Matching Sets
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.
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Matching Sets
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Matching Sets That Serve Style in Every Fall Scene
From rooftop dinners to weekend getaways, Windsor’s matching sets deliver effortless coordination and head-turning style. Whether you’re dressing for a seasonal soirée, a night out, or a 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 polish. Cozy ribbed knits, soft sweater fabrics, and sleek satins keep things comfortable and put-together. Style with ankle boots and layered jewelry for casual glam that moves with you.
Night-Out Energy & Elevated Looks
Dial it up with sleek two-piece matching sets paired with a tailored blazer or curve-hugging silhouettes. Faux leather finishes, halter details, and tie-front designs bring the heat—just add strappy heels or heeled boots 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 faux leather pants, or swap in a fitted bodysuit for your skirt. Finish with a cropped jacket or a longline duster coat for extra dimension.
Explore Windsor’s full collection of matching sets online, in-app, or in-store to level up your fall 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.
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Bold Babe Tie-Dye Crop Top
You're a total bold babe when it comes to your style, so this crop top was made for you. It features a sleeveless halter neckline with spaghetti straps and a center O-ring accent, an alluring center cutout at the bust, a cropped, form-hugging fit, and a trendy all-over tie-dye print. Style with the matching mini skirt and statement earrings.
Shop Matching Bottoms: Bold Babe Tie-Dye Mini Skirt
Fit & Features
- Sleeveless halter neckline, front O-ring accent
- Spaghetti straps, tie at the back of the neck
- Center cutout at the bust
- Cropped, form-hugging fit
- Tie-dye print
- Soft brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-4010
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Secret Garden Chiffon Flowy Shorts
This floral chiffon top is perfect for a garden party! Featuring long peasant sleeves, a surplice v-neckline, back smocked panel, and a cropped hem. Complete the look in the matching top.
Shop Matching Top: Secret Garden Chiffon Surplice Top
Fit & Features
- High-rise waist
- Back zipper, hook and eye closure
- Flowy silhouette
- Floral pattern
- Chiffon-lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06403-0216
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bohemian Babe Knit High-Rise Mini Skirt
Channel a boho babe vibe in this sweater knit mini skirt featuring a high-rise waist and a short, curve-hugging fit. Style with the matching tube top for a chic and seamless look!
Shop Matching Top: Bohemian Babe Knit Cutout Tube Top
Fit & Features
- Sweater knit fabric, ribbed hems, high stretch
- High-rise waist
- Mini-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-000022
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Secret Garden Chiffon Surplice Top
This floral chiffon top is perfect for a garden party! Featuring long peasant sleeves, a surplice V-neckline, back smocked panel, and a cropped hem. Complete the look in the matching bottoms.
Shop Matching Bottoms: Secret Garden Chiffon Flowy Shorts
Fit & Features
- Long peasant sleeves, elastic cinched hems
- Surplice V-neckline
- Back smocked panel
- Cropped hem
- Floral pattern
- Chiffon-lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1713
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Island Ready Printed Tie-Front Top
Look like you're ready to jet set off on an island getaway in this printed top! It features short flutter sleeves, a V-neckline, a tie-front design, and a cropped fit. The all-over palm leaf print brings those vacay vibes. Style with the matching mini skirt!
Shop Matching Bottoms: Island-Ready Printed Mini Skirt
Fit & Features
- Short flutter sleeves
- V-neckline
- Tie-front
- Cropped, form-hugging fit
- Palm leaf print
- Brushed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0305
Category Name: Matching Sets
Price: $9.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Island-Ready Printed Mini Skirt
Look like you're ready to jet set off on an island getaway in this printed mini skirt! It features a high-rise waist, a short, curve-hugging silhouette, and a chic front dual slit design. The all-over palm leaf print brings those vacay vibes. Style with the matching crop top!
Shop Matching Top: Island Ready Printed Tie-Front Top
Fit & Features
- High-rise banded waist
- Mini-length, form-fitting silhouette
- Front dual slit design
- Palm leaf print
- Brushed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0634
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Alluring Beauty High Slit Midi Skirt
Showcase your alluring beauty in this on-trend midi skirt. It features a flattering high-rise waist, a midi-length, curve-hugging silhouette, and a chic thigh-high side slit. Style with the matching crop top and heels for a girl's night out.
Shop Matching Top: Alluring Beauty Halter Crop Top
Fit & Features
- High-rise elasticized waist
- Midi-length, form-fitting silhouette
- High side slit
- Lined ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0674
Category Name: Matching Sets
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Alluring Beauty Halter Crop Top
Showcase your alluring beauty in this on-trend crop top. It features a sleeveless halter neckline with a cross-front design, a center cutout at the bust, an open back, and a majorly cropped fit. Style with the matching midi skirt and heels for a girl's night out.
Shop Matching Bottoms: Alluring Beauty High Slit Midi Skirt
Fit & Features
- Sleeveless halter neckline, cross-front design
- Center cutout at the bust, structured underwire
- Open back
- Cropped
- Lined ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4375
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Weekend Mood Wide-Leg Pants
Get ready for a relaxing weekend in these adorable woven pants. They feature a high-rise paper bag waist, a tie-front detail, pleating, and a flowy, wide-leg fit. Complete your getaway look with the matching tie-front top and cute espadrille sandals.
Shop Matching Top: Weekend Mood Tie-Front Top
Fit & Features
- High-rise elasticized paper bag waist
- Tie-front detail
- Pleating
- Wide-leg fit
- Flowy silhouette
- Lightweight gauze fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0625
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Weekend Mood Tie-Front Top
Get ready for a relaxing weekend in this adorable woven tie-front top. It features short flutter sleeves, a V-neckline, a tie-front design, and a cropped fit. Complete your getaway look with the matching wide-leg pants and cute espadrille sandals.
Shop Matching Bottoms: Weekend Mood Wide-Leg Pants
Fit & Features
- Short flutter sleeves
- V-neckline
- Tie-front
- Cropped
- Lightweight gauze fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1229
Category Name: Matching Sets
Price: $9.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Life's A Breeze Kimono Tie-Front Top
Life's a breeze under the palm trees in paradise! Create an effortless vacay vibe in this breezy crop top featuring 3/4 length kimono sleeves, a plunge V-neckline, and a tie-front closure on palm print fabric. Complete the look in the matching shorts.
Shop Matching Shorts: Life's A Breeze High Rise Shorts
Fit & Features
- 3/4 length kimono sleeves
- Plunge V-neckline
- Tie-front closure
- Cropped hem
- Palm leaf print woven fabric
- Runs true to size
Style Number/Barcode: 06204-1146
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Howdy Cow Print Pajama Shorts
Howdy, comfy, and cute cow print PJ shorts! They feature a trendy high-rise elasticized waistband, tie-front closure, and a form-fitting silhouette. Complete the cozy look in the matching top.
Shop The Matching Top: Howdy Cow Print Pajama Top
Fit & Features
- High-rise elasticized waistband
- Tie-front closure
- Form-fitting silhouette
- Cow print design
- Soft and comfortable
- Fits true to size
Style Number/Barcode: 07103-0787
Category Name: Matching Sets
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- High-rise elasticized waistband
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Howdy Cow Print Pajama Top
Say howdy to this comfy and cute cow print pajama top! It features a sleeveless, square neck, tank-style straps, and a fitted crop hem. Complete the cozy look in the matching bottoms.
Shop The Matching Bottoms: Howdy Cow Print Pajama Shorts
Fit & Features
- Sleeveless, square neck, tank-style straps
- Form-fitting
- Cropped hem
- Cow print design
- Soft and comfortable
- Fits true to size
Style Number/Barcode: 07103-0786
Category Name: Matching Sets
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual Plans Button-Down Linen Top
Cute for casual plans, this relaxed button-down crop top offers a breezy style to your look! Shop the matching shorts.
Fit & Features
- Woven linen-blend fabric
- Collared neckline
- Button-down front closures
- Cuffed dolman short sleeves
- Relaxed cropped-length hem
- Runs true to size
Shop The Matching Shorts: Casual Plans Mid-Rise Linen Shorts
Style Number/Barcode: 06003-000002
Category Name: Matching Sets
Price: $32.90
Availability: In Stock
Available Color: OFF, WHITE
Available Size: M, L
Product Badge:- Part of a Set
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Festival Vibes Halter Crop Top
Showcase trendy festival vibes all season with this alluring crop top! It features a sleeveless halter neckline with spaghetti straps in a cross-front design and a cropped, form-hugging fit. Style with the matching wide-leg pants and retro shades.
