Retro Winter Sweatshirts & Hoodies

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1000+ items

Funny Penguin - I'm Really Cold But I'm Being Really Brave About It Lightweight Sweatshirt

ZBIFBOUETLA

$34.64

~~$46.18~~ (25% off)

Kenny Dolly Christmas Duo Wreath & Reindeer | PERFECT GIFT FOR YOU AND FRIENDS Pullover Sweatshirt

ThomasinaShop

$31.45

~~$41.94~~ (25% off)

Utah Mammoth Hockey Club: Salt Lake City Pride Premium Oversized Sweatshirt

zzz888

$52.31

~~$69.75~~ (25% off)

Cardinal on Snowy Branch Winter Bird Christmas Nature Design Premium Oversized Hoodie

RockitBaby

$37.95

~~$63.25~~ (40% off)

He Sees You When You're Sleeping Pullover Sweatshirt

Steven Rhodes

$34.07

~~$45.44~~ (25% off)

My First Flamethrower Pullover Sweatshirt

Steven Rhodes

$34.07

~~$45.44~~ (25% off)

Ski Dad Like A Regular Dad But Cooler - Vintage Retro Ski Dad Gift Premium Oversized Hoodie

Creative Angel

$41.40

~~$69.00~~ (40% off)

I'm Really Cold But I'm Being Really Brave About It Premium Oversized Sweatshirt

dianadouri

$42.63

~~$56.84~~ (25% off)

Funny Oasis Snowasis Some Might Sleigh Parody Christmas Jumper Design for Music Fans Premium Oversized Hoodie

w1ckerman

$37.95

~~$63.25~~ (40% off)

Haute Nendaz ski poster Premium Oversized Hoodie

Gary Godel

$41.40

~~$69.00~~ (40% off)

Wild Ride Premium Oversized Sweatshirt

BikTee

$42.63

~~$56.84~~ (25% off)

The Cure A Forest winter Premium Oversized Sweatshirt

LapinMagnetik

$58.91

~~$78.54~~ (25% off)

Reality Glitch Men's Christmas Reindeer T-Shirt Premium Oversized Sweatshirt

kdpfashions

$46.50

~~$62.00~~ (25% off)

Cute Retro Snowman Drinking Hot Cocoa in Winter Premium Oversized Sweatshirt

Glottopia

$42.63

~~$56.84~~ (25% off)

Winter Fantasy Premium Oversized Sweatshirt

g-a-m-e-o-v-e-r

$58.13

~~$77.51~~ (25% off)

Let It Snow - Mint Premium Oversized Sweatshirt

Daisy Beatrice

$50.38

~~$67.17~~ (25% off)

Latvia Ice Hockey Team Pullover Sweatshirt

Hoiho Adventure Shirts

$34.07

~~$45.44~~ (25% off)

Fun in the Snow Premium Oversized Sweatshirt

Steven Rhodes

$50.38

~~$67.17~~ (25% off)

missing since january Premium Oversized Sweatshirt

PROBLEM CHILD .

$46.50

~~$62.00~~ (25% off)

Kaprun Austria Kitzsteinhorn Glacier Austria Pullover Sweatshirt

KrisSidDesigns

$31.66

~~$42.22~~ (25% off)

I'm So Freaking Cold II Lightweight Hoodie

Lemon Pepper

$34.99

~~$43.74~~ (20% off)

Holiday Sweater Pattern Premium Oversized Sweatshirt

Daisy Beatrice

$50.38

~~$67.17~~ (25% off)

Don't Follow Me I Do Stupid Thing Snowmobile Motor Sled Premium Oversized Hoodie

Best Designer

$37.61

~~$62.68~~ (40% off)

Scorpion snowmobile Premium Oversized Hoodie

Retrorockit

$41.40

~~$69.00~~ (40% off)

Festive Calvin & Hobbes Ugly Sweater Design | Limited Edition Lightweight Hoodie

ThomasWallss

$33.59

~~$41.99~~ (20% off)

Ski Kitzbühel Austria (eroded) Premium Oversized Hoodie

inkDrop

$41.40

~~$69.00~~ (40% off)

Snowmobiling Sled, Vintage American Snowmobile Premium Oversized Sweatshirt

OdmiDesign

$46.50

~~$62.00~~ (25% off)

Santa Devouring His Cookies Premium Oversized Hoodie

wytrab8

$43.13

~~$71.88~~ (40% off)

School Is Important But Skiing Is Importanter Ski Funny Premium Oversized Hoodie

MarieSmart77

$39.68

~~$66.13~~ (40% off)

Pink Reindeer Vintage Premium Oversized Sweatshirt

Mseabro

$52.31

~~$69.75~~ (25% off)

Eyewear Brand Premium Oversized Hoodie

raji0

$41.40

~~$69.00~~ (40% off)

Soviet Ice Hockey Premium Oversized Sweatshirt

sirglennbo

$48.44

~~$64.59~~ (25% off)

Eyewear Brand Premium Oversized Hoodie

raji0

$41.40

~~$69.00~~ (40% off)

Funny Penguin - I'm Really Cold But I'm Being Really Brave About It Premium Oversized Sweatshirt

ZBIFBOUETLA

$46.50

~~$62.00~~ (25% off)

Ice Fishing Is My Favorite Season Funny Winter Fisherman Premium Oversized Sweatshirt

rifatart

$50.38

~~$67.17~~ (25% off)

Ski Mom Like A Regular Mom But Cooler - Vintage Retro Ski Mom Gift Premium Oversized Sweatshirt

Creative Angel

$46.50

~~$62.00~~ (25% off)

Christmas Funny Holiday Movie Film 90s Pullover Sweatshirt

levic5torres

$36.70

~~$48.93~~ (25% off)

Vintage January Showgirl Premium Oversized Hoodie

Bernard Santora

$37.95

~~$63.25~~ (40% off)

Ilia Malinin American Ice Skater Vintage and Retro 90s Premium Oversized Hoodie

DillonHuerta

$41.40

~~$69.00~~ (40% off)

Val Gardena ski poster Pullover Hoodie

Gary Godel

$35.09

~~$46.79~~ (25% off)

Proud Supporter of Snow Days Premium Oversized Sweatshirt

stephenflashart

$46.50

~~$62.00~~ (25% off)

Yule Possum Premium Oversized Hoodie

FrictionMaxxing

$41.40

~~$69.00~~ (40% off)

Snowbird, Utah - Retro Ski Premium Oversized Sweatshirt

PrintedMarket99

$50.76

~~$67.69~~ (25% off)

Idol Gifts For You Reward Wish Will Live Together Forever Retro Fan Art Design Premium Oversized Sweatshirt

CamilleNorris

$55.03

~~$73.37~~ (25% off)

Merry Fallout Christmas Lightweight Hoodie

ChunkByChunk

$29.95

~~$37.44~~ (20% off)

Very Festive Mushrooms Premium Oversized Sweatshirt

ChelseaZo

$46.50

~~$62.00~~ (25% off)

Winter Sports - Retro Vintage Ski Green Premium Oversized Sweatshirt

susycosta

$46.50

~~$62.00~~ (25% off)

Item preview, Vintage Red Geometric Ski Poster for Mountain Alpine Skier with the name of the Italian ski resort Dolomiti Superski designed and sold by Vintage-TM.

Vintage Red Geometric Ski Poster for Mountain Alpine Skier with the name of the Italian ski resort Dolomiti Superski Premium Oversized Hoodie

Vintage-TM

$44.85

~~$74.75~~ (40% off)

Revelstoke Canada Winter Vintage Premium Oversized Sweatshirt

KrisSidDesigns

$46.81

~~$62.42~~ (25% off)

Don't Follow Me I Do Stupid Things - Snowboard VI Premium Oversized Sweatshirt

Lemon Pepper

$48.44

~~$64.59~~ (25% off)

Retro Funny Walking in a Winter Wonderland Merry Christmas Lightweight Hoodie

PamQBennett

$36.39

~~$45.49~~ (20% off)

Item preview, Cozy Season. Merry Christmas Gift. Funny Holiday Trendy. Christmas For Mama. Sticker Christmas. Winter Cute Trendy. designed and sold by Aknarin Thika.

Cozy Season. Merry Christmas Gift. Funny Holiday Trendy. Christmas For Mama. Sticker Christmas. Winter Cute Trendy. Premium Oversized Sweatshirt

Aknarin Thika

$46.50

~~$62.00~~ (25% off)

Bucky Barnes 90’s Premium Oversized Hoodie

sianyrj

$55.20

~~$92.00~~ (40% off)

Winter Mood - Retro Groovy Typography Premium Oversized Sweatshirt

photossmirnov

$42.63

~~$56.84~~ (25% off)

Mid Century Figure 8 Skiers in Retro Style on Teal Premium Oversized Hoodie

vinpauld

$41.40

~~$69.00~~ (40% off)

Retro Vintage Yosemite National Park Family camping Premium Oversized Hoodie

Art Masterpiece ⭐⭐⭐⭐⭐

$41.40

~~$69.00~~ (40% off)

Alouette 70s Retro Defunct Snowmobiling Pullover Hoodie

acquiesce13

$43.57

~~$58.10~~ (25% off)

Cozy Season Loading Retro Winter Humor Premium Oversized Sweatshirt

PAinTIENCE

$46.50

~~$62.00~~ (25% off)

Sun Peaks Canada Design Vintage Ski Village Winter Scene Premium Oversized Hoodie

JackCurtis1991

$48.30

~~$80.50~~ (40% off)

Ski dad retro vintage Lightweight Hoodie

TINASTORESHOPE

$34.99

~~$43.74~~ (20% off)

Eyewear Brand Premium Oversized Sweatshirt

raji0

$46.50

~~$62.00~~ (25% off)

Classic Rudolph 2016 Premium Oversized Hoodie

Megs Higgins

$44.85

~~$74.75~~ (40% off)

Wild Wood Deer Lightweight Sweatshirt

Renea L Thull

$34.64

~~$46.19~~ (25% off)

Courchevel Winter Sports Fluffy Powder & Après-Ski Premium Oversized Hoodie

Hoiho Adventure Shirts

$44.85

~~$74.75~~ (40% off)

Hello Winter – Cute Retro Snowflake Winter Design Premium Oversized Sweatshirt

RICENO

$46.50

~~$62.00~~ (25% off)

Item preview, Mount Buller Victoria Australia Vintage Retro Travel Hiking, Snowboarding Adventure Skiing Mountain designed and sold by tmartinezta.

Mount Buller Victoria Australia Vintage Retro Travel Hiking, Snowboarding Adventure Skiing Mountain Premium Oversized Hoodie

tmartinezta

$43.13

~~$71.88~~ (40% off)

Eiffel Tower Christmas Tree Merry Christmas Premium Oversized Hoodie

TeeServes

$41.40

~~$69.00~~ (40% off)

Winter Tunes Boombox Beats Retro 1930s Premium Oversized Sweatshirt

BobaBunny76

$42.63

~~$56.84~~ (25% off)

Hidy and Howdy – Calgary Winter Olympics 1988 Zipped Hoodie

SeanAJohnson

$34.39

~~$43.00~~ (20% off)

Retro Ski Lake Placid, NY Illustration - Vintage Snow Ski Pullover Hoodie

GracielaSimms

$36.55

~~$48.74~~ (25% off)

It's Not Cold Out It's Canada Premium Oversized Sweatshirt

HowToCanadian

$46.50

~~$62.00~~ (25% off)

Zia Symbol Retro With Skis Premium Oversized Hoodie

Tai Chan

$42.78

~~$71.30~~ (40% off)

Fox in the Forest on Gray Premium Oversized Hoodie

Daisy Beatrice

$44.85

~~$74.75~~ (40% off)

grand targhee Premium Oversized Hoodie

jlicero

$41.40

~~$69.00~~ (40% off)

Retro Vintage The Yule Cat Tarot Card Dark Christmas Holiday Premium Oversized Sweatshirt

LightCoverSame

$46.50

~~$62.00~~ (25% off)

Ski Goggles Mountain Snow Skiing retro Lightweight Hoodie

Smix Pixels

$33.59

~~$41.99~~ (20% off)

Chamonix poster Premium Oversized Sweatshirt

Gary Godel

$46.50

~~$62.00~~ (25% off)

Item preview, Ski like a girl, retro designed and sold by ds-4.

Ski like a girl, retro Premium Oversized Sweatshirt

ds-4

$46.50

~~$62.00~~ (25% off)

Vintage Italian winter sports travel ad Aosta Valley Premium Oversized Sweatshirt

aapshop

$46.50

~~$62.00~~ (25% off)

Ski Kitzbühel Austria Premium Oversized Sweatshirt

inkDrop

$46.50

~~$62.00~~ (25% off)

Shred the Gnar 01 Premium Oversized Hoodie

juliaanne

$41.40

~~$69.00~~ (40% off)

Cool Custom Fashion NASA Logo Print Unisex Hoodie Sweatshirt Premium Oversized Sweatshirt

maxhater

$46.50

~~$62.00~~ (25% off)

Classic Winter Fun Ice Skating Snowman Retro 1930s Premium Oversized Sweatshirt

BobaBunny76

$42.63

~~$56.84~~ (25% off)

Scorpion Snowmobile Premium Oversized Hoodie

Retrorockit

$41.40

~~$69.00~~ (40% off)

You Should have been Here Premium Oversized Sweatshirt

FrankMoth

$50.38

~~$67.17~~ (25% off)

Vintage Wide World of Sports Logo Premium Oversized Sweatshirt

Owl House Creative

$46.50

~~$62.00~~ (25% off)

Retro Winter Sports Curling Stone Broom Curling Player Coach Premium Oversized Sweatshirt

rifatart

$50.38

~~$67.17~~ (25% off)

Retro Apres Ski Design Premium Oversized Sweatshirt

SiennaGemma

$49.99

~~$66.65~~ (25% off)

Retro Ski Snowboard Goggles Premium Oversized Hoodie

hautehub

$37.95

~~$63.25~~ (40% off)

Santa and Rudolph on tour Premium Oversized Sweatshirt

jamdoodle

$46.50

~~$62.00~~ (25% off)

Become a member.Get 25% off your first order.Plus other neat perks and exclusive savings to help you find the very thing.

Clothing

Sweatshirt

Retro Winter

Retro Winter hoodies and sweatshirts are expertly printed on ethically sourced, sweatshop-free apparel and available in a huge range of styles, colors and sizes. If you like your hoodies baggy, go two sizes up.

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Retro Winter Sweatshirts & Hoodies

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Secure Payments

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