19 Best Movies Like When Harry Met Sally

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When Harry Met Sally was released in 1989, it became an instant classic in the romantic comedy genre. Its charming storyline, unforgettable dialogues, and stellar performances by Billy Crystal and Meg Ryan captured the hearts of many.

If you love When Harry Met Sally you’ll enjoy these 21 similar movies. Each film features heartwarming romance, witty humor, and memorable characters. Here’s a list of movies that will make you laugh, cry, and fall in love all over again.

List of Movies Like When Harry Met Sally

La La Land (2016)

• Rating: 8.0/10
• Star Cast: Ryan Gosling, Emma Stone, John Legend
• Watch On: Netflix
• Storyline: “La La Land” is a vibrant musical romance about Mia (Emma Stone), an aspiring actress, and Sebastian (Ryan Gosling), a jazz musician. Set in Los Angeles, the film follows their dreams and their love story as they navigate the highs and lows of their careers. As they both strive for success, they must also find a way to balance their relationship. The movie is a beautiful homage to classic Hollywood musicals and a poignant reminder of the sacrifices often required for true love and personal dreams.

The Notebook (2004)

• Rating: 7.8/10
• Star Cast: Ryan Gosling, Rachel McAdams, James Garner
• Watch On: HBO Max
• Storyline: “The Notebook” is a timeless love story about Noah Calhoun (Ryan Gosling) and Allie Hamilton (Rachel McAdams). Set in the 1940s, the film chronicles their passionate romance, which faces numerous obstacles, including social class differences and World War II. Despite their challenges, Noah and Allie’s love endures. The movie is framed by the present-day story of an elderly man reading their tale to a woman in a nursing home. “The Notebook” is a touching reminder of the enduring power of love.

500 Days of Summer (2009)

• Rating: 7.7/10
• Star Cast: Joseph Gordon-Levitt, Zooey Deschanel, Geoffrey Arend
• Watch On: Amazon Prime
• Storyline: “500 Days of Summer” is a unique romantic comedy that explores the complexity of modern relationships. The film tells the story of Tom Hansen (Joseph Gordon-Levitt) and his tumultuous relationship with Summer Finn (Zooey Deschanel). Told through a non-linear narrative, the movie captures the highs and lows of their romance over 500 days. Tom believes in true love, while Summer is skeptical of it. Their differing views on love lead to a heart-wrenching yet realistic portrayal of relationships.

Silver Linings Playbook (2012)

• Rating: 7.7/10
• Star Cast: Bradley Cooper, Jennifer Lawrence, Robert De Niro
• Watch On: Amazon Prime
• Storyline: “Silver Linings Playbook” is a touching and humorous film about Pat Solitano (Bradley Cooper), who moves back in with his parents after a stint in a mental institution. Pat is determined to win back his estranged wife, but his plans are derailed when he meets Tiffany (Jennifer Lawrence), a young widow with her own issues. As they train for a dance competition together, they form an unexpected bond and help each other find their “silver linings.” The movie beautifully explores themes of mental health, love, and resilience.

Love Actually (2003)

• Rating: 7.6/10
• Star Cast: Hugh Grant, Martine McCutcheon, Liam Neeson
• Watch On: Netflix
• Storyline: “Love Actually” weaves together multiple love stories set during the Christmas season in London. From the newly elected Prime Minister (Hugh Grant) falling for his assistant to a grieving father (Liam Neeson) helping his stepson navigate first love, the film explores different aspects of love and relationships. The interconnected stories highlight the joy, heartache, and magic of love.

Crazy, Stupid, Love (2011)

• Rating: 7.4/10
• Star Cast: Steve Carell, Ryan Gosling, Julianne Moore
• Watch On: Netflix
• Storyline: “Crazy, Stupid, Love” is a hilarious and touching film about Cal Weaver (Steve Carell), a middle-aged man who is blindsided when his wife, Emily (Julianne Moore), asks for a divorce. Heartbroken, Cal finds himself in the dating scene with the help of Jacob Palmer (Ryan Gosling), a suave ladies’ man. As Jacob teaches Cal how to navigate single life, they both discover the true meaning of love and self-acceptance. The movie beautifully intertwines multiple love stories, highlighting the complexities of relationships.

A Walk to Remember (2002)

• Rating: 7.3/10
• Star Cast: Mandy Moore, Shane West, Peter Coyote
• Watch On: Amazon Prime
• Storyline: “A Walk to Remember” is a heartfelt drama about Landon Carter (Shane West), a rebellious high school student, and Jamie Sullivan (Mandy Moore), a quiet and kind-hearted girl. When Landon gets into trouble, he is forced to participate in a school play, where he gets to know Jamie. Despite their differences, they form a deep bond. As they fall in love, Landon learns about Jamie’s terminal illness, and their relationship teaches him the true meaning of love and sacrifice.

