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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Cancun Vacay Tropical Slit Maxi Skirt
Cancun isn't ready for this one! Jet set on vacay in this tropical maxi skirt featuring a high-rise elasticized waistband, a front high slit, floral and leaf pattern, and a maxi-length hem on gauze woven fabric. Style with the matching tropical top.
Shop Matching Top: Cancun Vacay Tropical Multi-Wear Top
Fit & Features
- High-rise elasticized waistband
- Front high slit
- Floral and leaf pattern
- Maxi-length hem
- Relaxed silhouette
- Gauze woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06301-0078
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cancun Vacay Tropical Multi-Wear Top
Cancun isn't ready for this one! Jet set on vacay in this tropical halter top featuring multi-wear straps so you can style it as a halter or tube top, floral and leaf pattern, and a cropped hem. Style with the matching tropical maxi skirt.
Shop Matching Skirt: Cancun Vacay Tropical Slit Maxi Skirt
Fit & Features
- Multi-wear straps
- Cropped hem
- Back smocked panel
- Floral and leaf pattern
- Gauze woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1297
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sultry Effect Abstract Cowl Halter Crop Top
Printed to perfection in a flattering halter silhouette, this crop top boasts a sultry cowl neckline and an open back to show some skin! Pair with the matching pants.
Fit & Features
- Abstract print, stretchy knit fabric
- Cowl halter neckline, tie straps
- Open back
- Fitted crop hem
- Runs true to size
Shop The Matching Pants: Sultry Effect Abstract Wide-Leg Pants
Style Number/Barcode: 06001-000107
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Making Headlines Satin Tunic Top
This newspaper print tunic top is sure to make headlines! It features long sleeves with button cuffs, a collared neckline, a button-down front, side slit accents, and a flowy silhouette on satin fabric with no stretch. Complete the look with the matching bralette.
Shop Matching Bralette: Making Headlines Satin Bralette Top
Fit & Features
- Long sleeves, button cuffs
- Collared neckline
- Button-down front
- Side slit accents
- Flowy silhouette
- Newspaper print, satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1663
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Making Headlines Satin Bralette Top
This newspaper print bralette top is sure to make headlines! It features a V-neck, adjustable spaghetti straps, a front knot accent, and an elasticized back strap. Composed of satin-lined fabric with no stretch. Style with the matching tunic top.
Shop Matching Tunic Top: Making Headlines Satin Tunic Top
Fit & Features
- V-neck
- Front knot accent
- Adjustable spaghetti straps
- Elasticized back strap
- Newspaper print
- Satin-lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1662
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic And Elevated Woven Blazer
Refresh your wardrobe with this chic and elevated blazer! It features a lapel collar, shoulder pads, long sleeves, a single-button closure, and a fitted silhouette. The smooth crepe fabric includes a woven lining. Style with the matching trouser shorts or pants for a seamless look.
Shop Matching Shorts: Chic And Elevated Woven Trouser Shorts
Shop Matching Pants: Chic And Elevated Woven Trouser Pants
Fit & Features
- Lapel collar
- Shoulder pads, long sleeves
- Single-button front closure
- Dual front pockets
- Fitted silhouette
- Crepe fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06204-1652
Category Name: Matching Sets
Price: $6.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Abstract Art Satin Wide Leg Pants
Abstract art you can wear! Slay an art gallery opening in these fierce satin pants featuring a high-rise elasticized waistband, front pleating, and a wide-leg silhouette. Complete the look in the matching top.
Shop Matching Top: Abstract Art Satin Convertible Top
Fit & Features
- High-rise elasticized waistband
- Front pleating
- Wide-leg silhouette
- Abstract print, satin fabric
- Runs true to size
Style Number/Barcode: 06402-0414
Category Name: Matching Sets
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Paradise Cove Cowl Neck Crop Top
Enter paradise cove in true vacay style! This tropical tank top features a sleeveless, cowl neck, sleek bungee spaghetti straps, cropped hem, and a trendy palm print on stretchy lined fabric. Complete the look in the matching bottoms and sunglasses.
Shop Matching Bottoms: Paradise Cove Slit Maxi Skirt
Fit & Features
- Sleeveless, cowl neck, bungee spaghetti straps
- Cropped hem
- Tropical palm-print
- Stretchy lined knit fabric
- Runs true to size
Style Number/Barcode: 06001-4262
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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On The Move Linen Woven Blazer
On the move and looking stylish! Slay the day in this linen woven blazer featuring long sleeves with button accents, a lapel collared neckline, dual button front closure, and a three-pocket styling. Complete the look in the matching top and bottoms.
