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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

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.

See all

Victoria Beckham

Wool crepe midi dress

$1,105

Mytheresa

Dolce&Gabbana

Herringbone wool-blend tweed midi dress

$2,716

$3,395

Mytheresa

Black Halo

Marissa Sheath Dress

$390

Shopbop

Pucci

Cady midi dress

$1,205

Mytheresa

Carolina Herrera

Crêpe midi dress

$1,249

$1,785

Mytheresa

Safiyaa

Off-shoulder crêpe midi dress

$1,228

$1,535

Mytheresa

Safiyaa

Draped crêpe midi dress

$962

$1,375

Mytheresa

Safiyaa

Off-shoulder crêpe midi dress

$1,074

$1,535

Mytheresa

Dolce&Gabbana

Crystal-embellished wool-blend crepe midi dress

$1,548

$3,095

Outnet

Roland Mouret

Floral-appliqué crêpe midi dress

$928

$1,160

Mytheresa

Staud

HUNTER DRESS | BLACK

$248

$495

Staud

Black Halo

3/4 Sleeve Jackie O Dress

$390

Shopbop

Roland Mouret

Floral-appliqué crêpe midi dress

$928

$1,160

Mytheresa

Pucci

Printed jersey minidress

$1,085

Mytheresa

Stella McCartney

Bell-sleeve knit dress

$630

$1,575

Mytheresa

Roksanda

Ruffled midi dress

$1,400

Mytheresa

Victoria Beckham
Wool crepe midi dress
$1,105
Mytheresa
Dolce&Gabbana
Herringbone wool-blend tweed midi dress
$2,716
$3,395
Mytheresa
Black Halo
Marissa Sheath Dress
$390
Shopbop
Pucci
Cady midi dress
$1,205
Mytheresa
Carolina Herrera
Crêpe midi dress
$1,249
$1,785
Mytheresa
Safiyaa
Off-shoulder crêpe midi dress
$1,228
$1,535
Mytheresa
Safiyaa
Draped crêpe midi dress
$962
$1,375
Mytheresa
Safiyaa
Off-shoulder crêpe midi dress
$1,074
$1,535
Mytheresa
Dolce&Gabbana
Crystal-embellished wool-blend crepe midi dress
$1,548
$3,095
Outnet
Roland Mouret
Floral-appliqué crêpe midi dress
$928
$1,160
Mytheresa
Staud
HUNTER DRESS | BLACK
$248
$495
Staud
Black Halo
3/4 Sleeve Jackie O Dress
$390
Shopbop
Roland Mouret
Floral-appliqué crêpe midi dress
$928
$1,160
Mytheresa
Pucci
Printed jersey minidress
$1,085
Mytheresa
Stella McCartney
Bell-sleeve knit dress
$630
$1,575
Mytheresa
Roksanda
Ruffled midi dress
$1,400
Mytheresa

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

$1,105

Mytheresa

Dolce&Gabbana

Herringbone wool-blend tweed midi dress

$2,716

$3,395

Mytheresa

Black Halo

Marissa Sheath Dress

$390

Shopbop

Pucci

Cady midi dress

$1,205

Mytheresa

@alexandrapereira

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.

See all

TOTEME

Wool and silk sweater dress

$564

$705

Mytheresa

TOTEME

Wool and silk-blend turtleneck dress

$420

$700

Net-a-Porter

Victoria Beckham

Wool-blend sweater dress

$903

$1,290

Mytheresa

Veronica Beard

Wool and cashmere sweater dress

$536

$670

Mytheresa

Jardin des Orangers

Wool and cashmere sweater dress

$400

$500

Mytheresa

Alaïa

Faux shearling-trimmed virgin wool midi dress

$3,090

Mytheresa

Brunello Cucinelli

Bead-embellished wool-blend jersey turtleneck midi dress

$1,398

$3,495

Outnet

Lemaire

Turtleneck wool-blend midi dress

$417

$695

Mytheresa

Lemaire

Belted wool-blend turtleneck midi dress

$372

$620

Net-a-Porter

TOTEME

Wool and cashmere-blend sweater dress

$896

$1,120

Mytheresa

Max Mara

Trudy wool turtleneck sweater dress

$675

$965

Mytheresa

TOVE

Suzette wool and silk-blend turtleneck midi dress

$418

$835

Net-a-Porter

Allude

Wool and cashmere-blend turtleneck maxi dress

$640

Net-a-Porter

Another Tomorrow

Ribbed wool-blend turtleneck midi dress

$298

$850

Outnet

RIXO

Elliette wool and cashmere midi dress

$605

Mytheresa

JOSEPH

Ribbed-knit turtleneck wool and silk dress

$600

$750

Mytheresa

TOTEME
Wool and silk sweater dress
$564
$705
Mytheresa
TOTEME
Wool and silk-blend turtleneck dress
$420
$700
Net-a-Porter
Victoria Beckham
Wool-blend sweater dress
$903
$1,290
Mytheresa
Veronica Beard
Wool and cashmere sweater dress
$536
$670
Mytheresa
Jardin des Orangers
Wool and cashmere sweater dress
$400
$500
Mytheresa
Alaïa
Faux shearling-trimmed virgin wool midi dress
$3,090
Mytheresa
Brunello Cucinelli
Bead-embellished wool-blend jersey turtleneck midi dress
$1,398
$3,495
Outnet
Lemaire
Turtleneck wool-blend midi dress
$417
$695
Mytheresa
Lemaire
Belted wool-blend turtleneck midi dress
$372
$620
Net-a-Porter
TOTEME
Wool and cashmere-blend sweater dress
$896
$1,120
Mytheresa
Max Mara
Trudy wool turtleneck sweater dress
$675
$965
Mytheresa
TOVE
Suzette wool and silk-blend turtleneck midi dress
$418
$835
Net-a-Porter
Allude
Wool and cashmere-blend turtleneck maxi dress
$640
Net-a-Porter
Another Tomorrow
Ribbed wool-blend turtleneck midi dress
$298
$850
Outnet
RIXO
Elliette wool and cashmere midi dress
$605
Mytheresa
JOSEPH
Ribbed-knit turtleneck wool and silk dress
$600
$750
Mytheresa

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

$564

$705

Mytheresa

TOTEME

Wool and silk-blend turtleneck dress

$420

$700

Net-a-Porter

Victoria Beckham

Wool-blend sweater dress

$903

$1,290

Mytheresa

Veronica Beard

Wool and cashmere sweater dress

$536

$670

Mytheresa

@melodiebanfield

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.

See all

Steve Madden

Mo Dress

$96

$119

Revolve

Velvet

Kandace velvet midi dress

$273

$456

Mytheresa

Emilia Wickstead

Camilla cotton velvet midi dress

$2,568

Mytheresa

Max Mara

Carl embellished silk velvet midi dress

$1,212

$1,515

Mytheresa

Shoshanna

Audrey Dress

$429

Shopbop

Rebecca Vallance

Edwiena embellished velvet midi dress

$970

Mytheresa

Sea

Alia devoré-velvet midi dress

$198

$395

Net-a-Porter

Sea Cailyn ruched crushed-velvet midi dress

Sea

Cailyn ruched crushed-velvet midi dress

$130

$325

Net-a-Porter

ALFIE

Malu Dress

$560

FWRD

Alaïa

Velvet maxi dress

$3,490

Mytheresa

Polo Ralph Lauren

Velvet midi dress

$194

$485

Mytheresa

Alessandra Rich

Velvet midi dress

$952

$1,905

Mytheresa

Liberowe

Arya draped velvet midi dress

$800

$1,600

Net-a-Porter

Rasario

Velvet midi dress

$1,098

$1,830

Mytheresa

KHAITE

Sato off-shoulder velvet midi dress

$3,200

Mytheresa

Alex Perry

Gathered stretch-velvet midi dress

$1,200

$2,400

Net-a-Porter

Steve Madden
Mo Dress
$96
$119
Revolve
Velvet
Kandace velvet midi dress
$273
$456
Mytheresa
Emilia Wickstead
Camilla cotton velvet midi dress
$2,568
Mytheresa
Max Mara
Carl embellished silk velvet midi dress
$1,212
$1,515
Mytheresa
Shoshanna
Audrey Dress
$429
Shopbop
Rebecca Vallance
Edwiena embellished velvet midi dress
$970
Mytheresa
Sea
Alia devoré-velvet midi dress
$198
$395
Net-a-Porter
Sea
Cailyn ruched crushed-velvet midi dress
$130
$325
Net-a-Porter
ALFIE
Malu Dress
$560
FWRD
Alaïa
Velvet maxi dress
$3,490
Mytheresa
Polo Ralph Lauren
Velvet midi dress
$194
$485
Mytheresa
Alessandra Rich
Velvet midi dress
$952
$1,905
Mytheresa
Liberowe
Arya draped velvet midi dress
$800
$1,600
Net-a-Porter
Rasario
Velvet midi dress
$1,098
$1,830
Mytheresa
KHAITE
Sato off-shoulder velvet midi dress
$3,200
Mytheresa
Alex Perry
Gathered stretch-velvet midi dress
$1,200
$2,400
Net-a-Porter

