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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Boho Dreamer Printed Crop Top
Bring the dreamy boho-chic vibes to your summer look with this trendy crop top. It features a sleeveless square neckline, spaghetti straps, an open back with a lace-up strappy design, and cropped form-hugging fit. The brushed knit fabric features an all-over multi-print striped pattern. Style with the matching flare pants.
Shop Matching Bottoms: Boho Dreamer Printed Flare Pants
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Open back, lace-up strappy design, tie closure
- Cropped, form-hugging fit
- Multi-print striped pattern
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-3748
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Boho Dreamer Printed Flare Pants
Bring the dreamy boho-chic vibes to your summer look with these trendy flare pants. They feature a high-rise waist, a form-hugging fit throughout the leg, and a flared hem. The brushed knit fabric features an all-over multi-print striped pattern. Style with the matching crop top.
Shop Matching Top: Boho Dreamer Printed Crop Top
Fit & Features
- High-rise elasticized waist
- Form-hugging fit throughout the leg
- Flared hem
- Multi-print striped pattern
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06502-0714
Category Name: Matching Sets
Price: $9.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Summer Nights One-Shoulder Crop Top
This sultry sleeveless crop top is perfect for summer nights. It features a one-shoulder neckline with a single strap, a cinched detail at the bust, and a cropped, form-hugging fit. Style with the matching mini skirt and a chic pair of stilettos.
Shop Matching Bottoms: Summer Nights Ruched Mini Skirt
Fit & Features
- One-shoulder neckline, single strap
- Cinched detail at the bust
- Cropped, form-hugging fit
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3920
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Summer Nights Ruched Mini Skirt
This sultry mini skirt is perfect for summer nights. It features a high-rise waist, side ruched detailing, and a short, curve-hugging fit. Style with the matching crop top and chic pair of stilettos.
Shop Matching Top: Summer Nights One-Shoulder Crop Top
Fit & Features
- High-rise waist, elastic waistband
- Ruching down the sides
- Mini-length, form-fitting silhouette
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0574
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Weekend In The Desert Halter Top
Look like you're off to a weekend in the desert in this trendy halter top! It features a sleeveless halter neckline with a center O-ring accent, a cropped, form-hugging fit, and an all-over bohemian-inspired diamond print pattern. The brushed knit fabric offers plenty of stretch. Complete the look with the matching flare pants.
Shop Matching Bottoms: Weekend In The Desert Flare Pants
Fit & Features
- Sleeveless halter neckline, spaghetti straps, tie at the back of the neck
- Center O-ring accent
- Cropped, form-hugging fit
- Diamond print pattern
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-3894
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Making Waves Linen High Rise Shorts
All eyes on you strolling the beach in these linen shorts on vacay! It features a high-rise waist with button front closure, belt loop accents, pleat detailing, and a roll-cuffed hem. Complete the look in the matching top.
Shop Matching Top: Making Waves Linen Tie Front Top
Fit & Features
- High-rise waist
- Front button closure, belt loop accents
- Pleat detailing
- Roll cuffed hem
- Linen woven fabric, double-lined, no stretch
- Runs true to size
Style Number/Barcode: 06303-0155
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Making Waves Linen Tie Front Top
All eyes on you strolling the beach in this linen tube top on vacay! It features a strapless, sleeveless, square neck with a flirty tie-front and a smocked back panel on a cropped hem. Complete the look in the matching bottoms.
Shop Matching Bottoms: Making Waves Linen High Rise Shorts
Fit & Features
- Strapless, sleeveless, square neck
- Tie-front detail
- Smocked back panel
- Cropped hem
- Linen woven fabric, double-lined, no stretch
- Runs true to size
Style Number/Barcode: 06003-1558
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy Please Striped V-Neck Crop Top
A sleeveless crop top featuring a preppy striped V-neckline, adjustable spaghetti straps for a customizable fit, and a striped crop hem. The stretchy knit fabric offers a polished look with plenty of stretch.
Shop Matching Sweater And Bottom: Preppy Please Striped Button Crop Sweater, Preppy Please Striped Pleated Knit Skort
Fit & Features
- Stretchy knit fabric
- Striped V-neckline
- Adjustable spaghetti straps
- Striped crop hem
- Runs true to size
Style Number/Barcode: 06005-2183
Category Name: Matching Sets
Price: $26.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Weekend In The Desert Flare Pants
Look like you're off to a weekend in the desert in these trendy flare pants! They feature a high-rise waist, a form-hugging fit throughout the leg, a flared hem, and an all-over bohemian-inspired diamond print pattern. The brushed knit fabric offers plenty of stretch. Complete the look with the matching crop top.
