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Illinois Route 66 Scenic Byway

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Bicycle Illinois Route 66 Ride

Illinois Route 66 IL

Bicycle Illinois is excited to introduce the Route 66 Ride, a new week-long cycling tour traveling from the St. Louis area to Chicagoland along the legendary Old Route 66. This…

Ongoing

Route 66 Bob Waldmire Art Exhibit at The Pharmacy Gallery & Art Space

The Pharmacy Gallery & Art Space 623 E. Adams Street, Springfield

In celebration of the 100th Anniversary of Route 66, The Pharmacy will host a special Bob Waldmire Art Exhibit Bob Waldmire - Nomadic Hippie, gifted artist, and Route 66 icon.…

Route 66: The Road That Takes You Photographic Exhibition by David J. Schwartz

The Pharmacy Gallery & Art Space 623 E. Adams Street, Springfield

Route 66: The Road That Takes You — Springfield Edition is a photography exhibition by Lakewood, Ohio photographer David J. Schwartz, whose work was selected for the official USPS Route 66 Centennial commemorative stamps. For more than two decades, Schwartz has traveled the length of Route 66, documenting the people, places, and quiet moments that…

Free

“Miles of Memories: Stories of Route 66” Exhibit at Illinois State Museum

Illinois State Museum 502 S. Spring St., Springfield

SPRINGFIELD – The Illinois State Museum (ISM) invites the public to get their kicks at a new “Miles of Memories: Stories of Route 66” exhibit May 23, 2026 - April 4, 2027. The exhibition brings to life the experience of living, working and traveling along U.S. Route 66 during its heyday. The exhibit incorporates the…

Route 66 Submerged: A Sunken Road. A Story Resurfaced.

Lake Springfield Marina 17 Waters Edge Blvd, Springfield

Step aboard Route 66 SUBMERGED, a 45-minute interpretive boat tour on Lake Springfield that reveals a hidden chapter of America’s most iconic highway. Beneath the surface lies a stretch of…

Tammi’s Treasures Antiques & More and Sweet Pea’s Antiques & More Fall Sale

Tammi's Treasures Antiques & More 490 Illinois Highway 104, Divernon

Tammi’s Treasures Antiques & More and Sweet Pea’s Antiques & More Fall Sale! Sept. 25-27 10% Off Everything! Register to win a tabletop Blackstone! Open Daily 10-5:30 Exit 82 Off I55 (Pawnee/Auburn)exit

Lincoln: The Man, The Myth, The Legend – Rick Klindinst

Horsefeathers/Wild Hare Cafe 104 Governor Oglesby St, Elkhart

The Elkhart Illinois Historical Society invites the public to Lincoln: The Man, The Myth, The Legend, a dinner lecture presented by Rick Klinedinst, exploring the many myths and conflicting stories about the…

Lincoln: The Man, The Myth, The Legend

Horsefeathers/Wild Hare Cafe 104 Governor Oglesby St, Elkhart

Elkhart Illinois Historical Society Presents “Lincoln: The Man, The Myth, The Legend” The Elkhart Illinois Historical Society invites the public to Lincoln: The Man, The Myth, The Legend, a dinner lecture presented by Rick Klinedinst, exploring the many myths and conflicting stories about the events that took place during Lincoln’s Lifetime. For instance, did he…

Gillespie Fourth Friday September 2026

Downtown Gillespie Macoupin & Pine Streets, Gillespie

Come on out each Fourth Friday in Gillespie! September 25th will continue the series with another street fair on Chestnut St. between Macoupin & Montgomery. The Lions Club will be selling food on Chestnut, Diskey the Wonder Dog will perform at UCB, and Lumpy’s will have live music. Gillespie downtown will also be open later.…

Free

2026 International Route 66 Mother Road Festival

Downtown Springfield #1 Old State Capitol Plaza, Springfield

The 25th Annual Route 66 Mother Road Festival is September 25-27, 2026. The cars, the music, the fun and nostalgia that Route 66 has brought to generations will return for another year, rolling into historic downtown Springfield in September. Admission is FREE for spectators. The show is locally managed by Greg “Coop” and Sue Cooper,…

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Event postings are limited to events held in Route 66 communities in Illinois, and are a benefit to members of the Illinois Route 66 Scenic Byway.

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