Robert Harmon Director, Co-Producer Tom Selleck Jesse Stone Actor, Screenwriter, Executive Producer Kathy Baker Rose Gammon Actor Kohl Sudduth Luther 'Suitcase' Simpson Actor Stephen McHattie Commander Healy Actor Krista Allen Cissy Actor William Sadler Gino Fish Actor Mae Whitman Emily Bishop Actor Todd Hofley Alan Garner Actor Saul Rubinek Hasty Hathaway Actor William Devane Dr. Dix Actor Kerri Smith Sister Mary John Actor Jeremy Akerman Councilman Carter Hanson Actor Guy Germain John Kelly Actor Tom Gallant Councilman Comden Actor Gay Hauser Elizabeth Actor Brian Heighton Heartford Clerk Actor Megan Edwards Young Woman Actor Michael Pellerin Short Man Actor Christopher Killam Steven Actor Suzanne Hawkins Lorraine Actor Jeremiah Sparks Priest Actor Scott Owen Robber Actor John Shurko Gay Man Actor Andy Smith Passerby Actor Gil Anderson Jenn Actor Michael Brandman Screenwriter, Executive Producer Steven Brandman Producer David Gribble Cinematographer Steven Cohen Film Editing Jeff Beal Original Music David Chapman Production Design Angela Murphy Art Director Brian Enman Set Decoration Betsy Cox Costume Design Steve Brooksbank Casting Mary Jo Slater Casting