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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

$1,150

Mytheresa

Tuckernuck

Black Hunter Dress

$223

$495

Tuckernuck

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

Roland Mouret

Floral-appliqué crêpe midi dress

$928

$1,160

Mytheresa

Staud

HUNTER DRESS | BLACK

$198

$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

$1,450

Mytheresa

Stella McCartney

Off-shoulder jersey midi dress

$1,194

$1,990

Mytheresa

Victoria Beckham
Wool crepe midi dress
$1,150
Mytheresa
Tuckernuck
Black Hunter Dress
$223
$495
Tuckernuck
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
Roland Mouret
Floral-appliqué crêpe midi dress
$928
$1,160
Mytheresa
Staud
HUNTER DRESS | BLACK
$198
$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
$1,450
Mytheresa
Stella McCartney
Off-shoulder jersey midi dress
$1,194
$1,990
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

$1,150

Mytheresa

Tuckernuck

Black Hunter Dress

$223

$495

Tuckernuck

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

$493

$705

Mytheresa

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

$525

$3,495

Outnet

Lemaire

Turtleneck wool-blend midi dress

$417

$695

Mytheresa

TOTEME

Wool and cashmere-blend sweater dress

$896

$1,120

Mytheresa

Jardin des Orangers

Turtleneck wool and cashmere sweater dress

$690

Mytheresa

Jardin des Orangers

Knitted wool and cashmere midi dress

$339

$485

Mytheresa

TOVE

Suzette wool and silk-blend turtleneck midi dress

$251

$835

Net-a-Porter

Max Mara

Zelanda wool and cashmere midi dress

$1,048

$1,310

Mytheresa

Allude

Wool and cashmere-blend turtleneck maxi dress

$384

$640

Net-a-Porter

Tom Ford

Knitted wool midi dress

$2,500

Mytheresa

Max Mara

Zelanda wool and cashmere midi dress

$1,048

$1,310

Mytheresa

RIXO

Elliette wool and cashmere midi dress

$605

Mytheresa

TOTEME
Wool and silk sweater dress
$493
$705
Mytheresa
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
$525
$3,495
Outnet
Lemaire
Turtleneck wool-blend midi dress
$417
$695
Mytheresa
TOTEME
Wool and cashmere-blend sweater dress
$896
$1,120
Mytheresa
Jardin des Orangers
Turtleneck wool and cashmere sweater dress
$690
Mytheresa
Jardin des Orangers
Knitted wool and cashmere midi dress
$339
$485
Mytheresa
TOVE
Suzette wool and silk-blend turtleneck midi dress
$251
$835
Net-a-Porter
Max Mara
Zelanda wool and cashmere midi dress
$1,048
$1,310
Mytheresa
Allude
Wool and cashmere-blend turtleneck maxi dress
$384
$640
Net-a-Porter
Tom Ford
Knitted wool midi dress
$2,500
Mytheresa
Max Mara
Zelanda wool and cashmere midi dress
$1,048
$1,310
Mytheresa
RIXO
Elliette wool and cashmere midi dress
$605
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

