Matching Sets

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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.

  • Tactile Touch Tie Front Top
    Talk about all the feelings! This ivory textured crop top is chic to the touch! Top feature a patterned knit overlay, elasticized cap sleeves, a tie-front knot with cutout at chest, a back zip, and a banded hem. Be sure and pair this babe with the coordinating shorts! Top is lined and made from a densely woven cotton blend with little to no stretch.

    Style Number/Barcode: 06003-0221

    Category Name: Matching Sets

    Price: $8.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid It Up Crop Top
    Play up your look with stylish plaid in this chic crop top! It features a sleeveless bodice, tank-like adjustable shoulder straps, a square neckline, a partial stretchy smocked back, and a cropped hem. The top is composed of a woven fabric and showcases a trendy all over plaid print with hues of navy blue, brown, and ivory. Complete your look with the matching pants!

    Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0151

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Life Under A Palm Tree Crop
    Live your best life under a palm tree, or just in palm print! This crop top features a deep V neckline, spaghetti straps that tie halter style, and a tie closure in the back as well. The top has a banded hem, and includes a smooth inner lining. Crop is composed of a soft knit material that offers maximum stretch, and is adorned with an all over palm leaf pattern. Don't forget the matching bottoms for a complete outfit!

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1727

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Deadly Yet Sexy Crop Top

    Deadly never looked so sexy. This crop has a round neckline, spaghetti straps, a knot detail at the center, and a cropped hem that meets at the rib area. The crop is composed of a soft knit material that offers moderate stretch, and show cases a brushed print that will have them lookin out for danger. Don't forget the matching midi skirt! 

    Model is 5'6.5" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1622

    Category Name: Matching Sets

    Price: $8.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Always Classic Bra & Panty Set

    Turn it up a notch tonight with this always-sultry lace bra-and-panty set! Bra features adjustable spaghetti straps, molded and padded underwire cups with clasps at front cut out, and a solid lace back. Thong-style panty features a tiny bow at front, lace trim, and a mesh back. Set is made from a nylon blend with a fair amount of stretch.

    Style Number/Barcode: 07107-0336

    Category Name: Matching Sets

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Total Tropics Tie Waist Pants
    Feel the island vibes in bold, after-dark florals! These elegant bubble crepe pants have a relaxed fit and feature an elasticized waist with front tie and a wide leg. Top is made from a lightweight, lightly textured woven material with a touch of stretch. Don't forget to pair it with the matching ruffle crop top!

    Style Number/Barcode: 06302-0047

    Category Name: Matching Sets

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Tooth Ruched Mini Skirt
    Party-ready and oh so sweet in bubblegum pink, this mini embodies carefree summer fun. Skirt features an elasticized waist and ruching at sides, giving its front a draped appearance. Be sure and scope the matching wrap-effect crop to complete your new fave going-outfit. Skirt slips on and is made from a smooth nylon blend with ample stretch.

    Style Number/Barcode: 06501-0050

    Category Name: Matching Sets

    Price: $22.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Start A Conversation Flared Pants
    Break the ice with these head turning pants! They feature a mid rise fit, slant pockets and a wide leg pant with flared hem. Pants are composed of a lined lightweight textured woven fabric that offers a relaxed fit with minimal stretch. Includes a shorts length knit lining and hidden back zipper closure. Be sure to pick up the matching top to complete your look!

    Style Number/Barcode: 06502-0142

    Category Name: Matching Sets

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Print Maxi Skirt
    This maxi skirt features a high waistline, and a high thigh side slit cut out. The ruched hip gives a hugging effect to show off those curves! Skirt is composed of a soft knit material that is a snake print pattern, is form fitting and offers moderate stretch. The hem of the skirt hits above ankle and includes a smooth black mini skirt inner lining. Don't forget the matching crop top for a full on look girl!

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0031

    Category Name: Matching Sets

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Smocked In Florals Mini Skirt
    Make it a smocked look in florals! The mini skirt features a high rise waist, an all over floral print and a ruffled hem. Skirt is composed of a smocked fabric that offers a relaxed fit with a moderate stretch. Be sure to pick up the matching top to complete your look!

    Style Number/Barcode: 06301-0029

    Category Name: Matching Sets

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Purrfectly On Trend Leopard Tie-Front Vest

    You'll be purrfectly on trend in this leopard-printed vest with multiple tie-front designs. Style with the matching mini skort for a chic vibe.

    Shop Matching Bottoms: Purrfectly On Trend Leopard Mini Skort

    Fit & Features

    • Leopard-printed woven fabric
    • Sleeveless V-neckline
    • Multiple tie-front designs
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06204-2092

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simple Pleasures Midi Pencil Skirt
    Slow down and enjoy the evening in this simply irresistible skirt. It features an elastic waistband, a midi length, and a pencil silhouette. Don't forget the matching top to complete your simply stunning look!

    Model is 5'8" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0038

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Movin' And Groovin' Shorts

    These fun and trendy tie dye shorts will have you movin' and groovin'! They feature a high rise elastic banded waist paired with flowy shorts with a merrow edge hem. The shorts are composed of a ribbed knit fabric that offers moderate stretch. Don't forget the matching top to complete your look!

    Style Number/Barcode: 06503-0053

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Let Loose Striped Pant
    It's good vibes only in these gauzy, boho-chic ivory pants! They feature an intricate, all-over vertical-stripe design, an elasticized high-rise waist, and straight legs that flare at hem. Don't forget to scoop up the matching tie-back halter! Pants are made from a lightweight woven material little to no stretch.

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06302-0012

    Category Name: Matching Sets

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sunshine So Fine Wide Leg Pants
    Look oh so fine in the summer sunshine with these adorable wide leg pants! They feature a high rise waist, a tie front accent, flowy wide pant legs, and a woven fabric with a full knit lining. The bottoms showcase a pretty all over floral print to bring out those summer vibes. Don't forget to purchase the matching crop top!

    Model is 5'6.5" with 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06302-0045

    Category Name: Matching Sets

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leafy Greens Printed Slit Pants
    Channel only the chicest of nature vibes in these warm weather-ready printed slit pants. They feature a wide-leg silhouette, a shorts-style underlay lining, and high slits at either side. Pants are made from a lightweight rayon material with little to no stretch. Don't forget to pair them with the matching crop top!

    Style Number/Barcode: 06402-0065

    Category Name: Matching Sets

    Price: $4.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • It's Lit Heat Stone Skirt
    You know your night is going to be lit in this sparkling mini skirt! It features a mid rise fit, a curve hugging mini length silhouette to accentuate curves and dazzling silver heat stones throughout. Skirt is composed of a lined stretchy smooth knit fabric. Be sure to pick up the matching top to complete your fire look! 

    Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0022

    Category Name: Matching Sets

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Island Time Floral Skirt
    A graphic pink and orange floral set against a rich navy background makes this maxi especially eye catching. Skirt features an elasticized back waist, a partial side zip, and two front slits on either side. Be sure and grab the matching crop top to channel the perfect island vibe! Skirt is unlined and made from a lightweight woven material with little to no stretch.

    Style Number/Barcode: 06301-0028

    Category Name: Matching Sets

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Bloom Tie Waist Shorts
    Bloom with beauty and have the perf summer look in these adorable floral printed shorts! They feature a high rise elastic banded paper bag waist, a tie front belt, and flowy shorts that hit mid-thigh. The multi-colored shorts are composed of a woven fabric with tones of ivory, pink, green, and red. Complete your summer ready look with the matching crop top!

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06403-0039

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Finer Lines Printed Slit Pants
    A delicate stenciled print lends these ivory and pink pants their warm weather-ready chic. Pants feature an elasticized back waist, higher rise, and wide legs with slits at either side Don't forget to pair it with the matching tie-front crop! Pants are lined and made from a lightweight Rayon with a bit of stretch at the back.

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06402-0031

    Category Name: Matching Sets

    Price: $4.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boho Flow Tiered Maxi Skirt
    Feel the flow in this low-key chic tiered maxi! A-line skirt features a smocked elasticized waist and three tiers of ruffles. Pair it with the matching crop top for maximum groove! Skirt is lined, slips on, and is made from a lightweight woven material with stretch in the waist.

    Style Number/Barcode: 06301-0017

    Category Name: Matching Sets

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always On My Mind Biker Shorts

    Shop Matching Top: Always On My Mind Crop Top

    These trendy knit biker shorts will always be on your mind! They feature a high rise elastic banded waist paired with a fitted, mid-thigh length. The shorts are composed of a soft knit that offers plenty of stretch. Complete your look with the matching crop top!

    Style Number/Barcode: 06503-0044

    Category Name: Matching Sets

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tropical Escape Smocked Tube Top
    Escape to an island paradise with this vacay-ready top! It features a straight strapless neckline, a lettuce-edge trim and a tie front accent. The tropical palm leaf print features green hues with coral hued florals. Top is composed of stretchy smoked fabric that offers a relaxed fit with plenty of stretch. Be sure to pick up the matching pants to complete your look! 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0203

    Category Name: Matching Sets

    Price: $8.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tropic Vibes Crop Top
    Get those tropical island vibes with this printed crop top! It features an off the shoulder square neckline, short sleeves, a tie front accent, a cropped hem, and a scalloped trim. The navy blue top is composed of a stretchy smocked fabric with an all over palm leaf print with hues of olive green and beige. Complete your vacay ready look with the matching maxi skirt!

    Style Number/Barcode: 06003-0247

    Category Name: Matching Sets

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance