Bob Childers’ Gypsy Café, Oklahoma’s largest homegrown songwriter festival, returns to Stillwater on Sunday, April 12, 2026, following the Boys from Oklahoma concert at Boone Pickens Stadium the night before.

Founded by Red Dirt artists 15 years ago, Gypsy Café helped launch the Red Dirt Relief Fund, which has since provided more than $1 million in emergency financial assistance to Oklahoma music creators across all genres. This year’s festival marks a full-circle celebration of Red Dirt music in the place where it all began.

On Sunday, more than 75 Oklahoma songwriters will perform 45-minute acoustic song swap sets across five local music venues. A General Admission wristband allows fans to hop between venues throughout the day. The festival also features a full-band Brunch show and a Gypsy Café After Dark afterparty at the recently reopened Wormy Dog Saloon. Programming runs from 11 a.m. to 11 p.m., with a free shuttle looping between GA venues from 12–7 p.m.

Saturday Preview Event – April 11, 2026
Kick off the weekend with a free, all-ages Gypsy Café outdoor stage at Eskimo Joe’s from 11 a.m.–5 p.m., featuring local songwriters, food, drinks, and vendors—perfect warm-up before the Boys from Oklahoma concert.

2026 Festival Venues

Eskimo Joe’s Main Stage (All ages, outdoor – weather permitting)
501 W. Elm St.

Dirty Rooster (21+)
319 S. Washington St.

Salty Bronc (21+)
911 W. 5th Ave.

George’s Stables (21+)
502 W. Elm St.

Wormy Dog Saloon (21+)
421 S. Washington St.

Tickets:
Pre-sale General Admission wristbands are $30 through January 31, 2026, and include access to all festival venues. Brunch, After Dark, and reserved seating add-ons range from $20–$150. The full lineup will be announced in February 2026.