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The Waterloo Marching Band Car Show will take place on May 2, 2026, at the Monroe County Fairgrounds. Registration will be held from 10 a.m. to 12 p.m., and awards will be presented at 1 p.m. The event will run until 3 p.m.
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The Waterloo Marching Band Car Show will take place on May 2, 2026, at the Monroe County Fairgrounds. Registration will be held from 10 a.m. to 12 p.m., and awards will be presented at 1 p.m. The event will run until 3 p.m. 
The Clayville Classic Car Cruise Inn will take place on May 30, 2026, in Pleasant Plains, Illinois. The event is scheduled from 1:00 PM to 4:00 PM. Concessions and bar service will be available. More information will be provided as the event date approaches.
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The C-Town Twist & The Locust Street Pub Cruise The Strip Car & Bike Show will take place on May 2, 2026, from 4:00 PM to 7:00 PM at The Locust Street Pub. All proceeds from the event will be donated to Centralia's 'Shop with a Cop'. There will be door prizes and 50/50 drawings. |
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The Jack Piesbergen 2nd Annual Memorial Car Show And Fundraiser is scheduled for May 3rd, 2026, at the Caseyville VFW. The event will feature a $20 per car entry fee, a silent auction, top 20 awards, a DJ, BBQ, dash plaques, swag bags, and a live band following the show.
The Clayville Classic Car Cruise Inn will take place on May 30, 2026, in Pleasant Plains, Illinois. The event is scheduled from 1:00 PM to 4:00 PM. Concessions and bar service will be available. More information will be provided as the event date approaches. |
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The Cool Cruisers Cruise-in will take place on Sunday's from 1:00 PM to 4:00 PM at Motorheads, located at 600 Toronto Road in Springfield, IL. Members are eligible for Cool Cash giveaways, and the first 100 cars registered will receive Cool Dash Plaques. There will be a $25 O'Reilly gift card drawing and door prizes […] |
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The Cool Cruisers Cruise-in will take place on Sunday's from 1:00 PM to 4:00 PM at Motorheads, located at 600 Toronto Road in Springfield, IL. Members are eligible for Cool Cash giveaways, and the first 100 cars registered will receive Cool Dash Plaques. There will be a $25 O'Reilly gift card drawing and door prizes […] |
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The Car Cruise event will take place on the third Friday of each month from April through October. The event runs from 4 PM to 8 PM. Food and drinks will be available for attendees. It is hosted by THE GIVE BACK PACK. Location: Columbia City Saloon Westpark Bowl.
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The Rt 66 Skyview Drive-In will host a Classic Car Show on May 15, 2026, as part of Firebird Fest 6. Attendees can enter the show for $15, which also includes admission to see two movies. Spectators can attend for $7, which includes the same movie access. The event will feature a screening of "Smokey […] |
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Signal Hill Troop 520 will host its 6th Annual Troop 520 Car Show at Gateway Classic Cars, 1237 Central Park Dr., O'Fallon, Illinois. The event is scheduled for May 16, 2026, with registration opening at 8 a.m. and the show running from 10 a.m. to 2 p.m. Spectators can attend for free. For participants, early […] 
The Chester Car Cruise In is scheduled for the 3rd Saturday of the month from April to October, in Chester, Illinois. The event will take place from 4:00 PM to 8:00 PM. More information is available at www.chesterill.com. |
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The Route 66 Hotel & Conference Center Car Show will take place on Sunday, May 17, 2026, in Southern View, Illinois. Registration runs from 10 a.m. until noon, with the car show scheduled from noon to 4 p.m. in the back parking lot at 625 E. Saint Joseph Street, Springfield. The event will feature trophies […]
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The Route 66 Car Show will be held on May 17, 2026, from noon to 4 PM at the Route 66 Hotel & Conference Center. Registration for the event begins at 10 AM. Food and drinks will be available at the 66 Mother Road Diner. |
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Sissy�s Space & Air Cooled Corner will launch its first Car Meet and Market Night on June 4, 2026, from 5:00 PM to 8:00 PM in downtown Granite City, Illinois. The outdoor event welcomes all makes and models of cars. Attendees will find food, local vendors, and community activities. The event is part of a […] |
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Route 66 Rockabilly Reunion will take place at World Wide Technology Raceway in Madison, Illinois. The event is scheduled for May 22-23, 2026. Participants will have the opportunity to compete for over $30,000 in winnings. |
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The 4th Annual Red Dog Saloon Car Show will be held on Saturday, May 23, 2026. The event will feature a $20 entry fee. All pre-entries completed by May 16 will receive a free shirt. Activities will include a burn out contest, raffle prizes, and food trucks. The location for the event is the Red […]
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The CAR SHOW will take place at the World Wide Technology Raceway in Madison, Illinois, as part of the Route 66 Rockabilly Reunion. This event will feature vehicles from 1989 and older. The show is scheduled for May 23, 2026, from 10:00 AM to 4:00 PM. |
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The Nashville Moose Lodge 2560 will host the America 250 Car Show on May 24, 2026. Registration begins at 9 AM, with judging scheduled for 3 PM. This event will feature classes for all cars, trucks, and motorcycles. The location for the car show is the Washington County Fairgrounds. |
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The Cool Cruisers Cruise-in will take place on Sunday's from 1:00 PM to 4:00 PM at Motorheads, located at 600 Toronto Road in Springfield, IL. Members are eligible for Cool Cash giveaways, and the first 100 cars registered will receive Cool Dash Plaques. There will be a $25 O'Reilly gift card drawing and door prizes […]
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Bike Night at Bakers & Hale Hosted by Ted’s Harley-Davidson May 27th 6:00 PM – 9:00 PM Join us for an evening of bikes, live music, and great company at Bakers & Hale! We’ll have: Live music - Steve Ewing Duo Free giveaways Tons of bikes and riding community vibes Bring your crew, bring your […] |
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Bakers & Hale in Godfrey, Illinois will host a Classic Car Cruise Night with live music by Fry Project on May 28, 2026. The event runs from 6:00 PM to 9:00 PM. Fry Project will perform a range of rock classics and blues-rock songs. For more information, visit www.facebook.com/fryproject. |
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Enginized Show & Community Day will take place on May 30, 2026, at the Frank and Linda Vala Dream Center. The event is open to entrants for $20 per vehicle, while spectators can attend for free. The event will feature family-friendly activities, children's events, vendors, food trucks, and giveaways. It will run from 8:00 AM […]
The Clayville Classic Car Cruise Inn will take place on May 30, 2026, in Pleasant Plains, Illinois. The event is scheduled from 1:00 PM to 4:00 PM. Concessions and bar service will be available. More information will be provided as the event date approaches. |
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The Tri-City Junior Speedway will host its Spring Swap Meet on May 31, 2026. The event will take place from 7:00 AM to 2:00 PM at 5056 Nameoki Drive. This Swap Meet offers an opportunity for buying and selling items while connecting with other enthusiasts. Proceeds will support the Tri-City Jr. Speedway and its scholarship […] |