Guest Stars Helen Johns as Mrs. Eliza Barry Kyla Matthews as Ruby Gillis Jonathan Holmes as Mr. William Barry Jacob Ursomarzo as Moody Spurgeon Lia Pappas-Kemps as Jane Andrews Jacob Horsley as Charlie Sloane Miranda McKeon as Josie Pye Ryan Kiera Armstrong as Minnie May Barry Glenna Walters as Tillie Boulter Christian Martyn as Billy Andrews Daimen Landori-Hoffman as Paul #2 Philip Williams as Thomas Lynde Kyle Meagher as Paul #1 Ella Jonas Farlinger as Prissy Andrews Joanna Douglas as Miss Muriel Stacy Janet Porter as Mrs. Andrews David Ingram as Mr. Harmon Andrews Trenna Keating as Mrs. Pye Ashleigh Stewart as Winifred Rose Dana Jeffrey as Oqwatnuk
