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 That Serve Style in Every Scene
From rooftop dinners to weekend getaways, Windsor’s matching sets deliver effortless coordination and standout style. Whether you're dressing for a night out, a vacation, or a casual day, these sets make getting ready feel easy and elevated.
Everyday Ease & Polished Pairings
Slip into two-piece skirt sets or wide-leg pant sets with matching crop tops for a clean, polished look. Lightweight knits, breathable fabrics, and smooth satins keep things comfortable while still feeling styled. Pair with sandals or heels and layered jewelry for an effortless finish.
Night-Out Energy & Elevated Looks
Turn up the look with sleek two-piece matching sets featuring curve-hugging fits, halter necklines, and tie-front details. Satin finishes and bold silhouettes bring the statement—just add strappy heels and a mini bag for your next night out.
Mix, Match & Layer
Wear the full set or style each piece your way. Pair your top with jeans or tailored shorts, or switch in a bodysuit with your skirt. Add a lightweight jacket or blazer for an extra layer that keeps your look refined.
Explore Windsor’s full collection of matching sets online, in-app, or in-store to refresh your wardrobe with easy, on-trend outfits.
What Are Matching Sets?
Matching sets are coordinated outfits made up of two or more pieces, like a crop top and skirt or a blouse and pants. Designed to be worn together, they create a complete, styled look with minimal effort. Windsor’s sets range from casual lounge styles to elevated options for nights out and special plans.
Are Matching Sets a Trend?
Yes, matching sets are a go-to style that stays on trend. They offer a simple way to look put-together while still feeling comfortable. Whether you're dressing up or keeping it casual, these sets make styling quick and easy.
What Do You Call a Two-Piece Outfit?
A two-piece outfit is often called a matching set or co-ord. These pieces are designed to be worn together, but they can also be mixed and matched with other items to create fresh, versatile looks.
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Boho Flow Ruffled Crop Top
Feel the flow in this low-key chic olive ruffled crop! Top features a smocked elasticized bust and ruffle overlay. Pair it with the matching tiered maxi for maximum groove! Top is lined, slips on, and is made from a lightweight woven material with stretch just below arm pits.Style Number/Barcode: 06003-0207
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Always On My Mind Crop Top
Shop Matching Shorts: Always On My Mind Biker Shorts
This trendy knit crop top will always be on your mind! It features a sleeveless bodice, tank-like shoulder straps, a scoop neck and back, and a cropped hem. The top is composed of a soft knit that offers plenty of stretch. Complete your look with the matching biker shorts!
Model is 5'3" with 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06001-1675
Category Name: Matching Sets
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Movin' And Groovin' Tube Top
This fun and trendy tie dye tube top will have you movin' and groovin'! It features a sleeveless strapless padded sweetheart neckline with a tie front closure and a majorly cropped hem. The top is composed of a ribbed knit fabric that offers moderate stretch. Don't forget the matching shorts to complete your look!
Style Number/Barcode: 06001-1684
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lush And Lavish Crop Top
Get a lush and lavish vacay approved look with this tube top! It features a sleeveless strapless square neckline paired with a majorly cropped hem. The top is composed of a floral printed lightweight knit fabric that offers moderate stretch. Don't forget the matching midi skirt!Style Number/Barcode: 06001-1688
Category Name: Matching Sets
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Let Loose Tie Halter Top
It's good vibes only in this gauzy, boho-chic ivory crop! Top features an intricate, all-over vertical-stripe design, a halter-style neck with skinny ties and a thicker-tie back. Don't forget to scoop up the matching flared pants! Top is made from a lightweight woven material little to no stretch.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06003-0030
Category Name: Matching Sets
Price: $4.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Leafy Greens Printed Crop Top
Channel only the chicest of nature vibes in this warm weather-ready printed crop top. It features an off-the-shoulder neckline, short sleeves with elasticized cuffs, and a cropped bodice with smocked back and tie-front bust. Top is partially lined and made from a lightweight rayon material with little to no stretch beyond smocking. Don't forget to pair it with the matching slit-front pants! Pants sold separately.Style Number/Barcode: 06003-0281
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flower Power Two Piece
Show your sexy side with this two piece! The bra has an underwire bust with floral applique and adjustable straps. The garment also has a caged back strap with hook and bar closures. The Bottoms are composed of a mesh material with moderate stretch, They have floral applique on the hips and a are thong style.
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics and lingerie are considered final sale merchandise FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07107-0108
Category Name: Matching Sets
Price: $10.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She Means Business Structured Blazer
Show them your trendsetter status in this structured blazer! It features a lapel collar, shoulder pads, long sleeves, a double-breasted button closure, and a fitted silhouette. Style this blazer with the matching wide-leg pants for a chic ensemble.
Shop Matching Sage Bottoms: She Means Business Wide-Leg Pants
Shop Matching Lavender Bottoms: She Means Business Wide-Leg Pants
Fit & Features
- Lapel collar
- Shoulder pads, long sleeves
- Double-breasted button closure
- Faux front pockets
- Fitted silhouette
- Woven fabric, smooth lining, no stretch
- Runs true to size
Style Number/Barcode: 06204-1539
Category Name: Matching Sets
Price: $6.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Totally Tie Dye Tube Top
Keep it totally trendy in tie dye! This multi hued neon crop top features a straight strapless neckline and a cropped hem. The vibrant pink, neon yellow and orange hues compose a fun tie dye pattern. Be sure to pick up the matching skirt to complete your look!Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 06001-1512
Category Name: Matching Sets
Price: $5.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid It Up Pants
Play up your look with stylish plaid in these chic pants! They feature a high rise waist, a hidden front zipper and hook and bar closure, pleated details, slanted front pockets, faux back pockets, and a tapered hem. The pants are composed of a woven fabric and showcase a trendy all over plaid print with hues of navy blue, brown, and ivory. Complete your look with the matching crop top!Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06402-0015
Category Name: Matching Sets
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mesh Moment Mini Skirt
Have a major mesh moment in this hot neon pink mini skirt! It features a high rise waist, a twist front detail, and an asymmetrical hem. The sheer skirt is composed of a mesh fabric that offers plenty of stretch. Complete your trendy look with the matching crop top!Model is 5'9" with 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06501-0044
Category Name: Matching Sets
Price: $4.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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It's Lit Heat Stone Skirt
Shop Matching Top: It's Lit Heat Stone Top
You know your night is going to be lit in this sparkling mini skirt! It features a mid rise fit, a curve hugging mini length silhouette to accentuate curves and dazzling silver heat stones throughout. Skirt is composed of a lined stretchy smooth knit fabric. Be sure to pick up the matching top to complete your fire look!
