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)