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.

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.

Bright Side Striped Halter Top
Serving sunshine, shopping days, and spontaneous plans all in one look. The bold chevron striped pattern brings instant vacation energy, while the halter silhouette keeps it playful, flirty, and ready for wherever the day takes you.

Shop The Matching Bottoms: Bright Side Striped Hot Shorts

Fit & Features
- Chevron striped pattern, knit fabric
- High halter neckline, tie straps
- Fitted crop-length hem
- Runs true to size
Style Number/Barcode: 06005-000359

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: ORANGE

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Booked And Busy Denim Capri Pants
For the days when your calendar is full and your outfit needs to keep up. These denim capri pants feature a sleek, leg-lengthening fit with a cropped silhouette that feels fresh, polished, and easy to style.

Shop Matching Top: Booked And Busy Denim Bustier

Fit & Features
- Denim fabrication
- High-rise silhouette
- Fitted through the hips and thighs
- Cropped length with back slit accents
- Runs true to size
Style Number/Barcode: 06602-000109

Category Name: Matching Sets

Price: $39.90

Availability: In Stock

Available Color: DARK, DENIM

Available Size: S, L
Product Badge:
- Part of a Set
Salty Air Crochet Mini Skort
Salty air, summer vibes. This crochet mid-rise mini skort brings an easy beach town style with a flirty fit that works from brunch to golden hour cocktails. Pair with the matching halter top.

Shop Matching Top: Salty Air Crochet Halter Top

Fit & Features
- Crochet fabric, stretchy knit built-in shorts lining
- Mid-rise waist
- Hidden side zipper and hook-eye closure
- Form-hugging fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06303-000056

Category Name: Matching Sets

Price: $36.90

Availability: In Stock

Available Color: NATURAL

Available Size: M, L
Product Badge:
- Part of a Set
Salty Air Crochet Halter Top
Salty air, summer vibes. This crochet halter top brings an easy beach town style with a flirty fit that works from brunch to golden hour cocktails. Pair with the matching mini skort.

Shop Matching Bottoms: Salty Air Crochet Mini Skort

Fit & Features
- Crochet fabric, moderate stretch, bust lining
- Sleeveless plunging V-neckline
- Halter strap
- Open back, lower tie-back spaghetti straps
- Front flyaway design
- Runs true to size
Style Number/Barcode: 06003-000350

Category Name: Matching Sets

Price: $32.90

Availability: In Stock

Available Color: NATURAL

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Weekend Breeze Crop Top
This top was made for sunny forecasts and spontaneous plans. The airy gauze fabric, soft hue, and trendy crop length make it look effortless.

Shop Matching Bottoms: Weekend Breeze Maxi Skirt

Fit & Features
- Gauze woven fabric
- Square neckline
- Adjustable spaghetti straps
- Cinched crop-length hem
- Runs true to size
Style Number/Barcode: 06003-000352

Category Name: Matching Sets

Price: $26.90

Availability: In Stock

Available Color: YELLOW

Available Size: XS, S, M, L
After Dark Shine Metallic Halter Top
This metallic halter top with built-in bra was made for stepping out and not overthinking it. This cowl halter top drapes just right with a soft shimmer feel, giving you that effortless glow for nights out or last-minute invites.

Shop Matching Mini Skirt: After Dark Shine Metallic Mini Skirt

Shop Matching Maxi Skirt: After Dark Shine Metallic Maxi Skirt

Fit & Features
- Lightweight lurex knit fabric
- Fitted halter top silhouette
- Draped cowl neckline with built-in bra
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-000584

Category Name: Matching Sets

Price: $32.90

Availability: Out of Stock
Product Badge:
- Ships Free
Dream State Flare Sleeve Crop Top
A little sheer, a little mystical, exactly your vibe. This floral butterfly top features a plunge tie front neckline and bell sleeves that create a dramatically cute look for concerts, festivals, or nights-out.

Shop The Matching Skirt: Dream State Ruffle Mini Skirt

Fit & Features
- Butterfly floral tie-dye print
- Mesh-lined fabric
- Long bell flare sleeves
- Plunge tie-front neckline
- Ultra-cropped length hem
- Runs true to size
Style Number/Barcode: 06202-000108

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: PINK

Available Size: M, L
Product Badge:
- Best Seller
Dreamy Daze Butterfly Poncho Top
Light, floaty, and a little unpredictable—in the best way. This butterfly floral poncho top with an asymmetrical off shoulder fit drapes effortlessly for that styled allure.

Fit & Features
- Butterfly floral tie-dye print, sheer mesh fabric
- Asymmetrical off-shoulder neckline
- Flowy poncho-silhouette
- Crop-length fit
- Runs true to size
Style Number/Barcode: 06001-000596

Category Name: Matching Sets

Price: $36.90

Availability: In Stock

Available Color: PINK

Available Size: XS, S
Product Badge:
- Part of a Set
Flirt Mode Ruffle Sleeve Tie-Front Top
A little sweet, a little bold—this one knows exactly what it’s doing. The tie-front top hugs in all the right places with ruffle sleeve detail that keeps it playful from brunch plans to late dinners. Style with the matching mini skort.

Shop Matching Bottoms: Flirt Mode Ruffle Mini Skort

Fit & Features
- Sleek knit fabric, high stretch
- V-neckline
- Tie-front design
- Short ruffle sleeves
- Ultra-cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06202-000107

Category Name: Matching Sets

Price: $22.90

Availability: In Stock

Available Color: IVORY

Available Size: S, M, L
Product Badge:
- Part of a Set
Dream State Ruffle Mini Skirt
A little sheer, a little mystical, exactly your vibe. This floral butterfly skirt features a ruffled side drape and a bodycon fit that creates a dramatically cute look for concerts, festivals, or nights out.

Shop The Matching Top: Dream State Flare Sleeve Crop Top

Fit & Features
- Butterfly floral tie-dye print
- Mesh-lined fabric
- Side ruched seams
- Side ruffled drape
- Bodycon mini-length hem
- Runs true to size
Style Number/Barcode: 06501-000150

Category Name: Matching Sets

Price: $36.90

Availability: In Stock

Available Color: PINK

Available Size: S, M
Product Badge:
- Part of a Set
Flirt Mode Ruffle Mini Skort
A little sweet, a little bold—this one knows exactly what it’s doing. The ruffle mini skirt is fitted and flares out with a ruffle detail that keeps it playful from brunch plans to late dinners. Style with the matching tie-front top.

Shop Matching Top: Flirt Mode Ruffle Sleeve Tie-Front Top

Fit & Features
- Sleek knit fabric, high stretch
- High-rise waist, ruched detailing
- Tiered ruffled design
- Mini-length overlay, fitted A-line silhouette
- Hidden fitted shorts
- Runs true to size
Style Number/Barcode: 06503-000282

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: IVORY

Available Size: L
Product Badge:
- Part of a Set
Sunkissed Confidence Plunge Halter Top
Serving sunkissed confidence with zero effort required. This plunge halter top hugs in all the right places with a sleek, sculpted fit that was made for dinner plans, rooftop cocktails, and being the best dressed without even trying. Style with the matching maxi skirt.

Shop Matching Bottoms: Sunkissed Confidence Bodycon Maxi Skirt

Fit & Features
- Sleek knit fabric, high stretch
- Sleeveless plunging neckline, bar strap with beaded detailing
- Tie-back halter straps, partially open back
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000597

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: CHARTREUSE

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Soft Glow Floral Print Mesh Mini Skirt
Caught in your softest glow—this floral print mesh mini skirt does all the flirting for you. It has a lightweight, curve-hugging feel, perfect for nights out or styled low-key. Pair with the matching tube top.

Shop Matching Top: Soft Glow Floral Print Mesh Tube Top

Fit & Features
- Sheer mesh fabric with brushed knit lining, high stretch
- Large floral print on the front
- High-rise waist
- Mini-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06501-000130

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: BROWN

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Game Day Crush Polka Dot Baby Tee
Serving sporty with a side of “don’t text your ex.” This fitted polka dot soccer tee hugs just right and brings the cool-girl energy, whether you’re headed to a beach boardwalk, coffee run, or late-night plans.

Shop Matching Bottoms: Game Day Crush Polka Dot Hot Shorts

Fit & Features
- Soft stretch knit fabric
- V-neckline with contrast trim
- Polka dot pattern
- USA-inspired soccer graphic on the front
- "26" graphic on back
- Fitted baby tee fit with cropped hem
- Runs true to size
Style Number/Barcode: 06002-000554

Category Name: Matching Sets

Price: $10.97 $26.90

On Sale: Yes

Availability: In Stock

Available Color: WHITE

Available Size: XS, M
Product Badge:
- Sale
Game Day Crush Polka Dot Hot Shorts
Serving sporty with a side of “don’t text your ex.” These fitted polka dot hot shorts hug just right and bring the cool-girl energy, whether you’re headed to a beach boardwalk, coffee run, or late-night plans.

Shop Matching Top: Game Day Crush Polka Dot Baby Tee

Fit & Features
- Soft stretch knit fabric
- Low-rise waist with drawstring accent
- Contrast stripe detail
- Polka dot print
- Cheeky fit
- Runs true to size
Style Number/Barcode: 07103-000116

Category Name: Matching Sets

Price: $26.90

Availability: In Stock

Available Color: WHITE

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Match Point Mexico Graphic Shorts
Sporty, fitted, and ready for every watch party invite. These "Mexico" shorts bring retro athletic vibes with contrast details that make casual plans look way more put together.

Shop Matching Top: Match Point Mexico Graphic Tee

Fit & Features
- Cotton-blend knit fabric, moderate stretch
- Drawstring tie low-rise waist
- Varsity side stripes
- Front flag graphic, back script reads "Mexico"
- Form-hugging cheeky fit
- Runs true to size
Style Number/Barcode: 07103-000114

Category Name: Matching Sets

Price: $26.90

Availability: In Stock

Available Color: BLACK

Available Size: XS
Product Badge:
- Part of a Set
Match Point Mexico Graphic Tee
Sporty, fitted, and ready for every watch party invite. This "Mexico" tee brings retro athletic vibes with contrast details that make casual plans look way more put-together.

Shop Matching Bottoms: Match Point Mexico Graphic Shorts

Fit & Features
- Cotton-blend knit fabric, moderate stretch
- V-neckline
- Short sleeves
- Front script reads "Mexico" with flag graphic
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06002-000550

Category Name: Matching Sets

Price: $10.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Sunkissed Confidence Bodycon Maxi Skirt
Serving sunkissed confidence with zero effort required. This ruched maxi skirt hugs in all the right places with a sleek, sculpted fit that was made for dinner plans, rooftop cocktails, and being the best dressed without even trying. Style with the matching halter top.

Shop Matching Top: Sunkissed Confidence Plunge Halter Top

Fit & Features
- Sleek knit fabric, high stretch
- High-rise waist
- Ruched detailing
- High-cut side slit
- Maxi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06501-000151

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: CHARTREUSE

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Brasil Baby Tube Top
Serving stadium style with a side of vacation plans. This fitted tube top brings sporty charm with a strapless silhouette and lace trim that was made for stadium games, watch parties, and every spontaneous summer plan.

Shop Matching Bottoms: Brasil Baby Striped Shorts

Fit & Features
- Stretch cotton-blend knit fabric
- Strapless straight-across neckline, lace trim
- "Brasil" front script graphic
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06002-000562

Category Name: Matching Sets

Price: $12.97 $29.90

On Sale: Yes

Availability: In Stock

Available Color: GREEN

Available Size: XS, M, L
Product Badge:
- Sale
Windsor x Von Dutch Mini Skirt
She’s bold, a little rebellious, and not here to blend in. This Von Dutch denim mini skirt shows the attitude with a low-rise fit and graphic detailing that brings the heat. Pair with the matching vest.

Shop Matching Top: Windsor x Von Dutch Denim Vest

Fit & Features
- Cotton-blend denim fabric, minimal stretch
- Low-rise waist, belt loops
- Side flame graphic, front Von Dutch embroidered logo patch, back Von Dutch logo graphic
- Front button and hidden zipper closure
- Dual front and back pockets
- Mini-length form-hugging fit
- Runs true to size
Style Number/Barcode: 06601-000036

Category Name: Matching Sets

Price: $62.00

Availability: In Stock

Available Color: DENIM

Available Size: 26, 28, 29
Product Badge:
- Part of a Set
Windsor x Von Dutch Wide-Leg Denim Jeans
Effortless, but make it intentional. These Von Dutch jeans sit low and drape just right, with subtle embossed detailing that gives your everyday denim a quiet edge.

Shop Matching Jacket: Windsor x Von Dutch Denim Jacket

Fit & Features
- Cotton-blend denim fabric, minimal stretch
- Distressed low-rise waist with Von Dutch logo insert
- Five-pocket and belt loop design
- Front button and hidden zipper closure
- Wide-leg fit with Von Dutch side embossed logo
- Backside hem script detail reading, "For the Bold, by the Bold"
- Runs true to size
Style Number/Barcode: 06602-000115

Category Name: Matching Sets

Price: $88.00

Availability: In Stock

Available Color: DENIM

Available Size: 27, 28, 29, 31
Product Badge:
- Ships Free
Windsor x Von Dutch Denim Jacket
This Von Dutch denim jacket brings the cool-girl energy. With a cropped fit and bold embossed graphic, this jacket pulls your whole look together for concerts, festivals, or weekend trips.

Shop Matching Bottoms: Windsor x Von Dutch Wide-Leg Denim Jeans

Fit & Features
- Cotton-blend denim fabric, minimal stretch
- Collared neckline
- Button front closures, dual front flap pockets with button detail
- Long sleeves with single button detail, logo at the hems
- Back Von Dutch logo graphic detailing
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06203-000050

Category Name: Matching Sets

Price: $92.00

Availability: In Stock

Available Color: DENIM

Available Size: XS, S, M, L
Product Badge:
- Ships Free
Windsor x Von Dutch Denim Vest
She’s bold, a little rebellious, and not here to blend in. This Von Dutch denim vest shows off attitude with an open back and graphic detailing that brings the heat. Pair with the matching mini skirt.

Shop Matching Bottoms: Windsor x Von Dutch Mini Skirt

Fit & Features
- Cotton-blend denim fabric, minimal stretch
- Sleeveless V-neckline, halter tie-back straps
- Button front closures
- Von Dutch logo and graphic detailing
- Open back with twisted strap
- Fitted, angled, cropped hem
- Runs true to size
Style Number/Barcode: 06203-000049

Category Name: Matching Sets

Price: $54.00

Availability: In Stock

Available Color: DENIM

Available Size: S, M, L
Product Badge:
- Part of a Set
Catch Me On Vacay Tropical Floral Maxi Skirt
Booked the trip the second this skirt hit your cart. This tropical floral maxi skirt hugs in all the right places with a sleek fit that’s ready for rooftop drinks, vacation pics, and every RSVP sitting in your camera roll. Style with the matching tube top.

Shop Matching Top: Catch Me On Vacay Tropical Floral Tube Top

Fit & Features
- Knit fabric with lining, high stretch
- Large tropical floral print
- High-rise waist
- High-cut side slit
- Maxi-length hem
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 06501-000154

Category Name: Matching Sets

Price: $36.90

Availability: In Stock

Available Color: FUCHSIA

Available Size: XS, S, M, L
Product Badge:
- Part of a Set

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