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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Vacay Approved Printed Crop Top
This tropical palm leaf printed crop top is totally vacay approved! It features a sleeveless one-shoulder neckline with a single spaghetti strap and a cropped, form-hugging fit. Style with the matching maxi skirt for sunset dinner by the beach.
Shop Matching Bottoms: Vacay Approved Printed Maxi Skirt
Fit & Features
- Sleeveless one-shoulder neckline
- Single spaghetti strap
- Cropped, form-hugging fit
- Tropical palm leaf print
- Knit fabric, front lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3754
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay Approved Printed Maxi Skirt
This tropical palm leaf printed maxi skirt is totally vacay approved! It features a high-rise waist, a chic thigh-high side slit, and a flowy, floor-length silhouette. Style with the matching crop top for sunset dinner by the beach.
Shop Matching Top: Vacay Approved Printed Crop Top
Fit & Features
- High-rise elasticized waist
- High side slit
- Maxi-length, flowy silhouette
- Tropical palm leaf print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0542
Category Name: Matching Sets
Price: $6.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Paradise Falls Wide Leg Pants
Bring on paradise! Look so sultry in this palm print tube top featuring a strapless neckline with an o-ring center insert and an adjustable back tie closure. Complete the look in the matching bottoms.
Shop Matching Top: Paradise Falls O-Ring Tube Top
Fit & Features
- High rise waist
- Wide-leg silhouette
- Pull-on/off styling
- Palm print
- Stretchy lined fabric
- Runs true to size
Style Number/Barcode: 06502-0716
Category Name: Matching Sets
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Paradise Falls O-Ring Tube Top
Bring on paradise! Look so sultry in this palm print tube top featuring a strapless neckline with an o-ring center insert and an adjustable back tie closure. Complete the look in the matching bottoms.
Shop Matching Bottoms: Paradise Falls Wide Leg Pants
Fit & Features
- Strapless neckline
- O-ring center insert
- Adjustable back tie closure
- Palm print
- Stretchy lined fabric
- Runs true to size
Style Number/Barcode: 06001-3755
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Day Cable Knit Skirt
Make your day a cozy one with a maxi skirt that is part chic, part comfy! The skirt features a cable knit pattern, an elastic high rise waist, a high side slit, and a maxi length hem. The skirt is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching crop top.
Shop Matching Crop Top: Cozy Day Cable Knit Crop Top
Fit & Features
- Elastic high-rise waist
- High side slit
- Maxi length hem
- Cable knit pattern
- Knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0612
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Day Cable Knit Crop Top
Make your day a cozy one with a crop top that is part chic, part comfy. The top features a sleeveless mock neck with frilly trim, a cable knit pattern, and a cropped hem. The top is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching maxi skirt.
Shop Matching Maxi Skirt: Cozy Day Cable Knit Skirt
Fit & Features
- Sleeveless mock neck
- Frilly trim
- Cable knit pattern
- Cropped hem
- Knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4036
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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In Office Ponte Flare Trouser Pants
Look sleek in the office and for after-work drinks! Impress in these ponte trouser pants featuring a high-rise waist, form-fitting silhouette, and a flared hem. Complete the look in the matching blazer.
Shop Matching Blazer: In Office Ponte Crop Blazer
Fit & Features
- High-rise waist
- Hidden front zipper, hook and bar, and button closures
- Form-fitting silhouette
- Flared hem
- Ponte fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0846
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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In Office Ponte Crop Blazer
Look sleek in the office and for after-work drinks! Impress in this ponte crop blazer featuring long sleeves, a lapel collar neckline, and an open-front design with single-button closure. Complete the look in the matching pants.
Shop Matching Bottoms: In Office Ponte Flare Trouser Pants
Fit & Features
- Long fitted sleeves
- Lapel collar neckline
- Open-front design
- Single-button closure
- Cropped hem
- Ponte fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-1315
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Social Linen Fringe Mini Skirt
Make the plans. Get trendy with your look in this linen mini skirt featuring a high-rise waist, fringed hem, and a bodycon fit. Complete the look in the matching top.
