Join Oskaloosa Main Street for Art on the Square, one of Iowa’s oldest continuing art festivals. The 57th Annual Art on the Square event will take place Saturday, June 13, 2026, 9 a.m. – 3 p.m., with set up beginning at 7 a.m. (Earlier set up can be arranged). Like last year, in addition to artist vendors, this year’s festival will feature an emerging artists booth (1st time artists, call the Chamber office at 641-672-2591 if interested), window art walk, and more! Various purchase awards and awards of excellence will be distributed.