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Events

Illinois Route 66 Scenic Byway

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: The Road That Takes You Photographic Exhibition by David J. Schwartz

The Pharmacy Gallery & Art Space 623 E. Adams Street, Springfield

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

“Miles of Memories: Stories of Route 66” Exhibit at Illinois State Museum

Illinois State Museum 502 S. Spring St., Springfield

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.

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…

2026 History Comes Alive Summer Experience

Springfield, IL Springfield

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…

“Main Street of America” Route 66 Centennial Caravan

Illinois IL

"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,…

ROUTE 66 CENTENNIAL CELEBRATION

JUNE 2026 ROUTE 66 CENTENNIAL CELEBRATION AT THE PINK ELEPHANT ANTIQUE MALL COMPLEX Honoring 100 Years of Route 66 ~ 100 Years of Livingston High School ~ 250 Years of the USA Saturday June 20th (rain or shine) 908 Veterans Memorial Drive Livingston, IL 62058 | Old Route 66 7 EVENTS - ONE CRAZY ROUTE…

Downtown Bloomington Farmers Market

Recurring
Downtown Bloomington 115 E Washington St, Bloomington

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…

2026 Great Race Starting Point in Springfield

Old State Capitol 1 Old State Capitol Plaza, Springfield

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…

Grand Relaunch Celebration of the Historic Windmill at the Mill Museum on Route 66

The Mill on 66 738 S. Washington St., Lincoln

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

World’s Largest Catsup Bottle Festival

Herald Square 119 East Clay Street, Collinsville

Everyone is invited to the World's Largest Catsup Bottle Festival on Saturday June 20, 2026 at Herald Square Collinsville, Illinois, featuring the Giant Idaho Potato Truck Tour! All afternoon long we'll have ketchup tasting, hot dog eating contests, tater tots eating contest, Princess Tomato & Sir Catsup Pageant, hula hoops, water balloons, and so much…

Downtown Pontiac Cruise Nights

Recurring
Downtown Pontiac 115 W. Howard, Pontiac

Get ready for another unforgettable season of Downtown Pontiac Cruise Nights 2026! Join us as we celebrate the Route 66 & Pontiac Car Centennial with a full lineup of special features and themed nights you won’t want to miss. Car lovers are invited to cruise into Downtown Pontiac (vehicle entry at the corner of Mill…

Free

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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.

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