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Route 66 Turns 100. We Road-tripped Through All Its Kitsch.

A photographer takes the highway from Chicago to Santa Monica to capture its shifting landscapes, rural charms and retro attractions.

Route 66 does not exist anymore, at least officially. Once the “Mother Road” of American expansion by car and truck, it was decommissioned in 1985, after the Interstate Highway System diverted much of its traffic along many of the route’s segments across Illinois, Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona and California. What remains is a disjointed Historic Route 66, preserved by its local communities and celebrated for its connection to an earlier time.

First designated in 1926 and fully connected and paved over the next decade or so, it carried west the desperate Dust Bowl migrants and World War II military supplies and troops. Vacationing families and adventure seekers got their kicks on Route 66, as a popular song styled it, and they boosted the economies of rural communities along the way.

The route has now become a nostalgic destination for road trippers from far and near. Dotted with neon-clad motels and diners, trading posts and historic markers, vintage cars and dinosaur sculptures, the road offers stunning scenery and Americana for groups of bikers and European tourists alike.

“Route 66 is stuck in time, in a good way,” says photographer Matt McClain, who spent several summer weeks traveling all of the road’s 2,448 miles and rambling down some offshoots, crossing seven state borders and spanning three time zones. “It held on to some of its atmosphere, ambiance and character. And the people you meet are caretakers of that tradition. They take real pride.”

Route 66 is not just a way to experience the dramatic diversity of the American landscape — the green fields of Illinois, Missouri and Kansas giving way to the yellow plains of Oklahoma and Texas and the copper rocky formations of New Mexico and Arizona. It’s also a conduit for meeting a diverse mix of communities and ways of life.

“It’s a great way to experience American culture, even though some of it can be a bit cheesy or cliché,” McClain says. “It takes people outside of the larger cities to see the rural fabric of America, the thing that really makes America special.”

Through his photos, McClain takes us along Route 66, uncovering its many surprises, on the eve of its 100th anniversary on Nov. 11.

Chicago is the easternmost point of Route 66. The city’s skyline is seen from the top of Willis Tower on June 19.
Marcy Confort stands next to an oversize statue on June 20 at the American Giants Museum in Atlanta, Illinois.
A visitor reaches out to touch the nose of a bronze bust of Abraham Lincoln that sits near his tomb in Oak Ridge Cemetery in Springfield, Illinois, on June 21.

I didn’t expect this old, regional brick route in the middle of nowhere, surrounded by cornfields. It felt so timeless, like a real treasure that still exists, a true link to the past.”

— Matt McClain
A woman casts a line at a popular fishing spot in Maramec Spring Park, just south of Historic Route 66, near St. James, Missouri, on June 23.
People walk near the Gateway Arch in St. Louis on June 22.
A visitor photographs the Golden Driller statue outside the SageNet Center at Expo Square in Tulsa on June 26, just before the start of the AAA Route 66 RoadFest.
A giant “muffler man,” one of the route's original ’60s advertising icons, in Tulsa’s Meadow Gold District on June 27.
Laney Curtis and 5-month-old daughter Adeline at the Tee Pee Drive-In Theater in Sapulpa, Oklahoma, on June 26. The drive-in originally opened in 1950 and reopened after renovation in 2023.
Tourists can spray-paint buried cars at the Cadillac Ranch in Amarillo, Texas. Abby Williams helps her nephew, Tatum, 7, of Canton, Georgia, climb down on June 5.

These Cadillacs are more just paint than cars anymore. They have deteriorated so much that they are held together by those layers and layers of paint. Attractions like these are a rite of passage. It’s a pilgrimage. It’s about feeling that sense of belonging.”

— Matt McClain
Flint Brownlee holds his 18-month-old son, Chet, at the rodeo, part of the Texas Route 66 Festival.
Robert Fear holds his daughter, Amara, 3, as people gather for the Tunnel of Fire at the Route 66 Rides festival in Gallup, New Mexico, on July 25.
Evelyn Coffing rests on a folded-up hot-air balloon at the festival in Gallup.
A family eats on June 4 at The 66 Diner in Albuquerque, located in a former Phillips 66 gas station that opened in 1945.
An overlook in Petrified Forest National Park in Holbrook, Arizona on June 4, one of the stunning vistas along Historic Route 66.
Chance “Bear” Christensen works at Cars of the Mother Road Trading Post in Williams, Arizona, on June 3.
Owner Amy Franklin hangs up merchandise at her Hackberry General Store in Arizona on June 3.
A man walks by the giant dinosaur sculpture in front of the visitor center in Holbrook, Arizona, on the banks of the Little Colorado River, on June 4.

There was a pause, a quietness. And then these tour buses would pull up and pour out people who would take over the town for an hour or two. Then they would leave and it would be quiet again.”

— Matt McClain
A man protects his seated photo op at a stenciled highway sign near Roy’s Motel and Cafe in the Mojave Desert town of Amboy, California, on June 2.
A mechanical Elvis-themed fortune teller sits near the door at Peggy Sue’s 50’s Diner in Yermo, California, on June 2.
The sun begins to set behind the sculptures at Elmer’s Bottle Tree Ranch in Oro Grande, California, on June 1.
A man rides a horse along Route 66 near the train tracks and cement plant in Oro Grande on June 1.
Traffic on Interstate 40 passes under Historic Route 66 in California’s San Bernardino County.
People gather on the Santa Monica Pier on May 31. The California landmark is seen by many as the symbolic ending point of Route 66.

The Santa Monica Pier is such a perfect fit for Route 66. You never know what you’re gonna see on the pier, just like you never know what you’ll see on Route 66. There’s a classic kitschiness that’s clearly endearing.”

— Matt McClain
Chris Garcia and Kylie Castillo embrace on the Santa Monica Pier on May 31.