The 2026 Lineup: Where Legends Play the Woods and The Future is Born
After 26 years of elevating emerging artists like Geese, Billy Strings and Leon Bridges, the Portland-area festival returns with a lineup that balances discovery with icons including Steve Earle, Shakey Graves and Marcos Valle.
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Pickathon Blog
The Woods: The Freakin' Epicenter of Sound

Step into the Woods this year — where sound ripples out like waves across a pond and swirls up from a guitar into the leaves above. For 2026, our beloved Woods Stage reaches the culmination of its 7-year lifespan: the big year of its full flower, built in joyful collaboration between our designers, the core team, and the forest itself. Come find your seat.

Windmill 2026: One Neighborhood, Many Hands

Windmill 2026: a community-built plaza with Sabin CDC and Waechter Architecture’s forest rooms, gateway, and DJ stage—where art, beer, and music mix under the firs.

Laughs in the Lucky Barn: Comedy Showcase Lineup

Pickathon’s late-night comedy club is back. For her tenth year, Amy Miller hosts Laughs in the Lucky Barn — a stacked 2026 lineup headlined by rising Tonight Show star Laura Peek, plus Portland favorites Shain Brendan, Julia Corral, and Sean Jordan. Ninety minutes of the funniest people working today.

Inside Pickathon's 2026 Curation Series

Pickathon’s most intimate tradition returns for 2026: five gatherings pairing chefs and performing artists in unexpected combinations, each limited to just 100 guests. From Cafe Olli and The Brothers Comatose to Screen Door and The Travelin’ McCourys, here’s the full lineup.

Wednesday Hootenanny: Early Entry Kicks Off with a Barn Dance

This year, Early Entry lands on Wednesday. Gates open to the public at 5PM on Wednesday, July 29, giving you a full evening to settle in before the music begins Thursday.

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