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Versatile Dresses for Winter in New York City

To transition seamlessly from a day at the office to an evening out in New York City's winter, you need dresses that are both stylish and warm. These versatile options will keep you looking appropriate in both professional and social settings. If you have any specific preferences for colors, fabrics, or styles, feel free to share them!
@simkinstyle
1
Long-Sleeve Sheath Dress
A long-sleeve sheath dress in a neutral color is a timeless piece. Pair it with pumps for the office, and add bold jewelry for an evening transformation. It's a classic and versatile option that can be dressed up or down.
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1
Long-Sleeve Sheath Dress
@simkinstyle
A long-sleeve sheath dress in a neutral color is a timeless piece. Pair it with pumps for the office, and add bold jewelry for an evening transformation. It's a classic and versatile option that can be dressed up or down.
Victoria Beckham Wool crepe midi dress
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Victoria Beckham

Wool crepe midi dress

$1,150

Mytheresa

Sportmax Acline wool and cotton-blend maxi dress
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Sportmax

Acline wool and cotton-blend maxi dress

$556

$795

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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@miss.magdallena
2
Turtleneck Midi Dress
A turtleneck midi dress provides coverage and warmth, essential for New York's winter. Layer it with a tailored blazer for the office, and remove the blazer for a chic evening look. Add a statement belt to cinch the waist for a more defined silhouette.
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2
Turtleneck Midi Dress
@miss.magdallena
A turtleneck midi dress provides coverage and warmth, essential for New York's winter. Layer it with a tailored blazer for the office, and remove the blazer for a chic evening look. Add a statement belt to cinch the waist for a more defined silhouette.
Isabel Marant Vanessa stretch-jersey turtleneck midi dress
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Isabel Marant

Vanessa stretch-jersey turtleneck midi dress

$278

$695

Net-a-Porter

Sablyn Gab Turtleneck Rib Dress
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Sablyn

Gab Turtleneck Rib Dress

$375

Shopbop

Proenza Schouler Jocelyn button-detailed ribbed-knit turtleneck midi dress
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Proenza Schouler

Jocelyn button-detailed ribbed-knit turtleneck midi dress

$695

$1,390

Net-a-Porter

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

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@amaliemoosgaard
3
Wool-Blend Dress
A wool-blend dress provides warmth and sophistication. Accessorize with knee-high boots and a structured coat for a seamless day-to-night outfit. The wool blend ensures you stay warm while maintaining a polished appearance.
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3
Wool-Blend Dress
@amaliemoosgaard
A wool-blend dress provides warmth and sophistication. Accessorize with knee-high boots and a structured coat for a seamless day-to-night outfit. The wool blend ensures you stay warm while maintaining a polished appearance.
S Max Mara Orione midi dress
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S Max Mara

Orione midi dress

$890

Mytheresa

Brunello Cucinelli Belted pleated wool midi dress
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Brunello Cucinelli

Belted pleated wool midi dress

$5,100

Net-a-Porter

Brunello Cucinelli Virgin wool shirt dress
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Brunello Cucinelli

Virgin wool shirt dress

$2,920

$3,650

Mytheresa

KHAITE Aubrey Dress in Storm
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KHAITE

Aubrey Dress in Storm

$2,600

KHAITE

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@styledsara
4
Velvet Wrap Dress
A velvet wrap dress exudes elegance and is appropriate for both professional settings and evening events. Complement it with ankle boots and a statement necklace to enhance the ensemble. The wrap style is flattering and comfortable for all-day wear.
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4
Velvet Wrap Dress
@styledsara
A velvet wrap dress exudes elegance and is appropriate for both professional settings and evening events. Complement it with ankle boots and a statement necklace to enhance the ensemble. The wrap style is flattering and comfortable for all-day wear.
Dries Van Noten Printed velvet wrap-effect midi dress
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Dries Van Noten

Printed velvet wrap-effect midi dress

$1,233

$2,055

Net-a-Porter

Rick Owens Draped velvet wrap gown
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Rick Owens

Draped velvet wrap gown

$1,224

$2,040

Net-a-Porter

FARM Rio Arabesque Mix Scarves velvet wrap dress
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FARM Rio

Arabesque Mix Scarves velvet wrap dress

$405

Mytheresa

Diane von Furstenberg Jareth tiger-print velvet maxi wrap dress
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Diane von Furstenberg

