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Skip Navigation Links Events > Festivals > Lebanon Route 66 Centennial Festival Sponsored by City of Lebanon The Lebanon-Laclede County Route 66 Society invites you to SAVE THE DATE for 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, which has been part of the American roots music landscape for more than 50 years, will perform a free concert Friday, June 5, opening night of the Lebanon Route 66 Centennial Festival, presented this year by the City of Lebanon. 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 t...