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 as 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 Chester Rushing as Tommy H. Tobias Jelinek as Lead Agent Chelsea Talmadge as Carol Catherine Dyer as Agent Connie Frazier Robert Walker-Branchaud as Agent Repairman Charles Lawlor as Mr. Donald Melvald Stefanie Butler as Cynthia David Dwyer as Earl Bethany Anne Lind as Sandra