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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Second Glance Beaded-Trim Halter Midi Dress
The kind of dress that gets a second glance before you even say a word. This beaded-trim halter midi dress hugs in all the right places with a textured knit feel, open lace-up sides, and an open back that makes every entrance look intentional.
Fit & Features
- Textured knit fabric, high stretch
- Sleeveless V-neckline, beaded bar strap accent
- Tie-back halter spaghetti straps, beaded accents
- Open back, lower tie-back spaghetti straps, back zipper closure
- Open lace-up side design
- Midi-length hem, back slit detail, bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-000627
Category Name: Cutout Dresses
Price: $49.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Flirting With Plans Puff Sleeve Skater Dress
She’s cute, collected, and already has plans you’ll want in on. This puff sleeve skater dress cinches in all the right places with a breezy fit that works for dinner reservations, summer parties, and every “I had nothing to wear” moment.
Fit & Features
- Linen-blend woven fabric
- Sweetheart neckline, bust tie detail
- Short puff sleeves
- Open tie-back design
- Short skater silhouette, ruffled hem
- Runs true to size
Style Number/Barcode: 05102-000542
Category Name: Cutout Dresses
Price: $49.90
Availability: In Stock
Available Color: NAVY
Available Size: XXS, XS, S, M, L
Product Badge:- New Arrival
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Brown Sugar Breeze Cutout Maxi Dress
This strapless maxi dress brings the kind of effortless allure that looks good from beach strolls to walks back to the hotel. The smocked fit, soft cutout detail, and flowy skirt keep it stylish with a pair of sandals.
Fit & Features
- Gauze woven fabric
- Strapless sweetheart neckline
- Stretchy smocked bodice with cutout
- Flowy maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05102-000602
Category Name: Cutout Dresses
Price: $56.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Center Of Attention Cutout High Slit Maxi Dress
One look, and suddenly you're the topic of conversation. This cutout maxi dress pairs a plunging neckline, daring high slit, and sculptural flower hardware for a look that feels both glamorous and unforgettable.
Fit & Features
- Mesh fabric with knit lining, high stretch
- Sleeveless plunging V-neckline
- Tie-back halter spaghetti straps, open back with lower tie-back spaghetti straps
- Flower hardware accent, ruching, asymmetric side cutouts leading to open back
- High-cut side slit
- Maxi-length hem, form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-000835
Category Name: Cutout Dresses
Price: $52.90
Availability: In Stock
Available Color: RED
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Analia Chiffon Halter Cutout A-Line Dress
Special Occasion
Designed for the kind of entrance that lingers long after you leave, the Analia dress brings effortless drama to every formal occasion. This airy chiffon A-line dress features a striking halter neckline, plunging cutout detail, open back, and flowing skirt that moves beautifully from cocktail hour to the last dance.
Fit & Features
- Sheer chiffon fabric with full-length lining
- Sleeveless high halter neckline, plunging front cutout
- Tie-back halter spaghetti straps, open back, lower zipper with hook-eye closure
- Pleated waist
- Floor-length hem with high-cut front slit
- Flowy A-line silhouette
- Runs true to size
Where to Wear:
Vacation dinners, engagement parties, bridal showers, rehearsal dinners, black-tie galas, evening dinners, and rooftop parties.
Style Number/Barcode: 05002-001453
Category Name: Cutout Dresses
Price: $74.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
Product Badge:- New Arrival