Guest Stars Megan Ferguson as Wendy Fineman-Walsh Luke Kirby as Davis Calloway John Benjamin Hickey as Roy Sachs Cole Doman as Rex Huntington Edmund Donovan as Scott Kovacs De'Laney Ortiz as Jamison Jenna Leigh Green as Nancy Vogel April L. Hernandez as Carmen Gruben Katerina Tannenbaum as Riley Love Co Starring Aaron Dalla Villa as Alley Smile Santa Jacob Dickey as Raul Jevon Nisbett as Subway Hugging Santa Ben Langhorst as Subway Dancing Santa Ken McGraw as Car Belly Santa Conor McShane as Bodega Santa Michael Bracken as Bemelman's Maître d' Anastasia Wolfe as Chasing Teen 1 Sejal Joshi as Rachel Cristina Angelica as Chasing Teen 3 Frenie Acoba as Chasing Teen 2 Sean Fosse as Streaking Santa Lucas Kane as Subway Lap Santa Helena Betancourt as Woman on Subway Uncredited Kristen Bell voices Gossip Girl