| Thu Sep 21 | 12:00p | Plants and People, A look at Contemporary Botanical Art | Acadia University Art Gallery |
| Thu Sep 21 | 6:30p | Ron Edmunds Duo | Troy Turkish & Mediterranean Restaurant |
| Thu Sep 21 | 7:00p | Youth Engagement Session | Community Centre |
| Thu Sep 21 | 7:00p | Searching for Abegweit: The Island Songs & Stories of Lennie Gallant | Festival Theatre |
| Thu Sep 21 | 7:30p | Gravely Ghost Walk | Clock Park |
| Fri Sep 22 | 10:30a | Preschool Pals Storytime | Murdoch C. Smith Memorial Library |
| Fri Sep 22 | 11:00a | Wolfville Town Walking Tour | Willow Park |
| Fri Sep 22 | 11:30a | Busy Babies Storytime | Murdoch C. Smith Memorial Library |
| Fri Sep 22 | 12:00p | Deep Roots Patio Concert | Memorial Library |
| Fri Sep 22 | 1:00p | Deep Roots at the Tent | Clock Park |
| Fri Sep 22 | 2:00p | Deep Roots Artists@Acadia with Kaia Kater | K.C. Irving Environmental Science Centre |
| Fri Sep 22 | 5:00p | Wolfville Town Walking Tour | Willow Park |
| Fri Sep 22 | 6:00p | Jazz Mannequins | The Blomidon Inn |
| Fri Sep 22 | 7:00p | Deep Roots Mainstage | Festival Theatre |
| Fri Sep 22 | 7:00p | Jam Session | Community Hall |
| Fri Sep 22 | 8:00p | The Mark Riley Project | Joe's Food Emporium |
| Fri Sep 22 | 10:00p | Deep Roots Late Night | Paddy's Pub |
| Fri Sep 22 | 10:30p | Deep Roots Blues Bash | Farmers Market |
| Sat Sep 23 | 8:30a | Deep Roots | Farmers Market |
| Sat Sep 23 | 10:00a | Deep Roots Harmony Workshop | Al Whittle Theatre |
| Sat Sep 23 | 10:00a | Children's Saturday at Deep Roots | Deep Roots Festival Tent |
| Sat Sep 23 | 11:00a | Wolfville Town Walking Tour | Willow Park |
| Sat Sep 23 | 12:30p | Ron Edmunds Duo | The Port Pub |
| Sat Sep 23 | 12:30p | Deep Roots Group Manoeuvre - Aerialists | Al Whittle Theatre |
| Sat Sep 23 | 12:30p | National Learn to Code Day: Intro to AI and Machine Learning | Patterson Hall |
| Sat Sep 23 | 1:00p | Book Launch with Wade Albert White | The Box of Delights Bookshop |
| Sat Sep 23 | 1:00p | Deep Roots Songwriters' Circle | Festival Theatre |
| Sat Sep 23 | 2:00p | Deep Roots | Al Whittle Theatre |
| Sat Sep 23 | 2:00p | Deep Roots Open Mic | Deep Roots Festival Tent |
| Sat Sep 23 | 2:00p | Deep Roots Square Dance Workshop | Farmers Market |
| Sat Sep 23 | 5:00p | Wolfville Town Walking Tour | Willow Park |
| Sat Sep 23 | 6:00p | Steve Lee Duo | La Torta Woodfired Pizzeria |
| Sat Sep 23 | 7:00p | Deep Roots Mainstage | Festival Theatre |
| Sat Sep 23 | 10:00p | Deep Roots Late Night | Paddy's Pub |
| Sat Sep 23 | 10:30p | Deep Roots Festival Dance | Farmers Market |
| Sun Sep 24 | 10:00a | Deep Roots Festival Rise Up Singing | Festival Theatre |
| Sun Sep 24 | 11:00a | Deep Roots | The Noodle Guy Mercato |
| Sun Sep 24 | 1:00p | Deep Roots Music Festival Finale | Festival Theatre |
| Sun Sep 24 | 2:00p | The Design and Building of Acacia Grove | Prescott House Museum |
| Mon Sep 25 | 6:30p | From Seed to Centrepiece | Randall House Museum |
| Mon Sep 25 | 7:00p | Authors@Acadia Presents: Patti LaBoucane-Benson & Kelly Mellings | K.C. Irving Environmental Science Centre |
| Tue Sep 26 | 6:30p | One Book Nova Scotia Author Reading | Memorial Library |
| Tue Sep 26 | 7:30p | Ron Edmunds Band Open Mic | The Port Pub |
| Wed Sep 27 | 9:30a | Coffee Time | Community Hall |
| Wed Sep 27 | 4:30p | Mark Clarke | Farmers Market |
| Wed Sep 27 | 6:30p | Book Reading with Karen Smythe | The Box of Delights Bookshop |
| Wed Sep 27 | 7:00p | The Glass Menagerie | Al Whittle Theatre |
| Thu Sep 28 | 10:00a | Tech Help | Memorial Library |
| Thu Sep 28 | 6:30p | Ron Edmunds Duo | Troy Turkish & Mediterranean Restaurant |
| Thu Sep 28 | 7:00p | The Glass Menagerie | Al Whittle Theatre |
| Fri Sep 29 | 10:30a | Preschool Pals Storytime | Murdoch C. Smith Memorial Library |
| Fri Sep 29 | 11:00a | Wolfville Town Walking Tour | Willow Park |
| Fri Sep 29 | 11:30a | Busy Babies Storytime | Murdoch C. Smith Memorial Library |
| Fri Sep 29 | 5:00p | Wolfville Town Walking Tour | Willow Park |
| Fri Sep 29 | 5:00p | Shape Note Sing with the Chapel Choir | Acadia University Art Gallery |
| Fri Sep 29 | 6:30p | Jazz Mannequins | The Blomidon Inn |
| Fri Sep 29 | 7:00p | The Glass Menagerie | Al Whittle Theatre |
| Fri Sep 29 | 7:00p | Jam Session | Community Hall |
| Sat Sep 30 | 9:30a | Graham Howes | Farmers Market |
| Sat Sep 30 | 10:00a | Wolfville Children's Centre Birthday | Children's Centre |
| Sat Sep 30 | 11:00a | Wolfville Town Walking Tour | Willow Park |
| Sat Sep 30 | 12:30p | Ron Edmunds Duo | The Port Pub |
| Sat Sep 30 | 1:00p | Creative Contraptions | Memorial Library |
| Sat Sep 30 | 2:00p | The Glass Menagerie | Al Whittle Theatre |
| Sat Sep 30 | 5:00p | Wolfville Town Walking Tour | Willow Park |
| Sat Sep 30 | 6:00p | Steve Lee Duo | La Torta Woodfired Pizzeria |
| Sat Sep 30 | 6:00p | Harvest Dinner and Dance | Farmers Market |
| Sat Sep 30 | 7:00p | The Glass Menagerie | Al Whittle Theatre |
| Sat Sep 30 | 7:30p | New Voice: Earthquakes and Islands | Festival Theatre |
| Sun Oct 01 | 1:30p | Bicycles & Botanicals | Farmers Market |
| Sun Oct 01 | 2:00p | Sunday Music in the Garden Room | K.C. Irving Environmental Science Centre |
| Tue Oct 03 | 8:30a | Committee of the Whole Meeting | Town Hall |
| Tue Oct 03 | 7:30p | Newcomers Club | Farmers Market |
| Tue Oct 03 | 7:30p | Ron Edmunds Band Open Mic | The Port Pub |
| Wed Oct 04 | 9:30a | Coffee Time | Community Hall |
| Wed Oct 04 | 4:30p | Fraser-Giles Guitar Duo | Farmers Market |
| Wed Oct 04 | 7:00p | Authors@Acadia: Rebecca Thomas | K.C. Irving Environmental Science Centre |
| Wed Oct 04 | 8:00p | Coffeehouse | Student Union Building |
