Events
Events
Calendar of Events
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Monday
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Tuesday
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Thursday
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Friday
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Saturday
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Sunday
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3 events,
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 — 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
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… |
4 events,
"Main Street of America" Route 66 Centennial Caravan - bringing people together across 2,448 miles of the most famous road in the world. From California to Illinois on the Mother Road! The complete tour is Friday, June 5th, 2026 - Wednesday, June 24th, 2026. The Illinois portion of the caravan is June 23rd & 24th,… |
7 events,
Market Day is calling! The Downtown Bloomington Farmers’ Market is a vibrant, community-centered market that brings together local farmers, artisans, and small businesses in the heart of the city. Held…
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Calling all Jeep families from Missouri, Illinois, Indiana, Iowa and beyond… On June 6th, we’re taking over the last 100 miles of historic Route 66 in Illinois for a day of adventure, nostalgia, and community like you’ve never seen before. This isn’t just a cruise. This is a rolling celebration of America’s most iconic highway.…
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The Cruisin’ Through The Century party weekend brings themed celebrations to each of McLean County’s Route 66 communities over a spectacular two-day event. Dance, play, and celebrate in style as each community honors a decade of road-trip culture. Chenoa — 1920s: Flapper dance contest and vintage downtown fun (Saturday, June 6 from 11:00 a.m. –…
Free
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5 events,
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The Cruisin’ Through The Century party weekend brings themed celebrations to each of McLean County’s Route 66 communities over a spectacular two-day event. Dance, play, and celebrate in style as each community honors a decade of road-trip culture. Chenoa — 1920s: Flapper dance contest and vintage downtown fun (Saturday, June 6 from 11:00 a.m. –…
Free
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5 events,
Market Day is calling! The Downtown Bloomington Farmers’ Market is a vibrant, community-centered market that brings together local farmers, artisans, and small businesses in the heart of the city. Held seasonally in historic Downtown Bloomington, the market offers a wide variety of fresh, locally grown produce, homemade baked goods, handcrafted items, and specialty foods—all sourced… |
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5 events,
Market Day is calling! The Downtown Bloomington Farmers’ Market is a vibrant, community-centered market that brings together local farmers, artisans, and small businesses in the heart of the city. Held seasonally in historic Downtown Bloomington, the market offers a wide variety of fresh, locally grown produce, homemade baked goods, handcrafted items, and specialty foods—all sourced… |
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4 events,
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The excitement is already building for a major festival in Carlinville this June that will celebrate the 100th anniversary of Route 66. The Route 66 Jubilee, which will feature old-fashioned cars, games, costumes, and storytelling, is scheduled for June 26 on the lawn of the Macoupin County courthouse. Planning for the event, one of the… |
4 events,
Market Day is calling! The Downtown Bloomington Farmers’ Market is a vibrant, community-centered market that brings together local farmers, artisans, and small businesses in the heart of the city. Held… |
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4 events,
Market Day is calling! The Downtown Bloomington Farmers’ Market is a vibrant, community-centered market that brings together local farmers, artisans, and small businesses in the heart of the city. Held… |
MAJOR EVENTS ON ILLINOIS ROUTE 66
Submit Your Event
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.