| Event | When | Where |
| Boo Fest | Oct. 2nd – 29th | Diamond Lake Resort and Campground 7301 Hobbs Rd., Owensboro, KY |
| West Side Nut Club Fall Festival | Oct. 3rd – 8th | 2201 W Franklin St., Evansville, IN |
| October First Friday | Oct. 7th 5:30pm – 9pm | Patchwork Central 100 Washington Ave., Evansville, IN |
| Happy Hallow Hunt | Oct. 7th 6pm – 10pm | 306 W Elm St., Haubstadt, IN |
| Evansville Audubon’s Fall Migration Walk | Oct. 8th 8am | Howell Wetlands 1400 S Tekoppel Ave., Evansville, IN |
| Lush Fall Student Showcase | Oct. 8th 6pm – 7:30pm | Lush Movement Center 3111 N First Ave. Suite B, Evansville, IN |
| Harvest Festival: Indigenous Permaculture Education | Oct. 8th 3pm – 9pm | 1168 S Dexter Ave., Evansville, IN |
| Fiesta Evansville | Oct. 9th 11am-6pm | Wesselman Woods Nature Preserve 551 N Boeke Rd., Evansville, IN |
| Fall Vendor Extravaganza | Oct. 15th – 16th 9am – 4pm | National Guard Armory 3300 E Division St., Evansville, IN |
| Fall Fun Fest | Oct. 21st 6pm – 9pm | Riverwind Church 6288 S Vann Rd., Newburgh, IN |
| Reid’s Apple Festival | Oct. 22nd | Reid’s Orchard 4214 KY-144, Owensboro, KY |
| Boos & Bubbly | Oct. 27th 10am – 8pm | The Olive Leaf 136 N Main St., Henderson, KY |
| John Lanham Jam Day | Oct. 29th 10am – 4pm | Yellow Creek Park 5710 Ky HWY 144, Owensboro, KY |
| Fall Festival and Trunk-or-Treat | Oct. 30th | Cornerstone Church 1359 E 4th St Unit 2, Owensboro, KY |