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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tag of the document. This will help to improve the load of the images // during color swatches interaction on PLP const preloadBackground = (entries, observer) => { entries.forEach(async (entry) => { if (entry.isIntersecting) { const swatch = entry.target; const images = swatch.dataset.varimg.split(','); images.forEach((img, index) => { // preload image const link = document.createElement('link'); link.href = buildSrc(img); link.imagesrcset = getSrcset(img); link.imagesizes = cssImageMediaCondition; link.rel = 'preload'; link.as = 'image'; document.getElementsByTagName('head')[0].appendChild(link); }); swatch.removeAttribute('data-varimg'); switchObserver.unobserve(swatch); } }); }; const switchObserver = new IntersectionObserver(preloadBackground, { root: null, // Default is the viewport rootMargin: '30px', threshold: 0.05, // Load image when 10% of the div is visible }); // Sort options function getPageParam() { const urlParams = new URLSearchParams(window.location.search); const pageParam = urlParams.get('page'); return pageParam ? parseInt(pageParam, 10) : 1; } domLoadedPage = getPageParam(); setupSortDropdown('.fs_sort_by_wrap_desktop', '.fs_sort_by_options_desktop', '.fs_sort_by_select_desktop'); const sortBySelect = document.getElementById('sortByDesktop'); let sortByValue = getSortBy(); // call the function and store the returned value sortBySelect.value = sortByValue; // update the desktop dropdown value on page load // update sort mobile dropdown value on page load const validSortOptions = ['price_min_to_max', 'price_max_to_min', 'creation_date', 'relevency']; sortByValue = validSortOptions.includes(sortByValue) ? sortByValue : 'relevency'; const inputField = document.querySelector(`form [data-value="${sortByValue}"]`); if (inputField) { inputField.checked = true; // update the value of the option } else { console.error(`No radio button found with data-value="${sortByValue}"`); } const form = document.getElementById('sortForm'); if (form) { form.addEventListener('change', (event) => { if (event.target.name === 'sort') { const selectedValue = event.target.getAttribute('data-value'); if (selectedValue && validSortOptions.includes(selectedValue)) { setUrlParam('sortBy', selectedValue, true); resetPageAndScroll(); updateOtherDropdown(selectedValue); } } }); } updateOtherDropdown(getSortBy()); if (sortBySelect) { sortBySelect.addEventListener('change', function () { if (sortBySelect.value && validSortOptions.includes(sortBySelect.value)) { setUrlParam('sortBy', sortBySelect.value, true); } }); } // Description 'read more' function toggleReadMore(button) { const container = button.parentNode; const isExpanded = container.getAttribute('aria-expanded') === 'true'; container.setAttribute('aria-expanded', !isExpanded); if (isExpanded) { button.querySelector('.button-text').textContent = 'more'; } else { button.querySelector('.button-text').textContent = 'Show less'; } } function visibleReadMore() { const toggleButtons = document.querySelectorAll('.fs_collection_top_toggle'); toggleButtons.forEach(button => { const description_children = button.previousElementSibling.children; let description_scroll_width = 0; let description_client_width = 0; for(const child of description_children) { description_scroll_width += child.scrollWidth; description_client_width += child.clientWidth; }; button.style.display = (description_scroll_width > description_client_width) ? 'block' : 'none'; }); } window.addEventListener('DOMContentLoaded', visibleReadMore); // category pills GTM const categories = document.querySelectorAll('.category-pills__pill'); let category; let categoryHandle; let categoryId; const pushCategoryPills = (category, categoryHandle, categoryId, typeCategory) => { if (category && categoryHandle && categoryId && typeCategory) { const categoryPills = { event: `categoryPills`, category: category, categoryHandle: categoryHandle, categoryId: categoryId, typeCategory: typeCategory }; window.dataLayer.push(categoryPills); } } categories?.forEach(category => { category.addEventListener('click', function(e) { try { category = e.currentTarget.getAttribute('data-category'); categoryHandle = e.currentTarget.getAttribute('data-collection-handle'); categoryId = e.currentTarget.getAttribute('data-collection-id'); typeCategory = e.currentTarget.getAttribute('data-type-category'); pushCategoryPills(category, categoryHandle, categoryId, typeCategory); } catch (error) { console.error('Error in category click event:', error); } }) })

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.

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:
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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:
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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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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

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