Country legend Willie Nelson and Family and Bob Dylan and others perform at the Outlaw Music Festival, May 23 at Cascades Amphitheater in Ridgefield, Washington, part of the Portland area's May 2025 concert schedule

The Portland Tribune will have some picks each month on who to go watch and hear and enjoy in the Portland-area live music.

Check websites for details, links below, tickets available as of first day of month:

Thursday, May 1

Joshua Josue, Edna Vazquez, Delgado y Los Conejos de Amor, 7 p.m., Mission Theater

Monday, May 5

Jim Messina and The Road Runners, 7 p.m., Alberta Rose Theatre

Wednesday, May 7

Disturbed, 6:30 p.m., Moda Center

Saturday, May 10

Nick Cave and the Bad Seeds, 8 p.m., Moda Center

Wednesday, May 14

Alison Moyet, 8 p.m., Crystal Ballroom

Thursday, May 15

Blind Boys of Alabama, 8 p.m., Aladdin Theater

Friday, May 16

The Talbott Brothers, 9 p.m., Mississippi Studios

Simple Minds, 7 p.m., Cascades Amphitheater

Saturday, May 17

“Sunshine & Stars,” Portland Cello Project, Maiah Wynne, 8 p.m. Revolution Hall

Monday, May 19

Diana Krall, 8 p.m., Keller Auditorium

Tuesday, May 20

Jason Isbell & The 400 Unit, 8 p.m., Keller Auditorium

Friday, May 23

Rilo Kiley, 6:30 p.m., McMenamins Grand Lodge (opening concert, sold out)

Johnny Franco and His Real Brother Dom (“The Professional Entertainer” EP release), 9 p.m., Mississippi Studios

James Taylor and His All-Star Band, 7:30 p.m., Cascades Amphitheater

Saturday, May 24

Outlaw Music Festival, starring Willie Nelson and Family, Bob Dylan, Billy Strings, Lake Street Dive, Sierra Hull, Lily Meola, 2:40 p.m., Cascades Amphitheater

Jack White, 6:30 p.m., McMenamins Edgefield (opening concert, sold out)

Monday, May 26

John Craigie performs The Beatles’ “A Lonely Magical Mystery Tour,” 8 p.m., Mississippi Studios

Tuesday, May 27

John Craigie performs The Beatles’ “A Lonely Magical Mystery Tour,” 8 p.m., Mississippi Studios

Wednesday, May 28

Leon Bridges, 6:30 p.m., McMenamins Edgefield (season’s second concert, sold out)

John Craigie performs The Beatles’ “A Lonely Magical Mystery Tour,” 8 p.m., Mississippi Studios (sold out)

Saturday, May 31

Hardy, 6:30 p.m., Cascades Amphitheater