OSKALOOSA — The final application deadline for Oskaloosa Main Street’s 57th annual Art on the Square event is approaching. 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.

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 final registration deadline is May 1, 2026.