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Dresses for Desk to Dinner, Winter in New York City

Navigating a winter day in New York City calls for dresses that deliver both professionalism and evening elegance while keeping you cozy. Look for options in warm fabrics like wool, knit, and velvet, along with chic tailoring for versatility. If you have preferences for color, length, fit, or a budget, let me know for even sharper recommendations!
@simkinstyle
1
Long-Sleeve Sheath Dress
A tailored sheath dress in a neutral shade offers sleek simplicity. Its clean lines are ideal for the office, and the classic silhouette can be elevated for dinner with bold jewelry or a statement heel.
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1
Long-Sleeve Sheath Dress
@simkinstyle
A tailored sheath dress in a neutral shade offers sleek simplicity. Its clean lines are ideal for the office, and the classic silhouette can be elevated for dinner with bold jewelry or a statement heel.
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
Combining warmth and sophistication, a wool turtleneck sweater dress is cozy for winter and easily styled with boots for a polished day-to-night look.
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2
Wool Turtleneck Sweater Dress
@alexandrapereira
Combining warmth and sophistication, a wool turtleneck sweater dress is cozy for winter and easily styled with boots for a polished day-to-night look.
TOTEME Wool and silk sweater dress
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TOTEME

Wool and silk sweater dress

$564

$705

Mytheresa

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

Jardin des Orangers Wool and cashmere sweater dress
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Jardin des Orangers

Wool and cashmere sweater dress

$400

$500

Mytheresa

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@chrissygodwin
3
Belted Sweater Dress
A belted sweater dress flatters the waist and provides comfort. It works well with tights and ankle boots for the office—just swap for knee-high boots and statement accessories for the evening.
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3
Belted Sweater Dress
@chrissygodwin
A belted sweater dress flatters the waist and provides comfort. It works well with tights and ankle boots for the office—just swap for knee-high boots and statement accessories for the evening.
Brunello Cucinelli Belted knitted midi dress
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Brunello Cucinelli

Belted knitted midi dress

$3,570

$5,100

Mytheresa

Max Mara Virgin wool midi dress
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Max Mara

Virgin wool midi dress

$339

$565

Mytheresa

rag & bone Loren Long Belted Dress
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rag & bone

Loren Long Belted Dress

$498

Shopbop

Lemaire Turtleneck wool-blend midi dress
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Lemaire

Turtleneck wool-blend midi dress

$417

$695

Mytheresa

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@jeneenaylor
4
Blazer Dress
A structured blazer dress exudes smart professionalism yet transitions seamlessly to dinner with a quick change of shoes or bolder jewelry.
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4
Blazer Dress
@jeneenaylor
A structured blazer dress exudes smart professionalism yet transitions seamlessly to dinner with a quick change of shoes or bolder jewelry.
Veronica Beard Elianna crepe mini tuxedo dress
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Veronica Beard

Elianna crepe mini tuxedo dress

$405

$898

Outnet

Max Mara Sella virgin wool shirt dress
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Max Mara

Sella virgin wool shirt dress

$1,288

$1,840

Mytheresa

New
New
Mango Double-breasted blazer-style dress
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Mango

Double-breasted blazer-style dress

$139.99

Mango

Amanda Uprichard Parsons Blazer Dress
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Amanda Uprichard

Parsons Blazer Dress

$245

$260

Revolve

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@sarahlouiseblythe
5
Velvet Midi Dress
Velvet’s plush texture brings a luxurious winter vibe. This dress style is smart for daytime and instantly ready for an elegant dinner setting after hours.
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5
Velvet Midi Dress
@sarahlouiseblythe
Velvet’s plush texture brings a luxurious winter vibe. This dress style is smart for daytime and instantly ready for an elegant dinner setting after hours.
Velvet Kandace velvet midi dress
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Velvet

Kandace velvet midi dress

$273

$456

Mytheresa

Polo Ralph Lauren Velvet midi dress
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Polo Ralph Lauren

