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