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.

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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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: Out of Stock
Product Badge:
- Ships Free
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
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
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

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