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Illinois Route 66 Scenic Byway

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Vitale’s Hideaway Comedy Night

Vitale's Hideaway 7708 State Route 4, Worden

Come out to our Live Comedy show on September 20th! Every third Sat we have 4 new comedians come out and put on an amazing show!

$10
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.…

Javapalooza 2025

Edwardsville, Litchfield, Staunton, Granite City IL

Take the time to smell the coffee in southwest Illinois this fall. Javapalooza returns to coffee shops throughout the Great Rivers & Routes region Sept. 1 through Oct. 31, showcasing…

Collinsville Italian Fest 2025

Collinsville Historical Museum 406 West Main St., Collinsville

Everyone is Italian in Collinsville during the annual Italian Fest Sept. 19-20. The festival takes place in Uptown Collinsville and is free to attend. Events include a Grape Stomp Contest,…

Toy Story 30 Years & Beyond at Litchfield Skyview Drive-In

Litchfield Skyview Drive-In 1500 Old Rte 66 N, Litchfield

Toy Story 30 Years & Beyond Movie Event continues this weekend at Litchfield Skyview Drive-In. Don't forget to come hungry and enjoy our concession stand! We have pizzas, hamburgers, chicken…

Route 66 Drive In Theater Weekend Double Features

Route 66 Drive In 1700 Recreation Dr, Springfield

This Weekend's Double Features at Route 66 Drive In Theater! Playing Friday, September 19 and Saturday, September 20 ● Open captioning is available on Friday nights. ● Gates open at…

2025 Route 66 Main Street Mingle Market

Virden on the Square 175 E Jackson, Virden

Welcome to Route 66 Main Street Mingle Market: More than a Market, It's a Movement. Discover the heart and soul of Virden, Illinois, nestled along the iconic Old Route 66.…

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 held on September 20-21. Hosted by the Heart of Illinois GTO Club and Gateway GTO Club, the show runs…

Lincoln Memorial Garden Forest Therapy

Lincoln Memorial Garden 2301 E Lake Shore Dr, Springfield

Forest Bathing, also called Forest Therapy, is a practice of deepening a sense of connection or relationship with nature through a 1.5- 2-hour walk. It is typically a slow wander…

Route 66 Kite Festival

Pontiac Recreation Complex 2104 S. Old Airport Rd, Pontiac

The annual Route 66 Kite Festival hosted by Route 66 Kites is Saturday, September 20th from 10am-4pm in Pontiac IL. This event is a free family friendly event. The event…

2025 Abraham Lincoln National Railsplitting Festival

Postville Courthouse 914 5th St, Lincoln

This event was a chore once upon a time, as Abraham Lincoln knew, and now you will be able to watch men and women alike split logs into beautiful rails.…

Buzz Bomb Oktoberfest 2025

Buzz Bomb Brewing 406 East Adams Street, Springfield

As we always say, if it's worth doing it's worth over doing so with that in mind we are shutting down the street and throwing an outdoor music festival on…

2025 Pontiac Cruise Night Featuring the 2025 Summer Sendoff

Downtown Pontiac 115 W. Howard, Pontiac

The final 2025 Pontiac Cruise Night is on Saturday, September 20th, featuring the 2025 Summer Sendoff at its NEW location in Block 59! Cruise Nights for this year will be…

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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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