| Wed. | April 1, 2020 ? | 7:00 pm | Player Parent Meeting | Washington High School | | |
| Thu. | April 30, 2020 ? | 6:00 pm - 8:00 pm | Spring College Showcase | WHS | Contact Coach Troxler at jtroxler@massillonschools.com; Massillon Players Only | |
| Sat. | May, 2020 | 12:00 n | Massillon Museum Expansion Dedication | Massillon Museum | Grand Opening of the Paul Brown Museum | |
| Fri. | May 1, 2020 | | Tiger Strength Bash Alumni / Booster Gathering | Eagles | | |
| Sat. | May 2, 2020 | | Steve Studer Memorial Lift-a-Thon | WHS | | |
| Mon. | May 11, 2020 | | Spring Kick-Off | | Guest Speaker: Ryan Day, OSU Head Coach | |
| Sat. | May 23, 2020 | 11:00 am - 2:00 pm | Discount Gold Card Sale | | | |
| Sat. | June 13, 2020 | Players report 6:00 am | Pitt 1-Day Camp | University of Pittsburgh | | |
| Sat. | June 13, 2020 | 11:00 am | Cruise On-In & Dance Party | Downtown Massillon | | |
| Sun. | June 14, 2020 | 3:00 pm | Gareon Conley Youth Camp | WHS Indoor Facility | | |
| Mon. | June 15, 2020 | Players report 6:00 am | Ohio State 1-Day Camp | Ohio State University | | |
| Thu. | June 18, 2020 | Players report 6:00 am | Ohio State 7-on-7 | Ohio State University | | |
| Sat. | June 20, 2020 | Players report 6:00 am | Pitt 7-on-7 and Big Man | University of Pittsburgh | | |
| Sun. | June 28, 2020 | 12:00 n - 4:00 pm | Tiger Mom's Car Wash | O'Reilly's Auto Parts (next to old K-Mart) | | |
| July, 2020 | | Deadline for submitting ads for the game program | | Contact Chuck Utterback | |
| Thu. - Sat. | July 30 - Aug. 1, 2002 | | Player Retreat | WHS | | |
| August, 2020 | | Football Team Media Day | Paul Brown Tiger Stadium | | |
| Sat. | August 8, 2020 | 10:30 am | Scrimmage vs. Avon | Paul Brown Tiger Stadium | | |
| Fri. | August. 14, 2020 | 10:30 am | Scrimmage vs. Berea Midpark | Midpark High School | | |
| Sat. | August 15, 2020 | 1:00 pm | Alumni Association Golf Scramble | Elms Country Club | Shotgun start | |
| | | Begin Sale of Away Game Tickets | WHS Ticket Office | | |
| Fri. | August 21, 2020 | 6:30 pm | Scrimmage vs. Lakewood St. Edward | St. Edward Field | | |
| Sat. | August 22, 2020 | 1:00 pm | Sideliners Picnic | WHS | | |
| Tue. | August 25, 2020 | 11:30 am | First Touchdown Club Luncheon | Massillon Eagles | Memberships for the year are available at the door | |
| Wed. | August 26, 2020 | 6:30 pm | Downtown Kickoff Rally | Duncan Plaza | | |
| Sat. | August 29, 2020 | Evening | First football game | Tom Benson Stadium | | |
| Tue. | August 31, 2020 | 7:00 pm | First Booster Club Meeting | WHS | | |
| Thu. | October 29, 2020 | 6:00 pm | High School Open House | Washington High School | | |
| Fri. | October 30, 2020 | 7:00 pm | Beat McKinley Parade | Downtown Massillon | | |
| December, 2020 | | Football Banquet | | | |
| Past Events | | | | | | |
