Trail Sweatshirts & Hoodies

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1000+ items

Bear Country Premium Oversized Hoodie

thepapercrane

$41.40

~~$69.00~~ (40% off)

Sun Lakes-Dry Falls State Park Washington Hiker Premium Oversized Hoodie

bivenart

$41.75

~~$69.58~~ (40% off)

Aspen Colorado Ski Trail Typographic Design Premium Oversized Hoodie

Futurebeachbum

$37.95

~~$63.25~~ (40% off)

Duluth, MN Aerial Lift Bridge Premium Oversized Sweatshirt

gorff

$46.50

~~$62.00~~ (25% off)

Boston Flag - Cradle of Liberty & New England Pride Premium Oversized Sweatshirt

NTGUILTY

$42.63

~~$56.84~~ (25% off)

Cabot Trail (bike2) Premium Oversized Hoodie

curranmorgan

$40.71

~~$67.85~~ (40% off)

Camino to Santiago 2026 Pullover Sweatshirt

John-Rivav

$28.83

~~$38.45~~ (25% off)

Pancake Bay Provincial Park Ontario Forest And Sunset Premium Oversized Hoodie

bivenart

$41.75

~~$69.58~~ (40% off)

Chimborazo Andes Mountains Ecuador Badge Premium Oversized Hoodie

KrisSidDesigns

$41.68

~~$69.46~~ (40% off)

Trans Zion Trek (BG) Premium Oversized Hoodie

curranmorgan

$40.71

~~$67.85~~ (40% off)

Pro-4x Off-Road Premium Oversized Sweatshirt

ApneaHunter

$45.73

~~$60.97~~ (25% off)

Palisades Tahoe Premium Oversized Hoodie

Esskay Designs

$53.48

~~$89.13~~ (40% off)

Confederation Trail (cycling c) Premium Oversized Sweatshirt

curranmorgan

$45.73

~~$60.97~~ (25% off)

The Pemi Loop (C) Premium Oversized Hoodie

curranmorgan

$40.71

~~$67.85~~ (40% off)

Vintage Glacier National Park Retro 80s Montana Mountain Premium Oversized Hoodie

mrsmitful

$41.40

~~$69.00~~ (40% off)

Percy's Swim Team Pullover Hoodie

peter-johnson

$35.09

~~$46.79~~ (25% off)

Roche-A-Cri State Park Wisconsin Pines Premium Oversized Sweatshirt

bivenart

$46.90

~~$62.53~~ (25% off)

TRAIL Premium Oversized Hoodie

morteraphan

$44.85

~~$74.75~~ (40% off)

Breckenridge Ski Resort Colorado Premium Oversized Hoodie

CarbonClothing

$46.58

~~$77.63~~ (40% off)

Marathon De Paris Premium Oversized Sweatshirt

AllFest

$50.38

~~$67.17~~ (25% off)

Nissan Pro-4x Premium Oversized Sweatshirt

ApneaHunter

$46.50

~~$62.00~~ (25% off)

chamonix Premium Oversized Hoodie

COCOMOUNTAIN

$46.58

~~$77.63~~ (40% off)

You have died of dysentery. Premium Oversized Sweatshirt

fandemonium

$46.50

~~$62.00~~ (25% off)

Snowbasin Ski Resort Utah Premium Oversized Hoodie

CarbonClothing

$46.58

~~$77.63~~ (40% off)

Mossy trail ladder West Coast Trail Premium Oversized Hoodie

Sparking Synapses

$37.95

~~$63.25~~ (40% off)

Enrichment Bucket for Abby Premium Oversized Sweatshirt

Tyler Kemp

$48.44

~~$64.59~~ (25% off)

Into the Wild with Christopher McCandless Lightweight Hoodie

Mysticgroovegoods

$33.59

~~$41.99~~ (20% off)

Trail Boss Premium Oversized Hoodie

IdaParker

$41.40

~~$69.00~~ (40% off)

Whistler Ski Resort British Columbia Premium Oversized Hoodie

CarbonClothing

$46.58

~~$77.63~~ (40% off)

Smugglers' Notch, Vermont Premium Oversized Sweatshirt

Esskay Designs

$60.06

~~$80.09~~ (25% off)

strange trails lord huron Premium Oversized Sweatshirt

hadikusuma

$46.50

~~$62.00~~ (25% off)

1925 Serum Run Premium Oversized Hoodie

Zhivago

$44.85

~~$74.75~~ (40% off)

Titan Premium Oversized Sweatshirt

ItsMeRuva

$50.38

~~$67.17~~ (25% off)

Sugarloaf Mountain, Maine Premium Oversized Sweatshirt

Esskay Designs

$60.06

~~$80.09~~ (25% off)

Lord Huron Premium Oversized Hoodie

the prairie flower mercantile

$43.13

~~$71.88~~ (40% off)

Wilgus State Park Vermont Premium Oversized Hoodie

bivenart

$41.75

~~$69.58~~ (40% off)

oregon trail Premium Oversized Hoodie

cbarbou1

$43.13

~~$71.88~~ (40% off)

Old Ghost Road - New Zealand Premium Oversized Hoodie

Moritz Schwäble

$37.95

~~$63.25~~ (40% off)

Frozen Pines Pullover Hoodie

the prairie flower mercantile

$36.55

~~$48.74~~ (25% off)

Mossy trail ladder West Coast Trail Premium Oversized Sweatshirt

Sparking Synapses

$42.63

~~$56.84~~ (25% off)

Bible Camp 2024 Premium Oversized Hoodie

HTBC

$34.50

~~$57.50~~ (40% off)

Virginia Creeper Trail (cycling) Premium Oversized Hoodie

curranmorgan

$40.71

~~$67.85~~ (40% off)

Trail Rider - Black - Mountain Bike Premium Oversized Hoodie

epicride

$44.85

~~$74.75~~ (40% off)

Colorado Retro Vintage Rocky Mountains Nature Hiking Premium Oversized Sweatshirt

DamnGoodDesign

$46.50

~~$62.00~~ (25% off)

Appalachian Trail Map Premium Oversized Sweatshirt

HaydenMillepied

$42.63

~~$56.84~~ (25% off)

Alyeska Ski Resort Alaska Premium Oversized Hoodie

CarbonClothing

$46.58

~~$77.63~~ (40% off)

Mountain Biking Premium Oversized Sweatshirt

realmatdesign

$46.50

~~$62.00~~ (25% off)

National Trail Mix Day Premium Oversized Sweatshirt

francous03

$42.63

~~$56.84~~ (25% off)

Triangle Mountains - Trail Runner Premium Oversized Sweatshirt

HeatherPore

$46.50

~~$62.00~~ (25% off)

Vintage Retro Glacier National Park Montana Mountain T-Shirt Premium Oversized Sweatshirt

mrsmitful

$46.50

~~$62.00~~ (25% off)

Big Sky Montana Premium Oversized Sweatshirt

Sleepygirl2010

$50.38

~~$67.17~~ (25% off)

Frozen Pines - Lord Huron Premium Oversized Sweatshirt

phoebetompkins

$46.50

~~$62.00~~ (25% off)

Mountain run heartbeat, running ECG Premium Oversized Sweatshirt

claudiasartwork

$50.38

~~$67.17~~ (25% off)

AT Appalachian Trail Vintage Logo Premium Oversized Sweatshirt

ThreadsNouveau

$48.05

~~$64.07~~ (25% off)

Soft Cannondale cSilence Bicycle Speaks Corporation Pullover Hoodie

jkyux

$40.26

~~$53.69~~ (25% off)

New Hampshire 4000 Footers Mountain Premium Oversized Hoodie

Esskay Designs

$53.48

~~$89.13~~ (40% off)

Big Sky Ski Resort Montana Premium Oversized Sweatshirt

CarbonClothing

$52.31

~~$69.75~~ (25% off)

Perisher Ski Resot Australia Premium Oversized Hoodie

CarbonClothing

$46.58

~~$77.63~~ (40% off)

Item preview, Potomac Heritage National Scenic Trail D.C. Virginia Maryland Pennsylvania Legacy Trail History Nature Hiker Backpacker designed and sold by Simsimah26Parks.

Potomac Heritage National Scenic Trail D.C. Virginia Maryland Pennsylvania Legacy Trail History Nature Hiker Backpacker Premium Oversized Hoodie

Simsimah26Parks

$69.00

~~$115.00~~ (40% off)

Iditarod trail Premium Oversized Sweatshirt

Broken Antler Designs

$46.50

~~$62.00~~ (25% off)

Lake James State Park North Carolina Trees And Ribbon Premium Oversized Sweatshirt

bivenart

$46.90

~~$62.53~~ (25% off)

Schweitzer Ski Resort Idaho Premium Oversized Hoodie

CarbonClothing

$46.58

~~$77.63~~ (40% off)

Rondeau Provincial Park Ontario Tent Premium Oversized Hoodie

bivenart

$41.75

~~$69.58~~ (40% off)