Shop Matching Top: Weekend In The Desert Halter Top
Fit & Features
- High-rise elasticized waist
- Form-hugging fit throughout the leg
- Flared hem
- Diamond print pattern
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06502-0734
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cruising Together Rib Knit Shorts
Just driving with top-down! Show off your cute fit in these rib-knit shorts featuring an elasticized high-rise waist and side drawstrings so you can customize the fit. Complete the look in the matching top.
Shop Matching Top: Cruising Together Rib Tank Top
Fit & Features
- Elasticized high-rise waist
- Side drawstrings, adjustable fit
- Rib-knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-0973
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cruising Together Rib Tank Top
Just driving with top-down! Show off your cute fit in this rib tank top featuring an on-trend sleeveless, asymmetrical crew neck, one spaghetti strap, one wide strap, and a cropped hem. Complete the look with the matching bottoms.
Shop Matching Bottoms: Cruising Together Rib Knit Shorts
Fit & Features
- Sleeveless, asymmetrical crew neck
- One spaghetti strap, one wide strap
- Cropped hem
- Rib-knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4194
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She's Ready For Brunch Mini Skirt
The answer is always yes to brunch! Have the cutest look of your squad in this adorable ditsy floral printed mini skirt. It features a high-rise waist, ruched detailing down the front, and a short, form-hugging fit. Complete the outfit with the matching crop top and your fave mules.
Shop Matching Top: She's Ready For Brunch Crop Top
Fit & Features
- High-rise waist
- Dual front seams with ruching
- Back zipper closure
- Mini-length, form-fitting silhouette
- Ditsy floral print, woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06401-0432
Category Name: Matching Sets
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She's Ready For Brunch Crop Top
The answer is always yes to brunch! Have the cutest look of your squad in this adorable ditsy floral printed top. It features a sleeveless subtle sweetheart neckline, adjustable spaghetti straps, ruched detailing at the bust, and a cropped fit with a tie-back design. Complete the outfit with the matching mini skirt and your fave mules.
Shop Matching Bottoms: She's Ready For Brunch Mini Skirt
Fit & Features
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps
- Ruching at the bust
- Back zipper closure
- Cropped, form-hugging fit, tie-back design
- Ditsy floral print, woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1754
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Retro Getaway Long Mesh Duster
Make sure to pack this retro-fab long duster for your next desert getaway! It features long bishop sleeves, a tie-front belt to cinch the waist, and a flowy, relaxed fit. The sheer mesh fabric features an all-over paisley print pattern. Style this duster with the matching mini dress and cat-eye sunglasses.
Shop Matching Bikini Top: Retro Getaway Bikini Top
Shop Matching Bikini Bottoms: Retro Getaway Bikini Bottoms
Shop Matching Headwrap: Retro Getaway Mesh Headwrap
Shop Matching Skirt: Retro Getaway Mesh Mini Skirt
Shop Matching Dress: Retro Getaway Mesh Mini Dress
Fit & Features
- Long bishop sleeves, elastic cinched hems
- Open front, tie-front belt
- Flowy, relaxed fit
- Paisley print
- Sheer mesh fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06202-0292
Category Name: Matching Sets
Price: $39.90
Availability: Out of Stock
Product Badge:- Sale
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Last Night Of Vacay Lace-Up Top
Go out with a sizzle in this tropical crop top on your vacay! It features a sleeveless, mock neck, and a sexy front cutout with lace-up closure. Complete the look in the matching skirt.
Shop Matching Skirt: Last Night Of Vacay Lace-Up Skirt
Fit & Features
- Sleeveless, mock neck
- Front cutout with lace-up closure
- Cropped hem
- Tropical print lined-knit fabric
- Runs true to size
Style Number/Barcode: 06001-3990
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Last Night Of Vacay Lace-Up Skirt
Go out with a sizzle in this tropical mini skirt on your vacay! It features a high-rise waist, bodycon silhouette, and a side cutout with lace-up detail. Complete the look in the matching top.
Shop Matching Top: Last Night Of Vacay Lace-Up Top
Fit & Features
- High-rise waist
- Side cutout with lace-up
- Bodycon silhouette
- Mini-length hem
- Tropical print lined-knit fabric
- Runs true to size
Style Number/Barcode: 06501-0590
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Retro Getaway Mesh Mini Dress
Make sure to pack this retro-fab mini dress for your next desert getaway! It features a sleeveless crew neckline, tank shoulder straps, cinched detailing down one side with an adjustable drawstring, and a short, form-hugging fit. The sheer mesh fabric features an all-over paisley print pattern. Style this dress over the matching bikini with cat-eye sunglasses.
