50th Annual Pioneer Days Festival

Celebrate 50 years of history and community at our 50th Annual Lake Wales Pioneer Days Festival, October 24 and 25, 2026, from 10 a.m. to 4 p.m. at Lake Wailes Park! Enjoy historical demonstrations, pioneer crafts, an artisan Community Market, live entertainment, family-friendly activities, great food, and the return of Beers with Pioneers, now part of the festival all weekend long. Admission is free. Come celebrate five decades of this beloved Lake Wales tradition!