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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Sunkissed Florals A-Line Skirt
Let the sunshine on this flirty floral skirt perf for brunch with the girls! It features an elasticized high-rise waist, a tiered flowy a-line silhouette, and a short-length hem. Complete the look in the matching top.
Shop Matching Top: Sunkissed Florals Twist Crop Top
Fit & Features
- High-rise elasticized waist
- Tiered flowy a-line silhouette
- Short-length hem
- Floral print, lined woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06301-0124
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Palisades Paisley High Rise Pants
Look pretty in these paisley pants for a retro vibe! It features a high-rise elasticized waistband, pleat detailing, and wide-leg silhouette crepe woven fabric. Complete the look in the matching top.
Shop Matching Top: Palisades Paisley Tie-Front Top
Fit & Features
- High-rise elasticized waistband
- Pleat detailing
- Wide-leg silhouette
- Paisley print
- Crepe woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-0461
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Palisades Paisley Tie-Front Top
Look pretty in this paisley tie-front top for a retro vibe! It features three-fourth-length kimono sleeves, a V-neck, and a cropped hem on crepe woven fabric. Complete the look in the matching bottoms.
Shop Matching Bottoms: Palisades Paisley High Rise Pants
Fit & Features
- Three-fourth-length kimono sleeves
- V-neck
- Tie-front
- Cropped hem
- Paisley print
- Crepe woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1387
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Blushing Tropics Button-Up Top
Make all the cheeks blush when you step out in this tropic chiffon top! Featuring long sleeves with button cuffs, a collared neckline, a button-down front, and a flowy silhouette. Complete the look in the matching top.
Shop Matching Top: Blushing Tropics Bandeau Top
Fit & Features
- Long sleeves, button cuffs
- Collared neckline
- Button-down front
- Flowy silhouette
- Floral tropic print
- Chiffon fabric
- Runs true to size
Style Number/Barcode: 06003-1659
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Worth It Linen Tube Top
This linen 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 in 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 fabric, lined, no stretch
- Runs true to size
Style Number/Barcode: 06003-1601
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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Worth It Linen Wide Leg Pants
These linen-blend pants are worth taking on your next weekend adventure! They feature a high-rise waist, back zipper closure, side pockets, and a wide-leg silhouette. Complete the look in the matching top.
Shop Matching Top: Worth It Linen Tube Top
Fit & Features
- High-rise waist
- Back zipper closure
- Side pockets
- Wide-leg silhouette
- Linen-blend fabric, lined, no stretch
- Runs true to size
Style Number/Barcode: 06302-0623
Category Name: Matching Sets
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Blushing Tropics Bandeau Top
Make all the cheeks blush when you step out in this tropic chiffon bandeau! Featuring a sleeveless, strapless, neckline with a front ruched tie and back smocked panel. Complete the look in the matching top.
Shop Matching Top: Blushing Tropics Button-Up Top
Fit & Features
- Strapless, sleeveless
- Bandeau style
- Front ruched tie
- Back smocked panel
- Floral tropic print
- Chiffon fabric
- Runs true to size
Style Number/Barcode: 06003-1660
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Abstract Art Satin Convertible Top
Abstract art you can wear! Slay an art gallery opening in this fierce satin crop top featuring a convertible design so you can style it multiple ways and a smocked back. Complete the look in the matching bottoms.
Shop Matching Bottoms: Abstract Art Satin Wide Leg Pants
Fit & Features
- Sleeveless, strapless neckline, non-slip grip lining
- Lightly padded bust
- Convertible multi-way wear
- Smocked back
- Cropped hem
- Abstract print, satin fabric
- Runs true to size
Style Number/Barcode: 06003-1582
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ticket To Paradise Halter Crop Top
Got your ticket to a paradise island? Make sure to pack this tropical crop top perfect for relaxing poolside! It features a sleeveless, halter neck, open-back with lace-up closure on stretchy knit fabric. Complete the look in the matching skirt.
Shop Matching Bottoms: Ticket To Paradise Slit Maxi Skirt
Fit & Features
- Sleeveless, halter neck
- Cropped hem
- Lace-up, open-back
- Tropical print
- Stretchy knit fabric
- Runs true to size
Style Number/Barcode: 06001-4023
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Island Flower High Slit Midi Skirt
Look prettier than the island flowers in this tropical floral midi skirt featuring a high-rise waist and a front high-cut slit. Complete the look in the matching top and sandals.
Shop Matching Top: Island Flower Lattice Tank Top
Fit & Features- High-rise waist
- Front high-cut slit
- Maxi-length hem
- Tropical floral print
- Stretchy knit-lined fabric
- Runs true to size
Style Number/Barcode: 06501-0601
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Preppy Please Striped Pleated Knit Skort
A high-rise knit skort features a preppy pleated silhouette and a striped mini-length hem. Perfect for back-to-school or any casual plans.
Shop Matching Top And Sweater: Preppy Please Striped V-Neck Crop Top, Preppy Please Striped Button Crop Sweater
Fit & Features
- Stretchy knit fabric, shorts lining
- High-rise waist
- Pleated silhouette
- Striped mini-length hem
- Skort has a 9.5" front rise with a 2" inseam
- Runs true to size
Style Number/Barcode: 06503-1248
Category Name: Matching Sets
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Never Take Off Seamless Shorts
One go in these chic shorts and you'll never want to take them off! It features a high-rise waistband and a form-fitting silhouette. They are crafted from a soft and comfortable ribbed knit seamless fabric—style with the matching bralette.
Shop Matching Bralette: Never Take Off Seamless Longline Bralette
Fit & Features
- High-rise waistband
- Form-fitting
- Soft and comfortable
- Ribbed knit seamless fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0784
Category Name: Matching Sets
Price: $9.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Never Take Off Seamless Longline Bralette
One go in this chic bralette and you'll never want to take it off! It features a sleeveless, scoop neckline, adjustable spaghetti straps, and a longline banded hem. Crafted from a soft and comfortable ribbed knit seamless fabric. Style with the matching shorts.
Shop Matching Shorts: Never Take Off Seamless Shorts
Fit & Features
- Sleeveless, scoop neckline
- Adjustable spaghetti straps
- Longline banded hem
- Form-fitting
- Soft and comfortable
- Ribbed knit seamless fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 07107-0758
Category Name: Matching Sets
Price: $7.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfect Poolside Look Mesh Skirt
Show off a perfect poolside look in this sheer mesh skirt you can wear as a cover-up! It features a high-rise waist, ruched side detailing with an adjustable drawstring at the hem, and a mini-length, curve-hugging silhouette. Style this skirt over your fave bikini with cat-eye sunglasses.
Fit & Features
- High-rise elasticized waistband
- Side ruching
- Adjustable drawstring
- Short, form-fitting silhouette
- Sheer mesh fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0667
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sunday's Match Striped Wide Leg Pants
Sunday has met its perfect match! Slip-on these trendy striped pants for brunches with friends. It features an elasticized waistband, wide-leg silhouette, on linen fabric with lining and no stretch. Complete the look in the matching top.
Shop The Matching Top: Sunday's Match Striped Linen Top
Fit & Features
- Elasticized waistband
- Wide-leg silhouette
- Striped pattern
- Linen fabric, lined, no stretch
- Fits true to size
Style Number/Barcode: 06302-0620
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweet Amour Satin Pleat Maxi Skirt
You'll adore this sweet satin maxi skirt for bringing the luxe vibes to the night! It features a high-rise waist with pleating, a surplice wrap accent, a center front slit, and a form-fitting maxi hem. Complete your dressy look in the matching top with jewelry.
Shop Matching Top: Sweet Amour Satin Pleat Crop Top
Fit & Features
- High-rise waist
- Pleating
- Surplice wrap accent, center front slit
- Form-fitting design
- Maxi-length hem
- Luxe satin-lined fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0663
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Desert Dreamer Halter Crop Top
Showcase a dreamy boho-chic look this festival season with this printed crop top. It features a sleeveless halter neckline, a major center cutout at the bust, a cropped fit, and an all-over bohemian-inspired striped pattern. Style with the matching wide-leg pants.
Shop Matching Bottoms: Desert Dreamer Wide-Leg Pants
Fit & Features
- Sleeveless halter neckline, tie-back straps
- Center cutout at the bust
- Cropped, form-hugging fit, lower tie-back straps
- Bohemian-inspired striped pattern
- Brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-3984
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Amour Satin Pleat Crop Top
You'll adore this sweet satin top for bringing the luxe vibes to the night! It features a sleeveless sweetheart neck, spaghetti straps, pleating along the bust, a form-fitting design, and a cropped hem. Complete your dressy look in the matching skirt with jewelry.
Shop Matching Bottoms: Sweet Amour Satin Pleat Maxi Skirt
Fit & Features
- Sleeveless, sweetheart neck, spaghetti straps
- Pleating along the bust
- Form-fitting design
- Cropped hem
- Luxe satin-knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4274
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Desert Dreamer Wide-Leg Pants
Showcase a dreamy boho-chic look this festival season with these printed pants. They feature a high-rise waist, a relaxed, wide-leg fit, and an all-over bohemian-inspired striped pattern. Style with the matching halter crop top.
Shop Matching Top: Desert Dreamer Halter Crop Top
Fit & Features
- High-rise banded waist
- Wide-leg fit
- Bohemian-inspired striped pattern
- Brushed knit fabric
- Runs true to size
Style Number/Barcode: 06502-0787
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Seasonal Striped Pleat Shorts
Refresh your closet for summer! Show off your flirty style in these striped shorts featuring a high-rise waist, form-fitting silhouette, and pleated lined fabric. Complete the look in the matching top.
Shop Matching Top: Seasonal Striped Pleat Tank Top
Fit & Features
- High-rise waist
- Form-fitting
- Striped pattern
- Pleated lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06503-0700
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Please Striped Button Crop Sweater
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 Top And Bottom: Preppy Please Striped V-Neck Crop Top, Preppy Please Striped Pleated Knit Skort
Fit & Features
- Stretchy knit fabric
- Long sleeves with striped cuffs
- Striped front trim
- Button front closures
- Striped crop hem
- Runs true to size
Style Number/Barcode: 06005-2184
Category Name: Matching Sets
Price: $32.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Seasonal Striped Pleat Tank Top
Refresh your closet for summer! Show off your flirty style in this striped tank top featuring a sleeveless, sweetheart neckline, adjustable spaghetti straps, and a front twist accent on the cropped hem. Complete the look in the matching shorts.
Shop Matching Shorts: Seasonal Striped Pleat Shorts
Fit & Features
- Sleeveless, sweetheart neckline, adjustable spaghetti straps
- Front twist accent
- Cropped hem
- Striped pattern
- Pleated lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06001-3987
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Boho-Chic Convertible Crop Top
This convertible crop top will give you those boho-chic vibes you've been seeing all over social media! It features wide straps that allow you to style the top multiple ways, including a one-shoulder design, a halter neckline, a cross-front design, a plunging neckline, and more. Pair this cute top with the matching wide-leg pants for the perf vacay outfit.
Shop Matching Bottoms: Boho-Chic Wide-Leg Pants
Fit & Features
- Wide convertible straps
- Multi-wear design
- Cropped, form-hugging fit
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-3924
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Too Hot To Handle Triangle Bra
You'll be too hot to handle in this fiery bra! It features a classic triangle design with halter spaghetti straps, a back strap, and heat stone embellishments in a trendy flames design. Complete the look with the matching briefs.
Shop Matching Briefs: Too Hot To Handle High Waist Briefs
Fit & Features
- Triangle design
- Halter spaghetti straps, tie at the back of the neck
- Back strap
- Heat stone embellishments, flames design
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 07107-0755
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance