FIRST DIBS: 30% Off Tees | Up to 50% Sitewide
Shop Now
Sell your art
Login
Signup
Caps
Retro mountain with trees
Redbubble logo
Explore
For You
Retro Gaming
Horror
Sci-Fi
80s Fandoms
Pop-Culture
Fresh Finds
Fan Art
Blockbuster Movies
Clothing
New
All Clothing
T-Shirts
New
Hoodies & Sweatshirts
Hats
New
Socks
Dresses
Tank Tops
Stickers
All Stickers
Holographic Stickers
Funny Stickers
Car Stickers
Bumper Stickers
Water Bottle Stickers
Cool Stickers
Anime Stickers
Laptop Stickers
Magnets
Custom Stickers
Phone Cases
All Phone Cases
iPhone Cases
Samsung Galaxy
New
Wall Art
All Wall Art
Posters
Photographic Prints
Art Prints
Tapestries
Canvas Prints
Framed Prints
Home & Living
All Home & Living
Mugs
Throw Pillows
Throw Blankets
Tapestries
Magnets
Aprons
Coasters
Jigsaw Puzzles
Acrylic Blocks
Kids & Babies
All Kids Clothes
Kids T-Shirts
Baby One-Pieces
Kids Pullover Hoodies
Accessories
All Accessories
Hats
New
Socks
Pins
Tech Accessories
Tote Bags
Makeup Bags
Toiletry Bags
Zipper Pouches
Stationery & Office
All Stationery & Office
Greeting Cards
Spiral Notebooks
Mouse Pads & Desk Mats
Postcards
Hardcover Journals
Gifts
All Gifts
Gifts for Book Lovers
Gifts for Gamers
Gifts for Her
Gifts for Him
Gifts for Animal Lovers
Gifts Under $50
Gifts for Outdoorsy Types
Gifts for Kids
Stocking Stuffers
Gift Cards
Will Rogers Highway Caps
1000+ items
Hats
Filters (2)
1000+ items
Most Relevant
Will Rogers State Beach California Sun Dad Hat
bivenart
$22.00
$27.50
(20% off)
Will Rogers State Beach, Los Angeles County, California Dad Hat
Wanderful-roads
$20.15
$25.19
(20% off)
Will Rogers State Historic Park, Los Angeles County, California Trucker Hat
Wanderful-roads
$23.99
Will Rogers State Beach California Wave Baseball Cap
bivenart
$22.00
$27.50
(20% off)
100th anniversary Route 66 special edition design Dad Hat
annaOMline
$23.51
$29.39
(20% off)
Booger County road sign Dad Hat
arkantero
$20.15
$25.19
(20% off)
Kräftwërk Aütöbähn Shïrt Stïċkër Höödïë Mäsk Trucker Hat
PatrickRath
$23.99
the outsiders musical ponyboy will rogers shirt design (faded) Dad Hat
ambermione
$29.38
$36.73
(20% off)
Will Rogers quote about life Trucker Hat
DesignsByDaddy
$23.99
California Highway Patrol - badge - shield - logo - trooper Police Baseball Cap
Osprey Tees
$18.81
$23.51
(20% off)
Rogers, AR Dad Hat
PhilbonianDezin
$20.15
$25.19
(20% off)
Best Cover Country Band Two Lane Highway Classic T-Shirt Dad Hat
CaseyWilson12
$20.15
$25.19
(20% off)
California Highway Patrol; USA; Baseball Cap
StickerApe
$20.15
$25.19
(20% off)
Best Cover Country Band Two Lane Highway Classic T-Shirt Baseball Cap
CaseyWilson12
$20.15
$25.19
(20% off)
Digger Film Dad Hat
VickiAshley
$21.66
$27.08
(20% off)
My Way Trucker Hat
pantapita
$23.99
The Las Vegas Cowboy Baseball Cap
franklinprintco
$20.15
$25.19
(20% off)
Will Run License Plate Baseball Cap
SpongeBlyat
$20.15
$25.19
(20% off)
1940's Wyoming Cowboy Dad Hat
historicimage
$21.83
$27.29
(20% off)
Rogers, AR [Blue] Baseball Cap
PhilbonianDezin
$20.15
$25.19
(20% off)
U.S. Route 101 Historic Route - California Dad Hat
travelwitheric
$20.15
$25.19
(20% off)
Route SS125 Legendary Dad Hat
InfinitySparkles
$18.47
$23.09
(20% off)
U.S. Route 66 Historic Route - California Baseball Cap
travelwitheric
$20.15
$25.19
(20% off)
Miles Behind Still I Roam Vintage Semi Truck Trucker Emblem Baseball Cap
PoleksGraphics
$20.15
$25.19
(20% off)
Kräftwërk Aütöbähn Shïrt Stïċkër Höödïë Mäsk Trucker Hat
AnthonyGonsalve
$23.99
The Highwaymen Dad Hat
BKPride
$20.99
$26.24
(20% off)
It's not the Years - It's the mileage - Black - Indy Trucker Hat
Fenay Designs
$23.99
Best Cover Country Band Two Lane Highway Classic T-Shirt.png Trucker Hat
Ronaldllis
$23.99
Blogger Trucker Hat
ALF2023
$23.99
Jimmy Durante Baseball Cap
Gentle40Winks
$20.15
$25.19
(20% off)
Original Rough Riders Movie Baseball Cap
YOGEETA2001
$18.47
$23.09
(20% off)
Western States Endurance Race Trucker Hat
Cy1982
$23.99
Everything is Funny Dad Hat
SunshineVine
$19.81
$24.77
(20% off)
Fall Risk Trucker Hat
Jillian Spradlin
$23.99
Route US - Road 66 - American roads - USA highway - Road US Baseball Cap
JansenGS
$20.15
$25.19
(20% off)
Nile Rodgers American Dad Hat
LEONARD JACKSON
$23.51
$29.39
(20% off)
Will Trade Racists for Refugees Baseball Cap
DesignCollectiv
$20.15
$25.19
(20% off)
Sopranos Roy Rogers Mashup Baseball Cap
Final Dungeon
$18.47
$23.09
(20% off)
Ride the Cyclone Fortune (Version 2) Trucker Hat
BadgertheBagel
$23.69
Rogers, AR [White] Baseball Cap
PhilbonianDezin
$20.15
$25.19
(20% off)
We Were Never Made to Run Forever Baseball Cap
cowboy-ink
$20.15
$25.19
(20% off)
Million Dollar Highway | Colorado | Motorcycle Dad Hat
KrisSidDesigns
$21.49
$26.87
(20% off)
Roy Rogers Western Legend Artistic Portrait Collage Dad Hat
Mauswohn
$19.31
$24.14
(20% off)
Well Traveled Still Roadworthy Retro T-Shirt Funny Vintage Graphic Tee Trucker Hat
POD DYNASTY | Original Print On Demand T-Shirt Graphics
$23.99
Rogers, AR [Green] Dad Hat
PhilbonianDezin
$20.15
$25.19
(20% off)
Will Rhodes Band Texas Doubloon #743 Dad Hat
design-aas-sum
$20.15
$25.19
(20% off)
Written by Cormac McCarthy | Retro Style Baseball Cap
Retro Travel Design
$20.15
$25.19
(20% off)
1936 Fort Worth Texas Centennial Dad Hat
historicimage
$21.83
$27.29
(20% off)
Original Rough Riders Movie Poster Dad Hat
natzeelvers5
$20.15
$25.19
(20% off)
Will Rhodes Band: Texas brass #932 Baseball Cap
design-aas-sum
$20.15
$25.19
(20% off)
Pure Prairie League Two Lane Highway Baseball Cap
mhvjhxxsod65
$20.15
$25.19
(20% off)
Tour Country Music Concert Singer Vintage Retro 90s Dad Hat
heimbijubiid
$18.47
$23.09
(20% off)
Million Dollar Highway, Colorado Trucker Hat
