Trails Sweatshirts & Hoodies

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1000+ items

Bear Country Premium Oversized Hoodie

thepapercrane

$41.40

~~$69.00~~ (40% off)

Duluth, MN Aerial Lift Bridge Premium Oversized Sweatshirt

gorff

$46.50

~~$62.00~~ (25% off)

Sky Trails Premium Oversized Hoodie

casper-charmain

$37.95

~~$63.25~~ (40% off)

Trans Zion Trek (BG) Premium Oversized Hoodie

curranmorgan

$40.71

~~$67.85~~ (40% off)

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

NTGUILTY

$42.63

~~$56.84~~ (25% off)

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

bivenart

$41.75

~~$69.58~~ (40% off)

Danger: Steep Cliffs Premium Oversized Hoodie

PhotosByJennH

$37.95

~~$63.25~~ (40% off)

Aspen Colorado Ski Trail Typographic Design Premium Oversized Sweatshirt

Futurebeachbum

$42.63

~~$56.84~~ (25% off)

Camino to Santiago 2026 Premium Oversized Hoodie

John-Rivav

$37.95

~~$63.25~~ (40% off)

Chimborazo Andes Mountains Ecuador Badge Premium Oversized Sweatshirt

KrisSidDesigns

$46.81

~~$62.42~~ (25% off)

Cabot Trail (bike2) Premium Oversized Sweatshirt

curranmorgan

$45.73

~~$60.97~~ (25% off)

Percy's Swim Team Pullover Hoodie

peter-johnson

$35.09

~~$46.79~~ (25% off)

Pancake Bay Provincial Park Ontario Forest And Sunset Premium Oversized Hoodie

bivenart

$41.75

~~$69.58~~ (40% off)

strange trails lord huron Premium Oversized Hoodie

hadikusuma

$41.40

~~$69.00~~ (40% off)

The Pemi Loop (C) Premium Oversized Hoodie

curranmorgan

$40.71

~~$67.85~~ (40% off)

Frozen Pines - Lord Huron Premium Oversized Sweatshirt

phoebetompkins

$46.50

~~$62.00~~ (25% off)

Big Sky Montana Premium Oversized Sweatshirt

Sleepygirl2010

$50.38

~~$67.17~~ (25% off)

Lord Huron Premium Oversized Hoodie

the prairie flower mercantile

$43.13

~~$71.88~~ (40% off)

Abstract Mountain Biking Trails Premium Oversized Hoodie

joinertees

$41.40

~~$69.00~~ (40% off)

Northgate Trails Premium Oversized Hoodie

Julie Navitka

$37.95

~~$63.25~~ (40% off)

Ski Trails Sugarloaf Mountain Premium Oversized Sweatshirt

Dalaura

$46.50

~~$62.00~~ (25% off)

Frozen Pines Pullover Hoodie

the prairie flower mercantile

$36.55

~~$48.74~~ (25% off)

Bowron Lake Canoe Circuit (CT) Premium Oversized Sweatshirt

curranmorgan

$45.73

~~$60.97~~ (25% off)

Riding the mountain trails Pullover Hoodie

Paterrr

$32.75

~~$43.67~~ (25% off)

Star trails Premium Oversized Hoodie

EricT00

$37.95

~~$63.25~~ (40% off)

Potomac River WT (CT) Premium Oversized Hoodie

curranmorgan

$40.71

~~$67.85~~ (40% off)

Great Allegheny Passage (Cycling C) Premium Oversized Sweatshirt

curranmorgan

$45.73

~~$60.97~~ (25% off)

Lloyd Bannings Crossbell Academy Premium Oversized Sweatshirt

Lagelantee

$42.63

~~$56.84~~ (25% off)

Pro-4x Off-Road Premium Oversized Sweatshirt

ApneaHunter

$45.73

~~$60.97~~ (25% off)

The Haute Route (BG) Premium Oversized Hoodie

curranmorgan

$40.71

~~$67.85~~ (40% off)

chamonix Premium Oversized Hoodie

COCOMOUNTAIN

$46.58

~~$77.63~~ (40% off)

McKenzie River Trail (cycling) Premium Oversized Hoodie

curranmorgan

$40.71

~~$67.85~~ (40% off)

You have died of dysentery. Premium Oversized Hoodie

fandemonium

$41.40

~~$69.00~~ (40% off)

Goda Mountains Djibouti Highland Trails Above The Desert Hiker Explorer Travel Premium Oversized Hoodie

NeedForParks

$48.30

~~$80.50~~ (40% off)

Fiery Alteniiyy Premium Oversized Sweatshirt

danderrion

$58.13

~~$77.51~~ (25% off)

Virginia Creeper Trail (cycling) Premium Oversized Hoodie

curranmorgan

$40.71

~~$67.85~~ (40% off)

Trails of Cold Steel Olivert Premium Oversized Hoodie

danderrion

$51.75

~~$86.25~~ (40% off)

Breckenridge Ski Resort Colorado Premium Oversized Sweatshirt

CarbonClothing

$52.31

~~$69.75~~ (25% off)

Chamonix Mont Blanc France Vintage Hiking Design Premium Oversized Sweatshirt

CynthiaGraphics

$54.25

~~$72.34~~ (25% off)

Rivalries Premium Oversized Hoodie

danderrion

$51.75

~~$86.25~~ (40% off)

Grand Targhee Resort Wyoming Premium Oversized Sweatshirt

Esskay Designs

$60.06

~~$80.09~~ (25% off)

The mountains are calling Premium Oversized Sweatshirt

Prissyyoo

$46.50

~~$62.00~~ (25% off)

Nihon Falcom (日本ファルコム) Logo Premium Oversized Hoodie

RubenCRM

$56.93

~~$94.88~~ (40% off)

Snowbasin Ski Resort Utah Premium Oversized Hoodie

CarbonClothing

$46.58

~~$77.63~~ (40% off)

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

bivenart

$46.90

~~$62.53~~ (25% off)

Marathon De Paris Premium Oversized Hoodie

AllFest

$44.85

~~$74.75~~ (40% off)

"Because It's There" - George Mallory collection Premium Oversized Hoodie

Crimp Merch

$41.06

~~$68.43~~ (40% off)

Palisades Tahoe Premium Oversized Hoodie

Esskay Designs

$53.48

~~$89.13~~ (40% off)

Nissan Pro-4x Pullover Sweatshirt

ApneaHunter

$31.45

~~$41.94~~ (25% off)

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

mrsmitful

$46.50

~~$62.00~~ (25% off)

La Cloche-Silhouette Trail (T) Premium Oversized Sweatshirt

curranmorgan

$45.73

~~$60.97~~ (25% off)

Sky Trails Premium Oversized Hoodie

Kaybi76

$41.40

~~$69.00~~ (40% off)

Confederation Trail (cycling c) Premium Oversized Sweatshirt

curranmorgan

$45.73

~~$60.97~~ (25% off)

Falcom (日本ファルコム) Pixel Logo Premium Oversized Hoodie

RubenCRM

$56.93

~~$94.88~~ (40% off)

Meet Me In The Woods (Lord Huron) Premium Oversized Sweatshirt

AvocadoArtFa

$56.19

~~$74.92~~ (25% off)

Whistler Ski Resort British Columbia Premium Oversized Hoodie

CarbonClothing

$46.58

~~$77.63~~ (40% off)

Strange Trails // Lord Huron Premium Oversized Hoodie

CougarCoast

$41.40

~~$69.00~~ (40% off)

Retro Toyota 4wd outline Premium Oversized Sweatshirt

grmcclure

$62.00

~~$82.67~~ (25% off)

Path of the Gods (OBP) Premium Oversized Sweatshirt

curranmorgan

$45.73

~~$60.97~~ (25% off)

Enrichment Bucket for Abby Premium Oversized Sweatshirt

Tyler Kemp

$48.44

~~$64.59~~ (25% off)

Bibbulmun Track (T) Premium Oversized Hoodie

curranmorgan

$40.71

~~$67.85~~ (40% off)

Mount Mansfield (P) Premium Oversized Hoodie

curranmorgan

$40.71

~~$67.85~~ (40% off)

TRAIL Premium Oversized Hoodie

morteraphan

$44.85

~~$74.75~~ (40% off)

Sandpoint, Idaho Premium Oversized Sweatshirt

InvestingRoad

$46.50

~~$62.00~~ (25% off)

MTB Trails Premium Oversized Hoodie

tabemisa

$48.65

~~$81.08~~ (40% off)

Lloyd Overcome Premium Oversized Hoodie

danderrion

$51.75

~~$86.25~~ (40% off)

Monovio Renne Premium Oversized Sweatshirt

Mamawbravely

$56.19

~~$74.92~~ (25% off)

Airstream Adventure Premium Oversized Sweatshirt

99Parker

$40.69

~~$54.25~~ (25% off)

Titan Premium Oversized Hoodie

ItsMeRuva

$44.85

~~$74.75~~ (40% off)

1925 Serum Run Premium Oversized Hoodie

Zhivago

$44.85

~~$74.75~~ (40% off)

Bracers Guild Leman Crest Premium Oversized Sweatshirt

Lagelantee

$46.50

~~$62.00~~ (25% off)

Vancouver Forest Trails Lightweight Hoodie

Kristentinato

$30.79

~~$38.49~~ (20% off)

Initial Lianne Premium Oversized Hoodie

Mamawbravely

$50.03

~~$83.38~~ (40% off)

Arran Coastal Way (T) Premium Oversized Hoodie

curranmorgan

$40.71

~~$67.85~~ (40% off)

Virginia Creeper Trail (H2) Premium Oversized Sweatshirt

curranmorgan

$45.73

~~$60.97~~ (25% off)

Mount Washington (arrowhead) Premium Oversized Sweatshirt

curranmorgan

$45.73

~~$60.97~~ (25% off)

Barr Trail (arrowhead T) Premium Oversized Sweatshirt

curranmorgan

$45.73

~~$60.97~~ (25% off)

Vintage Mountain Bike Retro MTB Downhill Biking Premium Oversized Sweatshirt

cimibaka25

$46.50

~~$62.00~~ (25% off)

Mountain Ranges Minimal Outlines Premium Oversized Sweatshirt

RUNunculus

$46.50

~~$62.00~~ (25% off)

Trail Boss Premium Oversized Sweatshirt

IdaParker

$46.50

~~$62.00~~ (25% off)

Into the Wild with Christopher McCandless Lightweight Hoodie

Mysticgroovegoods

$33.59

~~$41.99~~ (20% off)

Old Class VII Premium Oversized Sweatshirt

danderrion

$58.13

~~$77.51~~ (25% off)

Wandering Samurai Premium Oversized Sweatshirt

danderrion

$58.13

~~$77.51~~ (25% off)

Welcome to Alaska. Now Take a Hike! Pullover Sweatshirt

AlaskaExtreme

$36.70

~~$48.93~~ (25% off)

100 Mile Club trail runners Premium Oversized Sweatshirt

PlanBesser

$48.44

~~$64.59~~ (25% off)

Pinery Provincial Park Pullover Sweatshirt

Hollow-Horse

$31.45

~~$41.94~~ (25% off)

Toyota Land Cruiser FJ45 Pickup Pullover Sweatshirt

shakotan

$32.24

~~$42.99~~ (25% off)

The Night We Met Premium Oversized Hoodie

Ryan Arthur

$46.58

~~$77.63~~ (40% off)

Old Rag Mountain Premium Oversized Sweatshirt

lydiavine

$44.95

~~$59.94~~ (25% off)

Bearskin State Trail (Cycling) Premium Oversized Hoodie

curranmorgan

$40.71

~~$67.85~~ (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.

Clothing

Sweatshirt

Trails

Trails 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.

Trails Of Cold Steel Iv

Trails Of Cold Steel 4

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Trails Sweatshirts & Hoodies

Worldwide Shipping

Secure Payments

Free Return

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