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 April L. Hernandez as Carmen Gruben Jenna Leigh Green as Nancy Vogel Katerina Tannenbaum as Riley Love Co Starring Aaron Dalla Villa as Alley Smile Santa Jacob Dickey as Raul Cristina Angelica as Chasing Teen 3 Sean Fosse as Streaking Santa Lucas Kane as Subway Lap Santa Frenie Acoba as Chasing Teen 2 Helena Betancourt as Woman on Subway Sejal Joshi as Rachel Michael Bracken as Bemelman's Maître d' Conor McShane as Bodega Santa Ken McGraw as Car Belly Santa Ben Langhorst as Subway Dancing Santa Jevon Nisbett as Subway Hugging Santa Anastasia Wolfe as Chasing Teen 1 Uncredited Kristen Bell voices Gossip Girl