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.
Now Trending
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.
-
Pretty In Polka Dots Linen-Blend Ruffle Mini Skort
The kind of mini skort that gets complimented right away. This linen-blend polka dot style flares out with an A-line fit and built-in shorts that pairs perfectly with the matching tie-front top.
Shop Matching Top: Pretty In Polka Dots Linen-Blend Tie-Front Top
Fit & Features
- Linen-blend woven fabric
- Polka dot pattern
- High-rise waist
- Tiered ruffled design
- Mini-length overlay, A-line silhouette
- Hidden built-in shorts
- Runs true to size
Style Number/Barcode: 06303-000052
Category Name: Matching Sets
Price: $39.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Trendsetter Energy Beaded Trim Halter Top
The kind of halter top that makes accessorizing feel optional. With ruched detailing, beaded trim, and a trendy fit, this one was made for spontaneous plans and getting complimented asap. Style with the matching mini skort.
Shop Matching Bottoms: Trendsetter Energy Beaded Trim Mini Skort
Fit & Features
- Mesh fabric with knit lining, high stretch
- Sleeveless deep V-neckline
- Tie-back halter straps
- Ruched design, adjustable drawstring with beaded accents
- Cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000500
Category Name: Matching Sets
Price: $26.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Trendsetter Energy Beaded Trim Mini Skort
The kind of mini skort that makes accessorizing feel optional. With ruched detailing, beaded trim, and a trendy A-line fit, this one was made for spontaneous plans and getting complimented asap. Style with the matching halter top.
Shop Matching Top: Trendsetter Energy Beaded Trim Halter Top
Fit & Features
- Mesh fabric, high stretch
- High-rise waist
- Ruched design, adjustable drawstrings with beaded accents
- Asymmetric mini-length overlay, A-line silhouette
- Hidden built-in knit shorts
- Runs true to size
Style Number/Barcode: 06503-000255
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Catch Me On Vacay Tropical Floral Tube Top
Booked the trip the second this top hit your cart. This tropical floral tube top hugs in all the right places with a sleek strapless fit that’s ready for rooftop drinks, vacation pics, and every RSVP sitting in your camera roll. Style with the matching maxi skirt.
Shop Matching Bottoms: Catch Me On Vacay Tropical Floral Midi Skirt, Catch Me On Vacay Tropical Floral Maxi Skirt
Fit & Features
- Knit fabric, high stretch
- Large tropical floral print
- Strapless straight-across neckline
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000634
Category Name: Matching Sets
Price: $26.90
Availability: In Stock
Available Color: FUCHSIA
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Catch Me On Vacay Tropical Floral Maxi Skirt
Booked the trip the second this skirt hit your cart. This tropical floral maxi skirt hugs in all the right places with a sleek fit that’s ready for rooftop drinks, vacation pics, and every RSVP sitting in your camera roll. Style with the matching tube top.
Shop Matching Top: Catch Me On Vacay Tropical Floral Tube Top
Fit & Features
- Knit fabric with lining, high stretch
- Large tropical floral print
- High-rise waist
- High-cut side slit
- Maxi-length hem
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 06501-000154
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: FUCHSIA
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Coastal Vibe Floral Embroidered Tie-Front Top
Cute enough to make the group chat ask where it’s from immediately. This floral embroidered linen-blend tie-front top brings the flirty details with a plunging neckline, floaty cropped fit, and barely-there straps made for vacation dinners, rooftop drinks, and last-minute plans that somehow turn into the best night.
Shop Matching Bottoms: Coastal Vibe Floral Embroidered Mini Skort
Fit & Features
- Linen-blend woven fabric
- Floral embroidered design
- Sleeveless plunging V-neckline
- Tie-front design
- Adjustable spaghetti straps, cross-back design
- Cropped flared hem
- Runs true to size
Style Number/Barcode: 06003-000322
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Coastal Vibe Floral Embroidered Mini Skort
Cute enough to make the group chat ask where it’s from immediately. This floral embroidered linen-blend skort brings the flirty details with a mini-length overlay and fitted shorts made for vacation dinners, rooftop drinks, and last-minute plans that somehow turn into the best night.
Shop Matching Top: Coastal Vibe Floral Embroidered Tie-Front Top
Fit & Features
- Linen-blend woven fabric
- Floral embroidered pattern
- High-rise waist
- Mini-length front overlay
- Fitted shorts
- Runs true to size
Style Number/Barcode: 06303-000055
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Breezy And Bold Tie-Front Top
Serving vacay looks and all the summer vibes. This tie-front top brings the perfect mix of breezy and bold with its deep V-neckline, flowy sleeves, and ultra-cropped fit made for rooftop drinks, dinner reservations, and every photo in between. Style with the matching wide-leg pants.
Shop Matching Bottoms: Breezy And Bold Wide-Leg Pants
Fit & Features
- Lightweight woven fabric
- Deep V-neckline
- Tie-front design
- Short flowy sleeves
- Fitted ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06204-000130
Category Name: Matching Sets
Price: $19.90
Availability: In Stock
Available Color: MUSTARD
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Breezy And Bold Wide-Leg Pants
Serving vacay looks and all the summer vibes. These wide-leg pants bring the perfect mix of breezy and bold with their pleated detailing and flowy silhouette made for rooftop drinks, dinner reservations, and every photo in between. Style with the matching tie-front top.
Shop Matching Top: Breezy And Bold Tie-Front Top
Fit & Features
- Lightweight woven fabric
- High-rise waist
- Front pockets
- Pleated detailing
- Flowy wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06402-000033
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: MUSTARD
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Pretty Vibes Floral Print Long Sleeve Tie-Front Top
Pretty from every angle, impossible to forget. This floral print tie-front top brings all the drama with flowy long sleeves, a lightweight fit, and mesh fabric that hugs in all the right places for nights when you feel like being a little extra. Pair with the matching mini skirt.
Shop Matching Bottoms: Pretty Vibes Floral Print Mini Skirt
Fit & Features
- Mesh fabric with high stretch
- Tropical floral and animal multi-print pattern
- Deep V-neckline
- Tie-front design
- Long flowy bell sleeves, billowy silhouette
- Fitted ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06202-000113
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Pretty Vibes Floral Print Mini Skirt
Pretty from every angle, impossible to forget. This floral print mini skirt brings all the drama with a cascading ruffled accent, a lightweight fit, and mesh fabric that hugs in all the right places for nights when you feel like being a little extra. Pair with the matching tie-front top.
Shop Matching Top: Pretty Vibes Floral Print Long Sleeve Tie-Front Top
Fit & Features
- Mesh fabric with knit lining, high stretch
- Tropical floral and animal multi-print pattern
- High-rise waist
- Long side ruffled accent
- Mini-length hem
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 06501-000166
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
First Class Button Vest
Put together without even trying. This crew neck vest brings that polished but effortless vibe with a tailored button-up fit and slit design that makes getting dressed feel way too easy.
Shop Matching Bottoms: First Class High-Rise Shorts
Fit & Features
- Woven fabric
- Sleeveless crew neckline
- Front button-up design
- Center front slit
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06204-000125
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
First Class High-Rise Shorts
Put together without even trying. These shorts bring that polished but effortless vibe with a tailored high-rise waist and curve-hugging design that makes getting dressed feel way too easy.
Shop Matching Top: First Class Button Vest
Fit & Features
- Woven fabric
- High-rise waist
- Extended button tab closure
- Curve-hugging fit
- Runs true to size
Style Number/Barcode: 06303-000045
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Catch Me On Vacay Tropical Floral Midi Skirt
Booked the trip the second this top hit your cart. This tropical floral midi skirt has a sleek, flowy, A-line fit that’s ready for rooftop drinks, vacation pics, and every RSVP sitting in your camera roll. Style with the matching tube top.
Shop Matching Top: Catch Me On Vacay Tropical Floral Tube Top
Fit & Features
- Knit fabric with knit lining, high stretch
- Large tropical floral print
- High-rise waist, ruched detailing
- Midi-length hanky-style hem
- Flowy A-line silhouette
- Runs true to size
Style Number/Barcode: 06501-000173
Category Name: Matching Sets
Price: $34.90
Availability: In Stock
Available Color: FUCHSIA
Available Size: XS, S, M, L
Product Badge:- Part of a Set