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| Date | Time | Location | Cost |
| Friday May 9, 2025 | |||
| Cinch Tournament | 6 pm Doors | The Legion | $10 Cash |
| Saturday May 17, 2025 | |||
| Garage Sale | 8am – 2pm | Cumberland Community Church | Free |
| Village Market Days | 10am – 4pm | Dunsmuir Avenue | Free |
| Cumberland Crusher Team Fitness Competition | 10am | Village Park | $24/team. pre-register here |
| Soap Box Derby | 10am | 2nd st & Maryport | Free |
| Beer Garden | 11:30am – 9pm | Tennis Court Beer Garden | Cash Bar |
| Washoe Tournament | 12:30pm | Tennis Court Beer Garden | $15 to play |
| Live Entertainment – MAY DAYS SQUARE DANCE with caller Craig Marcuk and BAND! | 6pm – 9:30pm | Tennis Court Beer Garden | Free |
| Sunday May 18, 2025 | |||
| Beer Garden | 11am – 8:30pm | Tennis Court Beer Garden | Cash Bar |
| May Pole Legends Dance | 1pm | Village Park Mainstage | |
| Old Timers Soccer Game | 2pm | Village Park | Pre-register |
| Soccer Awards | 3pm | Tennis Court Beer Garden | |
| Doggy Fashion Show | 3pm | Tennis Court Beer Garden | $5 / each entry |
| Family Dance | 6:30pm – 9pm | Tennis Court Beer Garden | Free |
| Monday May 19, 2025 | |||
| Legion Pancake Breakfast | 8am – 11am | The Cumberland Legion | $5/person |
| Masonic Hall Pancake Breakfast | 8am – 11am | The Masonic Hall | $5/person |
| CCSS Thunderballs | 9:15am | Dunsmuir Ave | Fundraiser |
| Victoria Day Parade | 10am | Dunsmuir Ave | |
| Fun Zone at the Park with Bouncy Castles and more! | 9:30am | Village Park | |
| Victoria Day Ceremony | Following Parade | Village Park Mainstage | |
| Youth May Pole Dance | Following Parade | Village Park Mainstage | |
| Beer Garden | 11am – 2pm | Tennis Court Beer Garden | Cash Bar |
| Bag Piper Pub Crawl | 12pm | Cumberland Village | |
| Mainstage Entertainment: TBC! | 12pm | Village Park | Free |
| Children’s Fun Races | 1pm | Village Park | |
| Children’s Bicycle Draw | 1:30pm | Village Park Mainstage | |


