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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Tropical Paradise Smocked Mini Skirt
Transport to paradise with a smocked mini skirt that is too fab! The skirt features a high-rise waist, a tropical palm leaf print, and a smocked body. Complete the look with the matching tube top.
Shop Matching Tube Top: Tropical Paradise Smocked Tube Top
Fit & Features
- High rise waist
- Tropical palm leaf
- Smocked body
- Mini length silhouette
- Form hugging fit, moderate stretch
Style Number/Barcode: 06301-0081
Category Name: Matching Sets
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Crochet Cutie Triangle Crop Top
Live out your boho dreams in this cute crochet crop top! It features thin halter straps that tie at the back of the neck, a triangle design with a V neckline, an open back, lower tie back straps, and a cropped, form-fitting style. The crochet fabric has no stretch and showcases a dainty cutout design along the trim. The thin straps feature adorable tassel details. Pair this top with the matching skirt and a trendy layered necklace.
Shop Matching Mini Skirt: Crochet Cutie Mini Skirt
Fit & Features
- Sleeveless bodice
- Thin halter straps that tie at the back of the neck
- Triangle design with a V neckline
- Open back with lower tie back straps
- Cropped, form-hugging fit
- Crochet fabric with no stretch
- Runs true to size
Style Number/Barcode: 06005-0909
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bohemian Beat Smocked Tube Top
Step out this season with a boho tube top that brings those wanderlust vibes! The top features a sleeveless square neckline, a bohemian print, and composed of a smocked fabric. Shop matching maxi skirt.
Shop Matching Maxi Skirt: Bohemian Beat High Waist Maxi Skirt
Fit& Features
- Sleeveless square neckline
- Bohemian print
- Smocked knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06003-1318
Category Name: Matching Sets
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bohemian Beat High Waist Maxi Skirt
Step out this season with a boho maxi skirt that brings those wanderlust vibes! The skirt features a high-rise waist, a bohemian print, a high side slit, and a maxi length silhouette. Complete look with the matching tube top.
Shop Matching Tube Top: Bohemian Beat Smocked Tube Top
Fit & Features
- High rise waist
- Bohemian print
- High side slit
- Maxi length silhouette
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06301-0086
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Charming Beauty Ditsy Floral Mini Skirt
Bring the charm with a gorge mini skirt that makes a flirty impression! The skirt features a high-rise waist, a ditsy floral print, a ruched body, and a mini-length silhouette.
Shop Matching Crop Top: Charming Beauty Ditsy Floral Crop Top
Fit & Features
- High rise waist
- Ditsy floral print
- Ruched body
- Mini length silhouette
- Form hugging fit
- Runs true to size
Style Number/Barcode: 06501-0403
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Charming Beauty Ditsy Floral Crop Top
Bring the charm with a gorge crop top that makes a flirty impression! The crop top features a sleeveless square neckline, tie-up shoulder straps, ditsy floral print, a ruched bodice, and a cropped hem. Complete the look with the matching mini skirt.
Shop Matching Mini Skirt: Charming Beauty Ditsy Floral Mini Skirt
Fit & Features
- Sleeveless square neckline
- Tie-up shoulder straps
- Ditsy floral print
- Ruched bodice
- Cropped hem
- Form hugging fit
- Runs true to size
Style Number/Barcode: 06001-3255
Category Name: Matching Sets
Price: $4.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ditsy Floral Ruffled Maxi Skirt
This season, impress in fab floral sets. The vacation-ready ditsy high slit skirt features a flattering high-rise waist, a ruched center with drawstring ties that leads to a high center slit, and a sweeping maxi length silhouette with a ruffled hem. Complete this trendy look with the matching tube top, a pair of hoops, and wedges for an effortlessly chic touch.
Shop Matching Top: Ditsy Floral Ruched Tube Top
Fit & Features
- High-rise waist
- Back zipper and hook and eye closure
- Ruched center with drawstring ties
- High center slit
- Ditsy floral print
- Woven fabric, short knit lining, no stretch
- Runs true to size
Style Number/Barcode: 06401-0278
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Pleated And Striped Shorts
Keep it trendy with shorts that are all the rage! The shorts feature a high-rise waist, a trendy striped pattern, pleats, and a cheeky fit. Complete the look with the matching tube top.