$493

$705

Mytheresa

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

@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

Velvet

Kandace velvet midi dress

$273

$456

Mytheresa

Velvet

Velvet midi dress

$415

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 Velvet Dress

$107.25

$429

Shopbop

Rebecca Vallance

Edwiena embellished velvet midi dress

$970

Mytheresa

Sea

Alia devoré-velvet midi dress

$119

$395

Net-a-Porter

Lovers and Friends

Willa Midi Dress

$215

$228

Revolve

Sea Cailyn ruched crushed-velvet midi dress

Sea

Cailyn ruched crushed-velvet midi dress

$98

$325

Net-a-Porter

ALFIE

Malu Dress

$303

$560

FWRD

Alaïa

Velvet maxi dress

$3,490

Mytheresa

Polo Ralph Lauren

Velvet midi dress

$194

$485

Mytheresa

Emilia Wickstead

Nyla cotton velvet midi dress

$1,050

$1,751

Mytheresa

Alessandra Rich

Velvet midi dress

$952

$1,905

Mytheresa

Tuckernuck

Winetasting Velvet Lace Delaney Dress

$328

Tuckernuck

Liberowe

Arya draped velvet midi dress

$480

$1,600

Net-a-Porter

Velvet
Kandace velvet midi dress
$273
$456
Mytheresa
Velvet
Velvet midi dress
$415
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 Velvet Dress
$107.25
$429
Shopbop
Rebecca Vallance
Edwiena embellished velvet midi dress
$970
Mytheresa
Sea
Alia devoré-velvet midi dress
$119
$395
Net-a-Porter
Lovers and Friends
Willa Midi Dress
$215
$228
Revolve
Sea
Cailyn ruched crushed-velvet midi dress
$98
$325
Net-a-Porter
ALFIE
Malu Dress
$303
$560
FWRD
Alaïa
Velvet maxi dress
$3,490
Mytheresa
Polo Ralph Lauren
Velvet midi dress
$194
$485
Mytheresa
Emilia Wickstead
Nyla cotton velvet midi dress
$1,050
$1,751
Mytheresa
Alessandra Rich
Velvet midi dress
$952
$1,905
Mytheresa
Tuckernuck
Winetasting Velvet Lace Delaney Dress
$328
Tuckernuck
Liberowe
Arya draped velvet midi dress
$480
$1,600
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.

Velvet

Kandace velvet midi dress

$273

$456

Mytheresa

Velvet

Velvet midi dress

$415

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

LISA YANG

Anthea Dress

$650

FWRD

Jardin des Orangers

Wool and cashmere wrap dress

$346

$495

Mytheresa

Jardin des Orangers

Wool and cashmere wrap dress

$555

Mytheresa

SIMKHAI

Skyla Cotton Cashmere Dress

$445

SIMKHAI

Skyla Wrap Dress

$245

$445

Revolve

Veronica Beard

Salomez wool and cashmere wrap midi dress

$600

Mytheresa

Staud

Spritz Dress

$245

Shopbop

SIMKHAI

Skyla Wrap Dress

$445

Shopbop

Another Tomorrow

Sarong Tie Dress | Quartz

$390

ANOTHER TOMORROW

KHAITE

Aubrey Dress in Storm

$1,300

$2,600

KHAITE

Tanya Taylor

Short Cody Dress

$345

Shopbop

Another Tomorrow

Sarong Tie Dress | Rhubarb

$390

ANOTHER TOMORROW

Diane von Furstenberg

Gaj mesh midi dress

$392

$560

Mytheresa

Another Tomorrow

Sarong Tie Dress | Black

$390

ANOTHER TOMORROW

Proenza Schouler

White Label Zola wrap dress

$372

$620

Mytheresa

Significant Other

Lulu Mini Dress

$370

Shopbop

LISA YANG
Anthea Dress
$650
FWRD
Jardin des Orangers
Wool and cashmere wrap dress
$346
$495
Mytheresa
Jardin des Orangers
Wool and cashmere wrap dress
$555
Mytheresa
SIMKHAI
Skyla Cotton Cashmere Dress
$445
SIMKHAI
SIMKHAI
Skyla Wrap Dress
$245
$445
Revolve
Veronica Beard
Salomez wool and cashmere wrap midi dress
$600
Mytheresa
Staud
Spritz Dress
$245
Shopbop
SIMKHAI
Skyla Wrap Dress
$445
Shopbop
Another Tomorrow
Sarong Tie Dress | Quartz
$390
ANOTHER TOMORROW
KHAITE
Aubrey Dress in Storm
$1,300
$2,600
KHAITE
Tanya Taylor
Short Cody Dress
$345
Shopbop
Another Tomorrow
Sarong Tie Dress | Rhubarb
$390
ANOTHER TOMORROW
Diane von Furstenberg
Gaj mesh midi dress
$392
$560
Mytheresa
Another Tomorrow
Sarong Tie Dress | Black
$390
ANOTHER TOMORROW
Proenza Schouler
White Label Zola wrap dress
$372
$620
Mytheresa
Significant Other
Lulu Mini Dress
$370
Shopbop

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.

LISA YANG

Anthea Dress

$650

FWRD

Jardin des Orangers

Wool and cashmere wrap dress

$346

$495

Mytheresa

Jardin des Orangers

Wool and cashmere wrap dress

$555

Mytheresa

SIMKHAI

Skyla Cotton Cashmere Dress

$445

SIMKHAI

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

$447

$1,490

Net-a-Porter

Amanda Uprichard

Parsons Blazer Dress

$245

$260

Revolve

Max Mara

Sella virgin wool shirt dress

$1,288

$1,840

Mytheresa

Alaïa

Hooded virgin wool minidress

$4,620

Mytheresa

MILLY

Noora Blazer Dress

$392

$495

Revolve

Camila Coelho

Davide Blazer Dress

$215

$228

Revolve

Ralph Lauren Collection

Camden Blazer Dress

$2,790

FWRD

Balmain

Button-embellished cotton-twill mini dress

$1,167

$3,890

Net-a-Porter

Black Halo

Madeline Sheath Dress

$415

Shopbop

EAVES

Myah Mini Blazer Dress

$263

$295

Revolve

Mugler

Scuba minidress

$820

$2,050

Mytheresa

PRISCAVera

Mini Jacket Dress

$139

$695

FWRD

Theory

Cropped crepe jacket

$196

$490

Outnet

ASTR the Label

Kesari Dress

$198

Revolve

L'Academie

By Marianna Jaime Blazer Dress

$181

$269

FWRD

self-portrait

Belted blazer dress

$544

$680

Mytheresa

Max Mara
Odessa wrap-effect wool dress
$447
$1,490
Net-a-Porter
Amanda Uprichard
Parsons Blazer Dress
$245
$260
Revolve
Max Mara
Sella virgin wool shirt dress
$1,288
$1,840
Mytheresa
Alaïa
Hooded virgin wool minidress
$4,620
Mytheresa
MILLY
Noora Blazer Dress
$392
$495
Revolve
Camila Coelho
Davide Blazer Dress
$215
$228
Revolve
Ralph Lauren Collection
Camden Blazer Dress
$2,790
FWRD
Balmain
Button-embellished cotton-twill mini dress
$1,167
$3,890
Net-a-Porter
Black Halo
Madeline Sheath Dress
$415
Shopbop
EAVES
Myah Mini Blazer Dress
$263
$295
Revolve
Mugler
Scuba minidress
$820
$2,050
Mytheresa
PRISCAVera
Mini Jacket Dress
$139
$695
FWRD
Theory
Cropped crepe jacket
$196
$490
Outnet
ASTR the Label
Kesari Dress
$198
Revolve
L'Academie
By Marianna Jaime Blazer Dress
$181
$269
FWRD
self-portrait
Belted blazer dress
$544
$680
Mytheresa

