Cutout Dresses
Cutout dresses bring just the right amount of edge. This collection focuses on clean, sculpted silhouettes with waist and neckline cutouts, subtle twists, and soft gathering that naturally shapes the body. Halter styles, gentle ruching, and luxe hardware — including gold jewelry-inspired trims — add a polished, styled finish. Keep it classic in black or white, or go bolder in hot pink, red, or vibrant purple. Modern, confident, and easy to wear, these are the cutout dresses that make an impact without trying too hard.
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Cutout Dresses That Own the Spotlight
Dial up the drama with Windsor’s cutout dresses, designed to turn heads from golden-hour dinners to friday night parties. Whether you're stepping out for a soirée or dressing for a night out, these standout styles bring bold energy and effortless edge.
Chic & Sultry
Bodycon minis and skater dresses with side or waist cutouts offer a playful twist for date nights, concerts, or weekend plans. Luxe satin, ribbed knits, and velvet fabrics keep it seasonally chic, while front and back cutouts show just enough skin to stay polished and put-together.
Bold & Elevated
Heading to a formal event? Slip into a mermaid gown or a sleek midi with statement cutouts at the neckline, back, or sleeves. These looks mix modern structure with curve-loving fits that shine at weddings, galas, and year round celebrations—just add heels and a clutch.
Ready to stand out this season? Shop Windsor’s latest collection of cutout dresses online, in-app, or in-store today.
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Janet Velvet Strapless Mermaid Dress
Special Occasion
A study in sleek sophistication, the Janet dress glides in velvet with a sculpted strapless neckline accented by modern hardware that instantly elevates the look. The cutout back and mermaid floor-length hem add fluid movement and refined drama, creating a moment that feels polished, alluring, and unforgettable.
Fit & Features
- Velvet fabric with smooth sculpting stretch
- Strapless neckline with rhinestone-encrusted hardware detail
- Padded bra cups
- Cutout back with flattering ruching, zipper and hook-eye closure
- Mermaid floor-length hem
- Runs true to size
Where to Wear:
Weddings, holiday parties, black tie galas, charity events, elegant celebrations, date nights, engagement parties, rehearsal dinners, nights at the theatre
Style Number/Barcode: 05002-000744
Category Name: Cutout Dresses
Price: $79.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L, XL
Product Badge:- Ships Free
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Kendra O-Ring Cutout Bandage Formal Dress
Special Occasion
Built for the nights when confidence deserves a spotlight, the Kendra sculpted bandage formal dress turns every step into a head-turning entrance. The sleek silhouette flows around an alluring cutout traced in bold O-ring detailing—made to captivate from rooftop parties to chic nights out.
Fit & Features
- Strapless neckline
- Asymmetrical O-ring trim cutout detail
- Cutout leads to high side slit
- Back zipper with hook-eye closure
- Sculpting bandage knit fabric with stretch
- Runs true to size
Where to Wear:
Rooftop parties, birthday celebrations, bachelorette parties, and nights out.
Style Number/Barcode: 05002-000922
Category Name: Cutout Dresses
Price: $89.90
Availability: In Stock
Available Color: BLACK, WHITE
Available Size: S, L, XS, M, XL
Product Badge:- Ships Free
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Kallie O-Ring Cutout Bandage Mini Dress
Special Occasion
Made for the nights when you want every step to feel like a head-turning moment, the Kallie bandage mini dress pairs a sculpted silhouette with an O-ring cutout cascade that redefines effortless allure. The halter neckline and curve-hugging fit create a look that’s equal parts sultry, sleek, and impossible to forget.
Fit & Features
- Sculpting bandage knit fabric with stretch
- Strapless neckline with a tie-back halter straps
- Statement O-ring trim cutout design
- Back zipper with hook-eye closure
- Mini-length bodycon silhouette
- Runs true to size
Where to Wear:
Rooftop parties, birthday celebrations, bachelorette parties, and nights out.
Style Number/Barcode: 05001-000616
Category Name: Cutout Dresses
Price: $79.90
Availability: Out of Stock
Product Badge:- Ships Free
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Elianna Mesh Off-The-Shoulder Mermaid Dress
Special Occasion
Created for the kind of night where your entrance sets the tone in seconds, the Elianna mesh off-the-shoulder mermaid dress frames the silhouette with a modern cutout and a sweep of sheer sleeves. It's the dress that captivates with undeniable allure.
Fit & Features
- Airy smooth knit-lined stretch fabric
- Off-the-shoulder neckline with a sleek front cutout
- Sheer mesh long sleeves
- Figure-accentuating mermaid silhouette with a thigh-high front slit
- Back zipper closure with hook-eye closure
- Runs true to size
Where to Wear:
Black-tie parties, formal weddings, red-carpet events, galas, and chic soirees, rehearsal dinners, engagement parties, destination resorts, honeymoons, upscale cocktail parties, birthday events, fashion-forward occasions
Style Number/Barcode: 05002-000715
Category Name: Cutout Dresses
Price: $69.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M
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Aubree Glitter Mermaid Formal Dress
Special Occasion
Soft shimmer meets sleek sophistication in the Aubree, a glitter-dusted mermaid gown designed to contour and captivate. The refined scoop neck and dramatic cutout back with lace-up detailing bring modern allure to a floor-length silhouette made for unforgettable evenings.
Fit & Features
- Glitter-knit fabric with stretch knit lining
- Scoop neckline with slim spaghetti straps, padded bra cups
- Fitted bodice with natural waist seam
- Lace-up back closure with tie detail and cutout
- Mermaid silhouette, floor-length hem
- Runs true to size
Where to Wear:
Weddings, holiday parties, black tie galas, corporate award nights, engagement parties, rehearsal dinners, dressy birthday events, red-carpet occasions, luxury resort dinners, destination celebrations, milestone events
Style Number/Barcode: 05002-000859
Category Name: Cutout Dresses
Price: $69.90
Availability: In Stock
Available Color: BLACK, LIGHT, BLUE, PINK
Available Size: XS, S, M, L, XL
Product Badge:- Best Seller
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Anisa Pearl Rhinestone Mermaid Formal Dress
Special Occasion
Soft shimmer meets ethereal elegance in the Anisa, a mesh pearl rhinestone gown that catches every glimmer of light. The v-neckline and tie cutout back add romantic ease to its sculpted mermaid floor-length silhouette, creating a look that feels polished, radiant, and unforgettable.
Fit & Features
- Mesh-lined fabric adorned with faux pearl rhinestone embellishments
- V-neckline with delicate tank straps
- Tie cutout back
- Ruched detailing that enhances shape
- Mermaid floor-length silhouette
- Runs true to size
Where to Wear:
Weddings, bridal celebrations, engagement photoshoots, rehearsal dinners, formal galas, black tie holiday soirees, anniversaries, milestone celebrations, destination events
Style Number/Barcode: 05002-000619
Category Name: Cutout Dresses
Price: $89.90
Availability: In Stock
Available Color: WHITE, YELLOW
Available Size: XS, S, L, M, XL
Product Badge:- Ships Free
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Brylee Rhinestone Bodycon Mini Dress
Special Occasion
Designed for nights that call for confidence and close attention, the Brylee is all about sleek impact and polished allure. Rhinestone detailing meets a halter cutout bust neckline with a sculpting bodycon mini silhouette for a look that feels bold, refined, and unforgettable.
Fit & Features
- Sheer power mesh-lined fabric with rhine stone embellishment
- Halter neckline with plunging keyhole cutout, padded bra cups
- O-ring accent at center front
- Open back with halter neck closure
- Bodycon silhouette
- Mini length hem
- Runs true to size
Where to Wear:
Bachelorettes, holiday parties, New Year's Eve, date nights, cocktail parties, destination vacations and celebrations, glam nights out, rooftop hotel bars
Style Number/Barcode: 05001-000500
Category Name: Cutout Dresses
Price: $59.90
Availability: Out of Stock
Product Badge:- Ships Free
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Kairi Strapless Mermaid Satin Formal Dress
Special Occasion
Sleek with a touch of intrigue, the Kairi strapless mermaid dress is designed for evenings that call for confident elegance. Snake printed faux leather shapes the bodice while a silky woven satin skirt flows to the floor, creating contrast that feels modern, sculpted, and unmistakably chic.
Fit & Features
- Snake printed faux leather strapless attached bodysuit, snap-button closures
- Padded bra cups
- Side zipper with hook-eye closure
- Side cutout detail at the waist
- Smooth satin skirt with mermaid silhouette, floor-length hem
- Runs true to size
Where to Wear:
Black-tie galas, upscale cocktail receptions, formal birthday dinners, milestone celebrations, anniversaries, romantic destination events, fashion-forward parties, city soirees, and special occasion nights.
Style Number/Barcode: 05002-000690
Category Name: Cutout Dresses
Price: $19.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Laren Metallic Halter Mermaid Formal Dress
Special Occasion
Designed to captivate from every angle, the Laren metallic knit mermaid gown brings sleek drama to the moment. A plunge halter neckline with hardware draws the eye, while an open bar back and fluid floor-length hem create a striking, sculpted finish.
Fit & Features
- Metallic knit-lined fabric with plenty of stretch
- Plunge halter neckline with statement hardware detail
- Cutout waist design, back zipper and hook-eye closure
- Open bar back for an elevated, modern reveal
- Mermaid floor-length silhouette
- Runs true to size
Where to Wear:
Destination weddings, vacations, getaways, luxury resort celebrations, anniversary dinners, fashion-forward occasions, cocktail parties
Style Number/Barcode: 05002-000993
Category Name: Cutout Dresses
Price: $79.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Ships Free
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Undeniable Glamour Rhinestone Sheer Mesh Mini Dress
Made for the girl who doesn’t wait for the moment—she creates it. This rhinestone mini dress stuns with sheer mesh and sculpted sparkle that hugs every curve, giving you that undeniable, walk-in-like-you-own-it confidence.
Fit & Features
- Crew neckline with long fitted sleeves
- Sheer mesh bodice with rhinestone embellishments
- Asymmetric cutout waist panels
- Bodycon silhouette
- Knit lining with high stretch
- Runs true to size
Style Number/Barcode: 05103-5867
Category Name: Cutout Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Barbara Long Sleeve Cutout Formal Dress
Special Occasion
Designed to feel sleek, sculpted, and undeniably striking, the Barbara gown makes its impact through clean lines and confident cutouts. The long sleeve silhouette balances a deep neckline and modern hardware detail, flowing into a mermaid shape that’s polished, powerful, and made for dramatic entrances.
Fit & Features
- Smooth knit fabric with plenty of stretch
- V-neckline with center hardware detail, padded bra cups
- Long fitted sleeves
- Front cutout bodice
- Floor-length mermaid skirt
- Runs true to size.
Where to Wear:
Weddings, galas, holiday soirees, winter formals, red-carpet occasions, award ceremonies, fashion-forward events, glamorous birthdays, special date nights, evening city soirees, engagement parties, rehearsal dinners
Style Number/Barcode: 05002-000940
Category Name: Cutout Dresses
Price: $19.97 $79.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, L
Product Badge:- Sale
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Milana Velvet Open Back Mermaid Formal Dress
Special Occasion
The Milana dress is designed for evenings that feel refined yet undeniably captivating, blending rich flocked velvet with a silhouette that skims and sculpts. A V-neck front leads into a striking cutout tie open back, flowing into a mermaid floor-length shape made for polished entrances.
Fit & Features
- Burnout velvet fabric with floral pattern
- V-neckline with adjustable spaghetti straps
- Triangle bust with underbust twist detail
- Back zipper and hook-eye closure
- Side waist cutouts with open-back tie closure
- Mermaid floor-length silhouette
- Runs true to size
Where to Wear:
Weddings, black tie galas, elegant cocktail parties, celebrations, destination resorts, honeymoons, birthday dinners, fashion-forward occasions, red-carpet events
Style Number/Barcode: 05002-000530
Category Name: Cutout Dresses
Price: $29.97 $89.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Sale
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Flirty In Floral Sequin Mini Dress
This mini is all about confident energy. A bold floral sequin pattern meets a sleek, fitted silhouette, balanced by thin straps and a subtle back cutout that elevates the look from cute to unforgettable.
Fit & Features
- Bold floral print, allover sequin embroidery
- Square neckline with adjustable spaghetti straps
- Open back with horizontal bar detail
- Fitted bodycon silhouette
- Mini length hem
- Runs true to size
Style Number/Barcode: 05101-000795
Category Name: Cutout Dresses
Price: $26.97 $59.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS, S
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Date Night Defined Long Sleeve Midi Dress
This ruched midi dress is all about sculpted elegance with a confident edge. Designed with sheer mesh long sleeves and a sweetheart neckline, it highlights the waist with soft ruching that flatters from every angle. The subtle front cutout adds intrigue, while the open-back detail and back slit keep the look refined yet undeniably alluring.
Fit & Features
- Smooth knit fabric
- Sweetheart neckline with center front cutout
- Long fitted mesh sleeves
- Ruched bodice and skirt construction
- Back zipper closure
- Back slit at hem
- Runs true to size
Style Number/Barcode: 05101-000805
Category Name: Cutout Dresses
Price: $49.90
Availability: In Stock
Available Color: WINE
Available Size: XS
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Golden Hour Energy Tube Mini Dress
This dress feels like golden hour bottled up. The abstract mesh, bold cutouts, and flowing sash bring a confident, getaway-ready vibe made for warm nights!
Fit & Features
- Stretch mesh-lined fabric with an abstract printed design
- Strapless tube neckline
- Front cutout detail for a bold silhouette
- Attached sash detail
- Mini length bodycon fit
- Runs true to size
Style Number/Barcode: 05102-000421
Category Name: Cutout Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Hollie Floral Halter Mermaid Formal Dress
Special Occasion
Designed to command attention from every angle, the Hollie mesh mermaid dress pairs a statement floral print with a halter keyhole neckline for a look that feels both sculptural and fluid. The open back and floor-length finish create an unforgettable balance of drama and refinement.
Fit & Features
- Mesh-lined fabric with all-over floral print
- Halter neckline with deep V-shaped keyhole cutout
- Twist-front bust with ruched detailing
- Open back with adjustable halter tie
- High-waist seam for a contoured fit
- Floor-length mermaid silhouette
- Runs true to size
Where to Wear:
Weddings, destination resorts, honeymoons, birthday dinners, dressy cocktail parties, gala dinners, engagement parties, rehearsal dinners, black tie occasions
Style Number/Barcode: 05002-001156
Category Name: Cutout Dresses
Price: $74.90
Availability: Out of Stock
Product Badge:- Ships Free
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Worth The Stare Metallic Cutout Mini Dress
This dress doesn’t whisper—it makes an entrance. Sleek, sculpting, and strategically cut, it hugs you in all the right places for nights that call for confidence without compromise.
Fit & Features
- Metallic foil fabric with a soft stretch feel
- Square neckline, spaghetti straps
- Side cutout detail with double ring hardware
- Ruched bodycon mini-length silhouette
- Runs true to size
Style Number/Barcode: 05103-000653
Category Name: Cutout Dresses
Price: $22.97 $49.90
On Sale: Yes
Availability: In Stock
Available Color: GOLD
Available Size: XS
Product Badge:- Sale
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Blake Sequin Payette One Shoulder Formal Dress
Special Occasion
Designed for the kind of entrance that feels polished yet impossible to forget, the Blake sequin payette dress moves with a soft shimmer and confident ease. A one-shoulder neckline with dual spaghetti straps meets a cutout bodice with a hardware hoop insert and a high side slit, creating a form-hugging long silhouette made for every elevated RSVP.
Fit & Features
- Allover sequin payette embellishments with smooth-lined interior
- One-shoulder neckline with dual adjustable spaghetti straps
- Cutout bodice with a hardware hoop insert at the waist
- Dual side zippers and hook-eye closures
- High side slit for movement and leg-lengthening effect
- Form-hugging long silhouette
- Runs true to size
Where to Wear:
Destination weddings, bridal celebrations, galas, upscale cocktail receptions, special date nights, anniversaries, honeymoons, resort vacations, dinner parties, birthdays
Style Number/Barcode: 05002-001025
Category Name: Cutout Dresses
Price: $39.97 $84.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All Eyes Locked Hoop Bandage Mini Dress
This dress doesn’t whisper—it knows exactly why you showed up. A sculpted bandage fit with statement hoop details turns every step into a confident pause while the cutout design bares your sultry figure.
Fit & Features
- Stretch bandage fabrication
- Strapless neckline
- Hoop hardware cutout detail
- Bodycon mini silhouette
- Structured fit through bust and waist
- Runs true to size
Style Number/Barcode: 05103-000715
Category Name: Cutout Dresses
Price: $59.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M
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Bare It Bold Halter Mini Dress
This one doesn’t wait for an invite. A barely-there halter with bold cutouts and an O ring detail that knows exactly what it’s doing—made for warm destinations and sunset dinners.
Fit & Features
- Soft ribbed fabric with a slinky feel
- Triangle halter neckline with tie straps
- O ring center with waist cutout detail
- Mini-length skirt with ruffle hem
- Runs true to size
Style Number/Barcode: 05102-000389
Category Name: Cutout Dresses
Price: $49.90
Availability: In Stock
Available Color: OLIVE
Available Size: L
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Back To Bold Mock Neck Mini Dress
Minimal from the front, major from the back. This mini dress offers a bold cutout back with hoop accents and a bodycon fit that turns heads and gives your rotation a trendy upgrade.
Fit & Features
- Ribbed knit fabric with stretch
- Mock neckline with fitted long sleeves
- Sleek bodycon silhouette through the bodice
- Open-back cutout detail with a detachable hoop chain accent
- Mini-length skirt with a front side slit
- Runs true to size
Style Number/Barcode: 06005-000261
Category Name: Cutout Dresses
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Quietly Bold Lattice Side Midi Dress
This is the kind of dress that holds eye contact a second longer. Clean lines up front with a subtle lattice moment down the side make it feel polished, confident, and a little unexpected.
Fit & Features
- Ribbed knit fabric with stretch
- Square neckline
- Fitted long sleeves
- Side lattice cutout detailing
- Midi-length hem
- Runs true to size
Style Number/Barcode: 06005-000233
Category Name: Cutout Dresses
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Alaina Glitter Knit Mermaid Dress
Special Occasion
The Alaina strapless glitter knit mermaid dress is all about sleek drama, showcasing a smooth, luminous finish that feels effortlessly elevated. A striking open back with O-ring detail adds just the right touch of glamour for moments that call for unforgettable entrance energy.
Fit & Features
- Strapless straight neckline
- Fitted bodice
- Side cutouts at the waist leading to open lower back
- O-ring back detail with dangling chain and rhinestone accent
- Curve-hugging mermaid silhouette
- Floor-length hem
- Runs true to size
Where to Wear:
Wedding guests, winter formal, black-tie parties, galas, birthday celebrations, and red-carpet events.
Style Number/Barcode: 05002-000798
Category Name: Cutout Dresses
Price: $79.90
Availability: In Stock
Available Color: YELLOW, LIGHT, BLUE
Available Size: XS, S, M, L, XL
Product Badge:- Ships Free
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Just Enough Drama Chain Detail Halter Mini Dress
This is the mini dress you choose when your plans deserve a little drama. The halter cutout neckline, sleek chain detail, and chic fit do all the talking—perfect for nights out, elevated dinners, or anywhere confidence is the dress code.
Fit & Features
- Halter neckline with knotted O-ring detail
- Draped cowl front, bold cutout
- Open back with chain accent, O-ring details, lobster clasp closure
- Ruched back seam
- Mini-length bodycon silhouette
- High-stretch lurex knit fabric
- Runs true to size
Style Number/Barcode: 05103-000685
Category Name: Cutout Dresses
Price: $23.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale