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.
-
Sunkissed Florals A-Line Skirt
Let the sunshine on this flirty floral skirt perf for brunch with the girls! It features an elasticized high-rise waist, a tiered flowy a-line silhouette, and a short-length hem. Complete the look in the matching top.
Shop Matching Top: Sunkissed Florals Twist Crop Top
Fit & Features
- High-rise elasticized waist
- Tiered flowy a-line silhouette
- Short-length hem
- Floral print, lined woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06301-0124
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Palisades Paisley High Rise Pants
Look pretty in these paisley pants for a retro vibe! It features a high-rise elasticized waistband, pleat detailing, and wide-leg silhouette crepe woven fabric. Complete the look in the matching top.
Shop Matching Top: Palisades Paisley Tie-Front Top
Fit & Features
- High-rise elasticized waistband
- Pleat detailing
- Wide-leg silhouette
- Paisley print
- Crepe woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-0461
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Palisades Paisley Tie-Front Top
Look pretty in this paisley tie-front top for a retro vibe! It features three-fourth-length kimono sleeves, a V-neck, and a cropped hem on crepe woven fabric. Complete the look in the matching bottoms.
Shop Matching Bottoms: Palisades Paisley High Rise Pants
Fit & Features
- Three-fourth-length kimono sleeves
- V-neck
- Tie-front
- Cropped hem
- Paisley print
- Crepe woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1387
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Blushing Tropics Button-Up Top
Make all the cheeks blush when you step out in this tropic chiffon top! Featuring long sleeves with button cuffs, a collared neckline, a button-down front, and a flowy silhouette. Complete the look in the matching top.
Shop Matching Top: Blushing Tropics Bandeau Top
Fit & Features
- Long sleeves, button cuffs
- Collared neckline
- Button-down front
- Flowy silhouette
- Floral tropic print
- Chiffon fabric
- Runs true to size
Style Number/Barcode: 06003-1659
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Worth It Linen Tube Top
This linen tube top is worth taking on your next weekend adventure! It features a sleeveless, bodice, a convertible design so you can style it multiple ways, and a cropped hem. Complete the look in the matching bottoms.
Shop Matching Bottoms: Worth It Linen Wide Leg Pants
Fit & Features
- Sleeveless bodice
- Convertible design
- Multiple ways to style
- Cropped hem
- Linen fabric, lined, no stretch
- Runs true to size
Style Number/Barcode: 06003-1601
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
- Sleeveless bodice
-
Worth It Linen Wide Leg Pants
These linen-blend pants are worth taking on your next weekend adventure! They feature a high-rise waist, back zipper closure, side pockets, and a wide-leg silhouette. Complete the look in the matching top.
Shop Matching Top: Worth It Linen Tube Top
Fit & Features
- High-rise waist
- Back zipper closure
- Side pockets
- Wide-leg silhouette
- Linen-blend fabric, lined, no stretch
- Runs true to size
Style Number/Barcode: 06302-0623
Category Name: Matching Sets
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Blushing Tropics Bandeau Top
Make all the cheeks blush when you step out in this tropic chiffon bandeau! Featuring a sleeveless, strapless, neckline with a front ruched tie and back smocked panel. Complete the look in the matching top.
Shop Matching Top: Blushing Tropics Button-Up Top
Fit & Features
- Strapless, sleeveless
- Bandeau style
- Front ruched tie
- Back smocked panel
- Floral tropic print
- Chiffon fabric
- Runs true to size
Style Number/Barcode: 06003-1660
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Abstract Art Satin Convertible Top
Abstract art you can wear! Slay an art gallery opening in this fierce satin crop top featuring a convertible design so you can style it multiple ways and a smocked back. Complete the look in the matching bottoms.
Shop Matching Bottoms: Abstract Art Satin Wide Leg Pants
Fit & Features
- Sleeveless, strapless neckline, non-slip grip lining
- Lightly padded bust
- Convertible multi-way wear
- Smocked back
- Cropped hem
- Abstract print, satin fabric
- Runs true to size
Style Number/Barcode: 06003-1582
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Ticket To Paradise Halter Crop Top
Got your ticket to a paradise island? Make sure to pack this tropical crop top perfect for relaxing poolside! It features a sleeveless, halter neck, open-back with lace-up closure on stretchy knit fabric. Complete the look in the matching skirt.
Shop Matching Bottoms: Ticket To Paradise Slit Maxi Skirt
Fit & Features
- Sleeveless, halter neck
- Cropped hem
- Lace-up, open-back
- Tropical print
- Stretchy knit fabric
- Runs true to size
Style Number/Barcode: 06001-4023
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Island Flower High Slit Midi Skirt
Look prettier than the island flowers in this tropical floral midi skirt featuring a high-rise waist and a front high-cut slit. Complete the look in the matching top and sandals.
Shop Matching Top: Island Flower Lattice Tank Top
Fit & Features- High-rise waist
- Front high-cut slit
- Maxi-length hem
- Tropical floral print
- Stretchy knit-lined fabric
- Runs true to size
Style Number/Barcode: 06501-0601
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Preppy Please Striped Pleated Knit Skort
A high-rise knit skort features a preppy pleated silhouette and a striped mini-length hem. Perfect for back-to-school or any casual plans.
Shop Matching Top And Sweater: Preppy Please Striped V-Neck Crop Top, Preppy Please Striped Button Crop Sweater
Fit & Features
- Stretchy knit fabric, shorts lining
- High-rise waist
- Pleated silhouette
- Striped mini-length hem
- Skort has a 9.5" front rise with a 2" inseam
- Runs true to size
Style Number/Barcode: 06503-1248
Category Name: Matching Sets
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Never Take Off Seamless Shorts
One go in these chic shorts and you'll never want to take them off! It features a high-rise waistband and a form-fitting silhouette. They are crafted from a soft and comfortable ribbed knit seamless fabric—style with the matching bralette.
Shop Matching Bralette: Never Take Off Seamless Longline Bralette
Fit & Features
- High-rise waistband
- Form-fitting
- Soft and comfortable
- Ribbed knit seamless fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0784
Category Name: Matching Sets
Price: $9.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Never Take Off Seamless Longline Bralette
One go in this chic bralette and you'll never want to take it off! It features a sleeveless, scoop neckline, adjustable spaghetti straps, and a longline banded hem. Crafted from a soft and comfortable ribbed knit seamless fabric. Style with the matching shorts.
Shop Matching Shorts: Never Take Off Seamless Shorts
Fit & Features
- Sleeveless, scoop neckline
- Adjustable spaghetti straps
- Longline banded hem
- Form-fitting
- Soft and comfortable
- Ribbed knit seamless fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 07107-0758
Category Name: Matching Sets
Price: $7.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Perfect Poolside Look Mesh Skirt
Show off a perfect poolside look in this sheer mesh skirt you can wear as a cover-up! It features a high-rise waist, ruched side detailing with an adjustable drawstring at the hem, and a mini-length, curve-hugging silhouette. Style this skirt over your fave bikini with cat-eye sunglasses.
Fit & Features
- High-rise elasticized waistband
- Side ruching
- Adjustable drawstring
- Short, form-fitting silhouette
- Sheer mesh fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0667
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Sunday's Match Striped Wide Leg Pants
Sunday has met its perfect match! Slip-on these trendy striped pants for brunches with friends. It features an elasticized waistband, wide-leg silhouette, on linen fabric with lining and no stretch. Complete the look in the matching top.
Shop The Matching Top: Sunday's Match Striped Linen Top
Fit & Features
- Elasticized waistband
- Wide-leg silhouette
- Striped pattern
- Linen fabric, lined, no stretch
- Fits true to size
Style Number/Barcode: 06302-0620
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Sweet Amour Satin Pleat Maxi Skirt
You'll adore this sweet satin maxi skirt for bringing the luxe vibes to the night! It features a high-rise waist with pleating, a surplice wrap accent, a center front slit, and a form-fitting maxi hem. Complete your dressy look in the matching top with jewelry.
Shop Matching Top: Sweet Amour Satin Pleat Crop Top
Fit & Features
- High-rise waist
- Pleating
- Surplice wrap accent, center front slit
- Form-fitting design
- Maxi-length hem
- Luxe satin-lined fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0663
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Desert Dreamer Halter Crop Top
Showcase a dreamy boho-chic look this festival season with this printed crop top. It features a sleeveless halter neckline, a major center cutout at the bust, a cropped fit, and an all-over bohemian-inspired striped pattern. Style with the matching wide-leg pants.
Shop Matching Bottoms: Desert Dreamer Wide-Leg Pants
Fit & Features
- Sleeveless halter neckline, tie-back straps
- Center cutout at the bust
- Cropped, form-hugging fit, lower tie-back straps
- Bohemian-inspired striped pattern
- Brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-3984
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sweet Amour Satin Pleat Crop Top
You'll adore this sweet satin top for bringing the luxe vibes to the night! It features a sleeveless sweetheart neck, spaghetti straps, pleating along the bust, a form-fitting design, and a cropped hem. Complete your dressy look in the matching skirt with jewelry.
Shop Matching Bottoms: Sweet Amour Satin Pleat Maxi Skirt
Fit & Features
- Sleeveless, sweetheart neck, spaghetti straps
- Pleating along the bust
- Form-fitting design
- Cropped hem
- Luxe satin-knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4274
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Desert Dreamer Wide-Leg Pants
Showcase a dreamy boho-chic look this festival season with these printed pants. They feature a high-rise waist, a relaxed, wide-leg fit, and an all-over bohemian-inspired striped pattern. Style with the matching halter crop top.
Shop Matching Top: Desert Dreamer Halter Crop Top
Fit & Features
- High-rise banded waist
- Wide-leg fit
- Bohemian-inspired striped pattern
- Brushed knit fabric
- Runs true to size
Style Number/Barcode: 06502-0787
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Seasonal Striped Pleat Shorts
Refresh your closet for summer! Show off your flirty style in these striped shorts featuring a high-rise waist, form-fitting silhouette, and pleated lined fabric. Complete the look in the matching top.
Shop Matching Top: Seasonal Striped Pleat Tank Top
Fit & Features
- High-rise waist
- Form-fitting
- Striped pattern
- Pleated lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06503-0700
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Preppy Please Striped Button Crop Sweater
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 Top And Bottom: Preppy Please Striped V-Neck Crop Top, Preppy Please Striped Pleated Knit Skort
Fit & Features
- Stretchy knit fabric
- Long sleeves with striped cuffs
- Striped front trim
- Button front closures
- Striped crop hem
- Runs true to size
Style Number/Barcode: 06005-2184
Category Name: Matching Sets
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Seasonal Striped Pleat Tank Top
Refresh your closet for summer! Show off your flirty style in this striped tank top featuring a sleeveless, sweetheart neckline, adjustable spaghetti straps, and a front twist accent on the cropped hem. Complete the look in the matching shorts.
Shop Matching Shorts: Seasonal Striped Pleat Shorts
Fit & Features
- Sleeveless, sweetheart neckline, adjustable spaghetti straps
- Front twist accent
- Cropped hem
- Striped pattern
- Pleated lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06001-3987
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Boho-Chic Convertible Crop Top
This convertible crop top will give you those boho-chic vibes you've been seeing all over social media! It features wide straps that allow you to style the top multiple ways, including a one-shoulder design, a halter neckline, a cross-front design, a plunging neckline, and more. Pair this cute top with the matching wide-leg pants for the perf vacay outfit.
Shop Matching Bottoms: Boho-Chic Wide-Leg Pants
Fit & Features
- Wide convertible straps
- Multi-wear design
- Cropped, form-hugging fit
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-3924
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Too Hot To Handle Triangle Bra
You'll be too hot to handle in this fiery bra! It features a classic triangle design with halter spaghetti straps, a back strap, and heat stone embellishments in a trendy flames design. Complete the look with the matching briefs.
Shop Matching Briefs: Too Hot To Handle High Waist Briefs
Fit & Features
- Triangle design
- Halter spaghetti straps, tie at the back of the neck
- Back strap
- Heat stone embellishments, flames design
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 07107-0755
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance