
5 Things You Probably Didn’t Know About U.S. Route 20
If you’re into epic road trips that combine scenic beauty, historical significance, and just the right amount of “Are we there yet?” moments, U.S. Route 20 is your ticket to ride. Uncover the history of the road dubbed the "Big Daddy" of highways.
History of U.S. Route 20
U.S. Route 20 is a major east-west highway in the United States, stretching from Boston, Massachusetts, to Newport, Oregon. It is the longest road in the U.S. Highway System, spanning approximately 3,365 miles.

U.S. Route 20 passes through 12 states:
- Massachusetts
- New York
- Pennsylvania
- Ohio
- Indiana
- Illinois
- Iowa
- Nebraska
- Wyoming
- Montana
- Idaho
- Oregon
Nothing says adventure like driving the longest road in the U.S. while questioning your life choices.
Coast-to-Coast Luxury
Spanning from Boston to Newport, Oregon, Historic Route 20 will take you from the sophistication of New England to the rugged charm of the Pacific Northwest. It’s like getting whiplash from culture shock—but in a fun way.
A Slice of History
Route 20 has been around since 1926, so it’s seen everything from the Great Depression to the invention of GPS (thank goodness). Imagine telling someone in 1926 that their great-grandkids would still be lost on this highway in 2024.
MORE: 28 Things People of Illinois Look Forward To Most In the Fall
Illinois Stretch of U.S. 20
As you pass through Illinois, prepare to be dazzled by the never-ending cornfields. You’ll know you’re there when your cell signal fades and your playlist starts repeating itself. It's all made better by getting out of the car and having some fun in Galena.
Endless Entertainment
If you’re bored, just count the potholes. Illinois is famous for them, and Route 20 doesn’t disappoint.
So, if you’re looking for an adventure that’ll test your patience and your suspension, U.S. Route 20 has you covered.
MORE: Illinois Pizzerias With The Highest Scores From Dave Portnoy
LOOK: Best scenic drives in Illinois
Gallery Credit: Stacker
LOOK: These are the highways in Illinois with the most fatalities.
Gallery Credit: Stacker
