| Alan |
Alda | Movie actor |
| Yasser |
Arafat | Interviewer |
| Michael |
Bell | Patrick's deputy |
| Mickey |
Benz | Margaret's producer |
| Ellen |
Burstyn | Movie actress |
| Kirsten |
Cabot | Nathaniel's high school girlfriend |
| Mr. |
Cabot | Kirsten's father |
| Mrs. |
Cabot | Kirsten's mother |
| Julia |
Child | American chef and author |
| Micah |
Daniels | Terror of the entire kindergarten class |
| Soffieria |
De Carlini | Jen's shopper |
| Claire |
Frye | Gavin's daughter |
| Gavin |
Frye | Ava's neighbor |
| Mrs. |
Gabler | Bart's kindergarten teacher |
| Mrs. |
Glass | One of the Christmas Club members |
| Gary |
Grimstead | Patrick's boss |
| Ed |
Kapenash | Police chief |
| Andrea |
Kapenash | Ed's wife |
| Dabney |
Kimball Beech | Nantucket matchmaker |
| Lee |
Kramer | Head of the network |
| Ginny |
Kramer | Lee's wife |
| Bucky |
Larimer | Patrick's fraternity brother |
| Gene |
Mahon | One of Nantucket's selectmen. Aka: Mahon About Town |
| Mr. |
Masahiro | Ava's piano teacher |
| Eric |
Metz | Mechanic; owner of the winning red ticket |
| Nathaniel |
Oscar | Ava's boyfriend |
| Eddie |
Pancik | Real estate agent; Kelley's friend. Aka: Fast Eddie |
| Grace |
Pancik | Eddie's wife |
| Kelley |
Quinn | Winter Street Inn owner; protagonist |
| Mitzi |
Quinn | Kelley's wife |
| Margaret |
Quinn | Kelley's ex-wife; TV news reporter. Aka: Maggie |
| Bart |
Quinn | Kelley's youngest son; in the Army |
| Ava |
Quinn | Kelley and Margaret's daughter |
| Kevin |
Quinn | Ava's brother; Kelley's son |
| Patrick |
Quinn | Ava's brother; Kelley's son |
| Avery |
Quinn | Kelley's brother |
| Jennifer |
Quinn | Patrick's wife. Aka: Jen |
| Jordan |
Randolph | News editor |
| Jake |
Randolph | Jordan's son |
| Bob |
Seger | American singer |
| Mrs. |
Simon | One of the Christmas Club members |
| Scott |
Tyler | Ava's confidant; assistant principal |
| Norah |
Vale | Kevin's fiancée |
| Danko |
Vale | Norah's eldest brother |
| Mrs. |
Wilson | One of the Christmas Club members |
| Alex |
| Nathaniel's best friend |
| Bimal |
| Nathaniel and Ava's common friend |
| Cissy |
| Kelley's aunt |
| Cynthia |
| Office assistant |
| Darcy |
| Margaret's assistant |
| Darian |
| One of the fifth graders |
| Drake |
| Pediatric brain surgeon; Margaret's boyfriend |
| George |
| Always Santa Claus during Christmas; Mitzi's lover |
| Isabelle |
| Kelley's French employee; Kevin's girlfriend |
| Jarrett |
| One of the fifth graders |
| Joel |
| One of the fifth graders |
| John |
| Secretary of the State |
| Leo |
| Margaret's friend at NYU |
| Liam |
| One of the fifth graders |
| Marcus |
| Avery's partner |
| Murph |
| The bartender |
| Penelope |
| Jen's assistant |
| Queenie229 |
| Online user criticizing Margaret's fashion choices |
| Raoul |
| Margaret's driver |
| Roger |
| Margaret's stylist |
| Shelby |
| Ava's friend |
| Teresa |
| John's wife |
| Zack |
| Shelby's husband |
