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.

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
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, M, L
Product Badge:
- Part of a Set
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
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: $22.90

Availability: In Stock

Available Color: YELLOW

Available Size: S, M, L
Product Badge:
- Part of a Set
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: $29.90

Availability: In Stock

Available Color: YELLOW

Available Size: S, M, L
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
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: 06001-000697

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: ORANGE

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
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
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
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: $32.90

Availability: In Stock

Available Color: GOLD

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
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: $46.90

Availability: In Stock

Available Color: GOLD

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
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: XS, S, M, L
Product Badge:
- Part of a Set
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
Vacay-Coded Tropical Floral Print Halter Top
Vacation-coded, curve-hugging, and not here to blend in. This tropical floral print halter top brings lace-trimmed drama, a plunging neckline, and ruched shaping that’s ready for rooftop reservations, vacation dinners, and every “where did you get that?” moment. Pair with the matching maxi skirt.

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
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: $32.90

Availability: In Stock

Available Color: NATURAL

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
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: $44.90

Availability: In Stock

Available Color: NATURAL

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
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: $29.90

Availability: In Stock

Available Color: WHITE

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Checked In Lace Shorts
Booked, packed, and already thinking about the vacation photos. These lace shorts pairs a form-hugging fit with a flirty low-rise waist for an effortlessly styled getaway look.

Shop Matching Top: Checked In Lace Crop Top

Fit & Features
- Lace-lined fabric
- Low-rise waist, hoop insert belt accent
- Form-hugging fit
- Cheeky bottom
- Runs true to size
Style Number/Barcode: 06503-000335

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: WHITE

Available Size: S, M, L
Product Badge:
- Part of a Set
Blooming Agenda Floral Mesh Strapless Bustier
Booked, busy, and somehow still best dressed. This floral mesh bustier brings sculpted structure and a flattering fit that pairs perfectly with the matching skirt for any RSVP-worthy plan on your calendar.

Shop Matching Bottoms: Blooming Agenda Floral Mesh Maxi Skirt

Fit & Features
- Mesh fabric, high stretch
- Large floral print
- Strapless straight-across neckline
- Flexible boning
- Lace-up back design with tie closure
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000693

Category Name: Matching Sets

Price: $36.90

Availability: In Stock

Available Color: ORANGE

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Blooming Agenda Floral Mesh Maxi Skirt
Booked, busy, and somehow still best dressed. This floral mesh maxi skirt brings a high-cut back slit and a curve-hugging fit that pairs perfectly with the matching bustier for any RSVP-worthy plan on your calendar.

Shop Matching Top: Blooming Agenda Floral Mesh Strapless Bustier

Fit & Features
- Mesh fabric with full-length knit lining, high stretch
- Large floral print
- High-rise waist
- High-cut back slit
- Maxi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06501-000183

Category Name: Matching Sets

Price: $36.90

Availability: In Stock

Available Color: ORANGE

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Flirty Style Paisley Print Asymmetrical Skort
This one's doing the flirting for you. This paisley print skort combines a curve-hugging fit with a ruffled silhouette for a look that feels effortlessly on-trend.

Shop Matching Top: Flirty Style Paisley Print Corset Tank Top

Fit & Features
- Lightweight woven fabric
- Mid-rise skort silhouette
- Paisley print
- Asymmetrical flowy overlay
- Hidden built-in-shorts
- Runs true to size
Style Number/Barcode: 06503-000338

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: BLUE

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Caught Up Beaded Crop Top
The top that makes every mirror selfie worth posting. This crop top brings just the right amount of shine, serving a flattering curve-hugging fit and a striking open back that keeps all eyes on you.

Shop Matching Bottoms: Caught Up Beaded Maxi Skirt

Fit & Features
- Slinky knit stretchy fabric
- Plunge halter neckline
- Strappy beaded embellished open back
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06001-000694

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
Caught Up Beaded Maxi Skirt
The skirt that makes every mirror selfie worth posting. This maxi skirt brings just the right amount of shine, serving a flattering curve-hugging fit and a striking thigh-high slit that keeps all eyes on you.

Shop Matching Top: Caught Up Beaded Crop Top

Fit & Features
- Slinky knit stretchy fabric
- High-rise wrap-accent waist with beaded cinch
- Thigh-high front slit
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000184

Category Name: Matching Sets

Price: $36.90

Availability: In Stock

Available Color: BLACK

Available Size: S, M, L
Product Badge:
- Part of a Set
Booked For Sunset Halter Crop Top
The dress code just got a little more interesting. This crop top pairs a dramatic plunge neckline with floral applique details and an open back that was made for vacations, sunset cocktails, and parties.

Shop Matching Bottoms: Booked For Sunset Slit Maxi Skirt

Fit & Features
- Smooth knit stretchy fabric
- Plunge halter cowl neckline, tie straps
- Front flower inset
- Draped crop hem
- Open tie-back detail
- Runs true to size
Style Number/Barcode: 06001-000617

Category Name: Matching Sets

Price: $29.90

Availability: Out of Stock
Product Badge:
- Ships Free

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