Westwood teams have won a number of championships in the Little League International tournament. In 2016, the league and some generous donors purchased flag poles and mounts so we can easily display our championship flags for opening day, tournament games, and other special occasions to celebrate and recognize our champions. Since then, we have added more flag poles as our teams have won more championships.

All listed below are District championships unless otherwise noted.
2024 Intermediate (50/70) Baseball (part of Alamo LL) 2024 Junior Baseball 2024 9-10-11 Softball 2023 Intermediate (50/70) Baseball 2023 Senior Baseball 2022 Intermediate (50/70) Baseball 2021 Junior Softball 2019 Major Softball 2019 Junior Softball 2016 9-10 Softball 2016 Junior Baseball 2013 9-10 Softball 2012 Senior Softball 2010 Junior Softball | | 2007 Major Baseball 2007 10-11 Baseball 2006 Major Softball 2005 Major Softball 2003 Senior Softball 2003 Major Baseball 2000 Junior Softball 1999 Junior Softball 1996 9-10 Softball 1983 Senior Softball 1978 Senior Baseball 1977 Major Baseball 1976 Major Baseball 1970 Major Baseball 1968 Senior Baseball |