| Award Name | Winner |
| Dick Willis Junior Umpire Of The Year | Ahyan Anas |
| Dick Willis Senior Umpire Of The Year | Trevor Bertrand |
| Don Gilbert Umpire Of The Year | Dean Oberle |
| Coach Of The Year 13U & Below | Scott Robinson |
| Coach Of The Year 14U & Above | Darryl Silverstein |
| Select Coach of the Year | Bryan Bartolozzi |
| Rep Player Of The Year 13U & Below | Isaac Cartier |
| Rep Player Of The Year 14U & Above | Zander Parsons |
| Select Player Of The Year 13U & Below | Reid Pollard |
| Select Player Of The Year 14U & Above | Joshua Suitor |
| Rep Pitcher Of The Year 13U & Below | Christopher Deslauriers |
| Rep Pitcher Of The Year 14U & Above | Heath Esselment |
| Select Pitcher Of The Year 13U & Below | Hayden Vaillancourt |
| Select Pitcher Of The Year 14U & Above | Connor Sedgwick |
| Rep Team Of The Year | Whitby Canadians 13U AAA Team |
| Select Team of the Year | York Riverdogs 11U HS Team |
| 16U Provincial Team Award of Excellence | Vivan Bach |
| 17U Provincial Team Award of Excellence | Evan York |
| 21U Provincial Team Award of Excellence | Ainsley Lane |
| Women's Provincial Team Award of Excellence | Claire Johnson |
| Association of the Year | ICBA |
| Don McKnight Memorial Awards for Affiliate Volunteer of the Year | Adam Firestone, TBA |
| Don McKnight Memorial Awards for Affiliate Volunteer of the Year | Calvin Medynski, NCOBA |
| Don McKnight Memorial Awards for Affiliate Volunteer of the Year | Jeff Morris, ICBA |
| Don McKnight Memorial Awards for Affiliate Volunteer of the Year | Cherri Johnston, EOBA |
| Don McKnight Memorial Awards for Affiliate Volunteer of the Year | Albert Valdes, HDBA |
| Don McKnight Memorial Awards for Affiliate Volunteer of the Year | Peter Dempsey, YSBA |
| Don McKnight Memorial Awards for Affiliate Volunteer of the Year | Frank Fascia, COBA |
| R. Jack Middlemasss Memorial Award for Provincial Volunteer of the Year | Darryl Harding |
| Director of the Year | Ray Merkley |
| President's Award | Scott Crawford |
| Provincial Award | Sean O'Brien and Joe Florio |
| Service Awards: |
|
| 55 Years | James Lutton |
| 50 Years | Ron Pegg |
| 35 Years | Ray Merkley |
| 30 Years | Ed Quinlan |
| 30 Years | Benoit Mercier |
| 30 Years | Lisa Turbitt |
| 25 Years | Mary-Ann Smith |
| 20 Years | Justin Snively-Topping |
| 20 Years | Blair Hains |
| 20 Years | Reg Galbraith |
| 20 Years | David Huctwith |
| Hall of Fame: | Bill Atkinson |
| Jack Carson |
| Rob Ducey |
| Bob Prentice |
| Paul Quantrill |
