Gypsy Cafe 2026

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70+ Songwriters | 5 Stages | 1 Magical Day in Stillwater

Bob Childers’ Gypsy Café is Oklahoma’s largest homegrown songwriter festival, returning to Stillwater on Sunday, April 12, 2026—the day after the Boys from Oklahoma concert at Boone Pickens Stadium. The festival celebrates Oklahoma’s rich songwriting tradition with a full day of acoustic performances across multiple local venues. More than 60 Oklahoma songwriterswill perform 45-minute acoustic song swap sets throughout the day at five Stillwater venues. The festival begins with Twangers and Bangers Brunch and continues through the evening, featuring returning favorites, new voices, and the winner of the Jimmy LaFave Songwriting Contest.

Gypsy Café benefits the Red Dirt Relief Fund, a nonprofit organization that has provided more than $1 million in emergency financial assistance to Oklahoma music professionals across all genres since 2012.

Gypsy Cafe Logo

Featured Artists

The 2026 lineup includes returning favorites such as Cody Canada, Mike McClure (Crow & Gazelle), Lance Roark, Red Dirt Rangers, Carter Sampson, and Mike Hosty, along with 13 new artists and the Jimmy LaFave Songwriting Contest winner.

Additional artists include:
Aaron Gibson, Agalisiga Mackey “Chuj,” Amber Watson, Beau Roberson, Ben Han, Ben McKenzie, Bo Phillips (host), Brad Piccolo, Brandon Clark, Brock Niehus, Buffalo Rogers, Caroline Grace, Casper McWade, Cassie Latshaw, Chris Bell, Cody Brewer, Dan Martin, Desi & Cody, Dylan Moss, Dylan Stewart, Emily Hollingshed, Gavin Charles, George Barton, Henry Zoellner, Jacob Tovar, Jared Hard, Jared Tyler, Jayson Starkey, Jim Bachmann, Joe Mack, John Cooper, Jordan Cain, Justin Bloss, Kalyn Fay, Kanton Washington, Kierston White, Kim Reynolds, Krislyn Arthurs, Mallory Eagle, Mark Sweeney, Megan Marlene, Monica Taylor, Presley Sullins Rains, Ray Flaherty, Rick Reiley, RR Williams, Ryan McCall, Scott Evans, Steve Hamby, Travis Kidd, Zac Wenzel, and more.

A full schedule by stage will be released in late March.

gyspy cafe

Saturday Preview Event

Saturday, April 11, 2026 | 11 a.m.–5 p.m.

Eskimo Joe’s Outdoor Stage

Kick off the weekend with a free, all-ages Gypsy Café preview at Eskimo Joe’s. Enjoy live performances by Joleen Brown Band, The Heard, The Brothers Moore, Keyland, and a finalist from Calf Fry’s Battle of the Bands—the perfect warm-up before the Boys from Oklahoma concert at Boone Pickens Stadium.

Venues

Eskimo Joe’s Main Stage (All ages, outdoor)
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.

Brunch & After Dark Events

Twangers and Bangers Brunch
A ’90s country showcase presented by an all-star cast of Oklahoma artists.
Additional ticket required.

Gypsy Café After Dark
Late-night afterparty featuring Lance Roark, held at the Wormy Dog Saloon.
Additional ticket required.

Schedule & Transportation

Music runs: 11 a.m.–11 p.m.
Free festival shuttle: Noon–7 p.m.
Shuttle loops between all general admission venues.

Tickets & More Information

General Admission wristbands allow fans to move between participating venues throughout the day. Brunch and After Dark events require separate tickets.

Visit https://www.reddirtrelieffund.org/gypsycafe/ for ticket options, updates, and full festival details.