Shop Matching Tube Top: Trendy Pleated And Striped Tube Top
Fit & Features
- High-rise waist
- Striped pattern
- Pleats
- Cheeky fit
- Form-hugging fit, moderate stretch
- Lightweight knit fabric
- Runs true to size
Style Number/Barcode: 06503-0251
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Pleated And Striped Tube Top
Keep it trendy with a tube top that is all the rage! The top features a trendy striped pattern, a sleeveless sweetheart neckline, and surplice ties that can be used to create a halter neck or tie front. Complete the look with the matching shorts.
Shop Matching Shorts: Trendy Pleated And Striped Shorts
Fit & Features
- Sleeveless sweetheart neckline
- Striped pattern
- Surplice ties
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3750
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Boho-Chic Convertible Tube Top
This convertible tube top will give you those boho-chic vibes you've been seeing all over social media! It features a strapless neckline, a cropped, form-hugging fit, and can be worn as a halter, tie-front, or with the ties in the back. Style this versatile top with the matching pants for the perf vacay outfit.
Shop Matching Bottoms: Boho-Chic Wide-Leg Pants
Fit & Features
- Strapless neckline
- Cropped, form-hugging fit
- Versatile styling
- Knit fabric
- Runs true to size
Style Number/Barcode: 06001-3375
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bohemian Chic Sheer Lace Tie-Front Top
So boho chic, this sheer lace top is a style staple for festival season. Show off a trendy flair with the long bell sleeves and cute tie-front design.
Shop Matching Bottoms: Bohemian Chic Sheer Lace Flare Pants
Fit & Features
- Sheer floral lace fabric, high stretch
- Long bell sleeves
- V-neckline
- Tie-front design
- Cropped hem
- Runs true to size
Style Number/Barcode: 06202-0518
Category Name: Matching Sets
Price: $19.90
Availability: In Stock
Available Color: BLACK
Available Size: M
Product Badge:- Part of a Set
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Boho-Chic Wide-Leg Pants
These wide-leg pants will give you those boho-chic vibes you've been seeing all over social media! They feature a high-rise banded waist, pleated detailing, and a wide-leg, relaxed fit. Style these cute pants with the matching top for the perf vacay outfit.
Shop Matching Top: Boho-Chic Convertible Crop Top
Fit & Features
- High-rise elastic banded waist
- Pleated detailing
- Wide-leg, relaxed fit
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06502-0577
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stunning Boho Vibes Woven Shorts
Showcase those stunning boho vibes in these on-trend woven shorts! They feature a high-rise waist, a relaxed fit, and an all-over chic paisley pattern. Style these shorts with the matching top and strappy sandals for the perf everyday summer look.
Shop Matching Top: Stunning Boho Vibes Tie-Front Top
Fit & Features
- High-rise waist
- Relaxed fit
- Woven fabric, paisley pattern
- Runs true to size
Style Number/Barcode: 06303-0121
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bohemian Dreams Paisley Print Duster
Keep it dreamy with a duster that gives major wanderlust vibes. The duster features a draped open front, kimono sleeves, and a paisley print. The duster is composed of a sheer mesh fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching swimsuit, mini skirt, high waist pants, or headwrap.
Shop Matching Bikini Top: Bohemian Dreams Paisley Print Bikini Top
Shop Matching Bikini Bottoms: Bohemian Dreams Paisley Print Bikini Bottoms
Shop Matching Headwrap: Bohemian Dreams Paisley Print Headwrap
Fit & Features
- Draped open front
- Kimono sleeves
- Paisley print
- Mesh fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0197
Category Name: Matching Sets
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Rocking Retro Vibes Tie Dye Pajama Pants
Rock out those retro vibes with pajama pants that keep it casually chic! The pants feature a mid-rise waist, a tie-dye print. and a straight leg with a flared hem. The pants are composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching bralette.
Shop Matching Bralette: Rocking Retro Vibes Tie Dye Bralette
Fit & Features
- Mid-rise waist
- Tie-dye print
- Straight leg fit
- Flared hem
- Ribbed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0565
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rocking Retro Vibes Tie Dye Bralette
Rock out those retro vibes with a bralette that keeps it casually chic! The bralette features a sleeveless scoop neckline, adjustable spaghetti straps, a tie-print, and a cropped hem. Complete look with the matching pajama pants and slides for the perf lounge outfit.
Shop Matching Pajama Pants: Rocking Retro Vibes Tie Dye Pajama Pants
Fit & Features
- Sleeveless scoop neckline
- Adjustable spaghetti straps
- Tie-dye print
- Cropped hem
- Ribbed knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07107-0591
Category Name: Matching Sets
Price: $2.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stunning Boho Vibes Tie-Front Top
Showcase those stunning boho vibes in this on-trend top! It features short flutter sleeves, a V-neckline, a tie-front detail, a cropped, relaxed fit, and an all-over chic paisley pattern. Style this top with the matching shorts and strappy sandals for the perf everyday summer look.
