Leighton Meester

Character: Nina Ostroff

Hugh Laurie

Character: David Walling

Alia Shawkat

Character: Vanessa Walling

Allison Janney

Character: Carol Ostroff

Catherine Keener

Character: Paige Walling

Adam Brody

Character: Toby Walling

Oliver Platt

Character: Terry Ostroff

Ian Helfer

Character: Christmas Caroler

Marceline Hugot

Character: Christmas Caroler

Curtis McClarin

Character: Christmas Caroler

Jay Reiss

Character: Christmas Caroler

Sarah Saltzberg

Character: Christmas Caroler

Aya Cash

Character: Maya

Sam Rosen

Character: Ethan

Hoon Lee

Character: Henry

Heidi Kristoffer

Character: Meredith Lovett

Arthur Anderson

Character: Innkeeper

Damian Young

Character: Gideon Allen

Betsy Aidem

Character: Anne Allen

Paul Fears

Character: Ultimate Frisbee Player

Tim Guinee

Character: Roger

Mando Alvarado

Character: Chef

John Dossett

Character: Shelly

John Srednicki

Character: Waiter

Jeffrey Mowery

Character: Gambler (uncredited)