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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 tour is still in development, and registration is not yet open, but riders are encouraged to stay tuned for updates as plans continue to progress.…

Ongoing

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 events that took place during Lincoln’s Lifetime. For instance, did he have a dream about his death just days before his assassination? Were bankers behind…

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…

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…

Edwardsville Art Fair

Edwardsville's City Park 101 S. Buchanan St., Edwardsville

The Edwardsville Art Fair is an annual 3 day outdoor juried arts celebration presenting the work of approximately 100 talented local, regional, national, and international artists; local performing arts; live art demonstrations; children’s art gallery; and food and drink vendors. Located in beautiful historic City Park in Edwardsville, Illinois, 25 minutes from St. Louis, Missouri,…

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