Wheelin’ Walla Walla is held each September, the weekend after Labor Day, in historic downtown. Wheelin’ Walla Walla Weekend is an annual, two-day event, that begins with the Classics Cruise and catered dinner on Friday evening. The Show 'n' Shine takes center stage on Saturday! Stroll Main Street where over 400 cars, trucks and motorcycles are on display and line the street from Palouse to Sixth Street. An awards ceremony caps off this family-friendly event.