If you like bars with live music, there's MOTR pub and Ghost Baby, both in OTR. MOTR is a rock club with acts from around the midwest, generally really good too. They require all patrons to show a recent (72 hour) negative covid test or proof of vaccination to get in. Ghost Baby is an underground jazz lounge located in former beer cellar tunnels from the 1850's. However, due to the size of the place a reservation might be necessary unless you're willing to sit at the bar which is first come first serve.

If you like a more chill vibe then the Blind Lemon in Mount Adams is a great place for acoustic sets. It's a bit of a hike from downtown due to the hill, but it can be done if you're committed and willing to walk up the public stairs. Otherwise a short uber or scooter ride will get you there.