JoAnna Garcia Swisher Maddie Townsend Actor Brooke Elliott Dana Sue Sullivan Actor Heather Headley Helen Decatur Actor Chris Klein Bill Townsend Actor Jamie Lynn Spears Noreen Fitzgibbons Actor Justin Bruening Carl Maddox Actor Carson Rowland Tyler "Ty" Townsend Actor Logan Allen Kyle Townsend Actor Chris Medlin Isaac Downey Actor Anneliese Judge Annie Sullivan Actor Brandon Quinn Ronnie Sullivan Actor Dion Johnstone EriK Whitley Actor