Guest Stars Connor Paolo as Eric van der Woodsen Zuzanna Szadkowski as Dorota Kishlovsky Nicole Fiscella as Isabel Coates Amanda Setton as Penelope Shafai Dreama Walker as Hazel Williams Yin Chang as Nelly Yuki Jan Maxwell as Headmistress Queller Desmond Harrington as Jack Bass John Shea as Harold Waldorf Laura Breckenridge as Rachel Carr William Abadie as Roman Co Starring John Bolton as Bruce Caplan Jessalyn Wanlim as Pauletta Cho Thomas Schall as Pete Holmberg Brigitte Viellieu-Davis as Patron Karen Shallo as Woman Tom Doorley as Usher Uncredited Kristen Bell voices Gossip Girl