Oskaloosa Main Street proudly announces the 57th annual Art on the Square event. Known as one of Iowa’s longest-running art festivals, this event has become a longstanding tradition and a staple for Oskaloosa, surrounding communities, and patrons nationwide.
This year’s Art on the Square will be hosted once again in the heart of Oskaloosa’s historic downtown square on Saturday, June 13 from 9 am to 3 pm. The event will feature a wide range of talented artists from all over the country who delight in sharing their creations with eager shoppers and art enthusiasts.
Visitors can enjoy an array of artwork ranging from paintings to pottery, photography to mixed media, and so much more. In addition to artist vendors, the event will feature live entertainment, art demonstrations, and unique food vendors.
“Art on the Square has been an integral part of Oskaloosa’s cultural landscape for many years,” said Angie Foster, Oskaloosa Main Street Director. “Each year, we’re overjoyed with the diversity and talent that fills the square for this one-day event, and we’re very grateful for the continued support from our community.”
In 2025, several artists participated in Art on the Square, bringing more than 2,500 visitors to downtown Oskaloosa. Veteran artists, first-time artists, and high school-age artists are encouraged to apply. The early bird deadline is April 10, 2026, and the final registration deadline is May 1, 2026.
Call the Oskaloosa Main Street/Chamber office at 641.672.2591, email chamber@mahaskachamber.org, or find an application by visiting
https://www.mahaskachamber.org/mainstreet/page/art_on_the_square/.