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06501-0023
Category Name: Matching Sets
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Goddess Of The Tropics Skirt
Show off that bronze tan, goddess! This midi skirt is just the thing we need for that vacay attire. Featuring an elastic banded waist band, buttons down the middle and a flared hem with slits on the sides. This midi also includes a smooth short skirt inner lining. This midi is composed of a palm leaf patterned canvas material that offers no stretch. Finish the look with the matching crop top!Model is 5'9" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06301-0015
Category Name: Matching Sets
Price: $4.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Before Eyelet Go Tiered Mini Skirt
Take your summer skirt up a notch in bright white with standout details. Mini features smocking through waist and hips, three tiers of eyelet-detailed ruffles, and an elasticized waist. Skirt is partially lined and made from a soft cotton-blend material perfect for warm weather. Be sure and grab the matching top!Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06301-0012
Category Name: Matching Sets
Price: $4.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Be My Baby Midi Skirt
Baby girl you look so sleek in this pencil skirt! Featuring an elastic banded high rise waist, ruched detailing along each side, and is composed of a soft knit material that offers maximum stretch. Stylin! Make it a set with a matching top!Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06501-0027
Category Name: Matching Sets
Price: $4.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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In Full Bloom Crop Halter
With summer approaching your style is in full bloom! And this crop top is just the thing you have been looking for to complete the look! Featuring a high straight neckline, and thin adjustable spaghetti straps that cross over to a tie knot back. It includes a light smooth inner lining. This halter top is composed of a blue toned island inspired print. The knit material offers no stretch. Don't forget the matching flowy pants for a full on blooming outfit!Style Number/Barcode: 06003-0080
Category Name: Matching Sets
Price: $4.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Goddess Of The Tropics Crop Top
Show off that bronze tan, goddess! This crop top features a v-neckline with a tie knot detail, and hook and eye closures. It has adjustable spaghetti straps that lead to a square elastic backing that offers a stretchy effect as well as an inner lining. The palm leaf patterned fabric is a canvas material that does not offer stretch. Finish the look with the matching skirt!Model is 5'9" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06003-0198
Category Name: Matching Sets
Price: $7.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Be My Baby Crop Top
Baby girl you look so sleek in this crop tank! Featuring a square neckline, thin straps and is composed of a soft knit material that offers maximum stretch. Stylin! Make it a set with a matching skirt!Style Number/Barcode: 06001-1536
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweet Like Honey Mesh Bustier Crop Top
This mesh bustier crop top is a sweet staple to have in your weekly rotation.! It features a sleeveless sweetheart neckline with flirty ruffle trim, adjustable spaghetti straps, a padded and ruched bust, hidden front hook and eye closures, and a ruched crop bodice for a snatched appearance. Complete the look with the matching skirt for a dinner date!
Shop Matching Skirt: Sweet Like Honey High-Rise Mesh Midi Skirt
Fit & Features
- Sleeveless ruffle trim sweetheart neckline
- Adjustable spaghetti straps
- Padded and ruched bust
- Hidden front hook and eye closures
- Ruched crop bodice
- Mesh fabric, sewn-in knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4954
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Before Eyelet Go Tie-Front Top
Take your summer crop up a notch in bright white with standout details. Top features adjustable spaghetti straps, a tie front, side zipper, and a darted bodice. Top is made from a soft, ultra lightweight woven material perfect for warm weather. Be sure and grab the matching skirt!Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06003-0169
Category Name: Matching Sets
Price: $7.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Smocked In Florals Crop Top
Make it a smocked look in florals! This crop top features a V neckline, quarter length sleeves with smocked cuffs and a smocked cropped hem. The all over floral print is all you need to make a flirty impression. Top is composed of a combination lightweight woven fabric and smocked fabric that offers a relaxed fit with a moderate stretch. Be sure to pick up the matching skirt to complete your look!Style Number/Barcode: 06003-0278
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Shoot The Breeze Smocked Top
Keep it effortlessly cool in this sweet summer-chic crop. Pair it with the matching tiered mini to round out your look! Top features a deep V neckline with single hook-and-eye closure, billowy sleeves, and elasticized smocked trim at cuffs and hem. Top slips on and is made from pure cotton with little to no stretch.
Style Number/Barcode: 06003-0185
Category Name: Matching Sets
Price: $4.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Getaway Today Crop Top
It's all about the vacay vibes in this sultry striped mustard crop. Top features adjustable spaghetti straps, a V neckline, twist wrap detail at front, and tie straps at back. Top is made from a midweight, linen-like material with little to no stretch. Be sure and check out the matching skirt to round out your look!Model is 5'6.5" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06003-0168
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic In Stripes Crop Top
Keep it chic in stripes! The top features a V neckline, spaghetti straps and a cropped hem. The striped pattern features black and white hues. Top is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Be sure to pick up the matching shorts to complete your look!Style Number/Barcode: 06001-1561
Category Name: Matching Sets
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance