Guest Stars Helen Johns as Mrs. Eliza Barry Kyla Matthews as Ruby Gillis Jonathan Holmes as Mr. William Barry Lia Pappas-Kemps as Jane Andrews Jacob Ursomarzo as Moody Spurgeon Jacob Horsley as Charlie Sloane Miranda McKeon as Josie Pye Glenna Walters as Tillie Boulter Christian Martyn as Billy Andrews Kyle Meagher as Paul #1 Daimen Landori-Hoffman as Paul #2 Ella Jonas Farlinger as Prissy Andrews Stephen Tracey as Mr. Phillips Deborah Grover as Josephine Barry
