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What to Wear for a Winter Weekend Getaway in Upstate NY

Upstate New York winters call for smart layering and cozy fabrics—think insulating outerwear, chunky knits, and cold-weather footwear. Expect snowy or icy grounds and sub-freezing temperatures, so prioritize warmth with stylish pieces like wool sweaters, thermal basics, and chic boots. Let us know if there are any particular activities (hiking, ski, spa, dining) or personal style preferences you want more tailored suggestions for!
@feve__r
1
Insulated Parka
A long insulated parka is essential for upstate New York’s intense winter chill. It provides maximum warmth, wind protection, and matches well with both casual and active outfits.
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1
Insulated Parka
@feve__r
A long insulated parka is essential for upstate New York’s intense winter chill. It provides maximum warmth, wind protection, and matches well with both casual and active outfits.
THE NORTH FACE Reign On Parka
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THE NORTH FACE

Reign On Parka

$154

$220

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rag & bone Taki Convertible Jacket
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rag & bone

Taki Convertible Jacket

$678

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BARBOUR Barbour Heron Jacket
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BARBOUR

Barbour Heron Jacket

$325

Shopbop

Canada Goose Elmvale Parka
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Canada Goose

Elmvale Parka

$1,175

Shopbop

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@irinstylin
2
Chunky Knit Sweater
A thick, cozy knit sweater is perfect for layering over your base layers for added insulation, plus it's a seasonal winter staple that feels both comfortable and stylish indoors and out.
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2
Chunky Knit Sweater
@irinstylin
A thick, cozy knit sweater is perfect for layering over your base layers for added insulation, plus it's a seasonal winter staple that feels both comfortable and stylish indoors and out.
LE BOP Marina Pullover Sweater
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LE BOP

Marina Pullover Sweater

$82.8

$138

Shopbop

Another Tomorrow Oversized Luxe Cashmere Sweater
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Another Tomorrow

Oversized Luxe Cashmere Sweater

$495

$990

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La Ligne Chunky Knit Crew Sweater
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La Ligne

Chunky Knit Crew Sweater

$450

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KHAITE Natt Sweater in Sepia
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KHAITE

Natt Sweater in Sepia

$2,600

KHAITE

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3
Thermal Base Layers
Moisture-wicking thermal tops and leggings keep body heat close even in freezing temps. Layer them under sweaters and pants for efficient, bulk-free warmth.
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3
Thermal Base Layers
Moisture-wicking thermal tops and leggings keep body heat close even in freezing temps. Layer them under sweaters and pants for efficient, bulk-free warmth.
Halfdays Fay Merino Top
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Halfdays

Fay Merino Top

$130

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Halfdays Fay Merino Top
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Halfdays

Fay Merino Top

$130

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TOTEME Jacquard-knit top
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TOTEME

Jacquard-knit top

$128

$320

Net-a-Porter

Varley Always Warm Mock Neck Baselayer
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Varley

Always Warm Mock Neck Baselayer

$98

Shopbop

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@mrs_iralo
4
Waterproof Insulated Snow Boots
Snow boots with insulation and sturdy traction help you safely manage icy paths and snowy ground—crucial for staying warm and dry during upstate NY getaways.
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4
Waterproof Insulated Snow Boots
@mrs_iralo
Snow boots with insulation and sturdy traction help you safely manage icy paths and snowy ground—crucial for staying warm and dry during upstate NY getaways.
Sorel Caribou Horizon™ fleece-trimmed GORE-TEX™ ankle boots
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Sorel

Caribou Horizon™ fleece-trimmed GORE-TEX™ ankle boots

$350

Net-a-Porter

Sorel Caribou Horizon™ fleece-trimmed GORE-TEX™ ankle boots
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Sorel

Caribou Horizon™ fleece-trimmed GORE-TEX™ ankle boots

$350

Net-a-Porter

Sorel Caribou Horizon™ fleece-trimmed GORE-TEX™ ankle boots
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Sorel

Caribou Horizon™ fleece-trimmed GORE-TEX™ ankle boots

$350

Net-a-Porter

Sorel Out N About IV Chillz Boots
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Sorel

Out N About IV Chillz Boots

$140

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@alvasperle
5
Turtleneck Sweater Dress
A turtleneck sweater dress is chic yet cozy—wear it with fleece-lined tights for dinner outings or lounging at your lodge. The high neckline adds warmth.
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5
Turtleneck Sweater Dress
@alvasperle
A turtleneck sweater dress is chic yet cozy—wear it with fleece-lined tights for dinner outings or lounging at your lodge. The high neckline adds warmth.
TOTEME Wool and silk sweater dress
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TOTEME

Wool and silk sweater dress

$564

$705

Mytheresa

Jil Sander Cashmere turtleneck midi dress
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Jil Sander

Cashmere turtleneck midi dress

$1,254

$2,090

Mytheresa

Jardin des Orangers Wool and cashmere sweater dress
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Jardin des Orangers

Wool and cashmere sweater dress

$400

$500

Mytheresa

Veronica Beard Wool and cashmere sweater dress
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Veronica Beard

Wool and cashmere sweater dress

$536

$670

Mytheresa

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@samanthafritzinger
6
Quilted Vest
A quilted vest adds torso warmth without restricting movement—ideal for layering over chunky knits or flannels and trending on winter style reports.
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6
Quilted Vest
@samanthafritzinger
A quilted vest adds torso warmth without restricting movement—ideal for layering over chunky knits or flannels and trending on winter style reports.
MONCLER GENIUS 6 Moncler 1017 Alyx 9sm Carpus cotton down vest
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MONCLER GENIUS

6 Moncler 1017 Alyx 9sm Carpus cotton down vest

$3,265

Mytheresa

Prada Down vest
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Prada

Down vest

$2,250

Mytheresa

Varley Irina Cable Knit Vest
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Varley

Irina Cable Knit Vest

$278

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MONCLER GENIUS 1 Moncler JW Anderson Dalby Denim Vest
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MONCLER GENIUS

1 Moncler JW Anderson Dalby Denim Vest

$1,975

FWRD

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@gyuri_pp
7
Shearling-Lined Jacket
For a stylish alternative to a parka, opt for a shearling-lined jacket for maximum warmth and a fashion-forward edge. The plush lining is both functional and on-trend.
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7
Shearling-Lined Jacket
@gyuri_pp
For a stylish alternative to a parka, opt for a shearling-lined jacket for maximum warmth and a fashion-forward edge. The plush lining is both functional and on-trend.
A.L.C. Ruth Coat
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A.L.C.

Ruth Coat

$1,836

$2,295

Revolve

Moncler Buis shearling-lined suede down jacket
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Moncler

Buis shearling-lined suede down jacket

$5,780

Mytheresa

Victoria Beckham Shearling jacket
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Victoria Beckham

Shearling jacket

$1,740

$4,350

Outnet

TOTEME Signature Shearling Jacket
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TOTEME

Signature Shearling Jacket

$2,320

FWRD

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@veneti.a
8
Fleece-Lined Tights
Fleece-lined tights let you wear skirts or dresses without sacrificing warmth. They’re great for layering under dressier pieces during the coldest months.
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8
Fleece-Lined Tights
@veneti.a
Fleece-lined tights let you wear skirts or dresses without sacrificing warmth. They’re great for layering under dressier pieces during the coldest months.
Miu Miu Pant
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Miu Miu

Pant

$1,950

FWRD

Brunello Cucinelli Wool-blend sweatpants
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Brunello Cucinelli

Wool-blend sweatpants

$1,746

$2,495

Mytheresa

Nili Lotan Nolan Pant
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Nili Lotan

Nolan Pant

$232

$290

FWRD

Citizens Of Humanity Miro cotton fleece sweatpants
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Citizens Of Humanity

Miro cotton fleece sweatpants

$310

Mytheresa

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Loro Piana Merano cashmere sweater dress
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Loro Piana

Merano cashmere sweater dress

$3,200

Mytheresa

Jil Sander Teddy jacket
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Jil Sander

Teddy jacket

$1,116

$1,395

Mytheresa

Favorite Daughter The Millie Dress
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Favorite Daughter

The Millie Dress

$159.6

$228

Shopbop

Ciao Lucia Pria Dress
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Ciao Lucia

Pria Dress

$197.5

$395

Shopbop

Missoni Zigzag knitted minidress
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Missoni

Zigzag knitted minidress

$1,008

$1,260

Mytheresa

Vince Cozy Long Sleeve Funnel Neck Dress
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Vince

Cozy Long Sleeve Funnel Neck Dress

$187.6

$268

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Missoni Zigzag midi dress
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Missoni

Zigzag midi dress

$1,128

$1,410

Mytheresa

Burberry Burberry Check ribbed-knit midi dress
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Burberry

Burberry Check ribbed-knit midi dress

$1,242

$1,775

Mytheresa

rag & bone Loren Long Belted Dress
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rag & bone

Loren Long Belted Dress

$498

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Max Mara Eridani wool minidress
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Max Mara

Eridani wool minidress

$432

$865

Mytheresa

Splendid Splendid x Cellajaneblog Cable Sweater Dress
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Splendid

Splendid x Cellajaneblog Cable Sweater Dress

$88.8

$148

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Max Mara Zelanda wool-blend midi dress
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Max Mara

Zelanda wool-blend midi dress

$786

$1,310

Mytheresa

Dorothee Schumacher Autumn Sparkle knitted midi dress
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Dorothee Schumacher

Autumn Sparkle knitted midi dress

$504

$840

Mytheresa

Veronica Beard Wool and cashmere sweater dress
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Veronica Beard

Wool and cashmere sweater dress

$536

$670

Mytheresa

New
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Pixie Market Brown Horn-Hook Chunky Cardigan
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Pixie Market

Brown Horn-Hook Chunky Cardigan

$244

Pixie Market

Essentiel Antwerp Irno Faux Fur Collar Coat
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Essentiel Antwerp