Shop Matching Top: Social Linen Tie Strap Crop Top
Fit & Features
- High-rise waist
- Back zipper, hook and eye closure
- Fringed hem
- Bodycon fit
- Linen-lined woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06301-0107
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Social Linen Tie Strap Crop Top
Make the plans. Get trendy with your look in this linen tie strap crop top featuring a sleeveless square neckline with adjustable spaghetti straps, fringed crop hem, and a side zipper closure. Complete the look in the matching bottoms.
Shop Matching Bottoms: Social Linen Fringe Mini Skirt
Fit & Features
- Sleeveless, square neck
- Adjustable tie spaghetti straps
- Fringed crop hem, smocked back
- Side zipper closure
- Linen-lined woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1625
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tropical Energy High-Rise Midi Skirt
Bring the energy to your destination getaway in this tropical midi skirt, designed with a sleek high-rise waist and form-hugging silhouette. Pair it with the matching top.
Fit & Features
- Tropical print, mesh fabric, soft knit stretchy lining
- High-rise waist
- Form-hugging silhouette
- Midi-length hem
- Runs true to size
Shop The Matching Top: Tropical Energy Strapless Crop Top
Style Number/Barcode: 06501-000010
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: In Stock
Available Color: TAN
Available Size: L
Product Badge:- Sale
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Get Together Pleat Wide-Leg Pants
Get together with the girls in these cute high-rise pants for an ocean brunch! They feature pleat front detailing, a wide-leg silhouette, and hidden side pockets to keep your hands warm. Complete the look in the matching top.
Shop Matching Top: Get Together Smocked Crop Top
Fit & Features
- High-rise waist, side zipper closure
- Hidden side pockets
- Pleat front detailing
- Wide-leg silhouette
- Linen woven-lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0649
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Get Together Smocked Crop Top
Get together with the girls in this cute crop top for an ocean brunch! It features a sleeveless, one-shoulder neckline with a shoulder strap and an all-over smocked bodice. Complete the look in the matching pants.
Shop Matching Pants: Get Together Pleat Wide-Leg Pants
Fit & Features
- Sleeveless, one-shoulder neckline
- Shoulder strap
- All-over smocked bodice
- Cropped hem
- Runs true to size
Style Number/Barcode: 06003-1787
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Desert Queen Boho Flare Pants
You're the queen of the desert in these boho flare pants featuring an elasticized high-rise waist and a form-fitting silhouette. Complete the look in the matching top for the perf music festival outfit!
Shop The Matching Top: Desert Queen Boho Halter Top
Fit & Features
- High-rise elasticized waist
- Form-fitting silhouette
- Flare hem
- Boho-inspired print
- Pull-on/off styling
- Fits true to size
Style Number/Barcode: 06502-0717
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Desert Queen Boho Halter Top
You're the queen of the desert in this boho top featuring a sleeveless, halter neck, cropped hem, and a partial open with cross strap detail. Complete the look in the matching bottoms for the perf music festival outfit!
Shop The Matching Bottoms: Desert Queen Boho Flare Pants
Fit & Features
- Sleeveless, halter neck, spaghetti straps
- Cropped hem
- Partial open back with cross straps
- Boho-inspired print
- Fits true to size
Style Number/Barcode: 06001-3757
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay Bound Bandeau Halter Top
Pack this adorable bandeau top in your carry-on before you jet set off on your vacay! It features a sleeveless halter neckline with a cross-front strap design, a center cutout at the bust, and a majorly cropped, form-hugging fit. The lightweight woven fabric offers minimal stretch. Complete the look with the matching mini skirt.
Shop Matching Bottoms: Vacay Bound Ruched Mini Skirt
Fit & Features
- Sleeveless halter neckline
- Spaghetti straps, cross-front design, tie closure at back of the neck
- Center cutout at the bust
- Ruched detailing
- Cropped, form-hugging fit
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1757
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay Bound Ruched Mini Skirt
Slip into this mini skirt to nail those vacay shots on the perfect getaway! The skirt features a high-rise waist, a ruched body, a center drawstring, and a mini-length hem. The skirt is composed of a lined lightweight knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching bandeau halter top.
