Events
Events
Calendar of Events
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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,
History Comes Alive — “Celebrate America — Stories that Built America! Experience the spirit of Lincoln’s hometown, where history comes alive through unforgettable costumed reenactors, Route 66 treasures, and inspiring moments honoring America’s 250th birthday. Embark on a captivating journey as you encounter Mr. & Mrs. Lincoln and the largest cast of characters we’ve had… |
5 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,… |
9 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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Celebrate 100 Years of America’s Most Iconic Highway at the Centennial Route 66 5K in Springfield, IL Step onto history and lace up for a truly one-of-a-kind race experience at the Centennial Route 66 5K, taking place June 6, 2026, at the Illinois State Fairgrounds in Springfield. This special event honors the 100th anniversary of…
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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.… |
6 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, |
5 events, |
5 events, |
6 events,
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This year marks the 100th anniversary of America’s Main Street and Edwardsville is getting ready to celebrate! “On the Road Again: A Route 66 Centennial Celebration” is an original musical production developed, designed, staged and performed by Alumni Players! in partnership with the Friends of the Wildey. Both organizations are NFP’s that support the local arts… |
8 events,
Route 66 Garage Sale Days! June 12-13-14, 2026 WLCN is your headquarters for the 2026 Route 66 Garage Sale in and around the Lincoln/Logan County Area! Registration is LIVE for the 2026 Route 66 Garage Sale! If you’re planning a garage sale or want to sign up as a vendor, now is the time! 96.3…
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The Elkhart Illinois Historical Society warmly invites the community to join them for the free 2nd Annual Firefly and Picnic Walk on Friday June 12th with our guide Allen Yow. An avid bird watcher, Yow became curious about the fireflies as he noticed the different patterns and colors. As you will learn on the walk, these differences allow the…
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This year marks the 100th anniversary of America’s Main Street and Edwardsville is getting ready to celebrate! “On the Road Again: A Route 66 Centennial Celebration” is an original musical production developed, designed, staged and performed by Alumni Players! in partnership with the Friends of the Wildey. Both organizations are NFP’s that support the local arts… |
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 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… |
7 events,
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The 2026 Litchfield Pickers Market returns on the second Sunday of each month, May to October, 8 a.m.-2 p.m. This popular regional market features a juried antique sale with live music all day and plenty of street food. You'll also enjoy the adjoining Monroe Street market area with talented artisan and farmers market vendors. Plus,… |
5 events, |
5 events, |
5 events, |
5 events, |
5 events, |
8 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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The 2026 Great Race starts in Springfield Illinois this year traveling Route 66 all the way to Pasadena California. the event kicks off at the Old State Capitol from 9:30am - 1pm. The race hits Main Street in Collinsville at 4pm and then will overnight there. The Great Race is an antique, vintage, and collector…
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Come celebrate the grand relaunch of the Historic Windmill at the Mill Museum on Route 66 at 738 St. Washington St., Lincoln, Illinois on Saturday, June 20th, 2026 from 11 am to 3pm. The windmill sails have been rebuilt to provide lighting and motion as they had in the 1940's. This free celebration will feature…
Free
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5 events, |
5 events, |
5 events, |
5 events, |
6 events,
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Carlinville's Route 66 Jubilee is June 26, 2026, and the Historic Courthouse Lawn is going to be packed from Noon to 8:00 pm! Matching our 62626 zip, this festival features vintage Model A cars, old-fashioned games, storytelling, and music on the courthouse lawn. Join us where highway and hometown align!Classic Cruises: Model A’s and American…
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Mark your calendars for a date that only comes once in a century. On June 26, 2026, the Carlinville Chamber of Commerce, alongside local partners and organizations, invites you to experience 62626 Day. A community-wide celebration built around a once-in-a-lifetime alignment of date and ZIP code. From 5:00 PM to 10:00 PM, the historic Carlinville…
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… |
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.