The Longest Road in America

Road trip U.S. 20

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Created by Christopher Warren - June 15th 2016

Route 66 might be known as America's Mother Road, but U.S. Route 20 is, without question, the Big Daddy. It's America's longest road, stretching from Boston, Massachusetts to Newport, Oregon. That's 12 states and 3,365 miles of transcontinental American awesomeness to explore. Go big and then go home with a mega road trip along this epic route!

Photo of Old North Church

193 Salem St, Boston, MA, US

Old North Church

Driving across the whole country, you're bound to pass tons of classic American stops. Start in Boston, where the country basically began, and honor the American Revolution with a visit to the Old North Church.

25 Main St, Cooperstown, NY, US

Baseball Hall of Fame

Pay tribute to America's favorite pasttime at the Baseball Hall of Fame.

180 South Street Rd, Auburn, NY, US

Harriet Tubman Home

Stop by the former home of American legend Harriet Tubman.

1100 Rock And Roll Blvd, Cleveland, OH, US

Rock and Roll Hall of Fame and Museum

The route also wanders through Cleveland, where you can jam out at the Rock 'n' Roll Hall of Fame.

Photo of The Willis Tower (Sears Tower)

233 S Wacker Dr, Chicago, IL, US

The Willis Tower (Sears Tower)

It then passes through Chicago, where you can get a crazy view of the city from atop the Willis Tower (better known as the Sears Tower).

951 Chicago Ave, Oak Park, IL, US

Frank Lloyd Wright Home & Studio

Brush up on your architecture knowledge at Frank Lloyd Wright's house.

28995 Lansing Rd, Dyersville, IA, US

Field of Dreams Movie Site

Once you reach Iowa, you'll see a lot of cornfields, but there's one in particular to visit: the one with the baseball diamond from Field of Dreams-- don't forget to bring a glove, bat and baseball!

Photo of Sioux City Lewis & Clark Interpretive Center

900 Larsen Park Rd, Sioux City, IA, US

Sioux City Lewis & Clark Interpretive Center

Also visit the Lewis and Clark Interpretive Center in Sioux City and be thankful that your cross-country road trip is a bit easier than theirs.

Photo of Ashfall State Historical Park

86930 517th Ave, Royal, NE, US

Ashfall State Historical Park

In Nebraska, imagine what the country looked like millions of years ago and check out the fossils at Ashfall State Historical Park.

Photo of Carhenge

2141 County Road 59, Alliance, NE, US


Then, appreciate the uniquely American weirdness that is Carhenge.

1 S Lookout Mountain Rd, Golden, CO, US

Buffalo Bill Memorial Museum

U.S. 20 passes through Cody, Wyoming, named for Buffalo Bill Cody, so the Buffalo Bill Museum is a must.

Photo of Yellowstone National Park

Grand Loop Rd, Mammoth, WY, US

Yellowstone National Park

You'll also want to stop by Yellowstone National Park (America's coolest park ever) and its also-cool neighbor, Grand Teton National Park.

Photo of Grand Teton National Park

Idaho is no small potatoes when it comes to stuff to see and do as well; they've got Craters of the Moon National Monument and a museum dedicated to the world's first nuclear power plant.

Photo of Experimental Breeder Reactor-1 Museum

U.S. Highway 20-26, Arco, ID, US

Experimental Breeder Reactor-1 Museum

1044 NW Bond St, Bend, OR, US

Deschutes Brewery and Public House

Once you finally, at last reach Oregon, celebrate with a pint at Deschutes Brewery (one of America's first craft breweries) and a warm bowl of clam chowder at Mo's Restaurant.

195 Warren Way, Cannon Beach, OR, US

Mo's Restaurant

There's nothing quite like dipping your feet in the Pacific Ocean after an exhausting but exciting 3,000 mile excursion!