Shop Matching Bottoms: Festival Vibes Wide-Leg Pants
Fit & Features
- Sleeveless halter neckline
- Spaghetti straps, cross-front design, tie at the back of the neck
- Cropped, form-hugging fit
- Ribbed knit fabric
- Runs true to size
Style Number/Barcode: 06001-4029
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sassy Knits Flare Pants
So much sass on these flare pants! It features a high-rise waist, form-fitting silhouette, and a flared hem on space-dye knit fabric with plenty of stretch. Complete the look in the matching top and heels.
Shop Matching Top: Sassy Knits Keyhole Halter Top
Fit & Features
- High-rise elasticized waist
- Form-fitting silhouette
- Flare hem
- Pull-on/off styling
- Space dye knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0850
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Summer Blend Crochet Knit Shorts
Sun's out, legs out! These crochet-knit shorts are perfect for summer festivals and casual beach days. They feature a high-rise drawstring waist, front tie closure, and a form-fitting silhouette. Complete the look in the matching top.
Shop Matching Top: Summer Blend Crochet Knit Top
Fit & Features
- High-rise drawstring waist
- Front tie closure
- Form-fitting silhouette
- Crochet knit striped pattern
- No stretch
- Runs true to size
Style Number/Barcode: 06503-0991
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Summer Blend Crochet Knit Top
Sun's out, shoulders out! This crochet knit top is perfect for summer festivals and casual beach days. It features a sleeveless, square neck, adjustable spaghetti straps, and a cropped hem. Complete the look in the matching top.
Shop Matching Bottoms: Summer Blend Crochet Knit Shorts
Fit & Features
- Sleeveless, square neck, adjustable spaghetti straps
- Cropped hem
- Crochet knit striped pattern
- No stretch
- Runs true to size
Style Number/Barcode: 06005-1502
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tropical Glam Tie Front Top
Channel a glam vibe with a top that is perf for that getaway! The top features a sleeveless halter neck with a sweetheart bust, a tie-front accent at the center of the bodice, a tropical floral with palm leaf print, and halter ties. Complete look with the matching maxi skirt.
Shop Matching Maxi Skirt: Tropical Glam Floral Maxi Skirt
Fit & Features
- Sleeveless halter neck
- Sweetheart bust
- Tie-front accent
- Tropical floral with palm leaf print
- Halter ties
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4027
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tropical Glam Floral Maxi Skirt
Channel a glam vibe with a skirt that is perf for that getaway! The skirt features an elastic high-rise waist, a tropical floral with palm leaf print, and a maxi length accented with a high-side slit. Complete look with the matching tie front top!
Shop Matching Top: Tropical Glam Tie Front Top
Fit & Features
- High rise waist
- Tropical floral and palm print
- Maxi length
- High side slit
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0606
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Festival Vibes Wide-Leg Pants
Showcase trendy festival vibes all season with these fab flare pants! They feature a high-rise waist, a form-hugging fit throughout, and a wide-leg hem. Style with the matching crop top and retro shades.
Shop Matching Top: Festival Vibes Halter Crop Top
Fit & Features
- High-rise elasticized waist
- Form-hugging fit
- Wide-leg hem
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0801
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On Vacay Tropical Puff Sleeve Top
On vacay or just dreaming about sandy beaches? This cute tropical puff sleeve top is definitely a must! It features short puff sleeves, a square neckline, and an ultra-cropped hem with pleat detail and back zipper closure. Complete the look in the matching bottom.
Shop Matching Bottoms: On Vacay Tropical Tiered Shorts
Fit & Features
- Short puff sleeves
- Square neckline
- Ultra cropped hem
- Pleat detail, back zipper closure
- Tropical pattern
- Woven-lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1572
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On Vacay Tropical Tiered Shorts
On vacay or just dreaming about sandy beaches? This cute tropical-tiered short is definitely a must! It features a high-rise waist and a tiered flowy design. Style with the matching crop top.
Shop Matching Top: On Vacay Tropical Puff Sleeve Top
Fit & Features
- High-rise waist
- Tiered flowy design
- Tropical floral pattern
- Wove-lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06303-0160
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casual Plans Mid-Rise Linen Shorts
Cute for casual plans, these mid-rise linen blend shorts offer a breezy style to your look! Shop the matching top.
Fit & Features
- Woven linen-blend fabric
- Elasticized mid-rise waist
- Flowy dolphin trim hem
- Runs true to size
Shop The Matching Top: Casual Plans Button-Down Linen Top
Style Number/Barcode: 06303-000001
Category Name: Matching Sets
Price: $29.90
Availability: Out of Stock
Product Badge:- Ships Free