The 40 Best Henry Winkler Movies

Ranker Film
Updated February 21, 2024 24.6K views 40 items
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Henry Winkler, a versatile and talented actor, has delivered an array of unforgettable performances throughout his illustrious career in Hollywood. This extensive compilation highlights the best Winkler movies that showcase his remarkable acting prowess. Film enthusiasts can revisit the exceptional works of this artist that have captured hearts and captivated audiences over the years. 

Each of the Winkler films included in this selection offers a unique perspective on his range as an actor. These movies not only celebrate Winkler's individual performances but also emphasize the overall quality of the films he has been a part of. Whether it's a comedy, drama, or holiday classic, these outstanding movies have undoubtedly left an indelible mark on the film industry. 

A glimpse into the collection reveals gems such as Night Shift, where Winkler showcases his comedic chops; The Most Wonderful Time of the Year, a heartwarming holiday tale featuring Henry Winkler's endearing performance; and Heroes, an inspiring film that highlights the actor's ability to depict complex, compelling characters. Each of these exceptional movies demonstrates the diverse talents of Winkler. 

Through this extensive compilation of movies featuring Henry Winkler, cinephiles can embark on a cinematic journey encompassing the many facets of the actor's exceptional talent and artistic legacy. This comprehensive assortment of the best Winkler movies provides a definitive tribute to an actor whose captivating presence has graced the silver screen for decades. Delve into this remarkable collection to fully appreciate the various facets of Winkler's talents and the impact of his unforgettable performances on the world of cinema. 

Most divisive: I Could Never Be Your Woman
Over 200 Ranker voters have come together to rank this list of The 40 Best Henry Winkler Movies
  • Night Shift
    1
    Henry Winkler, Michael Keaton, Shelley Long
    43 votes

    Night Shift, a 1982 comedy film directed by Ron Howard, showcases Henry Winkler's impeccable comedic timing and acting prowess as Chuck Lumley, a meek morgue attendant who gets caught up in an unconventional business venture. This film effortlessly balances humor with genuine emotion, as Winkler's character navigates the moral dilemmas of his newfound profession alongside his eccentric coworker, played by Michael Keaton. The chemistry between the two actors is electric, providing for countless hilarious moments and captivating dialogue that keeps viewers entertained from start to finish.

  • The Most Wonderful Time of the Year
    2
    Henry Winkler, Brooke Burns, Serge Houde
    46 votes

    Henry Winkler shines in The Most Wonderful Time of the Year, a charming 2008 holiday movie that highlights both his dramatic and comedic skills in equal measure. As Uncle Ralph, Winkler provides guidance and support to his niece Jennifer (Brooke Burns) as she navigates her chaotic life during the Christmas season. His warm presence on-screen is undeniably heartening and serves as the perfect counterbalance to the frenetic pace of this delightful holiday romp.

  • Heroes
    3
    Harrison Ford, Sally Field, Henry Winkler
    41 votes

    In Heroes (1977), Henry Winkler displays impressive versatility as he steps away from his familiar role of The Fonz on Happy Days to portray Jack Dunne, a Vietnam veteran struggling with PTSD. Directed by Jeremy Kagan, this poignant drama showcases Winkler's immense talent for capturing complex emotions while maintaining an understated vulnerability that resonates deeply with audiences.

  • The Waterboy
    4
    Adam Sandler, Kathy Bates, Henry Winkler
    31 votes

    The Waterboy (1998) sees Henry Winkler stepping into the role of Coach Klein - an underdog college football coach who discovers an unlikely star player in Bobby Boucher (Adam Sandler). Underneath its slapstick comedy facade lies a story celebrating friendship and personal growth that allows Winkler to flex his acting muscles in both humorous and heartfelt ways.

  • Click
    5
    Adam Sandler, Kate Beckinsale, Christopher Walken
    16 votes

    Henry Winkler's performance as Ted Newman, the loving father of Adam Sandler's character in Click (2006), is yet another testament to his incredible range as an actor. As the film explores themes of time, love, and life choices, Winkler evokes a sense of nostalgia and empathy that complements the poignant messages at its core.

  • Holes
    6
    Sigourney Weaver, Jon Voight, Patricia Arquette
    20 votes

    In the 2003 adventure film Holes, Winkler delivers a memorable supporting performance as Stanley Yelnats III - the quirky inventor father of Shia LaBeouf's character. This movie adaptation of Louis Sachar's beloved novel allows Winkler to showcase his comedic chops while also shining light on family dynamics and perseverance.

  • The Lords of Flatbush
    7
    Sylvester Stallone, Henry Winkler, Susan Blakely
    21 votes

    A seminal role in Winkler's career, The Lords of Flatbush (1974) features him alongside Sylvester Stallone and Perry King as they navigate teenage life in 1950s Brooklyn. As Butchey Weinstein, Winkler brings depth and nuance to this coming-of-age story that serves as an early indicator of his future success in Hollywood.

