants.
Shop Matching Bottoms: Breezy Vibe Tropical Print Palazzo Pants
Fit & Features
- Lightweight woven fabric, no stretch
- Tropical print
- Plunging V-neckline
- Tie-front design
- Short flowy sleeves
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06204-000149
Category Name: Matching Sets
Price: $14.97 $32.90
On Sale: Yes
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L
Product Badge:- Sale
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Breezy Vibe Tropical Print Palazzo Pants
Barely packed, fully planned. These tropical print palazzo pants keep it breezy with a lightweight woven fabric, pleated detailing, and a flowy, wide-leg fit that makes them feel instantly styled. Pair with the matching tie-front top.
Shop Matching Top: Breezy Vibe Tropical Print Tie-Front Top
Fit & Features
- Lightweight woven fabric
- Tropical print
- High-rise waist
- Pleated detailing
- Flowy wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06302-000021
Category Name: Matching Sets
Price: $18.97 $44.90
On Sale: Yes
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L
Product Badge:- Sale
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Checked In Lace Crop Top
Booked, packed, and already thinking about the vacation photos. This lace top pairs a plunge neckline with a flirty open front for an effortlessly styled getaway look.
Shop Matching Bottoms: Checked In Lace Shorts
Fit & Features
- Lace-lined fabric
- Plunge halter neckline, tie straps
- Open front design, beaded accents
- Flowy crop-length hem
- Runs true to size
Style Number/Barcode: 06001-000683
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE
Available Size: M, L
Product Badge:- Sale