Happiest Season
2020-11-26A young woman's plans to propose to her girlfriend while at her family's annual holiday party are upended when she discovers her partner hasn't yet come out to her conservative parents.

A young woman's plans to propose to her girlfriend while at her family's annual holiday party are upended when she discovers her partner hasn't yet come out to her conservative parents.

Abby
Kristen Stewart

Harper
Mackenzie Davis

Tipper
Mary Steenburgen

Ted
Victor Garber

Sloane
Alison Brie

Jane
Mary Holland

John
Dan Levy

Eric
Burl Moseley

Riley Johnson
Aubrey Plaza

Carolyn McCoy
Sarayu Blue

Connor
Jake McDorman

Harry Levin
Ana Gasteyer

Kelly
Caroline Harris

Ashley
Jenny Gulley

Levi
Dominique Allen Lawson

Trudy
Michelle Buteau

Angry Homeowner Lady
Carla Gallo

Mall Security Ed
Timothy Simons

Mall Security Crystal
Lauren Lapkus

Em. K. Ultra
Jinkx Monsoon

Miss L'Teau
BenDeLaCreme

Magnus
Anis N'Dobe

Matilda
Asiyih N'Dobe

Barista
Sean Michael Weber

Striking Woman Jeweler
Sarab Kamoo

Colleen the Hostess
Chelsea Banglesdorf

Fancy Restaurant Waitress
Liron Blumenthal

Todd, Bearded Guy
Daryn Kahn
Guard Eugene
Matt Newell

Book Buyer
Dave Maulbeck

Hand Holder Man
Donald J. Hewitt Jr.

Huge Man
Christopher Jon Gombos

Caroler
Daina Griffith

Caroler
Daniel Krell
Caroler
Dominique Briggs
Caroler
Jonathan Berry

Christmas Party Guest (uncredited)
Gina Jun

Barista Chef (uncredited)
Daniel Johnson