Cast and Crew of Happiest Season

Happiest Season

This holiday, everyone's secrets are coming out.

"Happiest Season" is a delightful romantic comedy-drama film that explores the complexities of family dynamics, love, and acceptance. The movie features a talented cast, including Kristen Stewart and Mackenzie Davis in the lead roles. Stewart portrays Abby, a young woman deeply in love with her girlfriend, Harper, played by Davis. Their relationship is put to the test when Abby decides to propose to Harper during her family's annual holiday party.

However, Abby's plans are abruptly derailed when she learns that Harper has not yet come out to her conservative parents. This revelation sets the stage for a series of comedic and heartwarming moments as Abby navigates the unfamiliar territory of a family that is unaware of her relationship with their daughter. The film beautifully captures the essence of the holiday season, with its themes of love, forgiveness, and the importance of being true to oneself.

"Happiest Season" is not just a romantic comedy; it's a story about the challenges of coming out, the importance of family acceptance, and the power of love. The chemistry between Stewart and Davis is palpable, making their characters' relationship feel genuine and heartfelt. The film also boasts a strong supporting cast, including Mary Steenburgen and Victor Garber as Harper's parents, who add depth and humor to the story. Overall, "Happiest Season" is a must-watch for anyone looking for a heartwarming, funny, and thought-provoking movie.

Full Cast of Happiest Season

Kristen Stewart as Abby

Kristen Stewart

as Abby
Kristen Stewart delivered a nuanced and engaging performance as Abby in the 2020 holiday romantic comedy "Happiest Season." Her portrayal of a woman navigating the complexities of meeting her girlfriend's family for the first time during the Christmas season is both relatable and emotionally resonant. Stewart's Abby is a character who embodies warmth and sincerity, making her an empathetic figure as she grapples with the challenges of being unintentionally closeted among her girlfriend's conservative family. With her impeccable comedic timing and her ability to convey deep emotion, Stewart captures the essence of someone trying to balance their authentic self with the pressures of holiday expectations and familial dynamics. Her chemistry with co-star Mackenzie Davis, who plays her girlfriend Harper, is palpable, adding a genuine layer to the film's romantic narrative. Kristen Stewart's performance in "Happiest Season" is a testament to her versatility as an actress and her ability to bring depth and likability to her characters.
Mackenzie Davis as Harper

Mackenzie Davis

as Harper
Mackenzie Davis delivers a standout performance as Harper in the holiday romantic comedy "Happiest Season," directed by Clea DuVall. Davis captures the essence of a woman grappling with the complexities of her identity and the pressures of familial expectations. As Harper, she exudes charm and wit, while simultaneously conveying the internal struggle of hiding her true self and relationship from her family. Davis's portrayal is both nuanced and relatable, as she navigates the delicate balance between the love for her girlfriend, played by Kristen Stewart, and the fear of disappointing her conservative parents. Her performance is a highlight of the film, bringing depth to a character that many in the LGBTQ+ community can identify with, and her on-screen chemistry with Stewart is both genuine and heartwarming. Mackenzie Davis's Harper is a testament to her versatility as an actor and contributes significantly to the film's emotional resonance and overall charm.
Mary Steenburgen as Tipper

Mary Steenburgen

as Tipper
Mary Steenburgen delivers a memorable performance as Tipper, the matriarch of the conservative De Silva family, in the holiday romantic comedy "Happiest Season." As the elegantly poised and socially conscious mother, Steenburgen brings a nuanced layer to the film, expertly balancing the character's desire for a picture-perfect family image with her underlying warmth and humanity. Her performance is both comedic and touching, as she navigates the complexities of her daughter's secret relationship, showcasing Tipper's struggle to reconcile her traditional values with her love for her children. Steenburgen's portrayal is a highlight of the film, offering a blend of sharp wit and emotional depth that resonates with the audience, ultimately contributing to the film's heartfelt message about the importance of acceptance and authenticity within the family dynamic.
Victor Garber as Ted

Victor Garber

as Ted
Victor Garber delivered a nuanced performance as Ted in the holiday romantic comedy "Happiest Season," a film that explores the complexities of family dynamics and coming out. As the patriarch of the Caldwell family, Garber's portrayal of Ted is both endearing and poignant, capturing the character's struggle to balance his mayoral ambitions with the emotional well-being of his daughters. Ted's desire for the perfect family image, which aligns with his political aspirations, often puts him at odds with his daughter Harper's personal truth. Garber skillfully conveys Ted's internal conflict, showcasing both his strength and vulnerability as he navigates the delicate interplay between public persona and private family life. His performance is marked by a warm authority that makes Ted relatable despite his flaws, and Garber brings a depth to the role that transcends the typical comedic fare often found in holiday films. The emotional authenticity he brings to the screen is vital during the film's more dramatic moments, particularly when Ted must confront his own expectations and fears regarding his family's happiness and acceptance. Garber's portrayal of Ted is a highlight of "Happiest Season," providing a touching portrayal of a father learning to embrace the true spirit of the holidays—unconditional love and the courage to be oneself.
Alison Brie as Sloane