studio838
$25.99
Tulsa Oklahoma Driller Statue Trucker Hat
gumballols
$24.99
Ann Arbor Asterisks Trucker Hat
Vintustration
$23.99
Robert F Kennedy Dad Hat
zuen
$20.15
$25.19
(20% off)
Buffalo Bill's Wild West and Congress of Rough Riders of the World Dad Hat
robotrobotROBOT
$20.15
$25.19
(20% off)
Blue Ridge Parkway Virginia North Carolina Motorcycle LP Sticker T-Shirt 02 Trucker Hat
OuterShellUK
$23.99
Mount Rogers Virginia | Hiking | Skiing Baseball Cap
KrisSidDesigns
$21.49
$26.87
(20% off)
Road To Monument Valley Dad Hat
JRRouse
$20.15
$25.19
(20% off)
Wayne National Forest Baseball Cap
bivenart
$22.00
$27.50
(20% off)
8mile 8 Mile Eminem - Old Eminem Stuff Baseball Cap
Cinnamonhomes
$22.67
$28.34
(20% off)
Rookery Roads Baseball Cap
Dean Wiles
$21.83
$27.29
(20% off)
Road Rager Baseball Cap
RR-Creative
$21.83
$27.29
(20% off)
Thrill Travel Dad Hat
CandyVenom
$20.15
$25.19
(20% off)
Road Trip on Historic Route 66 Scenic Drive Trucker Hat
artshop77
$24.99
Rogers Usa Drums Classic Baseball Cap
Heropkiwe
$20.15
$25.19
(20% off)
Randy Rogers Band MUSICAL NOTE Dad Hat
guruboya
$25.19
$31.49
(20% off)
Million Dollar Highway Colorado Route 550 Motorcycle Sticker TShirt 02 Trucker Hat
OuterShellUK
$23.99
Roswell New Mexico Alien Cowboy Trucker Hat
MojaveTradePost
$23.99
GRAND CANYON NATIONAL PARK STICKER Baseball Cap
chloechristianm
$20.15
$25.19
(20% off)
Extraterrestrial Highway - Route 375 Nevada Trucker Hat
roswellboutique
$23.99
1930s Royal Gorge, Canon City Colorado Dad Hat
historicimage
$21.83
$27.29
(20% off)
Old West Dad Hat
freirestone
$20.15
$25.19
(20% off)
Vintage Pennsylvania Railroad Baseball Cap
QuayTradingCo
$20.15
$25.19
(20% off)
Vintage Albuquerque Baseball Cap
historicimage
$21.83
$27.29
(20% off)
Endurance Rider - MILEAGE 25 50 75 MILES Baseball Cap
GorillaFarm
$20.15
$25.19
(20% off)
US Roadtrip Baseball Cap
whyitsme
$20.15
$25.19
(20% off)
Life Is A Highway Trucker Hat
sageletrox
$29.99
Route US - Road 66 - American roads - USA highway - Road US Baseball Cap
JansenGS
$20.15
$25.19
(20% off)
Rogers Baseball Cap
DFA
$21.83
$27.29
(20% off)
Roy Rogers Cowby Annual Vintage Western Baseball Cap
Retroaugogo
$21.57
$26.97
(20% off)
Become a member.
Get 25% off your first order.
Plus other neat perks and exclusive savings to help you find the very thing.
Sign up
Previous
1
2
3
10
Next
Highway
America
Usa
Vintage
Retro
Route 66
United States
California
Travel
Cowboy
Road
City
Us
Interstate
Road Trip
Worldwide Shipping
Available as standard or express delivery
Learn more
- opens in new window or tab
Secure Payments
100% Secure Payment with 256-bit SSL encryption
Learn more
- opens in new window or tab
Free Return
Exchange or money back guarantee for all orders
Learn more
- opens in new window or tab
Local Support
24/7 Dedicated support
Learn more
- opens in new window or tab