| Friday, May 1 | Friday, May 1 | Dale Baker Duo | Patio | 2-5pm | Country |
| Friday, May 1 | Zach Quillen | Anson Lounge | 6-9pm | Rock/Soul |
| Friday, May 1 | Grace Miller Moody | Anson Lounge | 9:30pm-12:30am | Pop/Rock |
| Friday, May 1 | Coley Williams Band | Henry's Music Hall | 10pm-1am | Country |
| Friday, May 1 | Me & Mr. Jones | Whiskey Room | 10pm-1am | Pop/R&B |
| Friday, May 1 | Poke The Bear | Henry's Stage | 10pm-1am | Classic Rock |
| Saturday, May 2 | Saturday, May 2 | Joe Fisher | Patio | 2-5pm | Classic Rock |
| Saturday, May 2 | Jeff Caldwell | Anson Lounge | 6-9pm | Acoustic Rock |
| Saturday, May 2 | Grace Miller Moody | Anson Lounge | 9:30pm-12:30am | Pop/Rock |
| Saturday, May 2 | Taylor Richardson Band | Henry's Music Hall | 10pm-1am | Country |
| Saturday, May 2 | Chris Williams | Whiskey Room | 10pm-1am | R&B/Jazz |
| Saturday, May 2 | Gator Food | Henry's Stage | 10pm-1am | Alternative |
| Sunday, May 3 | Sunday, May 3 | Spud Fisher | Patio | 2-5pm | Country |
| Sunday, May 3 | Gracious Day | Henry's Stage | 10pm-1am | Country |
| Monday, May 4 | Monday, May 4 | Market Street Cowboy Band | Henry's Stage | 9:30pm-12:30am | Country/Top 40 |
| Tuesday, May 5 | Tuesday, May 5 | Chris Williams | Henry's Stage | 10pm-1am | R&B/Jazz |
| Wednesday, May 6 | Wednesday, May 6 | Ben Whitney & Friends | Henry's Stage | 9:30pm-12:30am | Soul/Indie |
| Thursday, May 7 | Thursday, May 7 | VYNL | Henry's Music Hall | 10pm-1am | Top 40/Rock |
| Thursday, May 7 | Sunny & The Hunny | Henry's Stage | 10pm-1am | Rock/Punk |
| Thursday, May 7 | TBD | Lounge | 7-10pm | |
| Friday, May 8 | Friday, May 8 | Dale Baker Duo | Patio | 2-5pm | Country/Top 40 |
| Friday, May 8 | Zach Quillen | Anson Lounge | 6-9pm | Blues/Rock |
| Friday, May 8 | Joe Fisher | Anson Lounge | 9:30pm-12:30am | Classic Rock |
| Friday, May 8 | VYNL | Henry's Music Hall | 10pm-1am | Top 40 |
| Friday, May 8 | Hunter Fieck | Whiskey Room | 10pm-1am | Indie/Pop |
| Friday, May 8 | Purple Magnolia | Henry's Stage | 10pm-1am | Country/Pop |
| Saturday, May 9 | Saturday, May 9 | Dacota Muckey | Patio | 2-5pm | Indie/Rock |
| Saturday, May 9 | Joe Fisher | Anson Lounge | 6-9pm | Classic Rock |
| Saturday, May 9 | Lola Grace | Anson Lounge | 9:30pm-12:30am | Alt Rock/Pop |
| Saturday, May 9 | VYNL | Henry's Music Hall | 10pm-1am | Top 40 |
| Saturday, May 9 | Chris Williams | Whiskey Room | 10pm-1am | R&B/Jazz |
| Saturday, May 9 | Macelyn Batten | Henry's Stage | 10pm-1am | Country/Pop |
| Sunday, May 10 | Sunday, May 10 | Joe Fisher | Patio | 2-5pm | Classic Rock |
| Sunday, May 10 | Gracious Day | Henry's Stage | 9:30pm-12:30am | Acoustic Country |
| Monday, May 11 | Monday, May 11 | Market Street Cowboy Band | Henry's Stage | 9:30pm-12:30am | Country/Top 40 |
| Tuesday, May 12 | Tuesday, May 12 | Chris Williams | Henry's Stage | 10-1pm | R&B/Jazz |
| Wednesday, May 13 | Wednesday, May 13 | Ben Whitney & Friends | Henry's Stage | 9:30pm-12:30am | Soul/Jam |
| Thursday, May 14 | Thursday, May 14 | TBA | Anson Lounge | 7-10pm | |
| Thursday, May 14 | Joe Fisher Band | Henry's Music Hall | 10pm-1am | Classic Rock |
| Thursday, May 14 | Suffering Moses | Henry's Stage | 10pm-1am | Blues/Rock |
| Friday, May 15 | Friday, May 15 | Dale Baker Duo | Patio | 2-5pm | Country/Top 40 |
| Friday, May 15 | Zach Quillen | Anson Lounge | 6-9pm | Blues/Classic Rock |
| Friday, May 15 | Spoda | Anson Lounge | 9:30pm-12:30am | Rock |
| Friday, May 15 | Joe Fisher Band | Henry's Music Hall | 10pm-1am | Classic Rock |
| Friday, May 15 | Me & Mr. Jones | Whiskey Room | 10pm-1am | R&B |
| Friday, May 15 | Dale Baker Band | Henry's Stage | 10pm-1am | Top 40/Country |
| Saturday, May 16 | Saturday, May 16 | Hunter Fieck | Patio | 2-5pm | Indie/Pop |
| Saturday, May 16 | Joe Fisher | Anson Lounge | 6-9pm | Classic Rock |
| Saturday, May 16 | Spoda | Anson Lounge | 9:30pm-12:30am | Rock |
| Saturday, May 16 | Macelyn Batten | Music Hall | 10pm-1am | Country/Rock |
| Saturday, May 16 | Chris Williams | Whiskey Room | 10pm-1am | R&B/Jazz |
| Saturday, May 16 | BenderFunk | Henry's Stage | 10pm-1am | Rock |
| Sunday, May 17 | Sunday, May 17 | Evelyn Ivory | Patio | 2-5pm | Pop/Rock |
| Sunday, May 17 | Hunter Fieck | Henry's Stage | 9:30pm-12:30am | Indie/Pop |
| Monday, May 18 | Monday, May 18 | Market Street Cowboy Band | Henry's Stage | 9:30pm-12:30am | Country/Top 40 |
| Tuesday, May 19 | Tuesday, May 19 | Chris Williams | Henry's Stage | 10-1pm | R&B/Jazz |
| Wednesday, May 20 | Wednesday, May 20 | Ben Whitney | Henry's Stage | 9:30pm-12:30am | Soul/Jam |
| Thursday, May 21 | Thursday, May 21 | Gracious Day | Anson Lounge | 7-10pm | Acoustic Country |
| Thursday, May 21 | Pop Rock Cult | Henry's Music Hall | 10pm-1am | Classic Rock |
| Thursday, May 21 | Suffering Moses | Henry's Stage | 10pm-1am | Blues/Rock |
| Friday, May 22 | Friday, May 22 | Dale Baker Duo | Patio | 2-5pm | Country/Top 40 |
| Friday, May 22 | Zach Quillen | Anson Lounge | 6-9pm | Blues/Southern Rock |
| Friday, May 22 | Lola Grace | Anson Lounge | 9:30pm-12:30am | Alt/Rock |
| Friday, May 22 | Old Soul | Music Hall | 10pm-1am | Rock |
| Friday, May 22 | Hunter Fieck | Whiskey Room | 10pm-1am | Indie/Pop |
| Friday, May 22 | Gator Food | Henry's Stage | 10pm-1am | Rock |
| Saturday, May 23 | Saturday, May 23 | Jack Triebold | Patio | 2-5pm | Acoustic |
| Saturday, May 23 | Grace Miller Moody | Anson Lounge | 6-9pm | Pop/Rock |
| Saturday, May 23 | Brandon & The Boys | Anson Lounge | 9:30pm-12:30am | Indie |
| Saturday, May 23 | Zero To Never Band | Henry's Music Hall | 10pm-1am | Rock |
| Saturday, May 23 | Chris Williams | Whiskey Room | 10pm-1am | R&B/Jazz |
| Saturday, May 23 | Purple Magnolia | Henry's Stage | 10pm-1am | Country/Pop |
| Sunday, May 24 | Sunday, May 24 | Joe Fisher | Patio | 2-5pm | Acoustic Rock |
| Sunday, May 24 | Gracious Day | Henry's Stage | 10pm-1am | Acoustic Country |
| Monday, May 25 | Monday, May 25 | Market Street Cowboy Band | Henry's Stage | 9:30pm-12:30am | Country/Top 40 |
| Tuesday, May 26 | Tuesday, May 26 | Chris Williams | Henry's Stage | 10-1pm | R&B/Jazz |
| Wednesday, May 27 | Wednesday, May 27 | Ben Whitney & Friends | Henry's Stage | 9:30pm-12:30am | Soul/Jam |
| Thursday, May 28 | Thursday, May 28 | Gracious Day | Anson Lounge | 7-10pm | Acoustic Country |
| Thursday, May 28 | Five Door Sedan | Henry's Music Hall | 10pm-1am | Indie Rock |
| Thursday, May 28 | Suffering Moses | Henry's Stage | 10pm-1am | Blues/Rock |
| Friday, May 29 | Friday, May 29 | Dale Baker Duo | Patio | 2-5pm | Country/Top 40 |
| Friday, May 29 | Zach Quillen | Anson Lounge | 6-9pm | Blues/Rock |
| Friday, May 29 | Spoda | Anson Lounge | 9:30pm-12:30am | Rock |
| Friday, May 29 | Chief Brody | Henry's Music Hall | 10pm-1am | Top 40/Rock |
| Friday, May 29 | Grace Miller Moody | Whiskey Room | 10pm-1am | Pop/Rock |
| Friday, May 29 | KEIDRE | Henry's Stage | 10pm-1am | Rock/Oldies |
| Saturday, May 30 | Saturday, May 30 | Evelyn Ivory | Patio | 2-5pm | Alt Rock |
| Saturday, May 30 | Jeff Caldwell | Anson Lounge | 6-9pm | Acoustic Rock |
| Saturday, May 30 | Spoda | Anson Lounge | 9:30pm-12:30am | Rock |
| Saturday, May 30 | Chief Brody | Henry's Music Hall | 10pm-1am | Top 40/Rock |
| Saturday, May 30 | Chris Williams | Whiskey Room | 10pm-1am | R&B/Jazz |
| Saturday, May 30 | Joe Fisher | Henry's Stage | 10pm-1am | Classic Rock |
| Sunday, May 31 | Sunday, May 31 | Evelyn Ivory | Patio | 2-5pm | Alt Rock |
| Sunday, May 31 | Gracious Day | Henry's Stage | 9:30pm-12:30am | Acoustic Country |