Velvet midi dress

$194

$485

Mytheresa

Shoshanna Audrey Dress
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Shoshanna

Audrey Dress

$429

Shopbop

NINETY PERCENT Leah micromodal-blend velour midi dress
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NINETY PERCENT

Leah micromodal-blend velour midi dress

$64

$255

Outnet

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@rabia.cissokho
6
Knit Midi Dress
A knit midi dress offers comfort and stretch, adapting to busy days. Pair with a tailored coat for work and add a belt or boots for evening flair.
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6
Knit Midi Dress
@rabia.cissokho
A knit midi dress offers comfort and stretch, adapting to busy days. Pair with a tailored coat for work and add a belt or boots for evening flair.
Rebecca Vallance Reagan Midi Dress
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Rebecca Vallance

Reagan Midi Dress

$183.6

$459

Shopbop

Gabriela Hearst Ardor silk and cashmere midi dress
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Gabriela Hearst

Ardor silk and cashmere midi dress

$1,865

Mytheresa

Max Mara Sophia wool-blend midi dress
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Max Mara

Sophia wool-blend midi dress

$660

$1,100

Mytheresa

FRAME Ribbed-knit midi dress
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FRAME

Ribbed-knit midi dress

$175

$498

Outnet

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@mmequeenb
7
Printed Wrap Dress
A subtly printed wrap dress brings feminine charm to the office. For post-work plans, its flattering silhouette stands out when styled with heeled boots or a clutch.
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7
Printed Wrap Dress
@mmequeenb
A subtly printed wrap dress brings feminine charm to the office. For post-work plans, its flattering silhouette stands out when styled with heeled boots or a clutch.
Diane von Furstenberg Jeanne printed silk-jersey mini wrap dress
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Diane von Furstenberg

Jeanne printed silk-jersey mini wrap dress

$217

$618

Outnet

Etro Printed midi dress
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Etro

Printed midi dress

$1,470

$2,100

Mytheresa

Nanushka Printed crepe midi wrap dress
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Nanushka

Printed crepe midi wrap dress

$173

$575

Outnet

Max Mara Camino printed cotton wrap dress
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Max Mara

Camino printed cotton wrap dress

$1,540

Mytheresa

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@carlacrnt
8
Wool Crepe Dress
Warm and refined, a wool crepe dress delivers tailored structure and comfort. Its timeless design works from morning meetings to evening reservations.
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8
Wool Crepe Dress
@carlacrnt
Warm and refined, a wool crepe dress delivers tailored structure and comfort. Its timeless design works from morning meetings to evening reservations.
Emilia Wickstead Collinson wool crêpe midi dress
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Emilia Wickstead

Collinson wool crêpe midi dress

$2,345

Mytheresa

Emilia Wickstead Elta wool crêpe midi dress
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Emilia Wickstead

Elta wool crêpe midi dress

$2,145

Mytheresa

Valentino Crepe Couture midi dress
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Valentino

Crepe Couture midi dress

$5,300

Mytheresa

Carolina Herrera Long Sleeve Midi Dress
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Carolina Herrera

Long Sleeve Midi Dress

$1,944

$2,990

FWRD

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@chloemaymcginley
9
Turtleneck Sweater Dress
A classic winter staple, this style offers coverage and coziness. Add a statement belt and knee-high boots to dress it up after dark.
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9
Turtleneck Sweater Dress
@chloemaymcginley
A classic winter staple, this style offers coverage and coziness. Add a statement belt and knee-high boots to dress it up after dark.
Veronica Beard Wool and cashmere sweater dress
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Veronica Beard

Wool and cashmere sweater dress

$536

$670

Mytheresa

Victoria Beckham Wool-blend sweater dress
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Victoria Beckham

Wool-blend sweater dress

$903

$1,290

Mytheresa

TOTEME Wool and silk sweater dress
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TOTEME

