| Mon. | DURING FOOTBALL SEASON | 7:00 pm | MEMBERS BOOSTER CLUB MEETING | Washington High School Auditorium | Held weekly during the football season; open to members; memberships can be purchased at the door |
| Tue. | DURING FOOTBALL SEASON | 11:30 am | MEMBERS TOUCHDOWN CLUB | Eagles 190 | Held weekly during the season; open to members and 1-time-only guests; memberships can be purchased at the door |
| Thu. | WEEKLY THROUGHOUT THE YEAR | 1:30 pm - 3:30 pm> | FOOTBALL MUSEUM HISTORY GROUP | Massillon Museum | Meets weekly; stop in and say hi to the Football Museum staff and tour the MassMu Paul Brown exhibits |
| Sat. | April 25, 2026 | Div. 1-3 @ 11:00 am; Div. 4-7 follows | Ohio North-South All-Star Games | Massillon Paul Brown Tiger Stadium | |
| Wed. | May 13, 2026 | 6:00 pm | College Showcase | Washington High School Indoor Facility | |
| Sat. | May 23, 2026 | 6:00 pm | Steve Studer Memorial Lift-a-Thon | Washington High School | |
| | 6:00 pm | Season Kickoff Rally | Duncan Plaza | Tiger growl at 5:30 pm |
| Sun. | June 21, 2026 | | Pitt 7 on 7 / Big Man Competition | University of Pittsburg | |
| Sat. | July 11, 2026 | | 7 on 7 / Big Man Competition | Paul Brown Tiger Stadium | |
| Mon. - Wed. | July 27-29, 2026 | | Team Camp | | |
| | | Tiger Moms Car Wash | | |
| July | | Deadline for purchase of corporate and enhanced Booster Club memberships to appear in the game program | | |
| | | Orangemen Annual Meeting | Paul Brown Tiger Stadium | $150 to join |
| | | Pre-Season Kickoff Event | Eagles 190 | Ticket price: $xx |
| | | Sideliners' Reverse Raffle / Football Hall of Fame, Wall of Champions inductions | Eagles 190 | |
| | | First official day of practice | | |
| | | Football Team Media Day | Paul Brown Tiger Stadium | Freshmen at 5:00 pm |
| Sat. | April 18, 2026 | 6:00 pm | Monte Carlo Night | Eagles 190 | Cost $25. Obtain tickets at Liberty Printing. |
| Thu. | August 6, 2026 | | Avon Scrimmage | Away | |
| Thu. | August 13, 2026 | | Cincinnati Moeller Scrimmage | Home | |
| | | Tiger Booster Club Golf Outing | Elms Country Club | Shotgun start |
| | | Sideliners' Picnic | Washington High School | |
| Fri. | August 21, 2026 | | Season Opener vs. Cleveland Glenville | Paul Brown Tiger Stadium | |
| August 24, 2026 | 7:00 pm | First Booster Club Meeting | Washington High School auditorium | |
| Thu. | October 22, 2026 | 6:00 pm | High School Open House | Washington High School | |
| Fri. | October 23, 2026 | 7:00 pm | Beat McKinley Parade | Downtown Massillon | |
| Sat. | October 24, 2026 | 2:00 pm | Season Finale vs. Canton McKinley | Away | |
| | 7:00 pm; doors open at 6:15 pm | Awards Ceremony | Washington High School Auditorium | Cost: $15.00; tickets available at the WHS ticket office and Liberty Screen Printing; finger food provided |
| Past Events | | | | | |
| Tue. | August 18, 2026 | 11:30 am | First Touchdown Club Luncheon | Massillon Eagles 190 | Memberships for the year are available at the door |