Music & Event Calendar Throughout the month of May Oregon Wine MonthMay 25-31 * 2025 Umbrella Jimmy Rosé Monday, May 25 All Month 21 and over at Oregon Locations Tropical Tuesdays with Tuna Boi Tuesday, June 2 5-7pm All ages welcome at Annex Sidewalk Bar Tropical Tuesdays with Spinitch Tuesday, June 9 5-7pm All ages welcome at Annex Sidewalk Bar Curbside Serenade presents Live from the Annex Sidewalk Bar: Johnny Franco and His Real Brother Dom Friday, June 12 5-7pm All ages welcome at Annex Sidewalk Bar McMenamins 43rd Anniversary Saturday, June 13 All day All ages welcome at All Locations Curbside Serenade Live from the Annex Sidewalk Bar: David Pollack Saturday, June 13 3-5pm All ages welcome at Annex Sidewalk Bar Tropical Tuesdays with Mltzr Tuesday, June 16 5-7pm All ages welcome at Annex Sidewalk Bar Curbside Serenade Live from the Annex Sidewalk Bar: Nicholas James Saturday, June 20 3-5pm All ages welcome at Annex Sidewalk Bar Happy Summer Solstice! Sunday, June 21 All day 21 and over at All Locations Tropical Tuesdays with Omie Tuesday, June 23 5-7pm All ages welcome at Annex Sidewalk Bar Curbside Serenade Live from the Annex Sidewalk Bar: Amber Russell Friday, June 26 5-7pm All ages welcome at Annex Sidewalk Bar Curbside Serenade Live from the Annex Sidewalk Bar: Maeve Stier Friday, July 3 5-7pm All ages welcome at Annex Sidewalk Bar Tropical Tuesdays with Tuna Boi Tuesday, July 7 5-7pm All ages welcome at Annex Sidewalk Bar Curbside Serenade Live from the Annex Sidewalk Bar: Cody Tracey Friday, July 10 5-7pm All ages welcome at Annex Sidewalk Bar Curbside Serenade Live from the Annex Sidewalk Bar: Nicholas James Saturday, July 11 3-5pm All ages welcome at Annex Sidewalk Bar Tropical Tuesdays with Spinitch Tuesday, July 14 5-7pm All ages welcome at Annex Sidewalk Bar Curbside Serenade Live from the Annex Sidewalk Bar: Amber Russell Saturday, July 18 3-5pm All ages welcome at Annex Sidewalk Bar Tropical Tuesdays with Mltzr Tuesday, July 21 5-7pm All ages welcome at Annex Sidewalk Bar Curbside Serenade Live from the Annex Sidewalk Bar: Jeremy Fama Friday, July 24 5-7pm All ages welcome at Annex Sidewalk Bar Tropical Tuesdays with Omie Tuesday, July 28 5-7pm All ages welcome at Annex Sidewalk Bar Curbside Serenade Live from the Annex Sidewalk Bar: Noah Powell Friday, July 31 5-7pm All ages welcome at Annex Sidewalk Bar
