The Lebanon-Laclede County Route 66 Society invites you to the 19th Annual Lebanon Route 66 Festival – Centennial Edition! Sponsored by City of Lebanon. The festival will be June 5-6, 2026, in Boswell Park. Western swing band Asleep at The Wheel, will perform a free concert Friday, June 5, opening night of the Lebanon Route 66 Centennial Festival.
A full slate of activities including the parade and cruise-in, the food-truck court, dunk tank and inflatables, face painting and kids’ activities, $66 cash giveaways, vendors and displays and return appearances from East Bound and Down, a Smokey and the Bandit tribute show, and Bigfoot. New to this year’s festival is “Route 66 Wing Wars,” a chicken-wing eating competition sponsored by Slim Chickens.