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Music at LO Arts Festival This Weekend



Here’s a quick guide to the performers on the schedule for music at the Lake Oswego Festival of the Arts June 26 - June 28, 2026 with what type of music they play. This is all free (although the Festival is asking for a donation as you enter the George Rogers Park area where the tent is for the music). You'll also find a beer/wine garden and food trucks. Artists are also selling their work in the tents at George Rogers Park.


  • Terry Robb (Friday, 5:00–6:00 PM) – Acoustic blues, fingerstyle guitar, roots music. Terry is one of the Northwest’s best-known blues guitarists, blending Delta blues, ragtime, folk, and Americana.

  • The Cherry Poppin’ Daddies (Friday, 6:30–8:00 PM) – Swing revival, ska, rock, and jazz. Famous for their high-energy horn section and the hit “Zoot Suit Riot.”

  • Anny Chelsi (Saturday, 12:30–1:30 PM) – Pop, indie, and acoustic singer-songwriter. Contemporary original songs with an intimate style.

  • Ty Curtis (Saturday, 2:00–3:00 PM) – Electric blues, blues-rock, and soul. A powerful guitarist and vocalist influenced by Stevie Ray Vaughan and Jimi Hendrix.

  • Steve Barton (Saturday, 3:30–4:30 PM) – Classic rock, folk-rock, and Americana. Best known as a founding member of the band Translator.

  • Ms. Vee (Saturday, 5:00–6:00 PM) – Soul, R&B, jazz, funk, and gospel. An energetic vocalist with a wide-ranging repertoire.

  • Mike Skill of The Romantics (Saturday, 6:30–8:00 PM) – Classic rock and power pop. Expect hits like “What I Like About You” and “Talking in Your Sleep.”

  • PSU Flute Choir (Sunday, 10:00–11:00 AM) – Classical and contemporary flute ensemble. A large group performing arrangements written specifically for flute choir.

  • The Brazil Tones with Brian Davis (Sunday, 11:30 AM–12:30 PM) – Brazilian jazz, bossa nova, samba, and Latin music. Relaxed, rhythmic music inspired by Brazil.

  • Portland Vanguard Big Band (Sunday, 1:00–2:00 PM) – Big band swing and jazz. Classic Count Basie, Duke Ellington, and modern big band arrangements.

  • The Tiki Men (Sunday, 2:30–3:30 PM) – Surf rock, exotica, Hawaiian, and vintage lounge. Fun, tropical-themed instrumental and vocal music.

  • Norman Sylvester (Sunday, 4:00–5:00 PM) – Blues, R&B, funk, and soul. A beloved Portland blues guitarist known as the “Boogie Cat.”


If you’re deciding when to go, people recommend:

  • Friday evening: Cherry Poppin’ Daddies for the biggest, danceable show.

  • Saturday evening: Mike Skill of The Romantics if you enjoy ’80s classic rock.

  • Sunday afternoon: Brazil Tones for a laid-back vibe, Portland Vanguard Big Band for jazz lovers, and Norman Sylvester for outstanding blues.


Related stories:

Three Neighbors from Our Old Town Neighborhood Are Exhibiting at the Open Art show that is held at Lakewood Center in the large tent in the parking lot


For a list of all the free music concerts happening in LO and surrounding areas in July and August with what type of music they'll be performing, here's a link to the blog post about that:


Also fun: our neighbor Michael Perman will be doing wine tastings at the Festival.



 
 
 

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