Jareth tiger-print velvet maxi wrap dress

$374

$748

Outnet

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@annieculbertson
5
Ribbed Knit Dress
A ribbed knit dress offers texture and warmth, perfect for winter. Style it with ankle boots and a statement belt to transition from desk to dinner effortlessly. The knit material provides comfort and flexibility.
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5
Ribbed Knit Dress
@annieculbertson
A ribbed knit dress offers texture and warmth, perfect for winter. Style it with ankle boots and a statement belt to transition from desk to dinner effortlessly. The knit material provides comfort and flexibility.
Gabriela Hearst Ardor silk and cashmere midi dress
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Gabriela Hearst

Ardor silk and cashmere midi dress

$2,100

Mytheresa

Vince Ribbed cotton-blend midi shirt dress
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Vince

Ribbed cotton-blend midi shirt dress

$163

$295

Outnet

Galvan Atalanta pleated ribbed stretch-knit midi dress
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Galvan

Atalanta pleated ribbed stretch-knit midi dress

$358

$895

Net-a-Porter

Theory Cable Rib Dress
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Theory

Cable Rib Dress

$255

$425

Shopbop

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@imhrisa
6
Pleated Midi Dress
A pleated midi dress offers movement and elegance. Layer it with a blazer for the office, and add statement earrings for an evening out. The pleats add a touch of sophistication and visual interest.
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6
Pleated Midi Dress
@imhrisa
A pleated midi dress offers movement and elegance. Layer it with a blazer for the office, and add statement earrings for an evening out. The pleats add a touch of sophistication and visual interest.
JOSEPH Pleated wool and silk midi dress
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JOSEPH

Pleated wool and silk midi dress

$900

$1,125

Mytheresa

JOSEPH Volta belted plissé satin midi dress
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JOSEPH

Volta belted plissé satin midi dress

$447

$745

Net-a-Porter

Ulla Johnson Fianna Dress
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Ulla Johnson

Fianna Dress

$690

Shopbop

Brunello Cucinelli Belted pleated wool midi dress
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Brunello Cucinelli

Belted pleated wool midi dress

$5,100

Net-a-Porter

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@jeanwang
7
Cashmere Sweater Dress
A cashmere sweater dress combines luxury and comfort, ideal for winter in New York. Pair it with ankle boots and a belt to define the waist, suitable for both work and dinner. Cashmere provides exceptional warmth and softness.
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7
Cashmere Sweater Dress
@jeanwang
A cashmere sweater dress combines luxury and comfort, ideal for winter in New York. Pair it with ankle boots and a belt to define the waist, suitable for both work and dinner. Cashmere provides exceptional warmth and softness.
Brunello Cucinelli Embellished cashmere sweater dress
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Brunello Cucinelli

Embellished cashmere sweater dress

$3,146

$4,495

Mytheresa

JOSEPH Cashmere-blend sweater dress
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JOSEPH

Cashmere-blend sweater dress

$710

$1,015

Mytheresa

Max Mara Cashmere turtleneck midi dress
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Max Mara

Cashmere turtleneck midi dress

$1,134

$1,890

Net-a-Porter

Altuzarra Cuddy ribbed cashmere maxi dress
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Altuzarra

Cuddy ribbed cashmere maxi dress

$638

$1,595

Net-a-Porter

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@juliaberolzheimer
8
Long Sleeve Little Black Dress
The LBD is a timeless classic that works for any occasion. The long sleeves provide warmth, and you can style it with tights and ankle boots for a chic and sophisticated look.
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8
Long Sleeve Little Black Dress
@juliaberolzheimer
The LBD is a timeless classic that works for any occasion. The long sleeves provide warmth, and you can style it with tights and ankle boots for a chic and sophisticated look.
Alessandra Rich Wool-blend crêpe minidress
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Alessandra Rich

Wool-blend crêpe minidress

$1,025

$2,050

Mytheresa

Versace Open-back tulle-paneled wool and silk-blend mini dress
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Versace

Open-back tulle-paneled wool and silk-blend mini dress

$2,200

$5,500

Net-a-Porter

Versace Wrap-effect leather-trimmed stretch-jersey dress
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Versace

Wrap-effect leather-trimmed stretch-jersey dress

$1,795

$3,590

Net-a-Porter

Versace Silk and wool-blend minidress
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Versace

Silk and wool-blend minidress

$2,397

$3,995

Mytheresa

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@lizzieandherlife
9
Herringbone-Patterned Dress
A herringbone-patterned dress adds a classic touch, perfect for a professional setting. Style it with pumps and a tailored coat for a polished look that transitions well into the evening. The pattern adds visual interest without being too bold.
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9
Herringbone-Patterned Dress
@lizzieandherlife
A herringbone-patterned dress adds a classic touch, perfect for a professional setting. Style it with pumps and a tailored coat for a polished look that transitions well into the evening. The pattern adds visual interest without being too bold.
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

Ferragamo Striped herringbone wool-blend dress
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Ferragamo

Striped herringbone wool-blend dress

$1,150

$2,300

Net-a-Porter

self-portrait Grey Herringbone Scarf Detail Mini Dress
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self-portrait

Grey Herringbone Scarf Detail Mini Dress

$620

Shopbop

Roksanda Maite herringbone draped midi dress
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Roksanda

Maite herringbone draped midi dress

$1,944

$2,430

Mytheresa

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@endlesslyloveclub
10
Asymmetric Neckline Top
Asymmetric necklines are one of the key trends for 2025, and they're perfect for adding a modern, stylish touch to your winter wardrobe. Ideal for wearing at the office and for date night.
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Asymmetric Neckline Top
@endlesslyloveclub
Asymmetric necklines are one of the key trends for 2025, and they're perfect for adding a modern, stylish touch to your winter wardrobe. Ideal for wearing at the office and for date night.
ASTR the Label Saylah Top
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ASTR the Label

Saylah Top

$52

$74

Revolve

Runaway the Label Sutton Top
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Runaway the Label

Sutton Top

$79

Revolve

Isabel Marant Gemina Top
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Isabel Marant

Gemina Top

$690

FWRD

New
New
Mango Asymmetrical strapless top
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Mango

Asymmetrical strapless top

$22.99

$39.99

Mango

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Mei Mei J Long Sleeve Midi Scuba Dress
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Mei Mei J

Long Sleeve Midi Scuba Dress

$330

Shopbop

Vince Long Sleeve Collar Stand Shirt Dress
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Vince

Long Sleeve Collar Stand Shirt Dress

$548

Shopbop

New
New
Mango Satin dress with pleat detail
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Mango

Satin dress with pleat detail

$69.99

Mango

Emilia Wickstead Elta wool midi dress
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Emilia Wickstead

Elta wool midi dress

$1,544

$1,930

Mytheresa

New
New
Mango Fitted dress with bell sleeves
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Mango

Fitted dress with bell sleeves

$49.99

$99.99

Mango

The Row Reysha wool-blend maxi dress
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The Row

Reysha wool-blend maxi dress

$2,100

$5,250

Mytheresa

Diane von Furstenberg Cassie cutout ribbed-knit midi dress
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Diane von Furstenberg

Cassie cutout ribbed-knit midi dress

$279

$558

Outnet

New
New
Mango A-line dress with godets
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Mango

A-line dress with godets

$99.99

Mango

New
New
Mango Boat-neck ruched dress
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Mango

Boat-neck ruched dress

$89.99

Mango

Norma Kamali Turtleneck Gown
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Norma Kamali

Turtleneck Gown

$190

Shopbop

New
New
Mango A-line dress with godets
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Mango

A-line dress with godets

$49.99

$99.99

Mango

Black Halo Jackie O Belted Dress
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Black Halo

Jackie O Belted Dress

$375

Shopbop

Gabriela Hearst Ardor ribbed-knit cashmere and silk polo dress
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Gabriela Hearst

Ardor ribbed-knit cashmere and silk polo dress

$1,970

Mytheresa

Line & Dot Gemma Mix-Media Dress
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Line & Dot

Gemma Mix-Media Dress

$157

Shopbop

New
New
Mango Long-sleeved dress with draped neck
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Mango

Long-sleeved dress with draped neck

$49.99

$95.99

Mango

Victoria Beckham Gathered wool-blend midi dress
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Victoria Beckham

Gathered wool-blend midi dress

$675

$1,350

Mytheresa

Tibi Gathered crepe de chine midi dress
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Tibi

