The Trailways Conference crowned the following Champions during the 2023-24 school year:

Athletics:
 

Volleyball - Fall River (West), Valley Christian (East), Abundant Life/St Ambrose (South)

Football - Johnson Creek

Boys Cross Country - Pardeeville

Girls Cross Country - Dodgeland

Wrestling (Duals) - 

Wrestling (Tournament) - 

Girls Basketball - 

Boys Basketball - 

Boys Track and Field Dual - 

Girls Track and Field Dual -  

Boys Track Conference Meet - 

Girls Track Conference Meet - 

Golf - 

Golf Tournament - 

Softball - 

Baseball - 

Academics:
 

Academic Bowl - 

Math Meet - 

Forensics -