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

$447

$1,490

Net-a-Porter

Amanda Uprichard

Parsons Blazer Dress

$245

$260

Revolve

Max Mara

Sella virgin wool shirt dress

$1,288

$1,840

Mytheresa

Alaïa

Hooded virgin wool minidress

$4,620

Mytheresa

@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

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

$2,845

Mytheresa

Gabriela Hearst

Rebus wool, silk and cashmere-blend midi dress

$1,050

$1,750

Net-a-Porter

Oscar de la Renta

Embellished belted wool-blend midi dress

$2,214

$3,690

Net-a-Porter

Sold Out

Emilia Wickstead

Georgie wool midi dress

$1,860

$3,100

Mytheresa

Valentino Garavani

Embellished wool and silk-blend crepe midi dress

$2,600

$6,500

Net-a-Porter

Valentino

Crepe Couture minidress

$2,660

$3,800

Mytheresa

Valentino Garavani

Embellished leopard-print wool and silk-blend midi dress

$2,480

$6,200

Net-a-Porter

Valentino

Embellished wool and silk minidress

$2,800

$3,500

Mytheresa

Veronica De Piante

Elsie grain de poudre wool mini dress

$569

$1,895

Net-a-Porter

Valentino Garavani

Bow-detailed wool and silk-blend mini dress

$1,760

$4,400

Net-a-Porter

Valentino Garavani

Satin-trimmed wool and silk-blend mini dress

$1,600

$4,000

Net-a-Porter

Emilia Wickstead

Valletta wool cocktail dress

$1,712

$2,140

Mytheresa

Emilia Wickstead

Camilla belted wool midi dress

$1,750

$2,500

Mytheresa

Etro

Paisley silk-trimmed polo dress

$1,650

$2,750

Mytheresa

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
$2,845
Mytheresa
Gabriela Hearst
Rebus wool, silk and cashmere-blend midi dress
$1,050
$1,750
Net-a-Porter
Oscar de la Renta
Embellished belted wool-blend midi dress
$2,214
$3,690
Net-a-Porter
Sold Out
Emilia Wickstead
Georgie wool midi dress
$1,860
$3,100
Mytheresa
Valentino Garavani
Embellished wool and silk-blend crepe midi dress
$2,600
$6,500
Net-a-Porter
Valentino
Crepe Couture minidress
$2,660
$3,800
Mytheresa
Valentino Garavani
Embellished leopard-print wool and silk-blend midi dress
$2,480
$6,200
Net-a-Porter
Valentino
Embellished wool and silk minidress
$2,800
$3,500
Mytheresa
Veronica De Piante
Elsie grain de poudre wool mini dress
$569
$1,895
Net-a-Porter
Valentino Garavani
Bow-detailed wool and silk-blend mini dress
$1,760
$4,400
Net-a-Porter
Valentino Garavani
Satin-trimmed wool and silk-blend mini dress
$1,600
$4,000
Net-a-Porter
Emilia Wickstead
Valletta wool cocktail dress
$1,712
$2,140
Mytheresa
Emilia Wickstead
Camilla belted wool midi dress
$1,750
$2,500
Mytheresa
Etro
Paisley silk-trimmed polo dress
$1,650
$2,750
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.

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

$2,845

Mytheresa

Gabriela Hearst

Rebus wool, silk and cashmere-blend midi dress

$1,050

$1,750

Net-a-Porter

@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

Another Tomorrow

Rib Knit Dress | Black

$1,190

ANOTHER TOMORROW

LE BOP

Ringer Midi Dress

$248

Shopbop

LISA YANG

Isabela Dress

$387

$645

Shopbop

Dolce&Gabbana

Midi dress

$1,347

$1,925

Mytheresa

Altuzarra

Trey ruffled ribbed-knit gown

$735

$1,050

Mytheresa

Tuckernuck

Plum Shimmer Knit Midi Dress

$88

$125

Tuckernuck

Max Mara

Egizio ribbed-knit midi dress

$925

Mytheresa

o.p.t

Nicole Dress

$198

Shopbop

Brunello Cucinelli

Ribbed-knit lamé midi dress

$3,300

Mytheresa

Stella McCartney

Lace-up ribbed-knit dress

$477

$1,590

Outnet

Mugler

Ribbed-knit midi dress

$984

$1,230

Mytheresa

self-portrait

Ribbed-knit midi dress

$650

Mytheresa

JOSEPH

Pleated midi dress

$451

$645

Mytheresa

SIMKHAI

Genna ribbed-knit midi dress

$520

$650

Mytheresa

Gabriela Hearst

Meier Knit Midi Dress in Antelope Orange Merino Wool Cashmere

$1,420

Gabriela Hearst

Magda Butrym

Ribbed midi dress

$589

$1,179

Mytheresa

Another Tomorrow
Rib Knit Dress | Black
$1,190
ANOTHER TOMORROW
LE BOP
Ringer Midi Dress
$248
Shopbop
LISA YANG
Isabela Dress
$387
$645
Shopbop
Dolce&Gabbana
Midi dress
$1,347
$1,925
Mytheresa
Altuzarra
Trey ruffled ribbed-knit gown
$735
$1,050
Mytheresa
Tuckernuck
Plum Shimmer Knit Midi Dress
$88
$125
Tuckernuck
Max Mara
Egizio ribbed-knit midi dress
$925
Mytheresa
o.p.t
Nicole Dress
$198
Shopbop
Brunello Cucinelli
Ribbed-knit lamé midi dress
$3,300
Mytheresa
Stella McCartney
Lace-up ribbed-knit dress
$477
$1,590
Outnet
Mugler
Ribbed-knit midi dress
$984
$1,230
Mytheresa
self-portrait
Ribbed-knit midi dress
$650
Mytheresa
JOSEPH
Pleated midi dress
$451
$645
Mytheresa
SIMKHAI
Genna ribbed-knit midi dress
$520
$650
Mytheresa
Gabriela Hearst
Meier Knit Midi Dress in Antelope Orange Merino Wool Cashmere
$1,420
Gabriela Hearst
Magda Butrym
Ribbed midi dress
$589
$1,179
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.

Another Tomorrow

Rib Knit Dress | Black

$1,190

ANOTHER TOMORROW

LE BOP

Ringer Midi Dress

$248

Shopbop

LISA YANG

Isabela Dress

$387

$645

Shopbop

Dolce&Gabbana

Midi dress

$1,347

$1,925

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.

See all

Burberry

Ribbon Check silk shirt dress

$2,275

$3,250

Mytheresa

Burberry

Burberry Check cotton shirt dress

$805

$1,150

Mytheresa

Woolrich

Checked wool-blend shirtdress

$219

$365

Mytheresa

Tuckernuck

Isle of Skye Plaid Callahan Shirt Dress

$81

$148

Tuckernuck

Polo Ralph Lauren

Checked cotton-blend shirt dress

$339

$485

Mytheresa

Polo Ralph Lauren

Collared Long Sleeve Dress

$238.8

$398

Shopbop

Rebecca Taylor

Windowpane Silk Pleated Shirt Dress

$157.5

$525

Rebecca Taylor

Polo Ralph Lauren

Belted plaid cotton-blend shirt dress

$400

Mytheresa

Tuckernuck

Tartan Martine Maxi Bubble Dress

$124

$248

Tuckernuck

Burberry

Burberry Check cotton shirt dress

$1,000

$1,250

Mytheresa

Marant Étoile

Yalisa cotton shirt

$304

$435

Mytheresa

Emilia Wickstead

Marione belted tartan wool-blend midi dress

$3,655

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

$2,490

Mytheresa

Prada

Checked cotton poplin shirt

$1,990

Mytheresa

Burberry
Ribbon Check silk shirt dress
$2,275
$3,250
Mytheresa
Burberry
Burberry Check cotton shirt dress
$805
$1,150
Mytheresa
Woolrich
Checked wool-blend shirtdress
$219
$365
Mytheresa
Tuckernuck
Isle of Skye Plaid Callahan Shirt Dress
$81
$148
Tuckernuck
Polo Ralph Lauren
Checked cotton-blend shirt dress
$339
$485
Mytheresa
Polo Ralph Lauren
Collared Long Sleeve Dress
$238.8
$398
Shopbop
Rebecca Taylor
Windowpane Silk Pleated Shirt Dress
$157.5
$525
Rebecca Taylor
Polo Ralph Lauren
Belted plaid cotton-blend shirt dress
$400
Mytheresa
Tuckernuck
Tartan Martine Maxi Bubble Dress
$124
$248
Tuckernuck
Burberry
Burberry Check cotton shirt dress
$1,000
$1,250
Mytheresa
Marant Étoile
Yalisa cotton shirt
$304
$435
Mytheresa
Emilia Wickstead
Marione belted tartan wool-blend midi dress
$3,655
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
$2,490
Mytheresa
Prada
Checked cotton poplin shirt
$1,990
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

Burberry

Burberry Check cotton shirt dress

$805

$1,150

Mytheresa

Woolrich

Checked wool-blend shirtdress

$219

$365

Mytheresa

Tuckernuck

Isle of Skye Plaid Callahan Shirt Dress

$81

$148

Tuckernuck

@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

$1,180

Mytheresa

Cult Gaia

Keller Dress

$535

$798

Revolve

Roland Mouret

Bridal cady midi dress

$1,200

Mytheresa

Roland Mouret

Cady midi dress

$801

$1,145

Mytheresa

KHAITE

Roxanne Dress

$3,400

FWRD

Roland Mouret

High neck cady midi dress

$1,130

Mytheresa

Roland Mouret

Cady midi dress

$1,200

Mytheresa

The Bekk

Eliana Dress

$235

Revolve

Another Tomorrow

Crepe midi dress

$356

$890

Outnet

St. Agni

St Agni Soft Sculptural Dress

$376

$399

Revolve

Vince

Turtleneck midi dress

$220

$315

Mytheresa

KHAITE

Roxanne Dress in Clove

$3,400

KHAITE

Roland Mouret

Crêpe midi dress

$1,215

Mytheresa

Cult Gaia

Katara Dress

$469

$498

Revolve

Emilia Wickstead

Camilla midi dress

$2,845

Mytheresa

The Row

Emmeline silk crêpe cady midi dress

$3,650

Mytheresa

Roland Mouret
Cady midi dress
$1,180
Mytheresa
Cult Gaia
Keller Dress
$535
$798
Revolve
Roland Mouret
Bridal cady midi dress
$1,200
Mytheresa
Roland Mouret
Cady midi dress
$801
$1,145
Mytheresa
KHAITE
Roxanne Dress
$3,400
FWRD
Roland Mouret
High neck cady midi dress
$1,130
Mytheresa
Roland Mouret
Cady midi dress
$1,200
Mytheresa
The Bekk
Eliana Dress
$235
Revolve
Another Tomorrow
Crepe midi dress
$356
$890
Outnet
St. Agni
St Agni Soft Sculptural Dress
$376
$399
Revolve
Vince
Turtleneck midi dress
$220
$315
Mytheresa
KHAITE
Roxanne Dress in Clove
$3,400
KHAITE
Roland Mouret
Crêpe midi dress
$1,215
Mytheresa
Cult Gaia
Katara Dress
$469
$498
Revolve
Emilia Wickstead
Camilla midi dress
$2,845
Mytheresa
The Row
Emmeline silk crêpe cady midi dress
$3,650
Mytheresa

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

$1,180

Mytheresa

Cult Gaia

Keller Dress

$535

$798

Revolve

Roland Mouret

Bridal cady midi dress

$1,200

Mytheresa

Roland Mouret

Cady midi dress

$801

$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

$138

$460

Shopbop

Alaïa

Wool-blend minidress

$3,470

Mytheresa

Gabriela Hearst

Imagene wool midi dress

$1,085

$1,550

Mytheresa

Shoshanna

Tara Dress

$110

$440

Shopbop

L'Academie

By Marianna Leslia Belted Midi Dress

$174

$259

FWRD

Gabriela Hearst

Meier belted ribbed wool and cashmere-blend midi dress

$500

$1,250

Net-a-Porter

Gabriela Hearst

Meier wool and cashmere maxi dress

$1,315

Mytheresa

Proenza Schouler

Lauryn Dress

$238

$990

FWRD

rag & bone

Loren Long Belted Dress

$149.4

$498

Shopbop

Alaïa

Belted wool-blend midi dress

$3,750

Mytheresa

SIMKHAI

Skyla Wrap Dress

$445

Shopbop

Lemaire

Belted wool-blend turtleneck midi dress

$310

$620

Net-a-Porter

Max Mara

Virgin wool midi dress

$339

$565

Mytheresa

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
$138
$460
Shopbop
Alaïa
Wool-blend minidress
$3,470
Mytheresa
Gabriela Hearst
Imagene wool midi dress
$1,085
$1,550
Mytheresa
Shoshanna
Tara Dress
$110
$440
Shopbop
L'Academie
By Marianna Leslia Belted Midi Dress
$174
$259
FWRD
Gabriela Hearst
Meier belted ribbed wool and cashmere-blend midi dress
$500
$1,250
Net-a-Porter
Gabriela Hearst
Meier wool and cashmere maxi dress
$1,315
Mytheresa
Proenza Schouler
Lauryn Dress
$238
$990
FWRD
rag & bone
Loren Long Belted Dress
$149.4
$498
Shopbop
Alaïa
Belted wool-blend midi dress
$3,750
Mytheresa
SIMKHAI
Skyla Wrap Dress
$445
Shopbop
Lemaire
Belted wool-blend turtleneck midi dress
$310
$620
Net-a-Porter
Max Mara
Virgin wool midi dress
$339
$565
Mytheresa

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

$138

$460

Shopbop

Shop More

Cinq à Sept

Midi Mckenna Dress

$395

Cinq a Sept

Black Halo

Madeline Sheath Dress

$415

Shopbop

Black Halo

Marissa Sheath Dress

$390

Shopbop

Tuckernuck

Black Crepe Haley Dress

$248

Tuckernuck

Black Dupioni Tassel Downing Dress

$198

Tuckernuck

Staud

MERCER DRESS | BLACK

$275

Staud

Vince

Long Sleeve Collar Stand Shirt Dress

$274

$548

Shopbop

Dôen

POLLY DRESS

$458

Dôen

Tuckernuck

Navy Ponte Clifton Dress

$168

Tuckernuck

Another Tomorrow

Panelled Dress | Black

$396

$990

ANOTHER TOMORROW

Tuckernuck

Black Cherry Dena Midi Dress

$358

$795

Tuckernuck

Emilia Wickstead

Elta wool midi dress

$1,351

$1,930

Mytheresa

Cinq à Sept

Mckenna Dress

$365

Cinq a Sept

Tuckernuck

Hunter Green Velvet Etta Mini Dress

$84

$168

Tuckernuck

Black Halo

Madeline Sheath Dress

$415

Shopbop

o.p.t

Nicole Dress

$198

Shopbop

Another Tomorrow

Ruched Long Sleeve Dress | Black

$140

$350

ANOTHER TOMORROW

Black Halo

Danica Sheath Dress

$390

Shopbop

Tuckernuck

Grenache Robb Dress

$318

$795

Tuckernuck

Navy Knit Long Sleeve Burbank Mini Dress

$148

Tuckernuck

BRAND RECOMMENDATION

Veronica De Piante

Veronica De Piante crafts striking, architectural dresses that offer polished structure in warmer, luxe fabrics—perfect for transitioning seamlessly from a New York boardroom to an ambient winter dinner. The brand’s edited, under-the-radar presence makes it a true gem for those craving unique sophistication with effortless styling.

View Brand

Veronica De Piante

Sienna cotton and silk-blend mini dress

$374

$1,495

Outnet

Veronica De Piante

Elsie grain de poudre wool mini dress

$569

$1,895

Net-a-Porter

Veronica De Piante

Anais wool midi dress

$795

$1,765

Outnet

Veronica De Piante

Tillie crepe mini dress

$569

$1,895

Net-a-Porter

Veronica De Piante

Alessia washed-silk midi dress

$942

$2,355

Outnet

Veronica De Piante

Grace leather midi dress

$1,334

$3,335

Outnet

Veronica De Piante

Amal draped silk-blend satin mini dress

$638

$1,595

Net-a-Porter

Veronica De Piante

Naomi duchesse silk-satin mini dress

$928

$2,650

Outnet

Veronica De Piante

Sienna cotton and silk-blend mini dress

$374

$1,495

Outnet

Veronica De Piante

Elsie grain de poudre wool mini dress

$569

$1,895

Net-a-Porter

Veronica De Piante

Anais wool midi dress

$795

$1,765

Outnet

Veronica De Piante

Tillie crepe mini dress

$569

$1,895

Net-a-Porter

Veronica De Piante

Alessia washed-silk midi dress

$942

$2,355

Outnet

Veronica De Piante

Grace leather midi dress

$1,334

$3,335

Outnet

Veronica De Piante

Amal draped silk-blend satin mini dress

$638

$1,595

Net-a-Porter

Veronica De Piante

Naomi duchesse silk-satin mini dress

$928

$2,650

Outnet

BRAND RECOMMENDATION

Veronica De Piante

Sienna cotton and silk-blend mini dress

$374

$1,495

Outnet

Veronica De Piante

Elsie grain de poudre wool mini dress

$569

$1,895

Net-a-Porter

Veronica De Piante

Anais wool midi dress

$795

$1,765

Outnet

Veronica De Piante

Tillie crepe mini dress

$569

$1,895

Net-a-Porter

View brand

Cinq à Sept

Tovianna Dress

$212.5

$425

Cinq a Sept

Tuckernuck

Gun Club Check Form Maxi Dress

$230

$328

Tuckernuck

Cinq à Sept

Lucilla Dress

$425

Cinq a Sept

Apiece Apart

Volta Long Sleeve Dress

$162.5

$325

Shopbop

Tuckernuck

Brown Houndstooth Smith Dress

$174

$248

Tuckernuck

Black Side Tie Elspeth Maxi Dress

$178

Tuckernuck

Black Hunter Dress

$223

$495

Tuckernuck

Black Crepe Blair Bow Coat Dress

$160

$228

Tuckernuck

S Max Mara

Orione midi dress

$623

$890

Mytheresa

Tuckernuck

Olive Wide Wale Corduroy Tara Shirt Dress

$149

$198

Tuckernuck

Rebecca Taylor

Windowpane Silk Pleated Shirt Dress

$157.5

$525

Rebecca Taylor

Black Halo

Brooklyn Dress

$390

Shopbop

English Factory

Bow Detailed Mini Dress

$140

Shopbop

Tuckernuck

Oxblood Burke Draped Midi Dress

$387

$645

Tuckernuck

Cinq à Sept

Midi Mckenna Dress

$395

Cinq a Sept

Cinq à Sept

Vivianne Dress

$197.5

$395

Cinq a Sept

Black Halo

Jackie O Belted Dress

$375

Shopbop

Black Halo

3/4 Sleeve Jackie O Dress

$390

Shopbop

Tuckernuck

Black Stevie Maxi Dress

$198

Tuckernuck

Danielle Guizio

Hooded Knit Dress

$113

$188

Danielle Guizio