The Trailways Conference crowned the following Champions during the 2021-22 school year:

Softball - Oakfield (North), Deerfield (South)

Baseball - TBD (North), Deerfield (South)

Golf Tournament - ALCS/MCDS/SAA

Golf - Lourdes/Valley (North), ALCS/MCDS/SAA (South)

Boys Track Conference Meet - Deerfield

Girls Track Conference Meet - Dodgeland

Boys Track and Field Dual - Randolph/Cambria-Friesland (West), Horicon (East), Deerfield (South)

Girls Track and Field Dual -  Randolph/Cambria-Friesland (West), Dodgeland (East), Johnson Creek (South)

Academic Bowl - Markesan

Math Meet -  CWC (North), Williams Bay (South)

Girls Basketball -  Randolph (West), Oakfield (East), Deerfield (South)

Boys Basketball - Randolph (West), Oakfield (East), Deerfield (South)

Wrestling Tournament - Markesan, Horicon (co-champs)

Wrestling Duals - Markesan (North), Horicon (South)

Forensics - Wayland Academy (North), Deerfield (South)

Football - Lourdes Academy

Volleyball Tournament - Randolph (Gold), Horicon (Silver), Markesan (Bronze)

Volleyball - Randolph (West), CWC (East), Johnson Creek (South)

Cross Country - Pardeeville (Boys), Lourdes Academy (Girls)