  • An American Christmas Carol
    8
    Henry Winkler, David Wayne, Dorian Harewood
    19 votes

    An American Christmas Carol (1979) offers a unique twist on Charles Dickens' classic tale with Henry Winkler taking center stage as Benedict Slade - a miserly business tycoon who learns the true meaning of Christmas after being visited by three spirits. His compelling portrayal captures both Slade's initial cold-heartedness and ultimate redemption in this timeless holiday film.

  • Here Comes the Boom
    9
    Kevin James, Salma Hayek, Henry Winkler
    17 votes

    Winkler demonstrates his knack for blending comedy and drama in Here Comes the Boom (2012), where he portrays Marty Streb - a passionate high school music teacher trying to save his department from budget cuts alongside Kevin James' character Scott Voss. Their camaraderie forms the crux of this feel-good film that highlights determination and friendship.

  • Scream
    10
    Neve Campbell, David Arquette, Courteney Cox
    23 votes

    In Wes Craven's iconic horror film Scream (1996), Henry Winkler delivers a chilling performance as Principal Himbry, whose untimely demise at the hands of Ghostface serves to heighten the tension in this cult classic. Despite his limited screen time, Winkler leaves a lasting impact on audiences with his unnerving portrayal.

  • The One and Only
    11
    Henry Winkler, William Daniels, Harold Gould
    19 votes

    The One and Only (1978) is a delightful comedy featuring Henry Winkler as Andy Schmidt, an aspiring actor who turns to professional wrestling to make ends meet. Displaying his wide-ranging talents, Winkler masterfully navigates the physical demands of his role while infusing it with humor and heart.

  • You Don't Mess with the Zohan
    12
    Adam Sandler, John Turturro, Emmanuelle Chriqui
    12 votes

    In You Don't Mess with the Zohan (2008), Henry Winkler makes a memorable appearance alongside Adam Sandler as a street vendor selling electronics. Though this role is relatively small, Winkler's undeniable charisma adds humor and levity to this action-packed comedy about an Israeli commando-turned-New York hairdresser.

  • Little Nicky
    13
    Adam Sandler, Patricia Arquette, Harvey Keitel
    12 votes

    Playing the part of a peeping Tom in the 2000 dark comedy Little Nicky, with Adam Sandler starring as one of Satan's sons, Henry Winkler demonstrates his ability to adapt to various roles seamlessly. His amusing cameo contributes greatly to the overall atmosphere of this quirky film, showcasing his versatility as an actor.

  • The I Love Lucy 50th Anniversary Special
    14

    The I Love Lucy 50th Anniversary Special

    Arnold Schwarzenegger, Whoopi Goldberg, Barbara Walters
    5 votes

    The I Love Lucy 50th Anniversary Special (2001) sees Henry Winkler expertly pay tribute to one of television's most beloved sitcoms by hosting a retrospective look at its impact on American culture and entertainment history. His warmth and genuine admiration for Lucille Ball and Desi Arnaz shine through in his narration, providing fans with an enjoyable stroll down memory lane.

  • One Christmas
    15

    One Christmas

    Katharine Hepburn, Henry Winkler, T.J. Lowther
    11 votes

    In the 1994 holiday drama One Christmas, Henry Winkler gives a heartfelt performance as businessman Toby Oxman, who helps young Buddy (T.J. Lowther) discover the true meaning of Christmas during the Great Depression. This touching adaptation of Truman Capote's short story allows Winkler to showcase his dramatic abilities while spreading holiday cheer.

  • Management
    16
    Jennifer Aniston, Steve Zahn, Woody Harrelson
    11 votes

    Henry Winkler delivers a standout performance in the 2008 romantic comedy-drama Management, where he plays Jerry - the father of Jennifer Aniston's character Sue. His character's sage advice and support provide a strong foundation for Sue as she navigates her tumultuous relationship with Steve Zahn's character Mike.

  • Absolute Strangers
    17

    Absolute Strangers

    Henry Winkler, Richard Kiley, Patty Duke
    5 votes

    In the emotional 1991 made-for-television movie Absolute Strangers, Henry Winkler portrays Fred Z. Randall, who must face an agonizing decision regarding his comatose wife's medical treatment. As the film explores themes of love, loss, and ethical dilemmas, Winkler's powerful performance leaves a lasting impression on viewers.

  • Dill Scallion
    18
    Billy Burke, Peter Berg, Lauren Graham
    6 votes

    Henry Winkler takes on a supporting role in Dill Scallion (1999), playing legendary country music manager Larry Steinberg in this mockumentary-style comedy about an aspiring country singer. Winkler expertly embodies his character's over-the-top persona while providing laughs and insight into the world of fame and fortune.

  • Clifford's Puppy Days: The Perfect Pet
    19

    Clifford's Puppy Days: The Perfect Pet

    Henry Winkler, Grey DeLisle, Masiela Lusha
    6 votes

    In the family-friendly animated series Clifford's Puppy Days (2003-2006), Henry Winkler lends his voice to Norville - a lovable bird that helps guide young Clifford through various adventures in their neighborhood. With his warm and engaging vocal performance, Winkler brings life to this charming children's show that teaches valuable lessons about friendship and kindness.

  • Merry Christmas, Drake & Josh
    20
    Miranda Cosgrove, Henry Winkler, Allison Scagliotti
    8 votes

    The 2008 holiday special Merry Christmas, Drake & Josh sees Henry Winkler dazzle audiences once again as Judge Newman - a strict yet fair authority figure who challenges Drake Bell and Josh Peck's characters to fulfill their promise of giving foster children the best Christmas ever. Through judicious discipline tempered with compassion, Winkler adds depth to this festive celebration of family and goodwill.

  • The Only Way Out
    21

    The Only Way Out

    Henry Winkler
    8 votes

    In the suspenseful 1993 television movie The Only Way Out, Henry Winkler delivers a gripping performance as Tony, a man caught in a love triangle that takes a dangerous turn. As tensions mount and lives hang in the balance, Winkler's portrayal of a desperate man willing to do whatever it takes to keep his family together is both compelling and unnerving.

  • Down to You
    22
    Freddie Prinze, Julia Stiles, Selma Blair
    7 votes

    Henry Winkler lends his talents to the 2000 romantic comedy-drama Down to You, playing Chef Ray, the father of Freddie Prinze Jr.'s character Al. Offering sage advice and support throughout Al's tumultuous relationship with Imogen (Julia Stiles), Winkler's performance provides a grounding presence amid the whirlwind emotions on display in this film about young love.

  • Dad's Week Off
    23
    Henry Winkler, Olivia d'Abo, Will Sasso
    5 votes

    In this 1997 made-for-television movie Dad's Week Off, Henry Winkler stars as Jack Potter - a security guard-turned-private detective who gets more than he bargained for when he takes on an infidelity case that spins out of control. With impeccable comedic timing and undeniable charisma, Winkler carries this lighthearted romp that showcases his wide-ranging abilities as an actor.

  • Katherine
    24
    Art Carney, Sissy Spacek, Henry Winkler
    5 votes

    The 1975 biographical drama Katherine presents Henry Winkler in an early role as Bob Kline - one of several friends who become radicalized activists during the Vietnam War era alongside Sissy Spacek's titular character. This thought-provoking film offers glimpses of Winkler's burgeoning talent and dedication to complex storytelling that would come to define his career.

  • A Child Is Missing
    25

    A Child Is Missing

    Henry Winkler
    5 votes

    In A Child Is Missing (1995), Henry Winkler gives a powerful performance as a distraught father whose son goes missing during a camping trip. As he searches desperately for answers and confronts law enforcement's shortcomings, Winkler's portrayal highlights the emotional turmoil experienced by parents in the face of unimaginable loss.

  • The Kid & I
    26
    Arnold Schwarzenegger, Jamie Lee Curtis, Shannon Elizabeth
    11 votes

    The 2005 comedy-drama The Kid & I provides a heartening showcase for Henry Winkler as Johnny Bernstein - a washed-up action star who helps his neighbor's son fulfill his dream of starring in his own movie. With humor and compassion, Winkler illuminates this touching story that celebrates resilience and the power of dreams.

  • A Plumm Summer
    27
    William Baldwin, Lisa Guerrero, Owen Pearce
    8 votes

    A Plumm Summer (2007) features Henry Winkler as Narrator and Agent Brinkman, recounting an adventurous tale of two brothers who set out to solve the mystery behind their beloved puppet frog's disappearance. Winkler's soothing voice adds an extra layer of depth to this family-friendly film that emphasizes the importance of perseverance and courage in the face of adversity.

  • P.U.N.K.S.
    28
    Tim Redwine, Randy Quaid, Cathy Moriarty
    6 votes

    In P.U.N.K.S. (1999), Henry Winkler takes on a villainous role as Edward Crow - a ruthless businessman seeking control over advanced technology developed by a group of young inventors. Displaying his range as an actor, Winkler embraces this darker character with gusto, making for a thrilling antagonist against which the young heroes can rally together.

  • Ground Control
    29
    Kiefer Sutherland, Margaret Cho, Henry Winkler
    3 votes

    Henry Winkler stars alongside Kiefer Sutherland in Ground Control (1998), playing John Quinn - a dedicated air traffic controller embroiled in crisis when he loses contact with a plane during a stormy night. As tension mounts both on land and in the sky, audiences cannot help but be drawn into this high-stakes thriller propelled by Winkler's compelling performance.

  • I Could Never Be Your Woman
    30
    Michelle Pfeiffer, Paul Rudd, Saoirse Ronan
    8 votes

    I Could Never Be Your Woman (2007) showcases Henry Winkler's comedic talents once again as he portrays successful television producer Benny Rosenfeld alongside Michelle Pfeiffer and Paul Rudd. As Benny navigates Hollywood's cutthroat industry, Winkler offers a perfect blend of wit and wisdom in this lighthearted romantic comedy.