Wool and silk sweater dress

$564

$705

Mytheresa

Brunello Cucinelli Cashmere midi dress
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Brunello Cucinelli

Cashmere midi dress

$3,360

$4,800

Mytheresa

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@jariatudanita
10
Sequin Dress
For a festive touch, a sequin dress can be tamed for day with a blazer and flats. Ditch the layer and add heels to shine at dinner—perfect for special winter nights out.
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10
Sequin Dress
@jariatudanita
For a festive touch, a sequin dress can be tamed for day with a blazer and flats. Ditch the layer and add heels to shine at dinner—perfect for special winter nights out.
JOSEPH Sequined wool-blend turtleneck mini dress
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JOSEPH

Sequined wool-blend turtleneck mini dress

$268

$595

Outnet

Dolce&Gabbana Sequined midi dress
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Dolce&Gabbana

Sequined midi dress

$3,196

$3,995

Mytheresa

Sportmax Elleni sequined jersey midi dress
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Sportmax

Elleni sequined jersey midi dress

$707

$1,415

Mytheresa

Alexandre Vauthier Sequined strapless gown
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Alexandre Vauthier

Sequined strapless gown

$687

$1,375

Mytheresa

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Emilia Wickstead Elta wool midi dress
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Emilia Wickstead

Elta wool midi dress

$1,544

$1,930

Mytheresa

Courrèges Twill minidress
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Courrèges

Twill minidress

$668

$835

Mytheresa

Jardin des Orangers Wool and cashmere wrap dress
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Jardin des Orangers

Wool and cashmere wrap dress

$346

$495

Mytheresa

Emilia Wickstead Elta wool crêpe midi dress
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Emilia Wickstead

Elta wool crêpe midi dress

$2,145

Mytheresa

Emilia Wickstead Ucellina belted midi dress
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Emilia Wickstead

Ucellina belted midi dress

$1,629

$2,715

Mytheresa

Veronica De Piante Viola stretch-knit turtleneck midi dress
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Veronica De Piante

Viola stretch-knit turtleneck midi dress

$486

$1,080

Outnet

Lemaire Belted sweater dress
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Lemaire

Belted sweater dress

$345

$690

Mytheresa

Emilia Wickstead Ucellina belted paneled midi dress
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Emilia Wickstead

Ucellina belted paneled midi dress

$2,172

$2,715

Mytheresa

Victoria Beckham Asymmetric midi dress
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Victoria Beckham

Asymmetric midi dress

$1,032

$1,475

Mytheresa

JOSEPH Linen-blend midi wrap dress
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JOSEPH

Linen-blend midi wrap dress

$239

$795

Outnet

Max Mara Doppia gathered maxi dress
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Max Mara

Doppia gathered maxi dress

$1,310

Mytheresa

AKNVAS Minerva Cashmere Wool Blend Dress
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AKNVAS

Minerva Cashmere Wool Blend Dress

$238

$595

Shopbop

SIMKHAI Skyla Wrap Dress
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SIMKHAI

Skyla Wrap Dress

$445

Shopbop

Vince Crew Curved Seam Rouched Dress
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Vince

Crew Curved Seam Rouched Dress

$198.36

$348

Shopbop

Max Mara Zelanda wool and cashmere midi dress
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Max Mara

Zelanda wool and cashmere midi dress

$1,048

$1,310

Mytheresa

New
New
Mango Fitted dress with bell sleeves
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Mango

Fitted dress with bell sleeves

$49.99

$99.99

Mango

Staud FRANCES DRESS | HOUNDSTOOTH
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Staud

FRANCES DRESS | HOUNDSTOOTH

$248

$495

Staud

Proenza Schouler Maisie gathered crêpe midi dress
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Proenza Schouler

Maisie gathered crêpe midi dress

$1,092

$1,365

Mytheresa

JOSEPH Pinky belted draped maxi dress
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JOSEPH

