Lorecast
The concrete arches of the 1915 11th Street Bridge, now the Cyrus Avery Route 66 Memorial Bridge, over the Arkansas River in Tulsa

ROUTE 66 · OKLAHOMA

Tulsa, Oklahoma

Tulsa is where Cyrus Avery founded the U.S. Highway 66 Association in 1925, earning the city its nickname, the “Birthplace of Route 66.”

  • 720 mi from Chicago
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About Tulsa

Tulsa sits on the Arkansas River. The Lochapoka band of Creek people settled here between 1828 and 1836, and the town was incorporated in 1898. Oil was struck near Red Fork in 1901, and for most of the 20th century Tulsa was known as the “Oil Capital of the World,” a boom that filled downtown with Art Deco buildings.

In 1925 Tulsa businessman Cyrus Avery set up the U.S. Highway 66 Association here. The highway came in on Southwest Boulevard and crossed the river on the 11th Street Bridge; from 1932 it ran east along 11th Street. Twenty-nine historical markers now line its 26 miles through the city.

Sources: Wikipedia — Tulsa, Oklahoma, U.S. Route 66 in Oklahoma

LISTEN BEFORE YOU GO

Stories you’ll hear in and around Tulsa

On the road, Lorecast plays these on its own as you drive past each place. Here you can listen first. Each story lists its sources.

The 11th Street Bridge over the Arkansas River in Tulsa

HISTORY · TOLD BY MILES · 74 SEC

The bridge that brought Route 66 to Tulsa

In 1915, a bridge was completed across the Arkansas River at Tulsa, Oklahoma. It was the first bridge built specifically for automobiles to cross that river, and at 1,470 feet, it was one of the longest concrete structures in the Midwest. For decades, it carried Route 66. But by 2008, the bridge was in such poor condition that the gates were locked even to pedestrians. Holes in the deck, buckled pavement, weeds in the cracks. Engineers said it would cost $15 million just to make it safe to walk on. The verdict: "too expensive to repair, too historic to demolish, and too valuable to ignore." So it still stands—closed, crumbling, but honored. In 2004, it was renamed for Cyrus Avery, the man who championed Route 66. And at its east end, a plaza features a bronze sculpture called "East Meets West"—the Avery family in a Model T, meeting a horse-drawn carriage. A moment frozen in time, on a bridge that time has left behind. Want to know more about the bridge's history?

Sources

The Sinclair Service Station on East 11th Street in Tulsa

QUIRKY · TOLD BY MILES · 58 SEC

A filling station with a tile roof

A gas station with a tile roof? That's not your everyday fill-up stop. The Sinclair Service Station in Tulsa wears a stucco exterior, a triangular parapet, and a Ludowici-tiled visor roof—details that earned it a spot on the National Register of Historic Places back in 1996. The nomination calls it "an excellent example of a Spanish Eclectic service station." And the whole place is built in three parts: an office, a covered gas pump area, and an attached double-bay service garage. It sits along Route 66—actually, its listing was consistent with a study of historic resources on that famous road. So next time you think a gas station is just a box for pumping fuel, remember this one thought it deserved a little architectural flair.

Sources

The Philtower Building and its sloping tiled roof in downtown Tulsa

QUIRKY · TOLD BY MILES · 48 SEC

The skyscraper given to the Boy Scouts

An oilman once gave away a skyscraper to the Boy Scouts. No, really. Waite Phillips, who made his fortune in Oklahoma oil, finished this neo-Gothic tower in 1928. Then in 1941, he deeded the Philtower to the Boy Scouts of America — along with most of his Philmont Ranch. The building's income helped support the ranch. Imagine a troop of Scouts owning a 24-story office building. They sold it in 1977 to local investors. Today, the 21st-floor office where Phillips worked is still preserved. The vaulted lobby ceiling? Carved stone rosettes made in Italy, reassembled by the same craftsmen. Quirky? Absolutely.

Sources

The Art Deco tower of Boston Avenue Methodist Church in Tulsa

HISTORY · TOLD BY MILES · 71 SEC

Who designed Boston Avenue Church?

You'd expect a church like this to be designed by a famous architect. But the Boston Avenue Methodist Episcopal Church in Tulsa? Its design is credited to two people: a high school art teacher and her former student. Adah Robinson sketched the original ideas. Bruce Goff, who had been in her class, took those sketches and turned them into the soaring Art Deco masterpiece you see here. Completed in 1929, the building cost $1.25 million. Its 225-foot tower is topped with a sculpture of two hands raised in prayer—a motif Robinson drew early on. The exterior is covered in terra cotta sculptures by Robert Garrison, another of Robinson's students. There's still debate over who deserves more credit. The church says Robinson; Goff experts say Goff. The definitive book on Tulsa Art Deco refuses to settle it. Either way, it's one of the finest examples of ecclesiastical Art Deco in the country, designated a National Historic Landmark in 1999.

Sources

The Tee Pee Drive-In on old Route 66 in Sapulpa

HISTORY · TOLD BY MILES · 32 SEC

The drive-in that survived a tornado

The Tee Pee Drive-In opened on May 5, 1950. It was built with paved pathways, unlike most drive-ins of the time that used dirt. For a decade, it ran smoothly, showing movies to thousands. Then, on its tenth anniversary—May 5, 1960—an F5 tornado tore through the area. It nearly destroyed the theater. But within a month, it was repaired and back in business.

Sources

What to see

  1. 1

    Cyrus Avery Route 66 Memorial Bridge

    The 1915 arch bridge that carried Route 66 over the Arkansas River, now closed. Cyrus Avery Centennial Plaza, with its “East Meets West” sculpture, is at the east end; a neon sign park opened at the west end in 2020.

    Directions ↗Source: Wikipedia — 11th Street Bridge

  2. 2

    Route 66 Historical Village

    An open-air museum at 3770 Southwest Boulevard: a 194-foot oil derrick at the site of Tulsa’s first oil strike, a visitor center modeled on a 1920s–30s gas station, and the Frisco 4500 steam locomotive.

    Directions ↗Source: Wikipedia — Route 66 Historical Village

  3. 3

    Meadow Gold sign

    A 1934 neon sign built for the Beatrice Dairy Company and now a Route 66 landmark. When its building was demolished in 2004, it moved to a brick pavilion at East 11th Street and South Quaker Avenue.

    Directions ↗Source: Wikipedia — Meadow Gold sign

  4. 4

    Sinclair Service Station

    A 1929 Spanish Eclectic filling station at 3501 E. 11th Street, on the original Route 66: office, covered pump area and double-bay garage, with stucco walls and a Ludowici-tiled visor roof.

    Directions ↗Source: Wikipedia — Sinclair Service Station (Tulsa, Oklahoma)

  5. 5

    Philtower Building

    Oilman Waite Phillips’s 24-story tower of 1928 at 427 South Boston Avenue, known for its illuminated, sloping tiled roof. He deeded it to the Boy Scouts of America in 1941 to help support Philmont Ranch.

    Directions ↗Source: Wikipedia — Philtower Building

  6. 6

    Boston Avenue Methodist Church

    An Art Deco church with a 225-foot tower crowned by praying hands, designed by art teacher Adah Robinson and her former student Bruce Goff. It became a National Historic Landmark in 1999.

    Directions ↗Source: Wikipedia — Boston Avenue Methodist Church

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Places on this page and the route the Lorecast app follows. Map data © OpenStreetMap contributors.

Down the road

Tulsa is about 720 miles from Chicago along the route. It is on day 4 of our 14-day plan.

HEAR IT ON THE ROAD

Let Tulsa tell its own stories as you drive in.

Lorecast plays short stories about the places around you, hands-free. Download Route 66 before you leave and it works offline. Route 66 is free through December 31, 2027.

How these stories are made

Lorecast stories are written with AI using only the sources listed under each story, and they are narrated with synthetic voices. An automatic check traces every name and date back to those sources, and legends are told as legends. Every story on this page was also checked against its sources before we published it here. If you spot a mistake, write to hello@lorecast.net.

All sources and licences

Story and page texts are original writing based on the facts in these sources. Wikipedia and Wikivoyage text is available under CC BY-SA 4.0; Wikidata under CC0; National Register of Historic Places records are public domain. Map data © OpenStreetMap contributors, ODbL. Distances are along the route as Lorecast maps it and differ slightly from other guides.

Photo credits

Updated 10 October 2026.