As part of the new SCC/FCIAC Football Challenge, the two teams will play one another in non-conference games, with each team getting one home game.
The agreement between the conferences, which are arguably the state’s best in football, is possible for the next two seasons because teams will play 11 games, rather than the customary 10.
Cheshire has appeared in nine state championship games since 1989, winning six straight Class L titles from 1992 through 1997. The Rams made the Class LL finals in 2008 and 2009, losing to Glastonbury the first year and then beating Staples the next year.
This season, Cheshire finished 6-4 and missed the state playoffs, finishing 13th in the Class LL playoff point rankings.
Ridgefield, which won the Class L title in 2002, went 8-2 this fall and was ninth in Class LL, missing the state playoffs by one spot.