Heavenly Ski Resort Premium Oversized Sweatshirt

Esskay Designs

$60.06

~~$80.09~~ (25% off)

Steamboat Ski Resort Colorado Premium Oversized Sweatshirt

CarbonClothing

$52.31

~~$69.75~~ (25% off)

Retro Yota Premium Oversized Hoodie

grmcclure

$55.20

~~$92.00~~ (40% off)

Snowbird Ski Resort Utah Premium Oversized Hoodie

CarbonClothing

$46.58

~~$77.63~~ (40% off)

Copper Mountain Ski Resort Colorado Premium Oversized Sweatshirt

CarbonClothing

$52.31

~~$69.75~~ (25% off)

Machu Picchu Retro Inca - Peru Pullover Hoodie

TigerTom Design

$35.09

~~$46.79~~ (25% off)

Park City Ski Resort Utah Premium Oversized Hoodie

CarbonClothing

$46.58

~~$77.63~~ (40% off)

Ski Trails Sugarloaf Mountain Premium Oversized Hoodie

Dalaura

$41.40

~~$69.00~~ (40% off)

Ontario Bruce Trail Premium Oversized Sweatshirt

CJacobsDesigns

$46.50

~~$62.00~~ (25% off)

Heavenly Ski Resort California Nevada Snowboarder Premium Oversized Sweatshirt

Esskay Designs

$60.06

~~$80.09~~ (25% off)

Jackson Hole Ski Resort Wyoming Premium Oversized Sweatshirt

CarbonClothing

$52.31

~~$69.75~~ (25% off)

Snowshoe Mountain, West Virginia Premium Oversized Hoodie

Esskay Designs

$53.48

~~$89.13~~ (40% off)

Tettegouche State Park Minnesota Pines Premium Oversized Sweatshirt

bivenart

$46.90

~~$62.53~~ (25% off)

Potomac River WT (CT) Lightweight Hoodie

curranmorgan

$33.03

~~$41.29~~ (20% off)

Gulf State Park Nature Trail Gulf Shores Alabama Diamond Sticker Premium Oversized Hoodie

DetourDgn

$37.95

~~$63.25~~ (40% off)

Cool MTB Mountain Bike Mountain Bike Downhill Gift Premium Oversized Sweatshirt

withpassion

$48.44

~~$64.59~~ (25% off)

Item preview, Out of Breath Hiking Society, Hiking Humor, Trail Adventure, Mountain Hiking,Outdoor Enthusiast Gift, Mountain Trail Humor, designed and sold by Orvista.

Out of Breath Hiking Society, Hiking Humor, Trail Adventure, Mountain Hiking,Outdoor Enthusiast Gift, Mountain Trail Humor, Premium Oversized Sweatshirt

Orvista

$42.63

~~$56.84~~ (25% off)

Hidden Forest Trail Premium Oversized Hoodie

lammaico

$37.95

~~$63.25~~ (40% off)

Item preview, Cabot Trail Cape Breton Island Nova Scotia Canada Car Bike Motorcycle Trail Map Sticker T-shirt 03 designed and sold by OuterShellUK.

Cabot Trail Cape Breton Island Nova Scotia Canada Car Bike Motorcycle Trail Map Sticker T-shirt 03 Premium Oversized Hoodie

OuterShellUK

$41.40

~~$69.00~~ (40% off)

Appalachian Trail Premium Oversized Hoodie

scjvmvvj51

$41.40

~~$69.00~~ (40% off)

Mt. Hood Premium Oversized Sweatshirt

TigerTom Design

$46.50

~~$62.00~~ (25% off)

Tahquamenon Falls State Park (SP) Premium Oversized Sweatshirt

curranmorgan

$45.73

~~$60.97~~ (25% off)

Honda CT110 Postie Bike Premium Oversized Hoodie

StudioFloyd

$46.58

~~$77.63~~ (40% off)

Scotlands Great Trail Premium Oversized Sweatshirt

Broken Antler Designs

$42.63

~~$56.84~~ (25% off)

Mont Tremblant Ski Resort Quebec Premium Oversized Sweatshirt

CarbonClothing

$52.31

~~$69.75~~ (25% off)

Trail Mode On Premium Oversized Sweatshirt

Spreading Smile

$46.50

~~$62.00~~ (25% off)

Trail Ridge Road Premium Oversized Hoodie

erkinmaddison

$37.95

~~$63.25~~ (40% off)

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

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Trail

Trail 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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Trail Sweatshirts & Hoodies

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