Lorecast
The Chain of Rocks Bridge, which carried Bypass Route 66 over the Mississippi, with the city water intake tower in the river

ROUTE 66 · MISSOURI

St. Louis, Missouri

Route 66 crossed the Mississippi into Missouri here, at different times over the McKinley, MacArthur, Chain of Rocks, Martin Luther King and Poplar Street bridges.

  • 320 mi from Chicago
  • 5 stories to hear
  • Free in the app through 2027

About St. Louis

St. Louis was founded in 1764 by French fur traders and named for King Louis IX of France. In the 19th century it grew into a major port on the Mississippi, and in 1904 it hosted the World’s Fair.

Missouri’s Route 66 began downtown at the river. The first route left the state over the McKinley Bridge; later alignments used the MacArthur, Martin Luther King and Poplar Street bridges, and Bypass 66 crossed on the Chain of Rocks Bridge. Heading west, the highway was moved onto Chippewa Street and Watson Road, where Ted Drewes opened a custard stand in 1941.

Sources: Wikipedia — St. Louis, U.S. Route 66 in Missouri, Ted Drewes

LISTEN BEFORE YOU GO

Stories you’ll hear in and around St. Louis

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 25-story Lennox Hotel in downtown St. Louis

HISTORY · TOLD BY MILES · 59 SEC

The Lennox Hotel, open again 86 years to the day

The Lennox Hotel opened on September 2, 1929 — the tallest hotel in St. Louis at 25 stories. Designed by Bradshaw in the Renaissance Revival style, it was built with terra cotta facades and cornices, part of a downtown commercial boom. But here's the twist: it was the last hotel built in the area before the Great Depression. Another hotel wouldn't open downtown for decades. The Lennox closed in the 1970s, outshone by newer hotels. It got a second life in 2002 as a Renaissance, then fell into foreclosure in 2009. In 2013, Maritz, Wolff & Co. bought it and poured $15 million into a complete renovation. It reopened on September 2, 2015 — exactly 86 years to the day after its first opening — as a Courtyard by Marriott.

Sources

Entrance of the Phillis Wheatley YWCA building in St. Louis

HISTORY · TOLD BY MILES · 50 SEC

The Phillis Wheatley YWCA

In 1911, a YWCA branch opened in St. Louis that was only the fifth in the country for African-American women. It was named for Phillis Wheatley, the first African-American poet. The building you see dates from 1927, built for the Women's Christian Home, which had been organized in 1868. In 1941, the YWCA bought it. This place became a hub of intellectual life in the Mill Creek Valley neighborhood. The Fisk Jubilee Singers performed here in 1916. Maya Angelou, Mary McLeod Bethune, and Butterfly McQueen all visited or stayed in its hotel rooms. It was listed on the National Register of Historic Places in 1984.

Sources

The Frisco Building on Olive Street in downtown St. Louis

QUIRKY · TOLD BY MILES · 40 SEC

The railroad office that pushed out a piano shop

The Frisco Building was built for a railroad, but here's the odd part: its expansion kicked out a piano company that was a big deal in St. Louis — the Kieselhorst Piano Co., a leading vendor. They had to move one block east on Olive Street. So this skyscraper, designed by Eames and Young with subtle ornamentation and an innovative pier-and-spandrel system, literally pushed pianos aside. The Frisco Railway stayed for almost eighty years, but that little displacement is the quirky detail that sticks.

Sources

Stars Park, the St. Louis Stars' ballpark

HISTORY · TOLD BY MILES · 45 SEC

Stars Park, built for a Negro league team

In 1922, a ballpark opened in St. Louis that was built for a specific purpose: to be the home of the St. Louis Stars of the Negro National League. It was one of the few stadiums purposely constructed for a Negro league team. The Stars played there from 1922 to 1931, and the park hosted several postseason championship series. For decades, no photograph of the park was known to exist—until 2016, when one was discovered in the collection of the Missouri Historical Society. Today, the site is occupied by a university baseball field, with a monument referencing the old park.

Sources

The Climatron geodesic dome at the Missouri Botanical Garden

QUIRKY · TOLD BY MILES · 34 SEC

The Climatron

What if I told you the world's first fully air-conditioned greenhouse was built in 1960, and it looks like a giant bubble? That's the Climatron. No interior walls, no separate rooms — just one seamless dome that somehow grows a lowland rainforest inside. The architect, T. Howard, used a geodesic design covered in rigid Plexiglass panels. It's a greenhouse that doesn't need partitions to create different climates; the whole thing breathes as one.

Sources

What to see

  1. 1

    Chain of Rocks Bridge

    Built in 1929 with a 22-degree bend midstream, it carried Bypass Route 66 over the Mississippi. Closed in 1970, it now carries only walking and biking trails.

    Directions ↗Source: Wikipedia — Chain of Rocks Bridge

  2. 2

    Ted Drewes Frozen Custard (Chippewa Street)

    This custard stand opened in 1941 on Chippewa Street, one of Route 66’s alignments through the city. Its signature “concrete” is so thick it is handed over upside down.

    Directions ↗Source: Wikipedia — Ted Drewes

  3. 3

    Coral Court Motel site

    Gone. The streamline moderne Route 66 motel in Marlborough closed in 1993 and was demolished in 1995 for housing. The façade of one cabin is part of an exhibit at the National Museum of Transportation.

    Source: Wikipedia — Coral Court Motel

  4. 4

    Lennox Hotel

    A 25-story hotel from 1929, the tallest in the city when it opened. After years of closings and foreclosure it reopened in 2015 as a Courtyard by Marriott.

    Directions ↗Source: Wikipedia — Lennox Hotel

  5. 5

    Climatron, Missouri Botanical Garden

    A geodesic-dome greenhouse completed in 1960, the world’s first completely air-conditioned greenhouse. Inside is a lowland rain forest with no interior walls.

    Directions ↗Source: Wikipedia — Climatron

  6. 6

    Stars Park site

    Gone. Home of the Negro National League’s St. Louis Stars from 1922 to 1931. The site is now Harris–Stowe State University’s baseball field, with a monument to the old park.

    Source: Wikipedia — Stars Park

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

Down the road

St. Louis is about 320 miles from Chicago along the route. It is on day 2 of our 14-day plan.

HEAR IT ON THE ROAD

Let St. Louis 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.