| Friday, August 5th, 2016 | venue |
| Blue Skies Trip | The Yellow House |
| Bluesfoot | Whiski-Jacks |
| Curtis Kiers Double Sharp Duet | Blind Tiger Vineyards |
| Indie Music Theme weekend | Parks Alive, Kerry Park |
| Jeff Piattelli | Turtle Bay Pub |
| Johnny Don’t Live | Fernandos Pub |
| Le Markhor with Tallest to Shortest | Doc Willoughby’s Pub |
| Lefty | O’Flannigans Pub |
| Live Music | Marmalade Cat Cafe |
| Live Music | Vintner’s Poolside Grill |
| Michael Bolton | Misson Hill |
| River Teeth | Sandhill Winery |
| The Young’Uns | The Blue Gator |
| Tricia | Wine + Art |
| Westbank Opry | West Kelowna Music in the Park |