Shop Matching Bikini Top: Retro Getaway Bikini Top
Shop Matching Bikini Bottoms: Retro Getaway Bikini Bottoms
Shop Matching Headwrap: Retro Getaway Mesh Headwrap
Shop Matching Skirt: Retro Getaway Mesh Mini Skirt
Shop Matching Duster: Retro Getaway Long Mesh Duster
Fit & Features
- Sleeveless crew neckline
- Tank shoulder straps
- Cinched detailing down one side, adjustable drawstring
- Mini-length, form-fitting silhouette
- Paisley print
- Sheer mesh fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-4028
Category Name: Matching Sets
Price: $24.90
Availability: Out of Stock
Product Badge:- Clearance
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Summer Mode High-Rise Cotton Shorts
Activate summer mode with these lightweight cotton shorts featuring a high-rise elasticized waist, dual front pockets, and a fitted silhouette. Style with the matching bra top and button-down top for an effortlessly chic look.
Shop Matching Set: Summer Mode Cotton Bra Top, Summer Mode Button-Down Cotton Top
Fit & Features
- Textured cotton fabric, no stretch
- High-rise elasticized waist
- Dual front pockets
- Fitted silhouette
- Shorts in size small have a 9" front rise with a 1.5" inseam
- Runs true to size
Style Number/Barcode: 06303-000030
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: CHARTREUSE
Available Size: S, M, L
Product Badge:- Part of a Set
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Dreamy Island Vibes Crop Top
Showcase dreamy island vibes in this lightweight chiffon crop top! It features a sleeveless square neckline, adjustable spaghetti straps for a customizable fit, a cropped, form-hugging silhouette, and an all-over tropical palm leaf print. Style this cute top with the matching kimono and shorts.
Shop Matching Kimono: Dreamy Island Vibes Chiffon Kimono
Shop Matching Bottoms: Dreamy Island Vibes Tie-Waist Shorts
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Back zipper closure
- Cropped, form-hugging fit
- Tropical palm leaf print
- Chiffon fabric
- Runs true to size
Style Number/Barcode: 06003-1608
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dreamy Island Vibes Chiffon Kimono
Showcase dreamy island vibes in this airy chiffon kimono! It features flowy three-quarter-length kimono-style sleeves, an open front, a relaxed fit, and an all-over tropical palm leaf print. Style this lightweight layer with the matching crop top and shorts.
Shop Matching Top: Dreamy Island Vibes Crop Top
Shop Matching Bottoms: Dreamy Island Vibes Tie-Waist Shorts
Fit & Features
- Flowy three-quarter-length kimono-style sleeves
- Open front
- Relaxed fit, subtle high-low hem
- Tropical palm-leaf print
- Semi-sheer chiffon fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1224
Category Name: Matching Sets
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dreamy Island Vibes Tie-Waist Shorts
Showcase dreamy island vibes in these lightweight high-rise shorts! They feature a tie-front design, a back-smocked waistband for comfortable wear, a fitted silhouette, and an all-over tropical palm leaf print. Style these cute shorts with the matching kimono and crop top.
Shop Matching Kimono: Dreamy Island Vibes Chiffon Kimono
Shop Matching Top: Dreamy Island Vibes Crop Top
Fit & Features
- High-rise waist, back-smocked waistband
- Tie-front, pleated detailing
- Fitted silhouette
- Tropical palm leaf print
- Chiffon lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06403-0206
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylish And Smocked Crop Top
This smocked crop top will give your summer look a stylish vibe! It features a sleeveless V-neckline, spaghetti straps, and a cropped, form-hugging fit. Complete the outfit with the matching mini skirt and chic mules.
Shop Matching Bottoms: Stylish And Smocked Mini Skirt
Fit & Features
- V-neckline
- Spaghetti straps
- Cropped, form-hugging fit
- Smocked knit fabric
- Runs true to size
Style Number/Barcode: 06001-3287
Category Name: Matching Sets
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish And Smocked Mini Skirt
This smocked mini skirt will give your summer look a stylish vibe! It features a high-rise waist and a mini-length, curve-hugging silhouette. Complete the outfit with the matching crop top and chic mules.
Shop Matching Top: Stylish And Smocked Crop Top
Fit & Features
- High-rise waist
- Mini-length, form-fitting silhouette
- Smocked knit-lined fabric
- Runs true to size
Style Number/Barcode: 06501-0544
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Holiday In The Sun Smocked Crop Top
If ya got it flaunt it on holiday! Sass up your look in this smocked crop top featuring a sleeveless sweetheart neck, sleek elasticized spaghetti straps, and a flirty front cinch accent. Complete the look with the matching mini skirt.
Shop Matching Bottoms: Holiday In The Sun Smocked Mini Skirt
Fit & Features
- Sleeveless, sweetheart neck
- Elasticized spaghetti straps
- Front cinch accent
- Cropped hem
- Smocked fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3756
Category Name: Matching Sets
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale