7 Best Diane Keaton Movies to Watch: The Family Stone and More

On October 11, the entertainment world mourned as the beloved actress Diane Keaton passed away at the age of 79.

A recipient of the Academy Award, Keaton was renowned for her iconic performances in Annie Hall and The Godfather.

The team at Watch With Us has curated a selection of four of her remarkable performances that display her charm, intellect, and emotional range.

Covering genres from comedies to poignant dramas, these films exemplify Keaton’s remarkable versatility and affirm her place among Hollywood’s greats.

‘The Godfather’ (1972)

Amidst a male-dominated cast, Diane Keaton shines as Kay Corleone, the pivotal female figure in the The Godfather saga. As Michael Corleone’s (Al Pacino) partner and eventual wife, she symbolizes the encroaching violence of the mob world on innocent lives.

Francis Ford Coppola crafted a film filled with legendary performances – from Marlon Brando to James Caan – yet it is Keaton’s understated resilience that leaves a profound impact, grounding the chaos of the narrative in genuine emotion. The Godfather remains a cinematic landmark.

The Godfather is currently streaming on Pluto TV.

‘Annie Hall’ (1977)

In her Academy Award-winning role, Annie Hall was created specifically for Keaton by Woody Allen. He portrays Alvy Singer, a neurotic man reflecting on his failed romance with the unforgettable Annie Hall (Keaton).

Witty, touching, and endlessly quotable, the film thrives on Keaton’s innate charm and distinctive style, transforming the romantic comedy heroine archetype. Her portrayal of Annie immortalized the character not just as a fashion icon and wit, but as a symbol of sincerity and emotional complexity in romantic narratives.

Annie Hall is available to stream on Tubi or Pluto TV.

‘Looking for Mr. Goodbar’ (1977)

Debuting alongside Annie Hall, Looking for Mr. Goodbar showcased a more somber facet of Keaton. She portrayed Theresa Dunn, a discontented schoolteacher in New York City who dives into the city’s nightlife, engaging in a series of fleeting relationships, including one with the problematic Tony (Richard Gere). While seeking connection, Theresa grapples with personal chaos and a fraught relationship with her sister, Katherine (Tuesday Weld), ultimately finding refuge only in a dive bar.

Adapted from Judith Rossner’s bestselling novel, Looking for Mr. Goodbar presents a captivating exploration of the highs and lows in a single woman’s dating life in the late 1970s. Free yet guilt-ridden by her Catholic upbringing, Theresa’s poor decisions are portrayed with empathy, as Keaton delivers a grounded performance that reflects Theresa’s quiet despair.

Rent Looking for Mr. Goodbar on Prime Video.

‘Reds’ (1981)

In this sweeping narrative, Keaton stars opposite Warren Beatty as Louise Bryant and John Reed, respectively. Their bond faces trials against the backdrop of the 1917 Russian Revolution, which beautifully illustrates the tension between love and their ideological commitments.

Adding to the ensemble, Jack Nicholson portrays playwright Eugene O’Neill. Richly shot and emotionally layered, Reds encapsulates Keaton’s ability to blend passion with fragility, reminding audiences of her unique ability to capture the hearts and minds of viewers.

Reds is available for streaming on Pluto TV.

‘Baby Boom’ (1987)

Baby Boom serves as a delightful fantasy – a tale of a career woman, J.C. Wyatt (Keaton), who exchanges her corporate life for motherhood. When she unexpectedly inherits her cousin’s toddler, Elizabeth (Kristina and Michelle Kennedy), J.C. contemplates placing her in foster care. However, her plans evolve as she moves to Vermont, aiming to embrace motherhood fully. With unexpected turns and romance igniting through her connection with a charming local veterinarian (Sam Shepard), her journey unfolds.

With a narrative reminiscent of a Hallmark movie, Baby Boom might seem improbable, yet Keaton’s portrayal of the driven J.C. brings a surprising depth, endowing the film with sincerity and emotion.

Baby Boom is currently streaming on Tubi.

‘Something’s Gotta Give’ (2003)

When self-involved music producer Harry Sanborn (Jack Nicholson) visits the Hamptons with his young girlfriend Marin (Amanda Peet), a surprising romantic twist occurs when he finds himself attracted to her mother Erica (Keaton). After Harry suffers a heart attack and recuperates at Erica’s beach house, new dynamics unfold, further complicated by the affections of Harry’s charming doctor (Keanu Reeves).

A sharp and tender exploration of love and aging, Something’s Gotta Give highlights Keaton’s flawless comedic timing alongside her emotional depth. The film challenges age-related stereotypes by playfully subverting expectations.

Something’s Gotta Give can be rented on Amazon Prime Video.

‘The Family Stone’ (2005)

Keaton’s last significant success, The Family Stone, has become a holiday classic often replayed around the festive season. When Everett Stone (Dermont Mulroney) introduces his straight-laced girlfriend Meredith (Sarah Jessica Parker) to his laid-back, bohemian family during Christmas, events swiftly spiral into mayhem. As Everett’s mother, Sybil (Keaton), disapproves of Meredith, she also struggles with a secret that could alter the family dynamics forever.

Despite the film’s occasional flaws, such as broad humor and a cliched twist in the third act, Keaton’s performance as the caring matriarch endows her character with warmth and humor, preventing Sybil from dissolving into a mere caricature. Keaton’s distinguished talent consistently brings depth to all she portrays, illustrating her unique capability to elevate even average narratives.

The Family Stone is available to stream on Prime Video.