Matching Sets
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.
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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.
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Sultry Does It Halter Neck Crop Top
Fit & Features
- Metallic knit fabric
- Halter cowl neckline
- Triangle bralette attached
- Dual spaghetti strap ties
- Cropped hem
Shop The Matching Skirt: Sultry Does It High Rise Midi Skirt
Style Number/Barcode: 06001-5571
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Street Style Chic Bodycon Mini Skirt
Hit the streets looking stylishly chic in this bodycon mini skirt for dinner and drinks to a late night of dancing!
Fit & Features
- Sleek knit fabric, stretchy lining
- Mid-rise waist
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06501-000041
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sultry Does It High Rise Midi Skirt
Fit & Features
- Metallic knit fabric
- High-rise waist
- Side slit
- Bodycon fit
- Midi-length hem
- Runs true to size
Shop The Matching Top: Sultry Does It Halter Neck Crop Top
Style Number/Barcode: 06501-1108
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Contemporary Chic Cropped Flocked Denim Jacket
Shop Matching Skirt: Contemporary Chic Flocked Denim Mini Skirt
Fit & Features
- Flocked velvet denim fabrication
- Collared neckline
- Faux chest pockets with flap closure
- Button-down closure
- Long sleeves
- Cropped hem
- Runs true to size
Style Number/Barcode: 06203-0571
Category Name: Matching Sets
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Contemporary Chic Flocked Denim Mini Skirt
Shop Matching Jacket: Contemporary Chic Cropped Flocked Denim Jacket
Fit & Features
- Flocked velvet denim fabrication
- High-rise waist
- Single-button with hidden zipper closure
- Mini length hem
- Runs true to size
Style Number/Barcode: 06601-0228
Category Name: Matching Sets
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Coastal Escape High Rise Ruched Midi Skirt
Shop Matching Top: Coastal Escape Cropped Halter Top
Fit & Features
- Smooth knit fabrication with lining
- High-rise waist
- Ruched bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 06501-1130
Category Name: Matching Sets
Price: $9.97 $27.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Striped And Stylish Knit Crop Bolero
A stylish knit bolero features an open front design and cozy long sleeves with striped cuffs. Complete the look with the matching top.
Fit & Features
- Knit fabric
- Long sleeves with striped cuffs
- Open front design
- Ultra-cropped hem
- Runs true to size
Shop The Matching Top: Striped And Stylish Knit Tank Top
Style Number/Barcode: 06005-2223
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Striped And Stylish Knit Tank Top
A stylish knit tank top features a striped scoop neckline and fitted crop hem. Complete the look with the matching bolero.
Fit & Features
- Knit fabric
- Striped scoop neckline and shoulder straps
- Striped fitted crop hem
- Runs true to size
Shop The Matching Bolero: Striped And Stylish Knit Crop Bolero
Style Number/Barcode: 06005-2224
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Easy Charm Floral Crop Tube Top
Easily charm all who see you in this strapless floral embroidered tube top, perfect for pairing with the matching bolero.
Shop Matching Bolero: Easy Charm Long Sleeve Floral Bolero
Fit & Features
- Floral embroidery, knit fabric, ribbed hems
- Strapless straight neckline, no-slip strip
- Cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-2285
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bohemian Vibes Crochet Knit Maxi Skirt
This crochet knit maxi skirt will bring those boho vibes to your trendy festival 'fit! Designed with a high-cut side slit, style with the matching crop top for an alluring look.
Shop Matching Top: Bohemian Vibes Crochet Knit Crop Top
Fit & Features
- Sheer crochet knit fabric
- High-rise waist, tie-front detail
- High side slit
- Maxi-length hem
- Fitted silhouette
- Runs true to size
- Undergarments not included
Style Number/Barcode: 06501-1137
Category Name: Matching Sets
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sandy Shores Tropical Floral Maxi Skirt
This vibrant tropical floral maxi skirt will transport you to the sandy shores of a tropical paradise. With its stunning print and flattering high-rise waist, this skirt is perfect for any summer occasion. Pair with the matching top.
Fit & Features
- Tropical floral print, stretchy knit fabric
- Strapless neckline
- Fitted crop hem
- Runs true to size
Shop the Matching Top: Sandy Shores Tropical Floral Crop Top
Style Number/Barcode: 06501-000049
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Absolute Edge Halter Grommet Zip-Up Crop Top
A sleeveless crop top featuring a plunge halter neckline with grommet accents, a front zip-up closure, and a fitted crop hem. The twill woven fabric offers a slight stretch.
Fit & Features
- Twill woven fabric, slight stretch
- Plunge halter neckline with grommets
- Front zip-up closure
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06003-2541
Category Name: Matching Sets
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Night Out Muse Abstract Print Halter Top
Your night-out look just leveled up. This abstract print mesh halter top drapes with a sultry cowl neckline and pairs effortlessly with the matching maxi skirt.
Shop Matching Bottoms: Night Out Muse Abstract Print Mesh Maxi Skirt
Fit & Features
- Sheer mesh fabric with high stretch
- Abstract print
- Sleeveless cowl neckline
- Halter strap
- Ruching
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-000285
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Crystal Crush Lace Up Denim Corset Top
When denim meets dazzle. This strapless corset top stuns with allover rhinestone embellishments and a lace-up front that lets you adjust the vibe from laidback glam to full-on statement.
Shop The Matching Skort: Crystal Crush Mid-Rise Denim Skort
Fit & Features
- Allover rhinestone embellishments, denim fabric
- Strapless neckline, non-slip grip lining
- Lace-up front placket
- Structured bodice, flexible boning inserts
- Back zipper and hook-eye closure
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06003-000188
Category Name: Matching Sets
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Laced Intentions Faux Leather Tube Top
A tube top that brings all the edge. This strapless faux leather top features grommet lace-up trim and a curve-hugging fit that gives major attitude. Perfect for pairing with the matching mini skort.
Shop Matching Bottoms: Laced Intentions Faux Leather Mini Skort
Fit & Features
- Faux leather fabric
- Strapless tube neckline
- Lace-up stitch detailing
- Lace-up back
- Curved fitted crop hem
- Runs true to size
Style Number/Barcode: 06003-000182
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: S
Product Badge:- Part of a Set
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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: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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: 07103-000071
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Soft ribbed chenille fabric, moderate stretch
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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: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Plaid Attitude Cropped Vest Top
Prep, but make it playful. This plaid cropped vest top features a V-neckline and button-down front. Perfect for pairing with the matching mini skort.
Shop Matching Bottoms: Plaid Attitude Pleated Mini Skort
Fit & Features
- Plaid woven fabric
- Sleeveless V-neckline
- Button-down front
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06204-000052
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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
Product Badge:- Part of a Set
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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: $17.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free