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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.

  • All The Trendy Vibes Button-Up Top

    Showcase all the trendy vibes with this chic collared top. It features a complete button-up front, long sleeves with dual button details, a chest pocket, and an all-over square windowpane pattern. Style with the matching bra top and dark wash denim.

    Shop Matching Top: All The Trendy Vibes Bra Top

    Fit & Features

    • Collared neckline
    • Snap button-up front
    • Long sleeves, dual button details at the hems
    • Chest pocket
    • Relaxed fit
    • Square windowpane pattern
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1872

    Category Name: Matching Sets

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Serious Sparkle Rhinestone Trim Blazer

    You're all business with a hint of sparkle! This blazer embodies some serious shine featuring long sleeves with slit cuffs and rhinestone trim, shoulder pads for structure, a lapel collar neckline, single front button closure, faux flap pockets, and a relaxed fit. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Serious Sparkle Rhinestone Trim Pants

    Fit & Features

    • Long sleeves, slit cuffs, rhinestone trim
    • Shoulder pads
    • Lapel collar neckline
    • Single front button closure, faux flap pockets
    • Relaxed silhouette
    • Woven fabric, knit sewn-in lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06202-0354

    Category Name: Matching Sets

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serious Sparkle Rhinestone Trim Pants

    You're all business with a hint of sparkle! These pants embody some serious shine featuring a high-rise waist, hip-hugging fit, and rhinestone trim along the flared hem slits. Complete the look with the matching blazer.

    Shop Matching Blazer: Serious Sparkle Rhinestone Trim Blazer

    Fit & Features

    • High-rise waist
    • Hip-hugging fit 
    • Rhinestone trim along bottom slits
    • Flared hem
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2222

    Category Name: Matching Sets

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fall Fave Corduroy Mini Skirt

    Your new fave essential this fall will surely be this corduroy mini skirt! It features a high-rise waist, back zipper closure, and button front accents along the curve-hugging silhouette. Complete the look in the matching jacket and booties for latte runs! 

    Shop Matching Jacket: Fall Fave Corduroy Crop Jacket

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • Faux button front accents
    • Curve-hugging silhouette
    • Mini-length hem
    • Corduroy woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0118

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fall Fave Corduroy Crop Jacket

    Your new fave essential this fall will surely be this corduroy jacket! It features long sleeves, a collared neckline, a button-down front, and a cropped hem. Complete the look in the matching skirt and booties for latte runs!

    Shop Matching Skirt: Fall Fave Corduroy Mini Skirt

    Fit & Features

    • Long sleeves
    • Collared neckline
    • Button-down front
    • Cropped hem
    • Corduroy woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1331

    Category Name: Matching Sets

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild West Cowgirl Fringe Bra And Panty

    Shake and shimmy for your honey or create a sassy cowgirl look with this western-inspired fringe bra and panty set! The bra features adjustable spaghetti straps, a sweetheart neckline, underwire support, and matching thong panties with a high-rise fit. Complete the look with the matching garter belt.

    Shop Matching Garter: Wild West Cowgirl Garter Belt

    Fit & Features

    • Matching bra and panty set
    • Bra, adjustable spaghetti straps, sweetheart neck
    • Underwire, fringe trim
    • High-rise thong panty
    • Smooth lined fabric, minimal stretch
    • Runs true to size

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07107-0786

    Category Name: Matching Sets

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Season Of Flannel Plaid Shacket

    Behold, it's the season for this flannel plaid shacket! Cozy up on those brisk walks crunching leaves in this so-soft shacket featuring long sleeves with button cuffs, a collar neckline, a front pocket, button-down closures, and a relaxed curved hem. Complete the look with the matching corset and leggings.

    Shop Matching Top: Season Of Flannel Plaid Corset

    Fit & Features

    • Long sleeves, button cuffs
    • Collar neckline
    • Front pocket
    • Button-down closures
    • Relaxed curved hem
    • Plaid flannel woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1489

    Category Name: Matching Sets

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adventurous Dreamer Halloween Bustier

    Fall down the rabbit hole into the Halloween party going as the Adventurous Dreamer! Showcase an innocent yet flirty style in this lace trim bustier crafted on Ponte knit fabric that fits your curves like a glove. Complete the Halloween costume in the matching skirt, knee socks, and accessories!

    Shop Matching Skirt: Adventurous Dreamer Halloween Skirt

    Fit & Features

    •  Sweetheart neckline with lace trim
    • Adjustable spaghetti straps
    • Built-in padded bust, underwire
    • Hidden front hook-eye closures
    • Flexible boning
    • Ponte knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4422

    Category Name: Matching Sets

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Power Moves High-Rise Trouser Pants

    Make power moves and take your style to a polished level in these high-rise trouser pants. Pair with the matching vest to complete the look.

    Fit & Features

    • Woven fabric
    • High-rise waist, belt loop accents
    • Side pockets
    • Front hidden hook-eye and zipper closure
    • Wide-leg silhouette
    • Runs true to size

     

    Shop The Matching Vest: Power Moves Button Woven Vest

    Style Number/Barcode: 06402-1466

    Category Name: Matching Sets

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adventurous Dreamer Halloween Skirt

    Fall down the rabbit hole into the Halloween party going as the Adventurous Dreamer! Showcase an innocent yet flirty style in this Ponte knit skirt featuring a high-rise waist, skater silhouette, and a short-length hem. Complete the Halloween costume in the matching bustier, knee socks, and accessories!

    Shop Matching Bustier: Adventurous Dreamer Halloween Bustier

    Fit & Features

    • High-rise waist
    • Skater silhouette
    • Short-length hem
    • Ponte knit fabric, minimal stretch
    • Runs true to size 

    Style Number/Barcode: 06501-0680

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dream Fairy Holographic Mini Skirt

    Keep it magical as a gorgeous dream fairy in this holographic mini skirt! Featuring a high-rise waist, a short, curve-hugging fit, and a cute side slit, you'll shimmer and glimmer all night long. Complete your Halloween costume with the matching crop top and fairy wings!

    Shop Matching Top: Dream Fairy Holographic Crop Top

    Fit & Features

    • High-rise waist, back zipper closure
    • Bodycon silhouette
    • Front side slit
    • Mini-length hem
    • Holographic effect
    • Sleek fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0682

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dream Fairy Holographic Crop Top

    Keep it magical as a gorgeous dream fairy in this holographic crop top! Featuring a sleeveless scoop neckline, spaghetti straps, and a cropped hem, you'll shimmer and glimmer all night long. Complete your Halloween costume with the matching mini skirt and fairy wings!

    Shop Matching Bottoms: Dream Fairy Holographic Mini Skirt

    Fit & Features

    • Sleeveless scoop neckline
    • Adjustable spaghetti straps
    • Cropped hem
    • Form-hugging fit
    • Holographic effect
    • Knit fabric, knit front lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4435

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fantasy Fairy Holographic Crop Top

    Flutter and fly this Halloween going as a mystic fantasy fairy! Leave a trail of pixie dust at the costume party in this holographic crop top featuring a sleeveless scoop neck, adjustable spaghetti straps, and a cropped hem. Don't forget to complete your Halloween costume with the matching mini skirt and fairy wings!

    Shop Matching Bottoms: Fantasy Fairy Holographic Mini Skirt

    Fit & Features

    • Sleeveless scoop neck
    • Adjustable spaghetti straps
    • Cropped hem
    • Holographic effect
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4434

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fantasy Fairy Holographic Mini Skirt

    Flutter and fly this Halloween going as a mystic fantasy fairy! Leave a trail of pixie dust at the costume party in this holographic mini skirt featuring a high-rise waist, a short, curve-hugging fit, and a cute side slit. Don't forget to complete your Halloween costume with the matching crop top and fairy wings!

    Shop Matching Top: Fantasy Fairy Holographic Crop Top

    Fit & Features

    • High-rise waist, back zipper closure
    • Bodycon silhouette
    • Front side slit
    • Mini-length hem
    • Holographic effect
    • Sleek fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0681

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Princess Tweed Mini Skirt

    Everyone knows you're the princess of plaid! This 90's-inspired tweed skirt features a high-rise waist, back zipper closure and lower slit accent, and a mini-length hem. Complete the look in the matching top.

    Shop Matching Top: Plaid Princess Tweed Tube Top

    Fit & Features

    • High-rise waist
    • Back zipper closure 
    • Lower back slit accent
    • Mini-length hem
    • Plaid pattern
    • Lined tweed woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0468

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Princess Tweed Tube Top

    Everyone knows you're the princess of plaid! This 90's-inspired tweed tube top features a strapless neckline, lace-up back closure, and a cropped hem on woven lined fabric. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Plaid Princess Tweed Mini Skirt

    Fit & Features

    • Strapless neckline
    • Lace-up back closure
    • Cropped hem
    • Plaid pattern
    • Lined tweed woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1968

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Knit Alone Mock Neck Top

    Cute alone but better together! This rib-knit top features a sleeveless mock neckline and a cropped hem. Complete the look in the matching bottoms and clear strap heels.

    Shop Matching Bottoms: Knit Alone Slit Maxi Skirt

    Fit & Features

    • Mock neckline
    • Sleeveless
    • Cropped hem
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4439

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Knit Alone Slit Maxi Skirt

    Cute alone but better together! This rib-knit maxi skirt features a high-rise waist, a curve-hugging silhouette, and an asymmetrical slit hem. Complete the look in the matching top and clear strap heels.

    Shop Matching Top: Knit Alone Mock Neck Top

    Fit & Features

    • High-rise elasticized waist
    • Curve-hugging silhouette
    • Asymmetrical slit
    • Maxi-length hem
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0685

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fell For You Knit Open Cardigan

    They'll fall for you in this knit cardigan featuring long sleeves, an open-front design, and single button closure on sweater ribbed-knit fabric with minimal stretch. Complete the look in the matching top.

    Shop Matching Top: Fell For You Knit Twist Bra Top

    Fit & Features

    • Long sleeves
    • Open-front design
    • Single button closure
    • Sweater ribbed-knit fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1410

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Under The Sun Tropical Slit Maxi Skirt

    Perfect for any vacation or resort escape, this tropical maxi skirt boasts a sultry high front slit and a flowy silhouette for a breezy allure. Pair with the matching top.

    Fit & Features

    • Tropical print, stretchy knit fabric, knit panty lining
    • Low-rise waist
    • High front slit
    • Flowy silhouette
    • Maxi-length hem
    • Runs true to size

     

    Shop The Matching Top: Under The Sun Tropical Tie-Front Crop Top

    Style Number/Barcode: 06501-000014

    Category Name: Matching Sets

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fell For You Knit Twist Bra Top

    They'll fall for you in this knit bra top featuring a sleeveless V-neck, tank-style straps, a twisted bodice, and a cropped hem on sweater ribbed-knit fabric with minimal stretch. Complete the look in the matching cardigan.

    Shop Matching Cardigan: Fell For You Knit Open Cardigan

    Fit & Features

    • Sleeveless, V-neck
    • Tank-style straps
    • Twisted bodice
    • Cropped hem
    • Sweater ribbed-knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1409

    Category Name: Matching Sets

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lounge Goals Wide Leg PJ Pants

    These pajama pants are totally lounge goals! Featuring a high-rise elasticized waistband, tie-front closure, and a wide-leg silhouette on soft ribbed knit fabric. Complete the cozy look in the matching top.

    Shop Matching Top: Lounge Goals Racerback PJ Tank Top

    Fit & Features

    • High-rise elasticized waistband
    • Tie-front closure
    • Wide-leg silhouette
    • Soft ribbed knit fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 07103-0800

    Category Name: Matching Sets

    Price: $14.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shine Time Satin Crop Tank Top

    It's your time to shine for the night in this silky satin tank top featuring a sleeveless V-neckline, spaghetti straps, underbust seam detail, and a cropped hem. The smooth satin-knit fabric offers a moderate stretch. Complete the look in the matching skirt and heels.

    Shop Matching Skirt: Shine Time Satin Wrap Mini Skirt

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Underbust seam detail
    • Cropped hem
    • Stretch satin-knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4489

    Category Name: Matching Sets

    Price: $3.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine Time Satin Wrap Mini Skirt

    It's your time to shine for the night in this silky satin mini skirt featuring a high-rise waist, bodycon silhouette, front wrap, and a slit accent. The smooth satin-knit fabric offers a moderate stretch. Complete the look in the matching top and heels.

    Shop Matching Top: Shine Time Satin Crop Tank Top

    Fit & Features

    • High-rise elasticized waist
    • Bodycon silhouette
    • Front wrap and slit accent
    • Mini-length hem
    • Stretch satin-knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0702

    Category Name: Matching Sets

    Price: $5.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance