Whiski-Jack's Pub

Lakesider Brewing Co. is a West Kelowna taproom with a recurring live-music series built around local performers. The brewery setting favors acoustic, rock and approachable crowd-friendly sets that can sit comfortably alongside conversation and pints. It feels more like a regular neighborhood music stop than a one-off event booking, which is useful for artists looking to build repeat local audiences. All ages are welcome.

Royal Canadian Legion Branch 288 Westbank is an active 2026 band programming and recurring open-mic activity confirm regular musician use at this independent branch venue. open mic, dancing, community entertainment are natural fits for the programming. The booking makes the most sense for musicians whose normal show already fits the venue’s scale and audience use. It is worth considering for musicians whose format aligns with the room rather than acts looking for a generic stop.

The Broken Hearts Club at Crown & Thieves is a speakeasy-style performance room inside a winery, mixing live music with comedy and cabaret. Jazz, acoustic and cabaret-oriented artists fit the intimate theatrical setting, where stage personality is likely to matter as much as the songs themselves. The venue is 21+, reinforcing its adult, nightlife-driven feel. Performers with a distinctive concept, strong storytelling or a polished small-room show should make more sense here than a generic background-music act.