Irno Faux Fur Collar Coat

$810

Shopbop

ZEYNEP ARCAY Knit minidress
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ZEYNEP ARCAY

Knit minidress

$281

$703

Mytheresa

Acne Studios Mohair and wool-blend sweater
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Acne Studios

Mohair and wool-blend sweater

$1,250

Mytheresa

GANNI Cotton corduroy minidress
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GANNI

Cotton corduroy minidress

$311

$445

Mytheresa

KHAITE Mayu wool midi skirt
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KHAITE

Mayu wool midi skirt

$1,316

$1,880

Mytheresa

BRAND RECOMMENDATION
Favorite Daughter
Favoritedaughter is all about those ultra-soft, thoughtfully-designed knit sweaters and cozy separates that make winter layering feel both stylish and effortless. It's a newer name with an intimate, homespun sensibility, perfect for a weekend retreat where warmth and comfort are key, yet you still want to look put together.
View Brand
BRAND RECOMMENDATION
Favorite Daughter
Favoritedaughter is all about those ultra-soft, thoughtfully-designed knit sweaters and cozy separates that make winter layering feel both stylish and effortless. It's a newer name with an intimate, homespun sensibility, perfect for a weekend retreat where warmth and comfort are key, yet you still want to look put together.
Favorite Daughter The Millie Dress
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Favorite Daughter

The Millie Dress

$159.6

$228

Shopbop

Favorite Daughter The Walk In The Park Jacket
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Favorite Daughter

The Walk In The Park Jacket

$398

Shopbop

Favorite Daughter The Jamie Coat
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Favorite Daughter

The Jamie Coat

$498

Shopbop

Favorite Daughter The City Coat
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Favorite Daughter

The City Coat

$416.5

$595

Shopbop

View brand
Brunello Cucinelli Belted knitted midi dress
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Brunello Cucinelli

Belted knitted midi dress

$3,570

$5,100

Mytheresa

Staud WILLOW SWEATER DRESS | TRUFFLE
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Staud

WILLOW SWEATER DRESS | TRUFFLE

$495

Staud

Brunello Cucinelli Wool and mohair turtleneck sweater
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Brunello Cucinelli

Wool and mohair turtleneck sweater

$1,750

$2,500

Mytheresa

Dries Van Noten Teagan cable-knit wool maxi dress
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Dries Van Noten

Teagan cable-knit wool maxi dress

$519

$865

Mytheresa

Stella McCartney Intarsia wool-blend hoodie dress
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Stella McCartney

Intarsia wool-blend hoodie dress

$837

$1,395

Mytheresa

Alanui Ribbed-knit alpaca-blend cardigan
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Alanui

Ribbed-knit alpaca-blend cardigan

$516

$860

Mytheresa

Moncler Barante down jacket
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Moncler

Barante down jacket

$2,420

Mytheresa

Max Mara Zelanda wool and cashmere midi dress
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Max Mara

Zelanda wool and cashmere midi dress

$1,048

$1,310

Mytheresa

Proenza Schouler White Label Lenora wrap cardigan
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Proenza Schouler

White Label Lenora wrap cardigan

$510

$850

Mytheresa

Victoria Beckham Wool-blend sweater dress
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Victoria Beckham

Wool-blend sweater dress

$903

$1,290

Mytheresa

Brunello Cucinelli Cashmere midi dress
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Brunello Cucinelli

Cashmere midi dress

$2,765

$3,950

Mytheresa

La DoubleJ Visconti silk crêpe de chine maxi dress
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La DoubleJ

Visconti silk crêpe de chine maxi dress

$1,390

Mytheresa

Faherty Highland Fair Isle Cardigan
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Faherty

Highland Fair Isle Cardigan

$173.6

$248

Shopbop

arch4 Ella ribbed cashmere sweater and leggings set
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arch4

Ella ribbed cashmere sweater and leggings set

$570

$950

Net-a-Porter

R13 Reversible Oversized Jacket
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R13

Reversible Oversized Jacket

$878

$2,195

Shopbop

MONCLER GENIUS x EE72 by Edward Enninful wool-blend down jacket
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MONCLER GENIUS

x EE72 by Edward Enninful wool-blend down jacket

$3,490

Mytheresa

MONCLER GRENOBLE Girose jacquard wool-blend down cardigan
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MONCLER GRENOBLE

Girose jacquard wool-blend down cardigan

$2,750

Mytheresa

JOSEPH Cashmere-blend sweater dress
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JOSEPH

Cashmere-blend sweater dress

$710

$1,015

Mytheresa

Loro Piana Lupetto Berkeley cashmere sweater
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Loro Piana

Lupetto Berkeley cashmere sweater

$2,175

Mytheresa

S Max Mara Messi belted virgin-wool coat
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S Max Mara

Messi belted virgin-wool coat

$1,720

Mytheresa

Plush: Your AI-Powered Fashion Search and Discovery Destination
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