Cast

Main and recurring cast members

 * Tom Selleck as Jesse Stone
 * Kohl Sudduth as Officer Luther "Suitcase" Simpson.
 * Kathy Baker as Officer Rose Gammon.
 * Viola Davis as Officer Molly Crane. The character was replaced by Rose Gammon in Sea Change.
 * Vito Rezza as Officer Anthony D'Angelo, a Paradise Police deputy. The character was written out of the series in Benefit of the Doubt.
 * Stephen McHattie as Captain Healy, head of the Massachusetts State Police Homicide Division.
 * William Devane as Dr. Dix, a former cop turned therapist, whom Stone sees for help with his drinking and other personal issues.
 * Saul Rubinek as Hastings "Hasty" Hathaway, an auto salesman and formerly corrupt town council president who befriends Stone.
 * William Sadler as Gino Fish, an organized crime boss who likes Stone, despite their being on opposite sides of the law. Gino sometimes assists Stone on cases with information.
 * Polly Shannon as Abby Taylor, the young town Attorney.
 * John Beale as Dr. Perkins, the town pediatrician who Jesse convinces to become the medical examiner.
 * Jeremy Ackerman as Carter Hansen, a member of the town council.
 * Kerri Smith as Sister Mary John, who runs a boarding home for wayward teens.
 * Leslie Hope as Sydney Greenstreet, the Internal Investigator for the State Police.
 * Gloria Reuben as Thelma Gleffey, works as a Sales Assistant at Hasty's car dealership by day and is a lounge singer by night.