Shop Matching Top: Vacay Bound Bandeau Halter Top
Fit & Features
- High-rise waist
- Ruched body
- Center drawstring
- Mini length hem
- Lined knit fabric
- Hidden back zipper closure with hook and eye
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06301-0117
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She's Darling Ditsy Floral Crop Top
Oh-so-darling, this ditsy floral crop top is perfect for weekend outings this spring! It features short kimono-style sleeves, a V-neckline, a tie-front design, and a cropped fit. The soft brushed knit fabric has plenty of stretch for comfortable wear. Style with the matching mini skirt.
Shop Matching Bottoms: She's Darling Ditsy Floral Skirt
Fit & Features
- Short kimono-style sleeves
- V-neckline
- Tie-front
- Cropped
- Ditsy floral print
- Brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06202-0315
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She's Darling Ditsy Floral Skirt
Oh-so-darling, this ditsy floral mini skirt is perfect for weekend outings this spring! It features a high-rise waist, side ruched detailing leading to a short slit, and a mini-length, form-fitting silhouette. The soft brushed knit fabric has plenty of stretch for comfortable wear. Style with the matching crop top.
Shop Matching Top: She's Darling Ditsy Floral Crop Top
Fit & Features
- High-rise waist
- Side ruching, adjustable drawstring, short slit
- Mini-length, form-fitting silhouette
- Ditsy floral print
- Brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0641
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Babe High-Rise Mini Skirt
You'll be such a trendy babe in this bold printed mini skirt. It features a high-rise waist, a back zipper closure, a short side slit, and a mini-length, fitted, A-line silhouette. The lightweight woven fabric showcases an all-over zebra print pattern and includes a full lining. Style with a cute crop top and lace-up heels.
Fit & Features
- High-rise waist
- Back zipper, hook and eye closure
- Side slit
- Mini-length, fitted, A-line silhouette
- Zebra print
- Woven fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06301-0111
Category Name: Matching Sets
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tropical Energy Strapless Crop Top
Bring the energy to your destination getaway in this tropical crop top, designed with a sleek strapless neckline and fitted hem. Pair it with the matching skirt.
Fit & Features
- Tropical print, mesh fabric, soft knit stretchy lining
- Strapless neckline
- Fitted crop hem
- Runs true to size
Shop The Matching Skirt: Tropical Energy High-Rise Midi Skirt
Style Number/Barcode: 06001-000053
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: In Stock
Available Color: TAN
Available Size: S
Product Badge:- Sale
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Let's Get Together Twist Crop Top
You and this crop top must get together soon! Start prepping for brunch under the sun in this sleeveless top featuring spaghetti straps, a twisted V-neck, and a cutout bodice with strap detail. Complete the look with the matching maxi skirt.
Shop Matching Bottoms: Let's Get Together Tiered Maxi Skirt
Fit & Features
- Sleeveless, spaghetti straps
- Twisted V-neckline
- Cutout bodice, strap detail
- Back longline hem
- Knit fabric
- Runs true to size
Style Number/Barcode: 06001-3919
Category Name: Matching Sets
Price: $11.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Let's Get Together Tiered Maxi Skirt
You and this maxi skirt must get together soon! Start prepping for brunch under the sun in this maxi skirt featuring a high-rise waist, tiered design, and a flowy silhouette. Complete the look in the matching top.
Shop Matching Top: Let's Get Together Twist Crop Top
Fit & Features
- High-rise waist
- Tiered design
- Flowy silhouette
- Pull-on/off styling
- Gauze woven fabric
- Runs true to size
Style Number/Barcode: 06501-0572
Category Name: Matching Sets
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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The Cutest Look Floral Mini Skirt
Get the cutest look for spring dates in this adorable mini skirt. It features a high-rise waist, smocked detailing throughout, a mini-length ruffled hem, and an all-over dainty ditsy floral print. Style with the matching crop top and a pair of mules.
Shop Matching Top: The Cutest Look Floral Crop Top
Fit & Features
- High-rise elasticized waist
- Smocked detailing
- Mini-length ruffled hem
- Form-hugging fit
- Ditsy floral print
- Textured crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06301-0122
Category Name: Matching Sets
Price: $4.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance