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Winter Dresses for Seamless Desk-to-Dinner Style in New York City

For winter in New York City, choose dresses that balance warmth, elegance, and versatility—think cozy knits, tailored silhouettes, and rich textures that easily move from the office to an evening out. Below are detailed suggestions to help you stay polished during the day and effortlessly chic at night. If you have a specific color palette, preferred length, or budget, let us know for even more tailored picks!
@simkinstyle
1
Long-Sleeve Sheath Dress
A classic sheath in a neutral or jewel tone offers a polished, streamlined silhouette ideal for professional meetings and pairs easily with bold jewelry or a sleek belt for dinner.
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1
Long-Sleeve Sheath Dress
@simkinstyle
A classic sheath in a neutral or jewel tone offers a polished, streamlined silhouette ideal for professional meetings and pairs easily with bold jewelry or a sleek belt for dinner.
Victoria Beckham Wool crepe midi dress
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Victoria Beckham

Wool crepe midi dress

$1,105

Mytheresa

Dolce&Gabbana Herringbone wool-blend tweed midi dress
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Dolce&Gabbana

Herringbone wool-blend tweed midi dress

$2,716

$3,395

Mytheresa

Black Halo Marissa Sheath Dress
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Black Halo

Marissa Sheath Dress

$390

Shopbop

Pucci Cady midi dress
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Pucci

Cady midi dress

$1,205

Mytheresa

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@alexandrapereira
2
Wool Turtleneck Sweater Dress
Warm and sophisticated, a turtleneck sweater dress is both comfortable in the winter chill and chic enough for evening plans. Choose a tailored fit for maximum versatility.
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2
Wool Turtleneck Sweater Dress
@alexandrapereira
Warm and sophisticated, a turtleneck sweater dress is both comfortable in the winter chill and chic enough for evening plans. Choose a tailored fit for maximum versatility.
TOTEME Wool and silk sweater dress
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TOTEME

Wool and silk sweater dress

$564

$705

Mytheresa

TOTEME Wool and silk-blend turtleneck dress
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TOTEME

Wool and silk-blend turtleneck dress

$420

$700

Net-a-Porter

Victoria Beckham Wool-blend sweater dress
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Victoria Beckham

Wool-blend sweater dress

$903

$1,290

Mytheresa

Veronica Beard Wool and cashmere sweater dress
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Veronica Beard

Wool and cashmere sweater dress

$536

$670

Mytheresa

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@melodiebanfield
3
Velvet Midi Dress
Velvet’s plush texture is not only winter-appropriate but adds instant elegance for after-hours. Opt for deeper hues like burgundy or forest green, which look professional by day and luxe by night.
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3
Velvet Midi Dress
@melodiebanfield
Velvet’s plush texture is not only winter-appropriate but adds instant elegance for after-hours. Opt for deeper hues like burgundy or forest green, which look professional by day and luxe by night.
Steve Madden Mo Dress
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Steve Madden

Mo Dress

$96

$119

Revolve

Velvet Kandace velvet midi dress
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Velvet

Kandace velvet midi dress

$273

$456

Mytheresa

Emilia Wickstead Camilla cotton velvet midi dress
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Emilia Wickstead

Camilla cotton velvet midi dress

$2,568

Mytheresa

Max Mara Carl embellished silk velvet midi dress
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Max Mara

Carl embellished silk velvet midi dress

$1,212

$1,515

Mytheresa

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@chloelecareux
4
Knit Wrap Dress
The wrap design flatters most body types, and a fine knit ensures both comfort and warmth. Add a tailored blazer at work, then swap for statement earrings at dinner.
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4
Knit Wrap Dress
@chloelecareux
The wrap design flatters most body types, and a fine knit ensures both comfort and warmth. Add a tailored blazer at work, then swap for statement earrings at dinner.
Jardin des Orangers Wool and cashmere wrap dress
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Jardin des Orangers

Wool and cashmere wrap dress

$346

$495

Mytheresa

Enza Costa Ribbed-knit midi wrap dress
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Enza Costa

