Guest Stars Helen Johns as Mrs. Eliza Barry Jonathan Holmes as Mr. William Barry Kyla Matthews as Ruby Gillis Jacob Ursomarzo as Moody Spurgeon Lia Pappas-Kemps as Jane Andrews Miranda McKeon as Josie Pye Jacob Horsley as Charlie Sloane Ryan Kiera Armstrong as Minnie May Barry Glenna Walters as Tillie Boulter Christian Martyn as Billy Andrews Kyle Meagher as Paul #1 Daimen Landori-Hoffman as Paul #2 Joanna Douglas as Miss Muriel Stacy Trenna Keating as Mrs. Pye Cara Ricketts as Mary Lacroix Brandon Oakes as Aluk Dana Jeffrey as Oqwatnuk Kiawentiio as Ka'kwet Wesley French as Sipu Michael Podemski as Kitpu Alora Maracle-Asham as Mimikej