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When navigating New York City's winter, you'll want dresses that effortlessly transition from the office to an elegant dinner setting. Think versatile designs that offer warmth with luxurious fabrics like wool blends or cashmere. Look for sophisticated cuts and styles that complement the city's suave sophistication, ensuring your ensemble is as practical as it is chic. Whether you're opting for wrap dresses or sheath silhouettes, these pieces keep you poised from day to night. If you have specific style preferences or a budget, feel free to refine your search directly or utilize our Smart Filters.

Norma Kamali

Long Sleeve Side Draped Dress

$150

Shopbop

Black Halo

Marissa Sheath Dress

$390

Shopbop

Veronica Beard Jean

Theodora Dress

$358

Shopbop

Norma Kamali

Turtleneck Gown

$150

Shopbop

Marant Étoile

Jadiya floral midi dress

$413

$590

Mytheresa

Norma Kamali

Long Sleeve Diana Mini Dress

$107.5

$215

Shopbop

Vince

Draped Crew Neck Dress

$265

Shopbop

Chloe Kristyn

Brandy Dress

$328

Shopbop

Diane von Furstenberg

Astrid wool and cashmere wrap dress

$392

$560

Mytheresa

Proenza Schouler White Label

Jayne Dress in Brushed Rib

$297

$495

Shopbop

Isabel Marant Étoile

Lisy Dress

$147.5

$590

Shopbop

Vince

Cotton-blend midi dress

$308

$440

Mytheresa

Diane von Furstenberg

Libra printed gathered midi dress

$475

Mytheresa

New
New

Ferragamo

Gathered wool-blend midi dress

$696

$1,450

Outnet

Black Halo

Madeline Sheath Dress

$415

Shopbop

Norma Kamali

Kamali Kulture Go Crew Neck Dress

$125

Shopbop

Madewell

Chandra Dress

$96

$128

Shopbop

Susana Monaco

Mina Dress

$198

Shopbop

Isabel Marant Étoile

Zeliha Dress

$695

Shopbop

Max Mara

Goccia logo silk satin midi dress

$676

$1,690

Mytheresa

New
New

Autumn Cashmere

Wrap-effect cashmere midi dress

$224

$407

Outnet

Diane von Furstenberg

Borris floral midi dress

$252

$420

Mytheresa

Tanya Taylor

Cody Dress

$365

Shopbop

Etro

Paisley gathered midi dress

$2,490

Mytheresa

PAIGE

Rib Zoelle Dress

$124.5

$249

Shopbop

Diane von Furstenberg

Brenda mesh midi dress

$238

$398

Mytheresa

Tanya Taylor

Flint Dress

$219

$365

Shopbop

Black Halo

3/4 Sleeve Jackie O Dress

$390

Shopbop

New
New

Vince

Long Sleeve Polo Dress

$295

Shopbop

Mugler

Sheer ruched midi dress

$1,605

Mytheresa

Chloe Kristyn

Robbie Dress

$328

Shopbop

Diane von Furstenberg

Printed fitted midi dress

$226

$378

Mytheresa

New
New

Diane von Furstenberg

Jim printed jersey dress

$241

$438

Outnet

DRESS TO

Nightfall Print Midi Dress

$140

$200

Shopbop

Stouls

Ross suede minidress

$1,120

$1,600

Mytheresa

RAILS

Dru Dress

$134

$268

Shopbop

Vince

Knitted jersey midi dress

$260

Mytheresa

New
New

Missoni

Metallic crochet-knit dress

$785

$1,570

Outnet

New
New

Diane von Furstenberg

Cassie cutout ribbed-knit midi dress

$279

$558

Outnet

Tory Burch

Printed cotton poplin shirt dress

$610

Mytheresa

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Plush: Your AI-Powered Fashion Search and Discovery Destination
Discover and shop women's fashion effortlessly with Plush. Using advanced AI and natural language search, Plush helps you discover exactly what you need—just ask, "lightweight flowy maxi dress with soft pastel colors under $500 in size small" or "What can I wear to a black-tie wedding on the beach?" Whether you're seeking specific pieces or inspiration for any occasion, Plush connects you to stylish clothing and accessories from premium brands, tailored to your preferences and body type. Try Plush today and discover a smarter, more personalized and more inspiring way to shop for fashion!