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

$96

$119

Revolve

Velvet

Kandace velvet midi dress

$273

$456

Mytheresa

Emilia Wickstead

Camilla cotton velvet midi dress

$2,568

Mytheresa

Max Mara

Carl embellished silk velvet midi dress

$1,212

$1,515

Mytheresa

@chloelecareux

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.

See all

Jardin des Orangers

Wool and cashmere wrap dress

$346

$495

Mytheresa

Enza Costa

Ribbed-knit midi wrap dress

$88

$352

Outnet

Jardin des Orangers

Wool and cashmere wrap dress

$555

Mytheresa

Diane von Furstenberg

Astrid wool and cashmere-blend midi wrap dress

$280

$560

Outnet

Frankies Bikinis

Evening Cloud Knit Wrap Dress

$146

$155

Revolve

Diane von Furstenberg

Chelsea wrap-effect jacquard-knit dress

$243

$538

Outnet

JOSEPH

Linen-blend midi wrap dress

$239

$795

Outnet

Loewe

Wrap-effect belted woven midi shirt dress

$1,500

$2,500

Net-a-Porter

SIMKHAI

Skyla Cotton Cashmere Dress

$445

SIMKHAI

Diane von Furstenberg

Edwina intarsia-knit mini wrap dress

$196

$558

Outnet

By Malene Birger

Gilena ribbed ECOVERO™-blend midi wrap dress

$200

$500

Outnet

SIMKHAI

Skyla Wrap Dress

$334

$445

Revolve

Jil Sander

Virgin wool wrap dress

$675

$2,250

Mytheresa

MAJORELLE

Candella Faux Fur Wrap Dress

$175

$218

Revolve

Diane von Furstenberg

Luella floral-print wool-jersey wrap dress

$243

$538

Outnet

Veronica Beard

Salomez wool and cashmere wrap midi dress

$600

Mytheresa

Jardin des Orangers
Wool and cashmere wrap dress
$346
$495
Mytheresa
Enza Costa
Ribbed-knit midi wrap dress
$88
$352
Outnet
Jardin des Orangers
Wool and cashmere wrap dress
$555
Mytheresa
Diane von Furstenberg
Astrid wool and cashmere-blend midi wrap dress
$280
$560
Outnet
Frankies Bikinis
Evening Cloud Knit Wrap Dress
$146
$155
Revolve
Diane von Furstenberg
Chelsea wrap-effect jacquard-knit dress
$243
$538
Outnet
JOSEPH
Linen-blend midi wrap dress
$239
$795
Outnet
Loewe
Wrap-effect belted woven midi shirt dress
$1,500
$2,500
Net-a-Porter
SIMKHAI
Skyla Cotton Cashmere Dress
$445
SIMKHAI
Diane von Furstenberg
Edwina intarsia-knit mini wrap dress
$196
$558
Outnet
By Malene Birger
Gilena ribbed ECOVERO™-blend midi wrap dress
$200
$500
Outnet
SIMKHAI
Skyla Wrap Dress
$334
$445
Revolve
Jil Sander
Virgin wool wrap dress
$675
$2,250
Mytheresa
MAJORELLE
Candella Faux Fur Wrap Dress
$175
$218
Revolve
Diane von Furstenberg
Luella floral-print wool-jersey wrap dress
$243
$538
Outnet
Veronica Beard
Salomez wool and cashmere wrap midi dress
$600
Mytheresa

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

$346

$495

Mytheresa

Enza Costa

Ribbed-knit midi wrap dress

$88

$352

Outnet

Jardin des Orangers

Wool and cashmere wrap dress

$555

Mytheresa

Diane von Furstenberg

Astrid wool and cashmere-blend midi wrap dress

$280

$560

Outnet

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.

See all

Max Mara

Odessa wrap-effect wool dress

$596

$1,490

Net-a-Porter

Max Mara

Sella virgin wool shirt dress

$1,288

$1,840

Mytheresa

Mango

Double-breasted blazer-style dress

$139.99

Mango

Camila Coelho

Davide Blazer Dress

$215

$228

Revolve

Mango

Blazer-style dress with belt

$79.99

$139.99

Mango

Ralph Lauren Collection

Camden Blazer Dress

$2,790

FWRD

Balmain

Button-embellished cotton-twill mini dress

$1,945

$3,890

Net-a-Porter

Black Halo

Madeline Sheath Dress

$415

Shopbop

Veronica Beard

Elianna crepe mini tuxedo dress

$405

$898

Outnet

Balmain

Wool mini dress

$809

$2,695

Outnet

EAVES

Myah Mini Blazer Dress

$278

$295

Revolve

Mugler

Scuba minidress

$820

$2,050

Mytheresa

PRISCAVera

Mini Jacket Dress

$209

$695

FWRD

Theory

Cropped crepe jacket

$196

$490

Outnet

ASTR the Label

Kesari Dress

$198

Revolve

L'Academie

By Marianna Jaime Blazer Dress

$216

$269

FWRD

Max Mara
Odessa wrap-effect wool dress
$596
$1,490
Net-a-Porter
Max Mara
Sella virgin wool shirt dress
$1,288
$1,840
Mytheresa
Mango
Double-breasted blazer-style dress
$139.99
Mango
Camila Coelho
Davide Blazer Dress
$215
$228
Revolve
Mango
Blazer-style dress with belt
$79.99
$139.99
Mango
Ralph Lauren Collection
Camden Blazer Dress
$2,790
FWRD
Balmain
Button-embellished cotton-twill mini dress
$1,945
$3,890
Net-a-Porter
Black Halo
Madeline Sheath Dress
$415
Shopbop
Veronica Beard
Elianna crepe mini tuxedo dress
$405
$898
Outnet
Balmain
Wool mini dress
$809
$2,695
Outnet
EAVES
Myah Mini Blazer Dress
$278
$295
Revolve
Mugler
Scuba minidress
$820
$2,050
Mytheresa
PRISCAVera
Mini Jacket Dress
$209
$695
FWRD
Theory
Cropped crepe jacket
$196
$490
Outnet
ASTR the Label
Kesari Dress
$198
Revolve
L'Academie
By Marianna Jaime Blazer Dress
$216
$269
FWRD

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

$596

$1,490

Net-a-Porter

Max Mara

Sella virgin wool shirt dress

$1,288

$1,840

Mytheresa

Mango

Double-breasted blazer-style dress

$139.99

Mango

Camila Coelho

Davide Blazer Dress

$215

$228

Revolve

@carlacrnt

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.

See all

Brunello Cucinelli

Belted pleated wool midi dress

$2,550

$5,100

Net-a-Porter

Dolce&Gabbana

Virgin wool minidress

$1,396

$1,995

Mytheresa

Emilia Wickstead

Leontine wool crêpe midi dress

$1,224

$2,040

Mytheresa

Emilia Wickstead

Camilla midi dress

$2,620

Mytheresa

The Row

Lilibet wool and silk midi dress

$2,550

$4,250

Mytheresa

self-portrait

Belted wool-blend midi dress

$660

$825

Net-a-Porter

Oscar de la Renta

Tie-neck cutout wool-blend midi dress

$1,645

$3,290

Net-a-Porter

Gabriela Hearst

Rebus wool, silk and cashmere-blend midi dress

$1,750

Net-a-Porter

Oscar de la Renta

Embellished belted wool-blend midi dress

$3,690

Net-a-Porter

Emilia Wickstead

Georgie wool midi dress

$1,860

$3,100

Mytheresa

Valentino Garavani

Embellished wool and silk-blend crepe midi dress

$3,250

$6,500

Net-a-Porter

Gabriela Hearst

Seymore wool, cashmere and silk-blend midi dress

$716

$1,790

Net-a-Porter

Valentino

Crepe Couture minidress

$2,660

$3,800

Mytheresa

Valentino Garavani

Embellished leopard-print wool and silk-blend midi dress

$3,720

$6,200

Net-a-Porter

Brandon Maxwell

The Sophie Prince of Wales checked wool-tweed mini dress

$825

$1,650

Net-a-Porter

Valentino

Embellished wool and silk minidress

$2,800

$3,500

Mytheresa

Brunello Cucinelli
Belted pleated wool midi dress
$2,550
$5,100
Net-a-Porter
Dolce&Gabbana
Virgin wool minidress
$1,396
$1,995
Mytheresa
Emilia Wickstead
Leontine wool crêpe midi dress
$1,224
$2,040
Mytheresa
Emilia Wickstead
Camilla midi dress
$2,620
Mytheresa
The Row
Lilibet wool and silk midi dress
$2,550
$4,250
Mytheresa
self-portrait
Belted wool-blend midi dress
$660
$825
Net-a-Porter
Oscar de la Renta
Tie-neck cutout wool-blend midi dress
$1,645
$3,290
Net-a-Porter
Gabriela Hearst
Rebus wool, silk and cashmere-blend midi dress
$1,750
Net-a-Porter
Oscar de la Renta
Embellished belted wool-blend midi dress
$3,690
Net-a-Porter
Emilia Wickstead
Georgie wool midi dress
$1,860
$3,100
Mytheresa
Valentino Garavani
Embellished wool and silk-blend crepe midi dress
$3,250
$6,500
Net-a-Porter
Gabriela Hearst
Seymore wool, cashmere and silk-blend midi dress
$716
$1,790
Net-a-Porter
Valentino
Crepe Couture minidress
$2,660
$3,800
Mytheresa
Valentino Garavani
Embellished leopard-print wool and silk-blend midi dress
$3,720
$6,200
Net-a-Porter
Brandon Maxwell
The Sophie Prince of Wales checked wool-tweed mini dress
$825
$1,650
Net-a-Porter
Valentino
Embellished wool and silk minidress
$2,800
$3,500
Mytheresa

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

$2,550

$5,100

Net-a-Porter

Dolce&Gabbana

Virgin wool minidress

$1,396

$1,995

Mytheresa

Emilia Wickstead

Leontine wool crêpe midi dress

$1,224

$2,040

Mytheresa

Emilia Wickstead

Camilla midi dress

$2,620

Mytheresa

@therealmilanj

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.

See all

LE BOP

Ringer Midi Dress

$248

Shopbop

Theory

Cable Rib Dress

$170

$425

Shopbop

Theory

Ribbed merino wool-blend midi dress

$156

$345

Outnet

LISA YANG

Isabela Dress

$645

Shopbop

alice + olivia

Wright ribbed wool-blend midi dress

$99

$395

Outnet

Dolce&Gabbana

Midi dress

$1,540

$1,925

Mytheresa

Altuzarra

Trey ruffled ribbed-knit gown

$840

$1,050

Mytheresa

Max Mara

Egizio ribbed-knit midi dress

$925

Mytheresa

Staud

ELLISON DRESS | TAUPE

$177

$295

Staud

o.p.t

Nicole Dress

$198

Shopbop

Ulla Johnson

Noelle Dress

$690

Shopbop

Brunello Cucinelli

Ribbed-knit lamé midi dress

$3,300

Mytheresa

Theory

Ribbed-knit midi dress

$149

$425

Outnet

Mugler

Ribbed-knit midi dress

$984

$1,230

Mytheresa

Prada

Logo ribbed-knit midi dress

$2,550

Mytheresa

self-portrait

Ribbed-knit midi dress

$624

Mytheresa

LE BOP
Ringer Midi Dress
$248
Shopbop
Theory
Cable Rib Dress
$170
$425
Shopbop
Theory
Ribbed merino wool-blend midi dress
$156
$345
Outnet
LISA YANG
Isabela Dress
$645
Shopbop
alice + olivia
Wright ribbed wool-blend midi dress
$99
$395
Outnet
Dolce&Gabbana
Midi dress
$1,540
$1,925
Mytheresa
Altuzarra
Trey ruffled ribbed-knit gown
$840
$1,050
Mytheresa
Max Mara
Egizio ribbed-knit midi dress
$925
Mytheresa
Staud
ELLISON DRESS | TAUPE
$177
$295
Staud
o.p.t
Nicole Dress
$198
Shopbop
Ulla Johnson
Noelle Dress
$690
Shopbop
Brunello Cucinelli
Ribbed-knit lamé midi dress
$3,300
Mytheresa
Theory
Ribbed-knit midi dress
$149
$425
Outnet
Mugler
Ribbed-knit midi dress
$984
$1,230
Mytheresa
Prada
Logo ribbed-knit midi dress
$2,550
Mytheresa
self-portrait
Ribbed-knit midi dress
$624
Mytheresa

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

$248

Shopbop

Theory

Cable Rib Dress

$170

$425

Shopbop

Theory

Ribbed merino wool-blend midi dress

$156

$345

Outnet

LISA YANG

Isabela Dress

$645

Shopbop

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.

See all

Burberry

Ribbon Check silk shirt dress

$2,275

$3,250

Mytheresa

RRL Selina belted checked cotton-flannel maxi shirt dress

RRL

Selina belted checked cotton-flannel maxi shirt dress

$277

$395

Net-a-Porter

Burberry

Burberry Check cotton shirt dress

$920

$1,150

Mytheresa

Woolrich

Checked wool-blend shirtdress

$219

$365

Mytheresa

Polo Ralph Lauren

Checked cotton-blend shirt dress

$388

$485

Mytheresa

Polo Ralph Lauren

Collared Long Sleeve Dress

$398

Shopbop

Polo Ralph Lauren

Belted plaid cotton-blend shirt dress

$400

Mytheresa

Burberry

Burberry Check cotton shirt dress

$1,000

$1,250

Mytheresa

Burberry

Long Sleeve Midi Dress

$543

$1,550

FWRD

Marant Étoile

Yalisa cotton shirt

$304

$435

Mytheresa

Emilia Wickstead

Marione belted tartan wool-blend midi dress

$3,216

Mytheresa

Veronica Beard

Barrett midi dress

$500

Mytheresa

THE ATTICO

Checked cotton-blend shirt dress

$794

$1,135

Mytheresa

Emilia Wickstead

Jody checked midi dress

$2,347

Mytheresa

Prada

Checked cotton poplin shirt

$1,950

Mytheresa

self-portrait

Checked chiffon midi dress

$560

Mytheresa

Burberry
Ribbon Check silk shirt dress
$2,275
$3,250
Mytheresa
RRL
Selina belted checked cotton-flannel maxi shirt dress
$277
$395
Net-a-Porter
Burberry
Burberry Check cotton shirt dress
$920
$1,150
Mytheresa
Woolrich
Checked wool-blend shirtdress
$219
$365
Mytheresa
Polo Ralph Lauren
Checked cotton-blend shirt dress
$388
$485
Mytheresa
Polo Ralph Lauren
Collared Long Sleeve Dress
$398
Shopbop
Polo Ralph Lauren
Belted plaid cotton-blend shirt dress
$400
Mytheresa
Burberry
Burberry Check cotton shirt dress
$1,000
$1,250
Mytheresa
Burberry
Long Sleeve Midi Dress
$543
$1,550
FWRD
Marant Étoile
Yalisa cotton shirt
$304
$435
Mytheresa
Emilia Wickstead
Marione belted tartan wool-blend midi dress
$3,216
Mytheresa
Veronica Beard
Barrett midi dress
$500
Mytheresa
THE ATTICO
Checked cotton-blend shirt dress
$794
$1,135
Mytheresa
Emilia Wickstead
Jody checked midi dress
$2,347
Mytheresa
Prada
Checked cotton poplin shirt
$1,950
Mytheresa
self-portrait
Checked chiffon midi dress
$560
Mytheresa

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

$2,275

$3,250

Mytheresa

RRL

Selina belted checked cotton-flannel maxi shirt dress

$277

$395

Net-a-Porter

Burberry

Burberry Check cotton shirt dress

$920

$1,150

Mytheresa

Woolrich

Checked wool-blend shirtdress

$219

$365

Mytheresa

@shlaikovaelena

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.

See all

Roland Mouret

Cady midi dress

$1,030

Mytheresa

Cult Gaia

Keller Dress

$439

$798

Revolve

Roland Mouret

Bridal cady midi dress

$1,056

Mytheresa

Roland Mouret

Cady midi dress

$916

$1,145

Mytheresa

Roland Mouret

High neck cady midi dress

$1,030

Mytheresa

alice + olivia

Nida stretch-crepe dress

$117

$465

Outnet

Mango

High-neck godet dress

$99.99

Mango

A-line turtleneck dress

$49.99

$99.99

Mango

Roland Mouret

Cady midi dress

$1,100

Mytheresa

Mango

Dress with scarf detail

$139.99

Mango

The Bekk

Eliana Dress

$235

Revolve

Acne Studios

Dadress high-neck midi dress

$690

$1,150

Mytheresa

St. Agni

St Agni Soft Sculptural Dress

$376

$399

Revolve

Mango

Long dress with draped neck

$99.99

Mango

Vince

Turtleneck midi dress

$252

$315

Mytheresa

Vince

Knitted midi dress

$123

$245

Outnet

Roland Mouret
Cady midi dress
$1,030
Mytheresa
Cult Gaia
Keller Dress
$439
$798
Revolve
Roland Mouret
Bridal cady midi dress
$1,056
Mytheresa
Roland Mouret
Cady midi dress
$916
$1,145
Mytheresa
Roland Mouret
High neck cady midi dress
$1,030
Mytheresa
alice + olivia
Nida stretch-crepe dress
$117
$465
Outnet
Mango
High-neck godet dress
$99.99
Mango
Mango
A-line turtleneck dress
$49.99
$99.99
Mango
Roland Mouret
Cady midi dress
$1,100
Mytheresa
Mango
Dress with scarf detail
$139.99
Mango
The Bekk
Eliana Dress
$235
Revolve
Acne Studios
Dadress high-neck midi dress
$690
$1,150
Mytheresa
St. Agni
St Agni Soft Sculptural Dress
$376
$399
Revolve
Mango
Long dress with draped neck
$99.99
Mango
Vince
Turtleneck midi dress
$252
$315
Mytheresa
Vince
Knitted midi dress
$123
$245
Outnet

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

$1,030

Mytheresa

Cult Gaia

Keller Dress

$439

$798

Revolve

Roland Mouret

Bridal cady midi dress

$1,056

Mytheresa

Roland Mouret

Cady midi dress

$916

$1,145

Mytheresa

@thebstinger

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.

See all

Brunello Cucinelli

Belted knitted midi dress

$3,570

$5,100

Mytheresa

Victoria Beckham

Wool-blend sweater dress

$903

$1,290

Mytheresa

Gabriela Hearst

Imagene belted wool midi dress

$1,824

Mytheresa

Shoshanna

Sam Dress

$460

Shopbop

Alaïa

Wool-blend minidress

$3,470

Mytheresa

self-portrait

Belted ribbed-knit midi dress

$552

$690

Net-a-Porter

Gabriela Hearst

Imagene wool midi dress

$1,240

$1,550

Mytheresa

Lemaire

Belted wool-blend turtleneck midi dress

$372

$620

Net-a-Porter

Shoshanna

Tara Dress

$440

Shopbop

L'Academie

By Marianna Leslia Belted Midi Dress

$259

FWRD

Gabriela Hearst

Meier belted ribbed wool and cashmere-blend midi dress

$500

$1,250

Net-a-Porter

rag & bone

Loren Long Belted Dress

$348.6

$498

Shopbop

Alaïa

Belted wool-blend midi dress

$3,750

Mytheresa

SIMKHAI

Skyla Wrap Dress

$445

Shopbop

Lemaire

Belted wool-blend turtleneck midi dress

$372

$620

Net-a-Porter

Shoshanna

Harriet Dress

$495

Shopbop

Brunello Cucinelli
Belted knitted midi dress
$3,570
$5,100
Mytheresa
Victoria Beckham
Wool-blend sweater dress
$903
$1,290
Mytheresa
Gabriela Hearst
Imagene belted wool midi dress
$1,824
Mytheresa
Shoshanna
Sam Dress
$460
Shopbop
Alaïa
Wool-blend minidress
$3,470
Mytheresa
self-portrait
Belted ribbed-knit midi dress
$552
$690
Net-a-Porter
Gabriela Hearst
Imagene wool midi dress
$1,240
$1,550
Mytheresa
Lemaire
Belted wool-blend turtleneck midi dress
$372
$620
Net-a-Porter
Shoshanna
Tara Dress
$440
Shopbop
L'Academie
By Marianna Leslia Belted Midi Dress
$259
FWRD
Gabriela Hearst
Meier belted ribbed wool and cashmere-blend midi dress
$500
$1,250
Net-a-Porter
rag & bone
Loren Long Belted Dress
$348.6
$498
Shopbop
Alaïa
Belted wool-blend midi dress
$3,750
Mytheresa
SIMKHAI
Skyla Wrap Dress
$445
Shopbop
Lemaire
Belted wool-blend turtleneck midi dress
$372
$620
Net-a-Porter
Shoshanna
Harriet Dress
$495
Shopbop

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

$3,570

$5,100

Mytheresa

Victoria Beckham

Wool-blend sweater dress

$903

$1,290

Mytheresa

Gabriela Hearst

Imagene belted wool midi dress

$1,824

Mytheresa

Shoshanna

Sam Dress

$460

Shopbop

Shop More

Black Halo

Marissa Sheath Dress

$390

Shopbop

Vince

Long Sleeve Collar Stand Shirt Dress

$328.8

$548

Shopbop

Black Halo

Madeline Sheath Dress

$415

Shopbop

S Max Mara

Orione midi dress

$623

$890

Mytheresa

Norma Kamali

Long Sleeve Side Draped Dress

$195

Shopbop

Mango

Long dress with draped neck

$89.99

Mango

Apiece Apart

Volta Long Sleeve Dress

$162.5

$325

Shopbop

Black Halo

3/4 Sleeve Jackie O Dress

$390

Shopbop

Norma Kamali

Turtleneck Gown

$190

Shopbop

Staud

DAVINA DRESS | TRUFFLE

$297

$495

Staud

Courrèges

Twill minidress

$668

$835

Mytheresa

Long Sleeve Shirt Dress in Crepe

$795

Staud

CANAL MIDI DRESS | CHARCOAL

$225

$450

Staud

Mango

Fitted dress with bell sleeves

$49.99

$99.99

Mango

Staud

MERCER DRESS | BLACK

$275

Staud

Mango

A-line dress with godets

$59.99

$99.99

Mango

Emilia Wickstead

Elta wool midi dress

$1,544

$1,930

Mytheresa

Mei Mei J

Long Sleeve Midi Scuba Dress

$330

Shopbop

Black Halo

Kensington Dress

$108.75

$435

Shopbop

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

SIMKHAI

Skyla Wrap Dress

$445

Shopbop

SIMKHAI

Skyla Wrap Dress

$445

Shopbop

SIMKHAI

Ribbed knit-paneled satin-crepe midi dress

$298

$745

Outnet

SIMKHAI

Genna Knit Midi Dress

$545

SIMKHAI

Marabella Draped Satin Midi Dress

$645

SIMKHAI

Abilene knitted pleated midi dress

$668

$955

Mytheresa

SIMKHAI

Adelle Draped Satin Gown

$845

SIMKHAI

Frances knitted satin midi dress

$544

$680

Mytheresa

SIMKHAI

Skyla Wrap Dress

$445

Shopbop

SIMKHAI

Skyla Wrap Dress

$445

Shopbop

SIMKHAI

Ribbed knit-paneled satin-crepe midi dress

$298

$745

Outnet

SIMKHAI

Genna Knit Midi Dress

$545

SIMKHAI

Marabella Draped Satin Midi Dress

$645

SIMKHAI

Abilene knitted pleated midi dress

$668

$955

Mytheresa

SIMKHAI

Adelle Draped Satin Gown

$845

SIMKHAI

Frances knitted satin midi dress

$544

$680

Mytheresa

BRAND RECOMMENDATION

SIMKHAI

Skyla Wrap Dress

$445

Shopbop

SIMKHAI

Skyla Wrap Dress

$445

Shopbop

SIMKHAI

Ribbed knit-paneled satin-crepe midi dress

$298

$745

Outnet

SIMKHAI

Genna Knit Midi Dress

$545

SIMKHAI

View brand

Black Halo

Jackie O Belted Dress

$375

Shopbop

Another Tomorrow

Crepe midi dress

$248

$990

Outnet

Victoria Beckham

Cady midi dress

$1,190

Mytheresa

Staud

LILA DRESS | BLACK

$172

$245

Staud

Black Halo

Madeline Sheath Dress

$415

Shopbop

Brunello Cucinelli

Belted pleated wool midi dress

$2,550

$5,100

Net-a-Porter

Jardin des Orangers

Wool and cashmere wrap dress

$346

$495

Mytheresa

Staud

AMELIE DRESS | NAVY

$450

Staud

S Max Mara

Midas jersey midi dress

$635

Mytheresa

Veronica Beard

Gathered midi dress

$339

$485

Mytheresa

Staud

MARCEL SILK DRESS | ANTIQUE

$650

Staud

Max Mara

Asymmetric satin midi dress

$555

$925

Net-a-Porter

Vince

Crew Curved Seam Rouched Dress

$174

$348

Shopbop

Aisling Camps

Scarf Dress

$1,250

Shopbop

Black Halo

Jackie O Belted Dress

$375

Shopbop

Apiece Apart

Long Sleeve Volta Dress

$325

Shopbop

Dôen

POLLY DRESS

$458

Dôen

Mango

Ruched dress with draped neckline

$55.99

$95.99

Mango

Cara Cara

Brice Dress

$278

$695

Cara Cara

Staud

HUNTER DRESS | BLACK

$248

$495

Staud