Alison Brie

as Sloane
Alison Brie delivers a memorable performance as Sloane in the holiday romantic comedy "Happiest Season," directed by Clea DuVall. As the eldest and seemingly most put-together of the Sanderson sisters, Sloane is the epitome of poise and perfection, yet Brie manages to infuse her with a subtle undercurrent of vulnerability. Her character navigates the complex dynamics of a family gathering with a mix of warmth and wit, while also grappling with her own hidden struggles, including a strained marriage and the pressure to maintain a flawless facade. Brie's portrayal is both relatable and endearing, as she brings depth to Sloane's journey of self-discovery and the courage to embrace her true self amidst the chaotic backdrop of family drama during the holidays. Her performance is a testament to her range as an actress, seamlessly blending humor with genuine emotion, and making Sloane a standout character in an ensemble of talented performers.
Mary Holland as Jane

Mary Holland

as Jane
Mary Holland delivers a standout performance in the holiday romantic comedy "Happiest Season" as Jane, the quirky and overlooked middle sister in the Caldwell family. Holland infuses Jane with a charming blend of awkwardness and genuine warmth, effortlessly drawing the audience to her character's understated yet pivotal role. Her comedic timing is impeccable, providing many of the film's lighter moments with her deadpan delivery and physical comedy. At the same time, Holland manages to imbue Jane with a palpable sense of longing and vulnerability, as she navigates the complexities of her family dynamics and her own unfulfilled aspirations. Holland's portrayal of Jane is both relatable and endearing, making her a scene-stealer and a fan favorite in a film that otherwise focuses on the central romance between her character's sisters, played by Kristen Stewart and Mackenzie Davis. Her performance not only underscores the importance of inclusive storytelling but also showcases her range as a comedic actress, leaving viewers eager to see more of her work in future projects.
Dan Levy as John

Dan Levy

as John

Dan Levy began his television career as a co-host of MTV Canada's flagship show MTV Live and later co-wrote, co-hoste...

Burl Moseley as Eric

Burl Moseley

as Eric

Burl Moseley is an American film and television actor.

Aubrey Plaza as Riley Johnson

Aubrey Plaza

as Riley Johnson

Aubrey Christina Plaza (born June 26, 1984) is an American actress, comedian, and producer. She began her career perf...

Sarayu Blue as Carolyn McCoy

Sarayu Blue

as Carolyn McCoy

Sarayu Blue is an Indian American stage, film and television actress and singer. She earned a Master of Fine Arts deg...

Jake McDorman as Connor

Jake McDorman

as Connor

John Allen McDorman IV (born July 8, 1986) is an American actor best known for the 2014 film American Sniper and star...

Ana Gasteyer as Harry Levin

Ana Gasteyer

as Harry Levin

Ana Gasteyer is an American singer, stage and screen actress. She is best known for her comedic roles as a cast membe...

Dominique Allen Lawson as Levi

Dominique Allen Lawson

as Levi

Dominique Allen Lawson is an American stage, film and television actor and singer. He holds a Bachelor's degree in Mu...

Michelle Buteau as Trudy

Michelle Buteau

as Trudy

Michelle Buteau is an American film and television actress, stand-up comedienne, and podcast hosts.

Carla Gallo as Angry Homeowner Lady

Carla Gallo

as Angry Homeowner Lady

Carla Paolina Gallo (born 1975) is an American actress. Gallo has had recurring roles in the television series Undecl...

Lauren Lapkus as Mall Security Crystal

Lauren Lapkus

as Mall Security Crystal

Lauren Lapkus (born September 6, 1985) is an American actress and comedian who portrayed Susan Fischer in the Netflix...

Jinkx Monsoon as Em. K. Ultra

Jinkx Monsoon

as Em. K. Ultra

Jinkx Monsoon is an actor, drag performer, and singer.

Matt Newell

as Guard Eugene

Dominique Briggs

as Caroler

Jonathan Berry

as Caroler

Crew of Happiest Season

Discover the backstage crew of Happiest Season →