The Trailways Conference crowned the following Champions during the 2022-23 school year:
Athletics:
Volleyball - Randolph (West), Horicon (East), Abundant Life/St Ambrose (South)
Football - Cambria-Friesland
Boys Cross Country - Pardeeville
Girls Cross Country - Lourdes Academy
Wrestling (Duals) - Markesan (North), Parkview/Albany (South)
Wrestling (Tournament) - Markesan
Girls Basketball - Randolph (West), Lourdes Academy (East), Deerfield (South)
Boys Basketball - Fall River (West), CWC (East), Deerfield (South)
Boys Track and Field Dual - Randolph/Cambria-Friesland (West), Horicon (East), Deerfield (South)
Girls Track and Field Dual - Randolph/Cambria-Friesland (West), Dodgeland (East), Deerfield (South)
Boys Track Conference Meet - Randolph/Cambria-Friesland
Girls Track Conference Meet - Randolph/Cambria-Friesland
Golf - Lourdes Academy/Valley Christian (North), Pardeeville (South)
Golf Tournament - Lourdes Academy/Valley Christian
Softball - Oakfield (North), Horicon (South)
Baseball - Markesan (North), Deerfield (South)
Academics:
Academic Bowl - Horicon
Math Meet - CWC (North), Williams Bay (South)
Forensics - Randolph (North), Deerfield (South)