Bob Childers’ Gypsy Café, Oklahoma’s largest homegrown songwriter festival, announces its 2026 date will be Sunday, April 12th, the day following the Boys from Oklahoma concert at Boone Pickens Stadium in Stillwater, Okla. More than 60 Oklahoma songwriters will play 45-minute acoustic song swap sets staggered across five local music venue stages.
The festival benefits Red Dirt Relief Fund, the nonprofit that provided aid to many of the artists in the lineup during the pandemic, and more than $1 million in emergency financial assistance to music professionals in all genres statewide since 2012.
On Saturday, April 11, 2026, there will be a Gypsy Café preview outdoors at Eskimo Joe’s including performances by Joleen Brown, The Heard, The Brothers Moore, Keyland and a finalist from Calf Fry’s Battle of the Bands. This free stage will be open from 11am-5pm for fans of all ages warming up for the Boone Pickens concert.
Tickets Options:
General Admission includes entry to all festival venues.
Twangers and Bangers Brunch at The Wormy Dog includes brunch buffet, 2 drink tickets, $5 off merch and General Admission to the festival. Dust off your denim—Twangers and Bangers brings the golden age of ’90s country back to life. All the twang, all the bangers, and all the songs you forgot you knew every word to. Join an all-star cast of Oklahoma artists as they take you back to the days of Garth, Reba, Alan, and Shania – with musicianship that is unmatched and energy that is nothing short of contagious! Presented by Cove Environmental, this show is all ages. Doors 11am. Music at 12pm.
Friend of the Fest includes Brunch, General Admission, Reserved Seating at Eskimo Joe’s Main Stage and a Festival T-Shirt.
Reserved Seating is an add-on for the Eskimo Joe’s Main Stage presented by Grand Casino.
Gypsy Cafe After Dark is the official afterparty at The Wormy Dog featuring Lance Roark. This ticket DOES NOT include General Admission to the festival. Doors 8pm, Music 9pm.
The festival will provide a free shuttle running a loop around the general admission venues from noon-7pm.
2026 venues:
Join us to showcase your brand as a sponsor, donate to our silent auction, volunteer at the festival or request a media credential by emailing katie@reddirtrelieffund.org.
Take a trip down memory lane and check out some of our past festivals and their highlights.
