Events
Events for September 20, 2026
Bicycle Illinois Route 66 Ride
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…
MCHS Fall Festival
Save the date!! The Fall Festival is just around the corner and CHS Band will be performing for the 1st time on the grounds!! Vendor spots are still available. Applications can be found on our website. https://macoupincountyhistoricalsociety.com/
Route 66 Bob Waldmire Art Exhibit at The Pharmacy Gallery & Art Space
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. Immerse yourself in the legend's creative expressions and awe-inspiring attention to detail, celebrating the nostalgia and culture of Route 66. Springfield native Bob Waldmire was…
Route 66: The Road That Takes You Photographic Exhibition by David J. Schwartz
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…
“Miles of Memories: Stories of Route 66” Exhibit at Illinois State Museum
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.
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 Springfield’s original Route 66 alignment, submerged when Sugar Creek was dammed in 1933. Guided by local storytellers this immersive journey blends history, nature, and narrative—offering…
Dwight Harvest Days/Basset Bash & Waddle
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 its independence. Join us September 17-20, 2026, for a weekend filled with carnival rides, a Basset Waddle, live entertainment, and plenty of patriotic fun in…
GTOAA All Pontiac Regional Car Cruise & Show
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
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 years—and this car show honors them both in one exciting weekend. The main event takes place Sunday, September 20, 2026, with a full lineup of…
MAJOR EVENTS ON ILLINOIS ROUTE 66
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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.