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Get your kicks on Route 66! As you plan to make your way through at least Springfield’s part of the historic route on this 100th anniversary year, check out all the stories and events we have here, and are constantly adding. Plus, read more about the national landmark highway! Thank you to our sponsors for making this page possible: Wellman’s Lawn Care and Recon Techs!

A player from the Joliet Slammers gives away a foul ball to spectators at the kickoff baseball game on April 30 at the Old Joliet Prison. (Medill Illinois News Bureau photo by Julia Levy)
Route 66 100th Anniversary Guide
3 months ago
Big House Ballgame at Old Joliet Prison kicks off Route 66 festivities

The Joliet Slammers played the Gateway Grizzlies before fans celebrating Illinois and Hollywood history.

A Route 66 centennial logo ornament hung on display at Cozy Dog Drive In. (Medill Illinois News Bureau photo by Chloe Park)
Route 66 100th Anniversary Guide
3 months ago
‘More than just a road’: Illinois communities celebrate Route 66’s centennial (WITH PHOTOS)

Museums, diners and roadside attractions spruce up as the ‘Mother Road’ turns 100.

This image provided by the U.S. Postal Service shows stamps featuring historic spots along Route 66 that are being released in May 2026 to mark the celebrated highway's centennial. (U.S. Postal Service via AP)
Route 66 100th Anniversary Guide
3 months ago
USPS unveils Route 66 centennial stamps, born from a photographer’s 42 trips

The U.S. Postal Service on Tuesday is releasing eight stamps marking significant parts of the road in each of the states it traverses, passing by vintage diners, gas stations and motels — many since preserved or restored — along with breathtaking vistas and wide horizons of the open road.

Illinois State Museum building facade with glass entrance and manicured lawn in front
Route 66 100th Anniversary Guide
3 months ago
State museum adds some 66 kicks

Oral history is a part of this exhibit.

This Sangamon Mass Transit Bus, named "Buddy," has been decorated to commemorate the 100th anniversary of Route 66.
Local
3 months ago
Meet ‘Buddy’, SMTD’s new Route 66-themed bus

“Buddy” will be at many Route 66 events around Springfield.

Local
3 months ago
Route 66 anniversary, other events throughout May

Get your kicks on RT 66…Amy Beadle of Visit Springfield was on The WTAX Morning Newswatch to discuss the upcoming RT66 100th Anniversary Events that are happening right here in the capitol city…

A sign marking the beginning of historic Route 66 stands at the intersection of East Adams Street and South Michigan Avenue, in Chicago, Wednesday, Jan. 14, 2026. (AP Photo/Erin Hooley)
History
4 months ago
Route 66, a quintessential American road trip heavy on kitsch and history, turns 100

There were places to grab and go, but also to sit down and relish a slice of home. The Cozy Dog Drive In — famous for its breaded hot dogs on a stick — has fit both bills since 1949. Inside the dining room in Springfield, Illinois, travelers tell tales of life on the highway.

Customers at Cozy Dog Drive In have lunch in Springfield, Ill., Thursday, Nov. 20, 2025. (AP Photo/Jeff Roberson)
History
4 months ago
Eight states, three time zones and a ton of history: Take a trip down Route 66 as it turns 100

The Cozy Dog Drive In in Springfield, the Illinois capital, is one of the many diners that sprang up along Route 66, and its breaded hot dogs on a stick have stood the test of time.

As Route 66 turns 100, follow the Mother Road to its birthplace, where history, food and iconic travel experiences await.
Route 66 100th Anniversary Guide
4 months ago
Route 66 turns 100, and the celebration starts where the Mother Road was born

Springfield, Illinois is not the only city with that name to lay claim to a piece of Route 66 history.

Local
4 months ago
Photo exhibit captures Springfield’s Route 66 sites

The Pharmacy displays a dozen David Schwartz portraits.