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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 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 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…

Dwight Harvest Days/Basset Bash & Waddle

Downtown Dwight 417 W. Waupansie, Dwight

Red, White, and Blue-Hundred Fifty Years! Welcome to Dwight Harvest Days, where we're combining our usual start-of-Fall fun with a special celebration of 250 years since the United States declared…

GTOAA All Pontiac Regional Car Cruise & Show

Pontiac-Oakland Automobile Museum 205 N. Mill Street, Pontiac

Cruise into Pontiac for the GTOAA All Pontiac Car Cruise and Show on September 19 – 20, 2026! Hosted by the Heart of Illinois GTO Club and Gateway GTO Club,…

15th Annual All Pontiac (Pontiacs in Pontiac) Car Show

Pontiac-Oakland Automobile Museum 205 N. Mill Street, Pontiac

The 15th Annual All Pontiac Car Show in Pontiac, Illinois is revving up for a double Centennial celebration! In 2026, both Route 66 and the Pontiac automobile brand mark 100…

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