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For the busy New Yorker seeking versatility, we've found dresses that seamlessly transition from desk to dinner. In the chill of a winter day, prioritize styles that incorporate warmth and layering. Think elegant designs that maintain sophistication, perfect for a bustling city like New York during the colder months.

Cult Gaia

Grayson Knit Dress

$658

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RAILS

Arlette Dress

$180.6

$258

Shopbop

Shoshanna

Pine Dress

$270

$450

Shopbop

New
New

NICHOLAS

Madison belted ribbed-knit midi dress

$288

$575

Outnet

Proenza Schouler White Label

Zola Knit Dress In Wool

$345

$575

Shopbop

New
New

JOSEPH

Wool midi dress

$925

Mytheresa

Diane von Furstenberg

Astrid wool and cashmere wrap dress

$392

$560

Mytheresa

Faherty

Legend Sweater Maxi Dress

$99

$198

Shopbop

New
New

Autumn Cashmere

Cashmere midi dress

$230

$418

Outnet

JOSEPH

Brushed cashmere-blend midi dress

$523

$1,045

Net-a-Porter

JOSEPH

Silk-blend midi dress

$731

$1,045

Mytheresa

Nanushka

Flora knit midi dress

$197

$395

Mytheresa

New
New

JOSEPH

Wool midi dress

$925

Mytheresa

Gabriela Hearst

Tegea wool, cashmere and silk-blend midi dress

$1,550

Net-a-Porter

Ralph Lauren Collection

Ruched wool maxi dress

$1,504

$1,880

Mytheresa

Mango

Combined turtleneck dress

$159.99

Mango

Splendid

Marigold Sweater Dress

$268

Shopbop

Proenza Schouler White Label

Zola belted knitted midi dress

$575

Net-a-Porter

Max Mara

Leisure knitted minidress

$276

$395

Mytheresa

Proenza Schouler

Jocelyn button-detailed ribbed-knit turtleneck midi dress

$834

$1,390

Net-a-Porter

JOSEPH

Cashmere turtleneck midi dress

$448

$895

Net-a-Porter

RAILS

Dru Dress

$187.6

$268

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Chloe Kristyn

Brandy Dress

$328

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PAIGE

Desdemona Dress

$279

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New
New

COS

COCOONING WOOL DRESS

$150

COS

Veronica Beard Jean

Theodora Dress

$358

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Loro Piana

Wetherlam cashmere midi dress

$3,075

Mytheresa

JOSEPH

Cashmere-blend midi dress

$836

$1,045

Mytheresa

Gabriela Hearst

Hannah wool and cashmere-blend midi dress

$1,890

Net-a-Porter

SIMKHAI

Skyla Wrap Dress

$445

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Loro Piana

Cashmere and silk-blend maxi dress

$3,975

Net-a-Porter

Gabriela Hearst

Seymore wool, cashmere, and silk midi dress

$1,450

Mytheresa

Dries Van Noten

Gathered wool-twill midi dress

$1,190

Net-a-Porter

Simon Miller

Axon Sleeveless Knit Dress

$315

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ME+EM

Travel Tailoring Sleeveless Pencil Dress

$97.5

$325

ME+EM

COS

BRUSHED-CASHMERE MAXI DRESS

$450

COS

Sergio Hudson

Paneled pleated woven midi dress

$2,495

Net-a-Porter

New
New

Gabriela Hearst

Ardor ribbed-knit cashmere and silk polo dress

$1,575

Mytheresa

Rabanne

Knit Robe

$876

$1,460

Shopbop

Staud

Apres Dress

$495

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