Borderline Chalkfest is a vibrant celebration of art, music, and community that transforms downtown Wahpeton-Breckenridge into a colorful outdoor gallery. Professional and amateur artists alike create stunning chalk masterpieces while live music fills the streets, thanks to the addition of the Headwaters Music Festival in 2026. With incredible artwork, family activities, local vendors, food, and entertainment around every corner, Borderline Chalkfest is a one-of-a-kind summer experience that brings creativity and community together.
Borderline Chalkfest is free to the public and is held the 2nd weekend of July each year.
A new era of celebration begins in 2026 as Borderline Chalkfest and the Headwaters Music Festival officially join forces! By bringing together the vibrant worlds of visual art and live music, we're creating an even bigger, more colorful experience for our community and visitors alike.
Headwaters Music Festival will kick off the week on July 8 and continue through July 11, filling the Twin Towns with incredible performances, community spirit, and unforgettable summer energy. On the Borderline Chalkfest website, you'll find the musical performances taking place during Chalkfest weekend. Looking for the full Headwaters Music Festival lineup and schedule? Click the link below to explore all performances, dates, times, and events happening throughout the week.
Get ready for more music, more art, more creativity, and more reasons to celebrate. We can't wait to share this exciting new chapter with you!
Get Involved
Color Run Sign Up
Early Bird Special: $25 with a guarantee of a T-shirt from May 5th to June 29th. After June 29th price goes up to $30 without a guarantee of a T-shirt.Â