Shop Matching Bottoms: Stunning Boho Vibes Woven Shorts
Fit & Features
- Short flutter sleeves
- V-neckline
- Tie-front
- Cropped, relaxed fit
- Woven fabric, paisley pattern
- Runs true to size
Style Number/Barcode: 06204-0994
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ready For Paradise Smocked Tube Top
You'll be totally ready for your vacay to paradise in this tropical floral tube top! It features a strapless neckline, a cropped, form-hugging fit, and a smocked woven fabric. Style it with the matching mini skirt and complete the look with a chic floppy hat.
Shop Matching Bottoms: Ready For Paradise Smocked Mini Skirt
Fit & Features
- Strapless neckline
- Cropped, form-hugging fit
- Smocked woven fabric
- Tropical floral print
- Runs true to size
Style Number/Barcode: 06003-0705
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ready For Paradise Smocked Mini Skirt
You'll be totally ready for your vacay to paradise in this tropical floral mini skirt! It features a high-rise waist, a mini-length, curve-hugging silhouette with a ruffled hem, and a smocked woven fabric. Style it with the matching tube top and complete the look with a chic floppy hat.
Shop Matching Top: Ready For Paradise Smocked Tube Top
Fit & Features
- High-rise waist
- Short, form-hugging fit
- Ruffled hem
- Smocked woven fabric
- Tropical floral print
- Runs true to size
Style Number/Barcode: 06301-0061
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay On My Mind Tropical Print Kimono
You'll be ready for a vacay in this cute kimono that brings those island vibes! The kimono features a drape open front, tropical palm leaf print, kimono sleeves. and an above the knee length. Complete look with the matching crop top and shorts.
Shop Matching Crop Top: Vacay On My Mind Tropical Print Crop Top
Shop Matching Shorts: Vacay On My Mind Tropical Print Shorts
Fit & Features
- Draped open front
- Tropical palm leaf print
- Kimono sleeves
- Above the knee length
- Chiffon fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-0772
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sensational Match Tie-Front Ruffle Crop Top
Make a sensational impression in this tie-front ruffle crop top on vacay or brunch! Pair with the matching skirt to complete the cute look.
Shop Matching Midi Skirt: Sensational Match Bodycon Midi Skirt
Shop Matching Mini Skort: Sensational Match Ruffle Mini Skort
Fit & Features
- Smooth stretchy double-lined knit fabric
- Ruffled V-neckline
- Tie-front closure
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06202-000033
Category Name: Matching Sets
Price: $22.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
Product Badge:- Part of a Set
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Vacay On My Mind Tropical Print Shorts
You'll be ready for a vacay in these cute shorts that bring those island vibes! The shorts feature a high-rise waist, a tie waist belt with loops, a tropical palm leaf print, and a cheeky fit. Complete look with the matching crop top and kimono.
Shop Matching Crop Top: Vacay On My Mind Tropical Print Crop Top
Shop Matching Kimono: Vacay On My Mind Tropical Print Kimono
Fit & Features
- High rise waist
- Tie waist belt with belt loops
- Tropical palm leaf print
- Cheeky fit
- Chiffon fabric
- Form hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0147
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vacay On My Mind Tropical Print Crop Top
You'll be ready for a vacay in this cute crop top that brings those island vibes! The top features a sleeveless square neckline, adjustable spaghetti straps, a tropical palm leaf print, and a cropped hem Complete look with the matching shorts and kimono.
Shop Matching Shorts: Vacay On My Mind Tropical Print Shorts
Shop Matching Kimono: Vacay On My Mind Tropical Print Kimono
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Tropical palm leaf print
- Cropped hem
- Chiffon fabric
- Form hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1183
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Moment For Mesh Ruched Midi Skirt
Create a head-turning moment in a mesh skirt that commands attention! The skirt features a high-rise waist, a ruched body, and a midi length silhouette. The skirt is composed of lined mesh fabric that offers a form-hugging fit with a moderate stretch.
Shop Matching Crop Top: Moment For Mesh Ruched Crop Top
Fit & Features
- High rise waist
- Ruched body
- Midi length silhouette
- Lined mesh fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0461
Category Name: Matching Sets
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance