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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Worth It Linen Tube Top
This linen-blend tube top is worth taking on your next weekend adventure! It features a sleeveless bodice, a convertible design so you can style it multiple ways, and a cropped hem. Complete the look with the matching bottoms.
Shop Matching Bottoms: Worth It Linen Wide-Leg Pants
Fit & Features
- Sleeveless bodice
- Convertible design
- Multiple ways to style
- Cropped hem
- Linen-blend fabric, lined, no stretch
- Runs true to size
Style Number/Barcode: 06003-2167
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
- Sleeveless bodice
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Vacay Muse Tropical Print Halter Top
You'll be an alluring vacay muse in this tropical print halter top! It features a sleeveless sweetheart neckline, thin halter straps, and an ultra-cropped, fitted hem. Style with the matching maxi skirt for a dreamy look.
Shop Matching Bottoms: Vacay Muse Tropical Print Maxi Skirt
Fit & Features
- Sleeveless sweetheart neckline
- Thin halter straps
- Ultra-cropped, fitted hem
- Tropical print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4689
Category Name: Matching Sets
Price: $4.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay Muse Tropical Print Maxi Skirt
You'll be an alluring vacay muse in this tropical print maxi skirt! It features a high-rise waist, ruching down the side, a maxi-length asymmetric hem creating a thigh-high side slit, and a curve-hugging fit. Style with the matching crop top for a dreamy look.
Shop Matching Top: Vacay Muse Tropical Print Halter Top
Fit & Features
- High-rise waist
- Side ruching
- Maxi-length asymmetric hem, high-side slit
- Form-hugging fit
- Tropical print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0785
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lounge Life Seamless Biker Shorts
Live your best lounge life in this essential seamless short perfect for cozying up on the couch! The biker shorts feature a high-rise ribbed waistband, and a fitted hem, and is composed of a seamless waffle knit design for comfort and offer plenty of stretch. Complete the look with the matching top and your favorite furry slippers!
Shop Matching Top: Lounge Life Seamless Mock Neck Crop Top
Fit & Features
- High-rise ribbed waistband
- Fitted hem
- Seamless waffle knit design
- Soft and comfortable
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0884
Category Name: Matching Sets
Price: $14.90
Availability: Out of Stock
Product Badge:- Ships Free
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Bloom With A View Floral Tube Top
Wherever your travels take you, this floral tube top is here to make your view that much prettier! Designed to flatter, this top has a sleek strapless neckline and fitted crop hem that highlights your figure. Pair with the matching skirt to complete the look.
Fit & Features
- Floral print, mesh fabric, sewn-in knit lining, moderate stretch
- Strapless tube neckline
- Fitted crop hem
- Runs true to size
Shop The Matching Skirt: Bloom With A View Floral Mini Skirt
Style Number/Barcode: 06001-000140
Category Name: Matching Sets
Price: $24.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
Product Badge:- Part of a Set
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Always Impressed Satin Pleated Maxi Skirt
You'll always be dressed to impress in this satin pleated maxi skirt featuring an elasticized high-rise waist, slim bodycon silhouette, and a center front side ruched seam atop a flirty slit. Style with the matching top for a night of dinner and dancing!
Shop Matching Top: Always Impressed Satin Pleated Crop Top
Fit & Features
- High-rise elasticized waist
- Slim, bodycon silhouette
- Center front side ruched seam, high slit
- Maxi-length hem
- Satin pleated fabric, backside lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0793
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Always Impressed Satin Pleated Crop Top
You'll always be dressed to impress in this satin pleated top featuring a sleeveless V-neck, wide straps, a center-ruched bust seam, and a fitted crop hem. Style with the matching skirt for a night of dinner and dancing!
Shop Matching Bottoms: Always Impressed Satin Pleated Maxi Skirt
Fit & Features
- Sleeveless V-neck
- Wide straps
- Center-ruched bust seam
- Fitted crop hem
- Satin pleated fabric, bust lining
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4716
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lounge Life Seamless Mock Neck Crop Top
Live your best lounge life in this essential seamless crop top perfect for cozying up on the couch! The sleeveless top features a mock neck, and fitted hem, and is composed of a seamless waffle knit design for comfort and offers plenty of stretch. Complete the look with the matching bottoms and your favorite furry slippers!
Shop Matching Bottoms: Lounge Life Seamless Biker Shorts
Fit & Features
- Sleeveless mock neck
- Fitted crop hem
- Seamless waffle knit design
- Soft and comfortable
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0882
Category Name: Matching Sets
Price: $5.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Forever Timeless Satin Collared Top
This satin long top will be a forever and timeless staple! It features long sleeves with button cuffs, a collared neckline, an open front design, and a longline hem on smooth non-stretch satin fabric. Complete the look with the matching slip dress and heels for a cocktail reception.
Shop Matching Dress: Forever Timeless Satin A-Line Slip Dress
Fit & Features
- Long sleeves, button cuffs
- Collared neckline
- Open front design
- Longline hem
- Smooth satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1659
Category Name: Matching Sets
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Forever Timeless Satin A-Line Slip Dress
This satin slip dress will be a forever and timeless staple! The mini dress features a sleeveless V-neck, adjustable spaghetti straps, a flattering A-line silhouette and short hem on smooth non-stretch satin fabric. Complete the look with the matching top and heels for a cocktail reception.
Shop Matching Top: Forever Timeless Satin Collared Top
Fit & Features
- Sleeveless V-neck
- Adjustable spaghetti straps
- A-line silhouette
- Short-length hem
- Smooth satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 05101-2866
Category Name: Matching Sets
Price: $19.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wild Zebra Crop Tank Top
Why blend in when you can stand out! Stay ahead of the trend in this zebra print tank crop top featuring a v-neck, spaghetti straps, ruched seams along the bust, and a cropped hem. Complete the look in the matching skirt.
Shop The Matching Skirt: Wild Zebra Side Tie Mini Skirt
Fit & Features
- Sleeveless, v-neck, spaghetti straps
- Ruched seam along the bust
- Cropped hem
- Zebra print
- Knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06001-4122
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Retro Swirl Print Shorts
Create a fab retro look for spring break with these trendy printed shorts! They feature a high-rise banded waist, a relaxed fit, and an all-over eye-catching swirl print pattern. The lightweight plisse woven fabric offers no stretch. Style with the matching crop top and clear mules.
Shop Matching Top: So Retro Swirl Print Crop Top
Fit & Features
- High-rise banded waist
- Relaxed fit hem
- Swirl print
- Plisse woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06403-0266
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glitzy Night Out Sequin Flare Pants
These shimmery sequin flare pants will have you radiating glitzy vibes! They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the legs, a flared hem with slit accents at each side, and sequin embroidery in a stunning scroll design. The sheer mesh fabric features a knit panty lining. Style with the matching crop top and clear heels for your next girl's night out!
Shop Matching Top: Glitzy Night Out Sequin Crop Top
Fit & Features
- High-rise waist, back zipper hook-eye closure
- Hip-hugging fit
- Form-hugging fit throughout the legs
- Flared hem, side slit accents
- Sequin embroidery, scroll design
- Sheer mesh fabric, knit panty lining
- Runs true to size
Style Number/Barcode: 06502-2399
Category Name: Matching Sets
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glitzy Night Out Sequin Crop Top
This shimmery sequin crop top will have you radiating glitzy vibes! It features a square neckline, halter spaghetti straps, a fitted, cropped hem, and sequin embroidery in a stunning scroll design. Style with the matching flare pants and clear heels for your next girl's night out!
Shop Matching Bottoms: Glitzy Night Out Sequin Flare Pants
Fit & Features
- Sleeveless square neckline
- Halter spaghetti straps, tie-back closure
- Back zipper, hook and eye closure
- Fitted, cropped hem
- Sequin embroidery, scroll design
- Sheer mesh fabric, knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4757
Category Name: Matching Sets
Price: $3.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Always Alluring Wide-Leg Pants
Entice them all with your alluring look in these bold wide-leg pants! They feature a high-rise banded waist, a hip-hugging fit, and a flowy, relaxed, wide-leg silhouette. The textured knit fabric offers plenty of stretch. Style these chic pants with the matching crop top!
Shop Matching Top: Always Alluring Halter Crop Top
Fit & Features
- High-rise elasticized waist
- Hip-hugging fit
- Flowy, wide-leg silhouette
- Textured knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06502-2244
Category Name: Matching Sets
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Summer Crush Striped Crochet Bralette Top
POV: you just found your new fave beach-to-brunch vibe. This striped crochet bralette top serves laid-back heat with an open back and tie details made for turning heads from sunrise to sunset.
Shop Matching Bottoms: Summer Crush Striped Crochet Midi Skirt
Fit & Features
- Crochet knit fabric
- Striped pattern
- Sleeveless triangle bust design
- Thin shoulder straps
- Open back, tie-back design
- Fitted ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06005-000034
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: M, L
Product Badge:- Sale
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Always Alluring Halter Crop Top
Entice them all with your alluring look in this bold halter crop top! It features a high halter neckline, spaghetti straps that lead to a cross-back lace-up design, a fitted, cropped hem, and spaghetti straps at the waist that tie in the back. The textured knit fabric offers plenty of stretch. Style this chic top with the matching wide-leg pants!
Shop Matching Bottoms: Always Alluring Wide-Leg Pants
Fit & Features
- Sleeveless halter neckline
- Spaghetti straps, cross-back lace-up design, tie closure
- Fitted, cropped hem
- Waist spaghetti straps, tie-back closure
- Textured knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-4694
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic And Elevated Trouser Shorts
Refresh your wardrobe with these chic and elevated trouser shorts! They feature a high-rise waist, a front button closure, front pleated detailing, and a fitted silhouette. The smooth crepe fabric includes a woven lining. Style with the matching blazer.
Shop Matching Ivory Blazer: Chic And Elevated Woven Blazer
Shop Matching Pink Blazer: Bold Moves Woven Blazer
Shop Matching Turquoise Blazer: Bold Moves Woven Blazer
Fit & Features
- High-rise waist
- Front button, hidden button and zipper closure
- Front pleating
- Front pockets
- Fitted
- Crepe fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06403-0263
Category Name: Matching Sets
Price: $14.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cabo Calling Boho Tube Top
Answer the call! Look fab on vacay in this boho tube top featuring an eye-catching tie-front, halter neckline, a smocked back, and a cute boho-inspired print on lined woven fabric with no stretch. Complete the look in matching pants and sandals.
Shop The Matching Pants: Cabo Calling Boho Tulip Pants
Fit & Features
- Sleeveless, halter neckline
- Tie-front design
- Ultra cropped hem
- Smocked back
- Boho-inspired print
- Woven lined fabric, no stretch
- Fits true to size
Style Number/Barcode: 06003-1581
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Paradise Bound Tropical Print Crop Top
Jet set off to paradise with this fabulous crop top packed in your carry-on! It features a sleeveless square neckline, bungee spaghetti straps, ruched side seams, a fitted, cropped hem, and a tropical palm leaf print that radiates vacay vibes. Style with the matching mini skirt!
Shop Matching Bottoms: Paradise Bound Tropical Print Mini Skirt
Fit & Features
- Sleeveless square neckline
- Bungee spaghetti straps
- Ruched side seams
- Fitted, cropped hem
- Tropical palm leaf print
- Mesh fabric
- Runs true to size
Style Number/Barcode: 06001-4751
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Paradise Bound Tropical Print Mini Skirt
Jet set off to paradise with this fabulous mini skirt packed in your carry-on! It features a high-rise waist, ruched side seams, a mini-length hem, a curve-hugging fit, and a tropical palm leaf print that radiates vacay vibes. Style with the matching crop top!
Shop Matching Top: Paradise Bound Tropical Print Crop Top
Fit & Features
- High-rise waist
- Ruched side seams
- Mini-length hem
- Form-hugging silhouette
- Tropical palm leaf print
- Mesh fabric
- Runs true to size
Style Number/Barcode: 06501-0803
Category Name: Matching Sets
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Just A Crush Satin Pleated Top And Shorts Set
It'll start out as just a crush, but you'll totally be smitten with this top and shorts set for all of your styling needs! The top features long sleeves, a collar neckline, a button-down front, and a flowy cropped hem. The shorts feature a high-rise elastic waist and a short-length hem. Each is composed of a satin pleated fabric. Complete the look in chic clear heels.
Fit & Features
- Satin pleated top and shorts set
- Top, long sleeves, collar neckline
- Button-down front, flowy cropped hem
- Shorts, high-rise elastic waist
- Short-length hem
- Non-stretch fabric
- Runs true to size
Style Number/Barcode: 06503-1040
Category Name: Matching Sets
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cali Palms Smocked Mini Skirt
Feel the breeze in Cali or wherever you vacay! Look cute in this mini skirt featuring a high-rise waist, smocked detail, bodycon silhouette, and a palm leaf print on woven fabric. Complete the look with the matching top.
Shop Matching Top: Cali Palms Cap Sleeve Tie-Front Top
Fit & Features
- High-rise waist
- Smocked detail
- Bodycon silhouette
- Mini-length hem
- Palm leaf print
- Runs true to size
Style Number/Barcode: 06301-0112
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cali Palms Cap Sleeve Tie-Front Top
Feel the breeze in Cali or wherever you vacay! Look cute in this tie-front top featuring puff cap sleeves, sweetheart neck, a smocked bodice, and a palm leaf print on woven fabric. Complete the look with the matching skirt.
Shop Matching Bottoms: Cali Palms Smocked Mini Skirt
Fit & Features
- Puff cap sleeves
- Sweetheart neck
- Tie-front detail
- Smocked bodice
- Cropped hem
- Palm leaf print
- Runs true to size
Style Number/Barcode: 06003-1683
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance