Kindersley Trophy
Kindersley, Saskatchewan was the first host from Western Canada in 1995.
In their annual 16 team tournament, the winners of each pool played against each other. Not a new idea. But the second place finishers in each pool, the third place finishers in each pool, and the fourth place finishers in each pool, also played off against each other.
This concept was the Canadian National Oldtimers' Baseball Federation's inspiration to go to a two tier play-off format, giving all teams in the tournament a final chance to win in a play-off round against teams with which they would be competitive.
| Year | Champion | Province |
| 2026a | ||
| 2025 | OSBA Aces | Ontario |
| 2024a | ||
| 2023a | ||
| 2022 | Trixie's Bears | Prince Edward Island |
| 2021b | ||
| 2020b | ||
| 2019 | Carnduff | Saskatchewan |
| 2018 | Scarborough Maroons | Ontario |
| 2017c | Carnduff / Mississauga | Saskatchewan / Ontario |
| 2016 | Carnduff | Saskatchewan |
| 2015 | Regina Drifters | Saskatchewan |
| 2014 | Brampton Gold Pioneers | Ontario |
| 2013 | Regina Drifters | Saskatchewan |
| 2012 | Petit de Grat Red Caps | Nova Scotia |
| 2011 | Petit de Grat Red Caps | Nova Scotia |
| 2010 | Haney Dodgers | |
| 2009 | Burlington Black 49ers | Ontario |
| 2008 | Hamilton Silverhawks | Ontario |
| 2007 | Kindersley Klippers | Saskatchewan |
| 2006 | Medicine Hat Cardinals | Alberta |
| 2005 | Truro Stella Jones Bearcats | Nova Scotia |
| 2004 | Sask-Alta Twiliters | Saskatchewan & Alberta |
| 2003 | Caraquet Moosehead Dry | New Brunswick |
| 2002 | Hamilton Stealers | Ontario |
| 2001 | Amisk Astros | Alberta |
| 2000 | Truro Stella Jones Bearcats | Nova Scotia |
| 1999 | Calgary Cardinals | Alberta |
| 1998 | Amisk Astros | Alberta |
aNot awarded
bTournament cancelled due to COVID-19
cCo-Champions due to rain