Gathered crepe de chine midi dress

$182

$725

Outnet

SIMKHAI Genna Knit Midi Dress
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SIMKHAI

Genna Knit Midi Dress

$545

SIMKHAI

New
New
Mango Boat-neck ruched dress
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Mango

Boat-neck ruched dress

$69.99

Mango

New
New
Mango Ruched dress with draped neckline
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Mango

Ruched dress with draped neckline

$55.99

$95.99

Mango

BRAND RECOMMENDATION
Safiyaa
Safiyaa delivers beautifully tailored dresses in luxe, winter-appropriate fabrics, offering an elegant silhouette that shifts seamlessly from office to evening. Their keen eye for understated glamour and rich textures makes this brand a standout for NYC’s cold months, while still feeling refreshingly off the radar.
View Brand
BRAND RECOMMENDATION
Safiyaa
Safiyaa delivers beautifully tailored dresses in luxe, winter-appropriate fabrics, offering an elegant silhouette that shifts seamlessly from office to evening. Their keen eye for understated glamour and rich textures makes this brand a standout for NYC’s cold months, while still feeling refreshingly off the radar.
Safiyaa Avery crêpe maxi dress
save

Safiyaa

Avery crêpe maxi dress

$1,069

$1,528

Mytheresa

Safiyaa Belted midi dress
save

Safiyaa

Belted midi dress

$1,011

$1,445

Mytheresa

Safiyaa Barb draped crêpe midi dress
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Safiyaa

Barb draped crêpe midi dress

$885

$1,475

Mytheresa

Safiyaa Maha crêpe midi dress
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Safiyaa

Maha crêpe midi dress

$963

$1,605

Mytheresa

View brand
Lioness Contour Maxi Dress
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Lioness

Contour Maxi Dress

$110

Shopbop

SIMKHAI Skyla Cotton Cashmere Wrap Dress
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SIMKHAI

Skyla Cotton Cashmere Wrap Dress

$445

SIMKHAI

Sea Alia devoré-velvet midi dress
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Sea

Alia devoré-velvet midi dress

$198

$395

Net-a-Porter

TOVE Luella draped jersey gown
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TOVE

Luella draped jersey gown

$530

$1,060

Mytheresa

SIMKHAI Adelle Draped Satin Gown
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SIMKHAI

Adelle Draped Satin Gown

$845

SIMKHAI

Dries Van Noten Draped jersey midi dress
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Dries Van Noten

Draped jersey midi dress

$374

$535

Mytheresa

Proenza Schouler Maisie gathered crêpe midi dress
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Proenza Schouler

Maisie gathered crêpe midi dress

$1,092

$1,365

Mytheresa

New
New
Mango Flared midi-dress
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Mango

Flared midi-dress

$139.99

Mango

Madewell Long Sleeve Polo Midi Dress
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Madewell

Long Sleeve Polo Midi Dress

$138

Shopbop

New
New
Mango Perkins-neck knitted dress
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Mango

Perkins-neck knitted dress

$79.99

Mango

Norma Kamali Gathered jersey midi dress
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Norma Kamali

Gathered jersey midi dress

$255

Mytheresa

New
New
Alaïa Ribbed cashmere and silk-blend midi dress
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Alaïa

Ribbed cashmere and silk-blend midi dress

$2,514

$4,190

Outnet

ROAME. Josie Dress
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ROAME.

Josie Dress

$499

Shopbop

Jardin des Orangers Wool and cashmere wrap dress
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Jardin des Orangers

Wool and cashmere wrap dress

$346

$495

Mytheresa

New
New
Mango Satin dress with pleat detail
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Mango

Satin dress with pleat detail

$69.99

Mango

JOSEPH Delma pleated cady midi dress
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JOSEPH

Delma pleated cady midi dress

$537

$895

Net-a-Porter

New
New
Mango Ruffled dress with puffed sleeves
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Mango

Ruffled dress with puffed sleeves

$69.99

$149.99

Mango

Lemaire Belted sweater dress
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Lemaire

Belted sweater dress

$345

$690

Mytheresa

Black Halo 3/4 Sleeve Jackie O Dress
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Black Halo

3/4 Sleeve Jackie O Dress

$390

Shopbop

Tom Ford Turtleneck knitted wool-blend dress
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Tom Ford

Turtleneck knitted wool-blend dress

$2,154

$3,590

Mytheresa