| “Farmers Feeding Charles County” Food Basket Giveaway | 07/03/2021 12:00 PM - 4:00 PM |
| “Farmers Feeding Charles County” Food Basket Giveaway | 03/27/2021 2:00 PM - 4:00 PM |
| “Farmers Feeding Charles County” Holiday Food Basket Giveaway | 12/21/2023 4:00 PM - 6:00 PM |
| “Farmers Feeding Charles County” Holiday Turkey Giveaway | 12/18/2021 2:30 PM - 4:30 PM |
| 100th Anniversary of the Charles County Fair | 09/12/2024 |
| 101st Charles County Fair | 09/11/2025 |
| 10AM Public Hearing: Crafty Crab | 12/14/2020 10:00 AM |
| 11th Annual Maryland DogFest | - |
| 12 Angry Jurors | - |
| 12th Annual Door Wars | 08/22/2020 8:00 AM - 8:00 PM |
| 12th Annual Door Wars | 08/23/2020 8:00 AM - 8:00 PM |
| 14th Annual Market Day | 05/06/2023 9:00 AM - 2:00 PM |
| 15th Annual Market Day | 05/18/2024 9:00 AM - 2:00 PM |
| 16th Annual Market Day | 05/03/2025 9:00 AM - 2:00 PM |
| 18th Annual Victorian Christmas | 12/03/2022 11:00 AM - 4:00 PM |
| 18th Annual Victorian Christmas | 12/04/2022 11:00 AM - 4:00 PM |
| 1st Annual Veterans of Charles County Purple Heart Recognition & Veterans Resource Fair | 08/07/2021 12:00 PM - 4:00 PM |
| 1st Friday Teen Hangouts | 12/01/2023 6:00 PM - 9:00 PM |
| 1st Friday Teen Hangouts | 01/05/2024 6:00 PM - 9:00 PM |
| 1st Friday Teen Hangouts | 02/02/2024 6:00 PM - 9:00 PM |