Pinky belted draped maxi dress

$1,045

Mytheresa

Staud MARCEL SILK DRESS | SANGRIA
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Staud

MARCEL SILK DRESS | SANGRIA

$650

Staud

BRAND RECOMMENDATION
SIMKHAI
Simkhai stands out for its modern, tailored approach to dresses—offering winter-ready fabrics and clean lines that seamlessly transition from the boardroom to buzzy New York dining spots. Its affinity for luxe textures and on-trend details gives your winter workwear a polished, quietly cool upgrade.
View Brand
BRAND RECOMMENDATION
SIMKHAI
Simkhai stands out for its modern, tailored approach to dresses—offering winter-ready fabrics and clean lines that seamlessly transition from the boardroom to buzzy New York dining spots. Its affinity for luxe textures and on-trend details gives your winter workwear a polished, quietly cool upgrade.
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 Genna ribbed-knit midi dress
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SIMKHAI

Genna ribbed-knit midi dress

$520

$650

Mytheresa

SIMKHAI Genna Midi Dress
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SIMKHAI

Genna Midi Dress

$272.5

$545

Shopbop

View brand
Show Me Your Mumu Lorraine Maxi Sweater Dress
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Show Me Your Mumu

Lorraine Maxi Sweater Dress

$188

Shopbop

JOSEPH Ortiz pleated midi dress
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JOSEPH

Ortiz pleated midi dress

$1,255

Mytheresa

Victoria Beckham Dolman cady midi dress
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Victoria Beckham

Dolman cady midi dress

$1,550

Mytheresa

Oscar de la Renta Embellished wool-blend midi dress
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Oscar de la Renta

Embellished wool-blend midi dress

$1,883

$2,690

Mytheresa

Roland Mouret Long-sleeved crêpe midi dress
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Roland Mouret

Long-sleeved crêpe midi dress

$1,036

$1,295

Mytheresa

New
New
Mango A-line dress with godets
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Mango

A-line dress with godets

$59.99

$99.99

Mango

Emilia Wickstead Collinson wool crêpe midi dress
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Emilia Wickstead

Collinson wool crêpe midi dress

$2,345

Mytheresa

Tanya Taylor Cody Dress
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Tanya Taylor

Cody Dress

$385

Shopbop

Victoria Beckham Twist Detail High Neck Dress
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Victoria Beckham

Twist Detail High Neck Dress

$654

$1,090

Shopbop

Carolina Herrera Wool-blend midi dress
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Carolina Herrera

Wool-blend midi dress

$1,603

$2,290

Mytheresa

SIMKHAI Skyla Wrap Dress
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SIMKHAI

Skyla Wrap Dress

$445

Shopbop

Ami Paris Knitted cotton and wool midi dress
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Ami Paris

Knitted cotton and wool midi dress

$369

$615

Mytheresa

o.p.t Nicole Dress
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o.p.t

Nicole Dress

$198

Shopbop

Max Mara Sella virgin wool shirt dress
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Max Mara

Sella virgin wool shirt dress

$1,288

$1,840

Mytheresa

Carolina Herrera Crêpe midi dress
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Carolina Herrera

Crêpe midi dress

$1,249

$1,785

Mytheresa

Max Mara Giugno cotton and wool-blend midi dress
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Max Mara

Giugno cotton and wool-blend midi dress

$960

$1,200

Mytheresa

Shoshanna Sam Dress
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Shoshanna

Sam Dress

$460

Shopbop

Vince Cozy Long Sleeve Funnel Neck Dress
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Vince

Cozy Long Sleeve Funnel Neck Dress

$187.6

$268

Shopbop

Gabriela Hearst Wool and silk polo dress
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Gabriela Hearst

Wool and silk polo dress

$1,790

Mytheresa

Victoria Beckham Crêpe midi dress
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Victoria Beckham

Crêpe midi dress

$988

$1,235

Mytheresa

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