Matching Sets

Show filters
Sort:
Size
Color
Price
All filters
Sort
Loading...

Product Recommendations

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.

  • Boho Dreamer Printed Crop Top

    Bring the dreamy boho-chic vibes to your summer look with this trendy crop top. It features a sleeveless square neckline, spaghetti straps, an open back with a lace-up strappy design, and cropped form-hugging fit. The brushed knit fabric features an all-over multi-print striped pattern. Style with the matching flare pants.

    Shop Matching Bottoms: Boho Dreamer Printed Flare Pants

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Open back, lace-up strappy design, tie closure
    • Cropped, form-hugging fit
    • Multi-print striped pattern
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-3748

    Category Name: Matching Sets

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Dreamer Printed Flare Pants

    Bring the dreamy boho-chic vibes to your summer look with these trendy flare pants. They feature a high-rise waist, a form-hugging fit throughout the leg, and a flared hem. The brushed knit fabric features an all-over multi-print striped pattern. Style with the matching crop top.

    Shop Matching Top: Boho Dreamer Printed Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Form-hugging fit throughout the leg
    • Flared hem
    • Multi-print striped pattern
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-0714

    Category Name: Matching Sets

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Nights One-Shoulder Crop Top

    This sultry sleeveless crop top is perfect for summer nights. It features a one-shoulder neckline with a single strap, a cinched detail at the bust, and a cropped, form-hugging fit. Style with the matching mini skirt and a chic pair of stilettos.

    Shop Matching Bottoms: Summer Nights Ruched Mini Skirt

    Fit & Features

    • One-shoulder neckline, single strap
    • Cinched detail at the bust
    • Cropped, form-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3920

    Category Name: Matching Sets

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Nights Ruched Mini Skirt

    This sultry mini skirt is perfect for summer nights. It features a high-rise waist, side ruched detailing, and a short, curve-hugging fit. Style with the matching crop top and chic pair of stilettos.

    Shop Matching Top: Summer Nights One-Shoulder Crop Top

    Fit & Features

    • High-rise waist, elastic waistband
    • Ruching down the sides
    • Mini-length, form-fitting silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0574

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Weekend In The Desert Halter Top

    Look like you're off to a weekend in the desert in this trendy halter top! It features a sleeveless halter neckline with a center O-ring accent, a cropped, form-hugging fit, and an all-over bohemian-inspired diamond print pattern. The brushed knit fabric offers plenty of stretch. Complete the look with the matching flare pants.

    Shop Matching Bottoms: Weekend In The Desert Flare Pants

    Fit & Features

    • Sleeveless halter neckline, spaghetti straps, tie at the back of the neck
    • Center O-ring accent
    • Cropped, form-hugging fit
    • Diamond print pattern
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-3894

    Category Name: Matching Sets

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Making Waves Linen High Rise Shorts

    All eyes on you strolling the beach in these linen shorts on vacay! It features a high-rise waist with button front closure, belt loop accents, pleat detailing, and a roll-cuffed hem. Complete the look in the matching top.

    Shop Matching Top: Making Waves Linen Tie Front Top

    Fit & Features

    • High-rise waist
    • Front button closure, belt loop accents
    • Pleat detailing
    • Roll cuffed hem
    • Linen woven fabric, double-lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0155

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Making Waves Linen Tie Front Top

    All eyes on you strolling the beach in this linen tube top on vacay! It features a strapless, sleeveless, square neck with a flirty tie-front and a smocked back panel on a cropped hem. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Making Waves Linen High Rise Shorts

    Fit & Features

    • Strapless, sleeveless, square neck
    • Tie-front detail
    • Smocked back panel
    • Cropped hem
    • Linen woven fabric, double-lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1558

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Please Striped V-Neck Crop Top

    A sleeveless crop top featuring a preppy striped V-neckline, adjustable spaghetti straps for a customizable fit, and a striped crop hem. The stretchy knit fabric offers a polished look with plenty of stretch.  

    Shop Matching Sweater And Bottom: Preppy Please Striped Button Crop Sweater, Preppy Please Striped Pleated Knit Skort

    Fit & Features

    • Stretchy knit fabric
    • Striped V-neckline
    • Adjustable spaghetti straps
    • Striped crop hem
    • Runs true to size

    Style Number/Barcode: 06005-2183

    Category Name: Matching Sets

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Weekend In The Desert Flare Pants

    Look like you're off to a weekend in the desert in these trendy flare pants! They feature a high-rise waist, a form-hugging fit throughout the leg, a flared hem, and an all-over bohemian-inspired diamond print pattern. The brushed knit fabric offers plenty of stretch. Complete the look with the matching crop top.

    Shop Matching Top: Weekend In The Desert Halter Top

    Fit & Features

    • High-rise elasticized waist
    • Form-hugging fit throughout the leg
    • Flared hem
    • Diamond print pattern
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-0734

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cruising Together Rib Knit Shorts

    Just driving with top-down! Show off your cute fit in these rib-knit shorts featuring an elasticized high-rise waist and side drawstrings so you can customize the fit. Complete the look in the matching top.

    Shop Matching Top: Cruising Together Rib Tank Top

    Fit & Features

    • Elasticized high-rise waist
    • Side drawstrings, adjustable fit
    • Rib-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-0973

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cruising Together Rib Tank Top

    Just driving with top-down! Show off your cute fit in this rib tank top featuring an on-trend sleeveless, asymmetrical crew neck, one spaghetti strap, one wide strap, and a cropped hem. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Cruising Together Rib Knit Shorts

    Fit & Features

    • Sleeveless, asymmetrical crew neck
    • One spaghetti strap, one wide strap
    • Cropped hem
    • Rib-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4194

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's Ready For Brunch Mini Skirt

    The answer is always yes to brunch! Have the cutest look of your squad in this adorable ditsy floral printed mini skirt. It features a high-rise waist, ruched detailing down the front, and a short, form-hugging fit. Complete the outfit with the matching crop top and your fave mules.

    Shop Matching Top: She's Ready For Brunch Crop Top

    Fit & Features

    • High-rise waist
    • Dual front seams with ruching
    • Back zipper closure
    • Mini-length, form-fitting silhouette
    • Ditsy floral print, woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0432

    Category Name: Matching Sets

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's Ready For Brunch Crop Top

    The answer is always yes to brunch! Have the cutest look of your squad in this adorable ditsy floral printed top. It features a sleeveless subtle sweetheart neckline, adjustable spaghetti straps, ruched detailing at the bust, and a cropped fit with a tie-back design. Complete the outfit with the matching mini skirt and your fave mules.

    Shop Matching Bottoms: She's Ready For Brunch Mini Skirt

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Ruching at the bust
    • Back zipper closure
    • Cropped, form-hugging fit, tie-back design
    • Ditsy floral print, woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1754

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Retro Getaway Long Mesh Duster

    Make sure to pack this retro-fab long duster for your next desert getaway! It features long bishop sleeves, a tie-front belt to cinch the waist, and a flowy, relaxed fit. The sheer mesh fabric features an all-over paisley print pattern. Style this duster with the matching mini dress and cat-eye sunglasses.

    Shop Matching Bikini Top: Retro Getaway Bikini Top

    Shop Matching Bikini Bottoms: Retro Getaway Bikini Bottoms

    Shop Matching Headwrap: Retro Getaway Mesh Headwrap

    Shop Matching Skirt: Retro Getaway Mesh Mini Skirt

    Shop Matching Dress: Retro Getaway Mesh Mini Dress

    Fit & Features

    • Long bishop sleeves, elastic cinched hems
    • Open front, tie-front belt
    • Flowy, relaxed fit
    • Paisley print
    • Sheer mesh fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06202-0292

    Category Name: Matching Sets

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Last Night Of Vacay Lace-Up Top

    Go out with a sizzle in this tropical crop top on your vacay! It features a sleeveless, mock neck, and a sexy front cutout with lace-up closure. Complete the look in the matching skirt.

    Shop Matching Skirt: Last Night Of Vacay Lace-Up Skirt

    Fit & Features

    • Sleeveless, mock neck
    • Front cutout with lace-up closure
    • Cropped hem
    • Tropical print lined-knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-3990

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Last Night Of Vacay Lace-Up Skirt

    Go out with a sizzle in this tropical mini skirt on your vacay! It features a high-rise waist, bodycon silhouette, and a side cutout with lace-up detail. Complete the look in the matching top.

    Shop Matching Top: Last Night Of Vacay Lace-Up Top

    Fit & Features

    • High-rise waist
    • Side cutout with lace-up
    • Bodycon silhouette
    • Mini-length hem
    • Tropical print lined-knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0590

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Retro Getaway Mesh Mini Dress

    Make sure to pack this retro-fab mini dress for your next desert getaway! It features a sleeveless crew neckline, tank shoulder straps, cinched detailing down one side with an adjustable drawstring, and a short, form-hugging fit. The sheer mesh fabric features an all-over paisley print pattern. Style this dress over the matching bikini with cat-eye sunglasses.

    Shop Matching Bikini Top: Retro Getaway Bikini Top

    Shop Matching Bikini Bottoms: Retro Getaway Bikini Bottoms

    Shop Matching Headwrap: Retro Getaway Mesh Headwrap

    Shop Matching Skirt: Retro Getaway Mesh Mini Skirt

    Shop Matching Duster: Retro Getaway Long Mesh Duster

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Cinched detailing down one side, adjustable drawstring
    • Mini-length, form-fitting silhouette
    • Paisley print
    • Sheer mesh fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4028

    Category Name: Matching Sets

    Price: $24.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Mode High-Rise Cotton Shorts

    Activate summer mode with these lightweight cotton shorts featuring a high-rise elasticized waist, dual front pockets, and a fitted silhouette. Style with the matching bra top and button-down top for an effortlessly chic look.

    Shop Matching Set: Summer Mode Cotton Bra Top, Summer Mode Button-Down Cotton Top

    Fit & Features

    • Textured cotton fabric, no stretch
    • High-rise elasticized waist
    • Dual front pockets
    • Fitted silhouette
    • Shorts in size small have a 9" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06303-000030

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: CHARTREUSE

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Dreamy Island Vibes Crop Top

    Showcase dreamy island vibes in this lightweight chiffon crop top! It features a sleeveless square neckline, adjustable spaghetti straps for a customizable fit, a cropped, form-hugging silhouette, and an all-over tropical palm leaf print. Style this cute top with the matching kimono and shorts.

    Shop Matching Kimono: Dreamy Island Vibes Chiffon Kimono

    Shop Matching Bottoms: Dreamy Island Vibes Tie-Waist Shorts

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper closure
    • Cropped, form-hugging fit
    • Tropical palm leaf print
    • Chiffon fabric
    • Runs true to size

    Style Number/Barcode: 06003-1608

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dreamy Island Vibes Chiffon Kimono

    Showcase dreamy island vibes in this airy chiffon kimono! It features flowy three-quarter-length kimono-style sleeves, an open front, a relaxed fit, and an all-over tropical palm leaf print. Style this lightweight layer with the matching crop top and shorts.

    Shop Matching Top: Dreamy Island Vibes Crop Top

    Shop Matching Bottoms: Dreamy Island Vibes Tie-Waist Shorts

    Fit & Features

    • Flowy three-quarter-length kimono-style sleeves
    • Open front
    • Relaxed fit, subtle high-low hem
    • Tropical palm-leaf print
    • Semi-sheer chiffon fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1224

    Category Name: Matching Sets

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Island Vibes Tie-Waist Shorts

    Showcase dreamy island vibes in these lightweight high-rise shorts! They feature a tie-front design, a back-smocked waistband for comfortable wear, a fitted silhouette, and an all-over tropical palm leaf print. Style these cute shorts with the matching kimono and crop top.

    Shop Matching Kimono: Dreamy Island Vibes Chiffon Kimono

    Shop Matching Top: Dreamy Island Vibes Crop Top

    Fit & Features

    • High-rise waist, back-smocked waistband
    • Tie-front, pleated detailing
    • Fitted silhouette
    • Tropical palm leaf print
    • Chiffon lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0206

    Category Name: Matching Sets

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish And Smocked Crop Top

    This smocked crop top will give your summer look a stylish vibe! It features a sleeveless V-neckline, spaghetti straps, and a cropped, form-hugging fit. Complete the outfit with the matching mini skirt and chic mules.

    Shop Matching Bottoms: Stylish And Smocked Mini Skirt

    Fit & Features

    • V-neckline
    • Spaghetti straps
    • Cropped, form-hugging fit
    • Smocked knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-3287

    Category Name: Matching Sets

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Smocked Mini Skirt

    This smocked mini skirt will give your summer look a stylish vibe! It features a high-rise waist and a mini-length, curve-hugging silhouette. Complete the outfit with the matching crop top and chic mules.

    Shop Matching Top: Stylish And Smocked Crop Top

    Fit & Features

    • High-rise waist
    • Mini-length, form-fitting silhouette
    • Smocked knit-lined fabric
    • Runs true to size

    Style Number/Barcode: 06501-0544

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Holiday In The Sun Smocked Crop Top

    If ya got it flaunt it on holiday! Sass up your look in this smocked crop top featuring a sleeveless sweetheart neck, sleek elasticized spaghetti straps, and a flirty front cinch accent. Complete the look with the matching mini skirt.

    Shop Matching Bottoms: Holiday In The Sun Smocked Mini Skirt

    Fit & Features

    • Sleeveless, sweetheart neck
    • Elasticized spaghetti straps
    • Front cinch accent
    • Cropped hem
    • Smocked fabric, moderate stretch
    • Runs true to size

      Style Number/Barcode: 06001-3756

      Category Name: Matching Sets

      Price: $6.97 $14.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale