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.

Like It Or Dot High Rise Shorts
Like it or not, these polka dot shorts will surely be your fav! It features a high-rise waist and a flowy silhouette. The shorts are composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete the look in the matching top.

Shop Matching Top: Like It Or Dot Puff Sleeve Crop Top

Fit & Features
- High-rise waist
- Flowy silhouette
- Polka dot pattern
- Lightweight woven fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06503-0961

Category Name: Matching Sets

Price: $9.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Darling Ditsy Floral Tie-Front Top
Keep your everyday look darling and sweet with this adorable top! It features short flutter cap sleeves, a V-neckline with a tie-front design, a cropped fit, and an all-over ditsy floral print. Style with the matching mini skirt and espadrille wedges.

Shop Matching Bottoms: Darling Ditsy Floral Mini Skirt

Fit & Features
- Short flutter cap sleeves
- V-neckline
- Tie-front
- Cropped
- Ditsy floral print
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06202-0272

Category Name: Matching Sets

Price: $9.97 $22.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Darling Ditsy Floral Mini Skirt
Keep your everyday look darling and sweet with this adorable skirt! It features a high-rise waist, ruched detailing leading to a front slit, a short, curve-hugging fit, and an all-over ditsy floral print. Style with the matching crop top and espadrille wedges.

Shop Matching Top: Darling Ditsy Floral Tie-Front Top

Fit & Features
- High-rise waist
- Ruching
- Front slit
- Mini-length, form-fitting silhouette
- Ditsy floral print
- Ribbed knit fabric
- Runs true to size
Style Number/Barcode: 06501-0567

Category Name: Matching Sets

Price: $9.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Trendy Pleated And Striped Shorts
Keep it trendy with shorts that are all the rage! The shorts feature a trendy striped pattern, a high-rise waist, and a cheeky bottom. Complete the look with the matching tube top.

Shop Matching Top: Trendy Pleated And Striped Tube Top

Fit & Features
- High-rise waist
- Striped pattern
- Cheeky bottom
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06503-0477

Category Name: Matching Sets

Price: $9.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
All Night Wrap Maxi Skirt
Look sexy in this maxi skirt for your next all-nighter! It features a high-rise waist, wrap-twist front, and sultry slit. Composed of sleek knit fabric with a moderate stretch. Style with the matching top.

Shop The Matching Top: All Night Plunge Halter Top

Fit & Features
- High-rise waist
- Wrap twist
- Front slit
- Maxi length hem
- Sleek knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06501-0587

Category Name: Matching Sets

Price: $11.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Off To Paradise Wide-Leg Abstract Pants
A trending abstract pants designed with a flattering high-rise waist and a wide-leg design that flaunts your figure on vacay! Pair with the matching top to complete the look.

Fit & Features
- Abstract print, stretchy knit fabric
- High-rise waist
- Wide-leg silhouette
- Runs true to size
Shop The Matching Top: Off To Paradise Tie-Front Crop Top
Style Number/Barcode: 06502-000010

Category Name: Matching Sets

Price: $9.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
All Night Plunge Halter Top
Look sexy in this halter top for your next all-nighter! It features a halter plunge neckline with dual button closure and an ultra-cropped hem. Composed of sleek knit fabric with a moderate stretch. Style with the matching bottoms.

Shop The Matching Skirt: All Night Wrap Maxi Skirt

Fit & Features
- Halter plunge neckline
- Dual button closure
- Ultra cropped hem
- Sleek knit fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06001-3970

Category Name: Matching Sets

Price: $9.97 $21.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cabana High-Rise Wide Leg Pants
These wide-leg pants are made for the cabana life! It features a high-rise elasticized waist, a wide-leg silhouette, and a pull-on/off styling. Composed of hacci smooth knit fabric with a moderate stretch. Style with the matching top.

Shop Matching Top: Cabana Long Sleeve O-Ring Crop Top

Fit & Features
- High-rise elasticized waistband
- Wide leg silhouette
- Pull-on/off styling
- Hacci smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0840

Category Name: Matching Sets

Price: $26.90

Availability: Out of Stock
Product Badge:
- Clearance
Cabana Long Sleeve O-Ring Crop Top
A crop top like this was made for the cabana life! It features long peasant sleeves, a collared plunge V-neck with an eye-catching o-ring center, and an open-back with tie-back closure. Composed of hacci smooth knit fabric with a moderate stretch. Style with the matching bottoms.

Shop Matching Bottoms: Cabana High-Rise Wide Leg Pants

Fit & Features
- Long peasant sleeves, elasticized hems
- Collared plunge V-neck
- O-ring center
- Cropped hem
- Open-back, tie closure
- Hacci smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4086

Category Name: Matching Sets

Price: $29.90

Availability: Out of Stock
Product Badge:
- Sale
Seal The Deal Mini Skirt
Stun in a mini skirt that will have you business ready to take on the day! The skirt features a high-rise waist, a mini-length hem, and a back zipper closure. Complete your boss babe look with the matching blazer and mules.

Shop Matching Blazer: Seal The Deal Blazer

Fit & Features
- High-rise waist
- Mini length hem
- Back zipper closure
- Lined woven fabric
- Form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0429

Category Name: Matching Sets

Price: $6.97 $28.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Seal The Deal Blazer
Stun in a blazer that will have you business ready to take on the day! The blazer features a collared neckline, lightly padded shoulders, a multi-button down front, a faux chest pocket, long sleeves, front pockets, and a mid-length hem. The blazer is composed of a lined woven fabric that offers a relaxed fit with minimal stretch. Complete look with the matching mini skirt and mules.

Shop Matching Mini Skirt: Seal The Deal Mini Skirt

Fit & Features
- Collared neckline
- Lightly padded shoulders
- Multi-button down front
- Faux chest pocket
- Long sleeves
- Front pockets
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1319

Category Name: Matching Sets

Price: $15.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Casual Trendsetter Fleece Shorts
Keep it cute and casual in these trendy fleece shorts that will step up your loungewear! They feature a high-rise elasticized waist, side pockets, and a relaxed fit. The shorts are composed of a cozy knit fabric with a soft fleece lining and offer a moderate stretch. Complete the look with the matching cropped hoodie.

Shop Matching Hoodie: Basic Cropped Fleece Hoodie

Fit & Features
- High-rise elasticized waist
- Side pockets
- Relaxed fit
- Knit fabric, fleece lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-0959

Category Name: Matching Sets

Price: $9.97 $19.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
See Ya Later Snake Twist Midi Skirt
Tell em' boy bye! You'll be looking so fab in this snake midi skirt featuring a high-rise waist, bodycon silhouette, and a twist front accent on brushed, stretchy knit fabric. Complete the look in the matching top.

Shop Matching Top: See Ya Later Snake Twist Crop Top

Fit & Features
- High-rise waist
- Bodycon silhouette
- Twist front accent
- Midi-length hem
- Stretchy brushed knit fabric
- Runs true to size
Style Number/Barcode: 06501-0627

Category Name: Matching Sets

Price: $6.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
See Ya Later Snake Twist Crop Top
Tell em' boy bye! You'll be looking so fab in this snake crop top featuring long sleeves, a plunge v-neck, and a twisted bodice on brushed, stretchy knit fabric. Complete the look in sultry faux leather pants and heels.

Shop Matching Skirt: See Ya Later Snake Twist Midi Skirt

Fit & Features
- Long sleeves
- Plunge v-neckline
- Twisted bodice
- Cropped hem
- Stretchy brushed knit fabric
- Runs true to size
Style Number/Barcode: 06001-4071

Category Name: Matching Sets

Price: $6.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
That Preppy Vibe Houndstooth Blazer
Haven't you heard? That preppy vibe is so trendy this season! Create a cute look in this houndstooth plaid blazer featuring long sleeves, a collared neckline, an open-front with dual button closure, and flap pockets. Complete the look in the matching shorts.

Shop Matching Shorts: That Preppy Vibe Houndstooth Shorts

Fit & Features
- Long sleeves
- Collared neckline
- Open-front, dual button closure
- Flap pockets
- Cropped hem
- Houndstooth plaid pattern
- Woven-lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1316

Category Name: Matching Sets

Price: $9.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Off To Paradise Tie-Front Crop Top
A trending abstract crop top designed with flowy short sleeves and a tie-front design that flaunts your figure on vacay! Pair with the matching pants.

Fit & Features
- Abstract print, stretchy knit fabric
- Short sleeves
- V-neckline
- Tie-front design
- Cropped hem
- Runs true to size
Shop The Matching Pants: Off To Paradise Wide-Leg Abstract Pants
Style Number/Barcode: 06202-000002

Category Name: Matching Sets

Price: $9.97 $24.90

On Sale: Yes

Availability: In Stock

Available Color: BROWN

Available Size: S, M
Product Badge:
- Sale
That Preppy Vibe Houndstooth Shorts
Haven't you heard? That preppy vibe is so trendy this season! Create a cute look in this houndstooth plaid blazer featuring long sleeves, a collared neckline, an open-front with dual button closure, and flap pockets. Complete the look in the matching shorts.

Shop Matching Blazer: That Preppy Vibe Houndstooth Blazer

Fit & Features
- High-rise waist
- Front button closure, belt loop accents
- Pleat detailing
- Form-fitting silhouette
- Houndstooth plaid pattern
- Woven-lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06403-0221

Category Name: Matching Sets

Price: $6.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
So Sassy Snake Print Wide-Leg Pants
Give off major sassy vibes in these snake print pants! They feature a high-rise elasticized waist, a form-hugging fit throughout the leg, and a wide-leg hem. The lightweight snake-printed knit fabric features all-over lurex thread detailing for a cool metallic look. Style these pants with chic sunglasses.

Shop Matching Top: So Sassy Snake Print Cropped Tank

Fit & Features
- High-rise elasticized waist
- Form-hugging fit throughout the leg
- Wide-leg hem
- Snake print
- Lurex knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0798

Category Name: Matching Sets

Price: $6.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
So Sassy Snake Print Cropped Tank
Give off major sassy vibes in this trendy snake print cropped tank! It features a sleeveless V-neckline with a halter strap, a sultry lace-up front, and a cropped, form-hugging fit. The lightweight snake-printed knit fabric features all-over lurex thread detailing for a cool metallic look. Style this tank with chic sunglasses.

Shop Matching Bottoms: So Sassy Snake Print Wide-Leg Pants

Fit & Features
- Sleeveless V-neckline
- Halter strap
- Lace-up front, tie closure
- Cropped, form-hugging fit
- Snake print
- Lurex knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4016

Category Name: Matching Sets

Price: $6.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Forever Cozy Chenille Pajama Shorts
Snuggle up in these adorable and cozy chenille pajama shorts! They feature a high-rise elasticized waist with ribbed detailing, a form-hugging fit, and are composed of a super soft chenille fabric. Pair with the matching pajama tank.

Shop Matching Top: Forever Cozy Chenille Pajama Tank

Fit & Features
- High-rise elasticized waist, ribbed detailing
- Form-hugging fit
- Chenille knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0755

Category Name: Matching Sets

Price: $8.97 $22.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Forever Cozy Chenille Pajama Tank
Snuggle up in this adorable and cozy chenille pajama tank! It features a sleeveless V-neckline, thin shoulder straps, a cropped, ribbed hem, and is composed of a super soft chenille fabric. Pair with the matching pajama shorts.

Shop Matching Bottoms: Forever Cozy Chenille Pajama Shorts

Fit & Features
- Sleeveless V-neckline
- Thin shoulder straps
- Cropped, ribbed hem
- Form-hugging fit
- Chenille knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0761

Category Name: Matching Sets

Price: $6.97 $22.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Bohemian Flair Halter Crop Top
Bring the bohemian flair to your festival 'fit with this trendy halter top. It features a sleeveless plunging V-neckline, halter straps, dual tie-front details, a cropped form-hugging fit, and an all-over bohemian-inspired print. Style with the matching flare pants.

Shop Matching Bottoms: Bohemian Flair Printed Pants

Fit & Features
- Sleeveless deep V-neckline
- Halter straps
- Double tie-front design
- Cropped fit
- Bohemian-inspired print
- Brushed knit fabric
- Runs true to size
Style Number/Barcode: 06001-3895

Category Name: Matching Sets

Price: $6.97 $21.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Bohemian Flair Printed Pants
Bring the bohemian flair to your festival 'fit with these trendy pants. They feature a high-rise waist, a form-hugging fit throughout the leg, a fab flared hem, and an all-over bohemian-inspired print. Style with the matching crop top.

Shop Matching Top: Bohemian Flair Halter Crop Top

Fit & Features
- High-rise waist
- Fitted silhouette throughout the leg, flared hem
- Bohemian-inspired print
- Brushed knit fabric
- Runs true to size
Style Number/Barcode: 06502-0747

Category Name: Matching Sets

Price: $10.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Tropical Getaway Mesh Crop Top
Escape to a tropical paradise with a cute crop top that brings those island vibes. The top features a sleeveless square neckline, bungee spaghetti straps, a tropical palm leaf print, and a cropped hem. The top is composed of a lined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching mini skirt.

Shop Matching Skirt: Tropical Getaway Mesh Mini Skirt

Fit & Features
- Sleeveless square neckline
- Bungee spaghetti straps
- Cropped hem
- Palm leaf print
- Lined mesh fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3751

Category Name: Matching Sets

Price: $5.97 $19.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale

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