The 11th Annual Classic Car and Truck Cruise is scheduled for Sunday, Sept. 20, 2026, departing from Hot Rod Ridge at 1818 Alfalfa Trail SW in Pillager, Minn. Participants will gather at 10 a.m. with the cruise leaving at 11 a.m. sharp.
The route includes three stops: the Damsite Supper Club in Pine River, the Woodtick Inn in Cuyuna, and a final stop at Yesterday’s Gone in Brainerd, where participants are invited to dine together as a group. Streets around Yesterday’s Gone will be blocked off for parking. The final stop offers both indoor and outdoor seating, with outdoor guests ordering from the bar inside.
Eligible vehicles include classic cars, classic trucks, motorcycles, and American muscle cars. No imports are permitted. The cruise will travel at 45-50 mph. There is no entry fee – attendance is free. Organizers encourage families to attend. Last year’s event drew 106 vehicles.
Questions about vehicle eligibility can be directed via Facebook Messenger or by texting 218-838-4694.