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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.

  • Ruched Right Mock Neck Crop Jacket

    Sporty, fitted, and ready to flex. This long sleeve zip-up crop jacket nails that off-duty look with just the right amount of trendiness. Perfect for running errands to lounging and layering post workouts!

    Fit & Features

    • Rib knit stretchy fabric
    • Mock neck
    • Fitted long sleeves
    • Front zip-up closure
    • Adjustable side drawstring ties
    • Ruched crop hem
    • Runs true to size

    Style Number/Barcode: 06202-000046

    Category Name: Matching Sets

    Price: $39.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Cozy Cool Rib Knit Foldover Shorts

    Laidback but still a little flirty, these rib knit hot shorts are your new lounge essential. The foldover waistband keeps it comfy while the short fit makes them cute enough to wear out.

    Fit & Features

    • Rib knit fabric, moderate stretch
    • Foldover mid-rise waistband
    • Form-hugging fit
    • Cheeky hem
    • Runs true to size

    Style Number/Barcode: 06503-000130

    Category Name: Matching Sets

    Price: $26.90

    Availability: In Stock

    Available Color: BROWN, CHARTREUSE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Crystal Crush Mid-Rise Denim Skort

    When denim meets dazzle. This denim mini skort stuns with allover rhinestone embellishments and a form-hugging fit that makes a statement.

    Shop The Matching Top: Crystal Crush Lace Up Denim Corset Top

    Fit & Features

    • Allover rhinestone embellishments, denim fabric
    • Mid-rise waist
    • Form-hugging fit
    • Mini-length hem, stretchy knit shorts lining
    • Front button and hidden zipper closure, belt loops
    • Four-pocket styling
    • Runs true to size

    Style Number/Barcode: 06603-000111

    Category Name: Matching Sets

    Price: $44.90

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: S, M, L, XL

    Product Badge:
    • Part of a Set
  • Laced Intentions Faux Leather Mini Skort

    A mini skort that brings all the edge. This low-rise faux leather skort features grommet lace-up trim and a curve-hugging fit that gives major attitude. Perfect for pairing with the matching tube top.

    Shop Matching Top: Laced Intentions Faux Leather Tube Top

    Fit & Features

    • Faux leather fabric
    • Grommet lace-up trim
    • Low-rise waist
    • Side zipper closure
    • Mini-length overlay, hidden shorts
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06403-000066

    Category Name: Matching Sets

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Couch Club Chenille Bolero

    For the girls who lounge like it’s an art form. This chenille bolero serves soft luxury with its fuzzy texture and chill-but-chic vibe. Style with the matching catsuit to officially master cozy glam.

    Shop Matching Catsuit: Couch Club Chenille Catsuit

    Fit & Features

    • Soft ribbed chenille fabric, moderate stretch
    • Long sleeves
    • Ultra-cropped hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 07103-000072

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: IVORY, BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Couch Club Chenille Catsuit

    For the girls who lounge like it’s an art form. This chenille jumpsuit serves soft luxury with its fuzzy texture, curve-hugging fit, and chill-but-chic vibe. Style with the matching bolero to officially master cozy glam.

    Shop Matching Bolero: Couch Club Chenille Bolero

    Fit & Features

    • Soft chenille knit fabric
    • Scoop neckline
    • Adjustable spaghetti straps
    • Curve-hugging fit
    • Skinny-leg design
    • Runs true to size

    Style Number/Barcode: 07103-000070

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: BROWN, IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Untamed Bloom Tie-Front Crop Top

    Flirty, fearless, and just the right amount of wild. This top blends bold floral and animal prints for that effortlessly sultry vibe. The tie-front top and flirty flowy hem bring all the movement and attitude—no accessories required (but gold jewelry helps).

    Shop The Matching Skirt: Untamed Bloom High-rise Slit Midi Skirt

    Fit & Features

    • Floral and animal print, mesh fabric, bust lining
    • V-neckline with tie-front detail
    • Sheer fitted long sleeves
    • Flowy crop hem
    • Runs true to size

    Style Number/Barcode: 06202-000065

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Checkmate Plaid Mini Skort

    Preppy with a playful twist. This plaid mini skort features front button details and a fitted waist, giving you that polished-yet-flirty vibe—perfect for pairing with the matching trench vest.

    Shop Matching Vest: Checkmate Plaid Trench Vest

    Fit & Features

    • Plaid pattern, faux wool-lined fabric
    • High-rise waist, button closures
    • Front flap pockets
    • Bodycon fit
    • Mini-length hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-000056

    Category Name: Matching Sets

    Price: $39.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Checkmate Plaid Trench Vest

    Plaid, but polished. This faux wool trench vest comes belted at the waist for a cinched fit, making it the perfect pairing with the matching skort.

    Shop Matching Bottoms: Checkmate Plaid Mini Skort

    Fit & Features

    • Plaid pattern, faux wool-lined fabric
    • Sleeveless design
    • Lapel collar neckline
    • Double-breasted button front closures
    • Tie-waist belt, belt loop accents
    • Longline hem
    • Runs true to size

    Style Number/Barcode: 06201-000024

    Category Name: Matching Sets

    Price: $59.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Starlit Shimmer Halter Top

    This sequin crop top brings full sparkle mode with every move—perfect for pairing with its matching skort or styling solo when you’re ready to out-glam the crowd.

    Shop The Matching Skort: Starlit Shimmer Mini Skort

    Fit & Features

    • Sequin-embellished, mesh-lined fabric
    • Plunge halter open neckline with strap accent
    • Open back with tie closure
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06003-000183

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Starlit Shimmer Mini Skort

    This sequin mini skort brings full sparkle mode with every move—perfect for pairing with its matching top or styling solo when you’re ready to out-glam the crowd.

    Shop The Matching Top: Starlit Shimmer Halter Top

    Fit & Features

    • Sequin-embellished mesh fabric, stretchy knit shorts lining
    • High-rise waist
    • Hidden side zipper and hook-eye closure
    • Form-hugging fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-000067

    Category Name: Matching Sets

    Price: $39.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Untamed Confidence Zebra Print Halter Crop Top

    Go bold or go home—this halter crop top is serving untamed confidence with every curve. The zebra print and body-hugging mesh make it the ultimate piece for when you want all eyes on you. Style with the matching mini skort for an alluring vibe.

    Shop Matching Bottoms: Untamed Confidence Zebra Print Ruffle Mini Skort

    Fit & Features

    • Mesh fabric, high stretch
    • Zebra print
    • Sleeveless plunging V-neckline
    • Tie-back halter straps, partially open back
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000323

    Category Name: Matching Sets

    Price: $26.90

    Availability: In Stock

    Available Color: ZEBRA

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Untamed Confidence Zebra Print Ruffle Mini Skort

    Go bold or go home—this mini skort is serving untamed confidence with the tiered ruffles. The zebra print and airy mesh make it the ultimate piece for when you want all eyes on you. Style with the matching halter top for an alluring vibe.

    Shop Matching Top: Untamed Confidence Zebra Print Halter Crop Top

    Fit & Features

    • Mesh fabric, high stretch
    • Zebra print
    • High-rise waist
    • Tiered ruffled design, mini-length overlay, A-line fit
    • Fitted hidden shorts
    • Runs true to size

    Style Number/Barcode: 06503-000173

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: ZEBRA, TAUPE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Untamed Bloom High-rise Slit Midi Skirt

    Flirty, fearless, and just the right amount of wild. This skirt blends bold floral and animal prints for that effortlessly sultry vibe. The high-rise fit and flirty slit midi hem bring all the movement and attitude—no accessories required (but gold jewelry helps).

    Shop The Matching Top: Untamed Bloom Tie-Front Crop Top

    Fit & Features

    • Floral and animal print, mesh fabric, lining
    • High-rise waist
    • Curve-hugging fit
    • Flowy slit midi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000097

    Category Name: Matching Sets

    Price: $36.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Untamed Spark Zebra Print Sequin Hot Shorts

    Tame? Never heard of her. These zebra print hot shorts bring subtle sparkle with their sequin finish and just the right amount of edge. Pair it with the matching tie-front top!

    Shop Matching Top: Untamed Spark Zebra Print Sequin Tie-Front Top

    Fit & Features

    • Woven fabric with knit lining, minimal stretch
    • Zebra print, all-over clear sequin embroidery
    • Mid-rise waist
    • Cheeky form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06403-000049

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Part of a Set
  • Untamed Spark Zebra Print Sequin Tie-Front Top

    Tame? Never heard of her. This zebra print tie-front top brings subtle sparkle with its sequin finish and just the right amount of edge. Pair it with the matching hot shorts!

    Shop Matching Bottoms: Untamed Spark Zebra Print Sequin Hot Shorts

    Fit & Features

    • Woven fabric
    • Zebra print, all-over clear sequin embroidery
    • Scoop neckline
    • Dual tie-front design
    • Long fitted sleeves
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06202-000049

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: IVORY-2

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Silky Move Cowl Neck Crop Top

    Soft, sleek, and made to move with you. This crop top hugs your curves with a silky drape and subtle sheen that elevates your night out. Shop the matching skirt.

    Shop The Matching Skirt: Silky Move Tie-Front Mini Skirt

    Fit & Features

    • Smooth double-lined knit stretchy fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Ruched side seams
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000320

    Category Name: Matching Sets

    Price: $22.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Silky Move Tie-Front Mini Skirt

    Soft, sleek, and made to move with you. This mini skirt hugs your curves with a bodycon fit and chiffon tie-front wrap that elevates your night out. Shop the matching top.

    Shop The Matching Top: Silky Move Cowl Neck Crop Top

    Fit & Features

    • Smooth double-lined knit stretchy fabric
    • High-rise waist
    • Chiffon tie-front wrap design
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000083

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Sunset Glow Abstract Print Mesh Maxi Skirt

    Soft, sheer, and made for golden hour. This abstract print mesh maxi skirt brings that effortless sultry vibe—flowy, flirty, and perfectly bold.

    Shop Matching Top: Sunset Glow Abstract Print Tie-Front Top

    Fit & Features

    • Sheer mesh fabric, mini-length knit lining, high stretch
    • Abstract print
    • High-rise waist
    • Ruching
    • High-cut side slit
    • Maxi-length hem, flowy silhouette
    • Runs true to size

    Style Number/Barcode: 06501-000068

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Sunset Glow Abstract Print Tie-Front Top

    Soft, sheer, and made for golden hour. This abstract print mesh tie-front top brings that effortless sultry vibe—flowy, flirty, and perfectly bold.

    Shop Matching Bottoms: Sunset Glow Abstract Print Mesh Maxi Skirt

    Fit & Features

    • Sheer mesh fabric, lettuce edge hems, high stretch
    • Abstract print
    • V-neckline, tie-front design
    • Long fitted sleeves
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06202-000069

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • It-Girl Sparkle Rhinestone Denim Skort

    Built for the spotlight, this rhinestone denim skort gives it-girl after-hours energy. With its high-rise waist and body-hugging fit, it’s your go-to when you want all eyes on you.

    Shop Matching Top: It-Girl Sparkle Rhinestone Denim Halter Top

    Fit & Features

    • Denim fabrication with rhinestone embellishments
    • Mid-rise waist
    • Mini-length skort design with back shorts lining
    • Front zipper and button closure
    • Runs true to size

    Style Number/Barcode: 06603-000114

    Category Name: Matching Sets

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Part of a Set
  • It-Girl Sparkle Rhinestone Denim Halter Top

    Built for the spotlight, this rhinestone denim halter top gives it-girl after-hours energy. With its plunging neckline and body-hugging fit, it’s your go-to when you want all eyes on you.

    Shop Matching Bottoms: It-Girl Sparkle Rhinestone Denim Skort

    Fit & Features

    • Denim fabric
    • All-over rhinestone embellishments
    • Sleeveless plunging V-neckline
    • Halter strap, partially open back, stretchy smocked back
    • Front hook-eye closures
    • Cropped hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-000190

    Category Name: Matching Sets

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK, DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Roam Free Zebra Tie-Front Top

    Go bold or go home. This zebra print mesh crop top serves major wild streak with its tie-front detail and sheer long sleeves—perfect for layering or making your next ‘fit pop. Style with the matching mini skort.

    Shop Matching Bottoms: Roam Free Zebra Print Mini Skort

    Fit & Features

    • Sheer mesh fabric with partial knit lining, high stretch
    • Zebra print
    • Long bell sleeves
    • Tie-front design
    • Cropped hem
    • Lettuce-edge trims
    • Runs true to size

    Style Number/Barcode: 06202-000075

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Bite Back Snake Print Faux Leather Mini Skort

    Your future 'fits just got wild. This snake print faux leather mini skort brings a glossy finish, a bold pattern, and a fitted A-line silhouette for that effortlessly chic vibe. Style with the matching trench coat for a luxe look.

    Shop Matching Jacket: Bite Back Snake Print Faux Leather Trench Coat

    Fit & Features

    • Glossy snake pattern faux leather fabric
    • Mid-rise waist
    • Mini-length overlay
    • Fitted A-line silhouette
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06403-000081

    Category Name: Matching Sets

    Price: $39.90

    Availability: In Stock

    Available Color: SNAKE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set