Ribbed-knit midi wrap dress

$88

$352

Outnet

Jardin des Orangers Wool and cashmere wrap dress
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Jardin des Orangers

Wool and cashmere wrap dress

$555

Mytheresa

Diane von Furstenberg Astrid wool and cashmere-blend midi wrap dress
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Diane von Furstenberg

Astrid wool and cashmere-blend midi wrap dress

$280

$560

Outnet

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5
Blazer Dress
A structured blazer dress exudes contemporary professionalism. Cinch the waist with a statement belt and switch up shoes for a sleek evening transformation.
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5
Blazer Dress
A structured blazer dress exudes contemporary professionalism. Cinch the waist with a statement belt and switch up shoes for a sleek evening transformation.
Max Mara Odessa wrap-effect wool dress
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Max Mara

Odessa wrap-effect wool dress

$596

$1,490

Net-a-Porter

Max Mara Sella virgin wool shirt dress
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Max Mara

Sella virgin wool shirt dress

$1,288

$1,840

Mytheresa

Mango Double-breasted blazer-style dress
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Mango

Double-breasted blazer-style dress

$139.99

Mango

Camila Coelho Davide Blazer Dress
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Camila Coelho

Davide Blazer Dress

$215

$228

Revolve

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@carlacrnt
6
A-Line Wool Dress
A wool A-line silhouette provides cozy warmth and works well for full days on the go. Add a statement necklace and swap flats for heeled boots after office hours.
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6
A-Line Wool Dress
@carlacrnt
A wool A-line silhouette provides cozy warmth and works well for full days on the go. Add a statement necklace and swap flats for heeled boots after office hours.
Brunello Cucinelli Belted pleated wool midi dress
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Brunello Cucinelli

Belted pleated wool midi dress

$2,550

$5,100

Net-a-Porter

Dolce&Gabbana Virgin wool minidress
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Dolce&Gabbana

Virgin wool minidress

$1,396

$1,995

Mytheresa

Emilia Wickstead Leontine wool crêpe midi dress
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Emilia Wickstead

Leontine wool crêpe midi dress

$1,224

$2,040

Mytheresa

Emilia Wickstead Camilla midi dress
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Emilia Wickstead

Camilla midi dress

$2,620

Mytheresa

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@therealmilanj
7
Ribbed Knit Midi Dress
Ribbed knits are trending for winter 2025 because of their flattering fit and comfort. A midi version feels modern for the office and easily transitions to dinner with a change of accessories.
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7
Ribbed Knit Midi Dress
@therealmilanj
Ribbed knits are trending for winter 2025 because of their flattering fit and comfort. A midi version feels modern for the office and easily transitions to dinner with a change of accessories.
LE BOP Ringer Midi Dress
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LE BOP

Ringer Midi Dress

$248

Shopbop

Theory Cable Rib Dress
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Theory

Cable Rib Dress

$170

$425

Shopbop

Theory Ribbed merino wool-blend midi dress
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Theory

Ribbed merino wool-blend midi dress

$156

$345

Outnet

LISA YANG Isabela Dress
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LISA YANG

Isabela Dress

$645

Shopbop

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8
Plaid Shirt Dress
A plaid shirt dress brings smart-casual polish during the day. Belt it for more definition and add knee-high boots for an elevated evening look.
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8
Plaid Shirt Dress
A plaid shirt dress brings smart-casual polish during the day. Belt it for more definition and add knee-high boots for an elevated evening look.
Burberry Ribbon Check silk shirt dress
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Burberry

Ribbon Check silk shirt dress

$2,275

$3,250

Mytheresa

RRL Selina belted checked cotton-flannel maxi shirt dress
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RRL

Selina belted checked cotton-flannel maxi shirt dress

$277

$395

Net-a-Porter

Burberry Burberry Check cotton shirt dress
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Burberry

Burberry Check cotton shirt dress

$920

$1,150

Mytheresa

Woolrich Checked wool-blend shirtdress
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Woolrich

Checked wool-blend shirtdress

$219

$365

Mytheresa

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@shlaikovaelena
9
High-Neck Midi Dress
A high neckline adds sophistication perfect for meetings, while the midi length is equally suited for dinner engagement. Dark colors or subtle prints keep it city-appropriate.
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9
High-Neck Midi Dress
@shlaikovaelena
A high neckline adds sophistication perfect for meetings, while the midi length is equally suited for dinner engagement. Dark colors or subtle prints keep it city-appropriate.
Roland Mouret Cady midi dress
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Roland Mouret

Cady midi dress

$1,030

Mytheresa

Cult Gaia Keller Dress
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Cult Gaia

Keller Dress

$439

$798

Revolve

Roland Mouret Bridal cady midi dress
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Roland Mouret

Bridal cady midi dress

$1,056

Mytheresa

Roland Mouret Cady midi dress
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Roland Mouret

Cady midi dress

$916

$1,145

Mytheresa

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@thebstinger
10
Sweater Dress with Belt
A belted sweater dress offers cozy structure. Pair with tights and ankle boots at work; swap in bold earrings and a clutch for dinner.
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10
Sweater Dress with Belt
@thebstinger
A belted sweater dress offers cozy structure. Pair with tights and ankle boots at work; swap in bold earrings and a clutch for dinner.
Brunello Cucinelli Belted knitted midi dress
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Brunello Cucinelli

Belted knitted midi dress

$3,570

$5,100

Mytheresa

Victoria Beckham Wool-blend sweater dress
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Victoria Beckham

Wool-blend sweater dress

$903

$1,290

Mytheresa

Gabriela Hearst Imagene belted wool midi dress
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Gabriela Hearst

Imagene belted wool midi dress

$1,824

Mytheresa

Shoshanna Sam Dress
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Shoshanna

Sam Dress

$460

Shopbop

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Black Halo Marissa Sheath Dress
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Black Halo

Marissa Sheath Dress

$390

Shopbop

Vince Long Sleeve Collar Stand Shirt Dress
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Vince

Long Sleeve Collar Stand Shirt Dress

$328.8

$548

Shopbop

Black Halo Madeline Sheath Dress
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Black Halo

Madeline Sheath Dress

$415

Shopbop

S Max Mara Orione midi dress
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S Max Mara

Orione midi dress

$623

$890

Mytheresa

Norma Kamali Long Sleeve Side Draped Dress
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Norma Kamali

Long Sleeve Side Draped Dress

$195

Shopbop

Mango Long dress with draped neck
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Mango

Long dress with draped neck

$89.99

Mango

Apiece Apart Volta Long Sleeve Dress
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Apiece Apart

Volta Long Sleeve Dress

$162.5

$325

Shopbop

Black Halo 3/4 Sleeve Jackie O Dress
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Black Halo

3/4 Sleeve Jackie O Dress

$390

Shopbop

Norma Kamali Turtleneck Gown
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Norma Kamali

Turtleneck Gown

$190

Shopbop

Staud DAVINA DRESS | TRUFFLE
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Staud

DAVINA DRESS | TRUFFLE

$297

$495

Staud

Courrèges Twill minidress
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Courrèges

Twill minidress

$668

$835

Mytheresa

CO Long Sleeve Shirt Dress in Crepe
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CO

Long Sleeve Shirt Dress in Crepe

$795

CO

Staud CANAL MIDI DRESS | CHARCOAL
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Staud

CANAL MIDI DRESS | CHARCOAL

$225

$450

Staud

Mango Fitted dress with bell sleeves
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Mango

Fitted dress with bell sleeves

$49.99

$99.99

Mango

Staud MERCER DRESS | BLACK
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Staud

MERCER DRESS | BLACK

$275

Staud

Mango A-line dress with godets
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Mango

A-line dress with godets

$59.99

$99.99

Mango

Emilia Wickstead Elta wool midi dress
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Emilia Wickstead

Elta wool midi dress

$1,544

$1,930

Mytheresa

Mei Mei J Long Sleeve Midi Scuba Dress
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Mei Mei J

Long Sleeve Midi Scuba Dress

$330

Shopbop

Black Halo Kensington Dress
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Black Halo

Kensington Dress

$108.75

$435

Shopbop

Ulla Johnson Safi Dress
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Ulla Johnson

Safi Dress

$550

Shopbop

BRAND RECOMMENDATION
SIMKHAI
Simkhai shines for modern, city-sleek dresses with expert tailoring and a knack for making luxurious, winter-ready fabrics feel fresh and approachable. Their versatile silhouettes move seamlessly from morning meetings to intimate dinners, capturing the polished yet subtly daring vibe perfect for New York winters.
View Brand
BRAND RECOMMENDATION
SIMKHAI
Simkhai shines for modern, city-sleek dresses with expert tailoring and a knack for making luxurious, winter-ready fabrics feel fresh and approachable. Their versatile silhouettes move seamlessly from morning meetings to intimate dinners, capturing the polished yet subtly daring vibe perfect for New York winters.
SIMKHAI Skyla Wrap Dress
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SIMKHAI

Skyla Wrap Dress

$445

Shopbop

SIMKHAI Skyla Wrap Dress
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SIMKHAI

Skyla Wrap Dress

$445

Shopbop

SIMKHAI Ribbed knit-paneled satin-crepe midi dress
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SIMKHAI

Ribbed knit-paneled satin-crepe midi dress

$298

$745

Outnet

SIMKHAI Genna Knit Midi Dress
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SIMKHAI

Genna Knit Midi Dress

$545

SIMKHAI

View brand
Black Halo Jackie O Belted Dress
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Black Halo

Jackie O Belted Dress

$375

Shopbop

Another Tomorrow Crepe midi dress
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Another Tomorrow

Crepe midi dress

$248

$990

Outnet

Victoria Beckham Cady midi dress
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Victoria Beckham

Cady midi dress

$1,190

Mytheresa

Staud LILA DRESS | BLACK
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Staud

LILA DRESS | BLACK

$172

$245

Staud

Black Halo Madeline Sheath Dress
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Black Halo

Madeline Sheath Dress

$415

Shopbop

Brunello Cucinelli Belted pleated wool midi dress
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Brunello Cucinelli

Belted pleated wool midi dress

$2,550

$5,100

Net-a-Porter

Jardin des Orangers Wool and cashmere wrap dress
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Jardin des Orangers

Wool and cashmere wrap dress

$346

$495

Mytheresa

Staud AMELIE DRESS | NAVY
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Staud

AMELIE DRESS | NAVY

$450

Staud

S Max Mara Midas jersey midi dress
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S Max Mara

Midas jersey midi dress

$635

Mytheresa

Veronica Beard Gathered midi dress
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Veronica Beard

Gathered midi dress

$339

$485

Mytheresa

Staud MARCEL SILK DRESS | ANTIQUE
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Staud

MARCEL SILK DRESS | ANTIQUE

$650

Staud

Max Mara Asymmetric satin midi dress
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Max Mara

Asymmetric satin midi dress

$555

$925

Net-a-Porter

Vince Crew Curved Seam Rouched Dress
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Vince

Crew Curved Seam Rouched Dress

$174

$348

Shopbop

Aisling Camps Scarf Dress
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Aisling Camps

Scarf Dress

$1,250

Shopbop

Black Halo Jackie O Belted Dress
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Black Halo

Jackie O Belted Dress

$375

Shopbop

Apiece Apart Long Sleeve Volta Dress
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Apiece Apart

Long Sleeve Volta Dress

$325

Shopbop

Dôen POLLY DRESS
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Dôen

POLLY DRESS

$458

Dôen

Mango Ruched dress with draped neckline
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Mango

Ruched dress with draped neckline

$55.99

$95.99

Mango

Cara Cara Brice Dress
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Cara Cara

Brice Dress

$278

$695

Cara Cara

Staud HUNTER DRESS | BLACK
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Staud

HUNTER DRESS | BLACK

$248

$495

Staud

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