Guest Stars Joe Keery as Steve Harrington Noah Schnapp as Will Byers Joe Chrest as Ted Wheeler Rob Morgan as Deputy Powell John Reynolds as Officer Callahan Mark Steger as The Monster Ross Partridge voices Lonnie Byers Shannon Purser as Barbara "Barb" Holland Chris Sullivan as Benny Hammond Co Starring Anniston Price as Holly Wheeler Tinsley Price as Holly Wheeler Randall P. Havens as Mr. Scott Clarke Susan Shalhoub Larkin as Florence Tobias Jelinek as Lead Agent Catherine Dyer as Agent Connie Frazier Peyton Wich as Troy Hugh Holub as Scientist Tony Vaughn as Principal Coleman Cade Jones as James Andrew Benator as Elevator Scientist Stefanie Butler voices Cynthia David Dwyer as Earl Salem Murphy as High School Principal Brenda Wood as Local Newswoman Anthony Reynolds as Agent