Shop Matching Top: On The Move Linen Crop Top
Shop Matching Bottoms: On The Move Linen Wide Leg Pants
Fit & Features
- Long sleeves, button accents
- Lapel collar neckline
- Three-pocket styling
- Relaxed silhouette
- Linen woven lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1297
Category Name: Matching Sets
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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On The Move Linen Crop Top
On the move and looking stylish! Slay the day in this linen woven blazer featuring long sleeves with button accents, a lapel collared neckline, dual button front closure, and a three-pocket styling. Complete the look in the matching top and bottoms.
Shop Matching Blazer: On The Move Linen Woven Blazer
Shop Matching Bottoms: On The Move Linen Wide Leg Pants
Fit & Features
- Sleeveless, v-neck, adjustable spaghetti straps
- Smocked back
- Cropped hem
- Linen woven lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1696
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On The Move Linen Wide Leg Pants
On the move and looking stylish! Slay the day in this linen woven blazer featuring long sleeves with button accents, a lapel collared neckline, dual button front closure, and a three-pocket styling. Complete the look in the matching top and bottoms.
Shop Matching Top: On The Move Linen Crop Top
Shop Matching Blazer: On The Move Linen Woven Blazer
Fit & Features
- High-rise waist, clip-closure, hidden zipper
- Belt loop accents
- Hidden side pockets
- Pleat front detailing
- Wide-leg silhouette
- Linen woven lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0627
Category Name: Matching Sets
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Knit Happens Halter Sweater Top
This sweater knit top happens to be a perfect match for your closet! It features a sleeveless, halter v-neck, partial open-back, and a cropped hem. Complete the look in the matching cardigan.
Shop Matching Cardigan: Knit Happens Crop Knit Cardigan
Fit & Features
- Sleeveless, halter v-neck
- Partial open-back
- Cropped hem
- Rib-knit sweater fabric
- Runs true to size
Style Number/Barcode: 06005-1045
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ready For The Weekend Flowy Pants
You'll be ready for a relaxing weekend getaway with these cute flowy pants. They feature a high-rise waist, a wide-leg silhouette with a chic front split hem design, and a woven short lining. Complete the look with the matching tube top and strappy sandals.
Shop Matching Top: Ready For The Weekend Tube Top
Fit & Features
- High-rise waist, elasticized back
- Hidden side zipper, hook and eye closure
- Wide-leg silhouette, front split hem design
- Woven short lining
- Textured woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-0465
Category Name: Matching Sets
Price: $29.90
Availability: Out of Stock
Product Badge:- Clearance
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Mornings In Tulum Tropical Tie-Front Crop Top
Waking up in paradise got sweeter with this tropical crop top in your luggage! It boasts flowy short sleeves and a tie-front design perfect for styling over a bikini. Pair with the matching pants.
Fit & Features
- Tropical print, stretchy knit fabric
- Short sleeves
- Tie-front design
- Cropped hem
- Runs true to size
Shop The Matching Pants: Mornings In Tulum Tropical Wide-Leg Pants
Style Number/Barcode: 06202-000015
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Knit Happens Crop Knit Cardigan
This sweater knit cardigan happens to be a perfect match for your closet! It features long sleeves, a three-button down front closure, and a cropped hem. Complete the look in the matching top.
Shop Matching Top: Knit Happens Halter Sweater Top
Fit & Features
- Long sleeves
- Three-button down front
- Cropped hem
- Rib-knit sweater fabric
- Runs true to size
Style Number/Barcode: 06005-1046
Category Name: Matching Sets
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Kaleidoscope Boho Tie-Front Top
Escape the city life for paradise with this boho crop top featuring a sleeveless, sweetheart neck, adjustable spaghetti straps, a tie-front detail, back smocked design, and a kaleidoscope print. Complete the look in the matching skirt.
Shop Matching Skirt: Kaleidoscope Boho Slit Maxi Skirt
Fit & Features
- Sleeveless, sweetheart neck
- Adjustable spaghetti straps
- Tie-front detail
- Back smocked design
- Kaleidoscope boho print
- Runs true to size
Style Number/Barcode: 06003-1556
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Stunning Ruched Tube Top
Keep it so stunning with a stylish tube top! The top features a sleeveless sweetheart neckline with a ruched center and an asymmetrical cropped hem. The top is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching maxi skirt.
Shop Matching Skirt: So Stunning Asymmetrical Maxi Skirt
Fit & Features
- Sleeveless sweetheart neckline
- Ruched center
- Asymmetrical cropped hem
- Ribbed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4031
Category Name: Matching Sets
Price: $6.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kaleidoscope Boho Slit Maxi Skirt
Escape the city life for paradise with this boho maxi skirt featuring a high-rise waist, front high-cut slit, and a kaleidoscope print. Complete the look in the matching top.
Shop Matching Top: Kaleidoscope Boho Tie-Front Top
Fit & Features
- High-rise waist
- Front high-cut slit
- Maxi-length hem
- Kaleidoscope boho print
- Runs true to size
Style Number/Barcode: 06301-0103
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ready For The Weekend Tube Top
You'll be ready for a relaxing weekend getaway with this cute cropped tube top. It features a strapless sweetheart neckline, a front lace-up design, and a majorly cropped hem. Complete the look with the matching flowy pants and strappy sandals.
Shop Matching Bottoms: Ready For The Weekend Flowy Pants
Fit & Features
- Strapless sweetheart neckline, no-slip strip
- Front lace-up design, tie closure
- Cropped, form-hugging fit
- Textured woven fabric, front lining, no stretch
- Runs true to size
Style Number/Barcode: 06003-1880
Category Name: Matching Sets
Price: $21.90
Availability: Out of Stock
Product Badge:- Sale
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At Your Leisure Seamless Shorts
All you need is this seamless biker short for the perfect lounge sesh! It features a supportive high-rise waistband, side contouring panels, and a biker-length hem composed of a buttery soft knit fabric. Complete the look in the matching bralette with your favorite slippers.
Shop Matching Bralette: At Your Leisure Seamless Bralette
Fit & Features
- High-rise supportive waistband
- Side contouring panels
- Form-fitting
- Biker-length hem
- Buttery soft and comfortable
- Seamless knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0796
Category Name: Matching Sets
Price: $9.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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At Your Leisure Seamless Bralette
All you need is this seamless bralette for the perfect lounge sesh! It features a scoop neck, tank-style straps, a longline hem, and a racerback design composed of a buttery soft knit fabric. Complete the look in the matching bottoms with your favorite slippers.
Shop Matching Bottoms: At Your Leisure Seamless Shorts
Fit & Features
- Scoop neck
- Tank-style straps
- Longline hem
- Racerback design
- Buttery soft and comfortable
- Seamless knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 07107-0769
Category Name: Matching Sets
Price: $9.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfectly Chill Seamless Bralette
Have yourself the perfect chill sesh in this seamless bralette featuring a sleeveless V-neck, dual spaghetti straps, and a partial open-back, on a soft and comfortable ribbed knit fabric. Complete the look in the matching shorts.
Shop Matching Shorts: Perfectly Chill Seamless Shorts
Fit & Features
- Sleeveless,V-neck
- Dual spaghetti straps
- Partial open-back design
- Soft and comfortable
- Seamless, rib-knit fabric
- Runs true to size
Style Number/Barcode: 07107-0768
Category Name: Matching Sets
Price: $6.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sunkissed Florals Twist Crop Top
Let the sunshine on this flirty floral crop top perf for a brunch with the girls! It features a sleeveless, sweetheart neck, adjustable spaghetti straps, twist accent bodice, and a back smocked panel with zipper closure. Complete the look in the matching bottoms.
Shop Matching Bottoms: Sunkissed Florals A-Line Skirt
Fit & Features
- Sleeveless, sweetheart neck, adjustable spaghetti straps
- Twist accent bodice
- Cropped hem
- Back smocked panel, zipper closure
- Floral print, lined woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1824
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mornings In Tulum Tropical Wide-Leg Pants
Waking up in paradise got sweeter with these tropical pants in your luggage! It boasts a flattering high-rise waist and a flowy wide-leg design perfect for styling over a swimsuit Pair with the matching top.
Fit & Features
- Tropical print, stretchy knit fabric
- High-rise waist
- Flowy wide-leg silhouette
- Runs true to size
Shop The Matching Top: Mornings In Tulum Tropical Tie-Front Crop Top
Style Number/Barcode: 06502-000021
Category Name: Matching Sets
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free