Guest Stars Helen Johns as Mrs. Eliza Barry 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 Daimen Landori-Hoffman as Paul #2 Kyle Meagher as Paul #1 Philip Williams as Thomas Lynde Christian Martyn as Billy Andrews Ella Jonas Farlinger as Prissy Andrews Joanna Douglas as Miss Muriel Stacy Brian Tree as Minister Janet Porter as Mrs. Andrews Deborah Grover as Josephine Barry David Ingram as Mr. Harmon Andrews Trenna Keating as Mrs. Pye Cara Ricketts as Mary Lacroix Araya Mengesha as Elijah Hanford