10 Things I Hate About You (1999)

• Rating: 7.3/10
• Star Cast: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt
• Watch On: Disney+
• Storyline: “10 Things I Hate About You” is a modern adaptation of Shakespeare’s “The Taming of the Shrew.” The story revolves around two sisters, Bianca and Kat Stratford. Bianca wants to date, but her father won’t allow it unless her older sister, Kat, also dates. To solve this problem, a scheme is hatched to set Kat up with the charming bad boy, Patrick Verona (Heath Ledger). As the plan unfolds, unexpected romance blossoms, and characters learn about love and acceptance.

Notting Hill (1999)

• Rating: 7.2/10
• Star Cast: Hugh Grant, Julia Roberts, Rhys Ifans
• Watch On: Hulu
• Storyline: “Notting Hill” is a heartwarming story about William Thacker (Hugh Grant), a humble bookstore owner in London’s Notting Hill, and Anna Scott (Julia Roberts), a famous Hollywood actress. Their paths cross when Anna visits William’s bookstore, and an unexpected romance blossoms. Despite the challenges of their different worlds, they try to make their relationship work. The film highlights the beauty of love and the sacrifices it often demands.

Love, Rosie (2014)

• Rating: 7.2/10
• Star Cast: Lily Collins, Sam Claflin, Christian Cooke
• Watch On: Netflix
• Storyline: “Love, Rosie” is a touching romantic comedy about childhood friends Rosie Dunne (Lily Collins) and Alex Stewart (Sam Claflin). Despite their deep bond, life keeps pulling them in different directions. Over the years, they navigate various relationships and missed opportunities, always remaining friends. As they grow older, they must confront their true feelings for each other. The movie beautifully captures the complexities of love and friendship.

Pretty Woman (1990)

• Rating: 7.1/10
• Star Cast: Richard Gere, Julia Roberts, Ralph Bellamy
• Watch On: Disney+
• Storyline: “Pretty Woman” is a modern-day fairy tale about Vivian Ward (Julia Roberts), a vivacious and independent woman, and Edward Lewis (Richard Gere), a wealthy businessman. Edward hires Vivian to be his escort for several social events, and they form an unexpected bond. As they spend more time together, they begin to change each other’s lives. Vivian dreams of a better life, and Edward finds a new sense of purpose. The movie showcases the transformative power of love and acceptance.

Four Weddings and a Funeral (1994)

• Rating: 7.1/10
• Star Cast: Hugh Grant, Andie MacDowell, Kristin Scott Thomas
• Watch On: HBO Max
• Storyline: “Four Weddings and a Funeral” follows the life of Charles (Hugh Grant) and his close-knit group of friends as they navigate love, life, and friendship. Over the course of five social events, including four weddings and a funeral, Charles encounters Carrie (Andie MacDowell), an American woman who captures his heart. The movie is filled with humor, romance, and poignant moments, showcasing the highs and lows of relationships.

The Holiday (2006)

• Rating: 6.9/10
• Star Cast: Cameron Diaz, Kate Winslet, Jude Law
• Watch On: Amazon Prime
• Storyline: “The Holiday” is a heartwarming tale of two women, Amanda (Cameron Diaz) and Iris (Kate Winslet), who swap homes for the holidays to escape their respective heartbreaks. Amanda goes to a quaint English cottage, while Iris stays in a luxurious Los Angeles home. During their stay, they both find unexpected romance. Amanda meets Iris’s charming brother, Graham (Jude Law), and Iris befriends a local musician, Miles (Jack Black). The movie beautifully captures their journeys of self-discovery and love.

Something’s Gotta Give (2003)

• Rating: 6.7/10
• Star Cast: Jack Nicholson, Diane Keaton, Keanu Reeves
• Watch On: Netflix
• Storyline: “Something’s Gotta Give” is a delightful romantic comedy about Harry Sanborn (Jack Nicholson), a wealthy older man with a penchant for younger women, and Erica Barry (Diane Keaton), a successful playwright. When Harry suffers a heart attack at Erica’s beach house, he finds himself under her care. Despite their initial differences, they form an unexpected connection. As they spend more time together, they both confront their views on love and aging. The movie is a charming exploration of romance later in life.

Bridget Jones’s Diary (2001)

• Rating: 6.7/10
• Star Cast: Renée Zellweger, Colin Firth, Hugh Grant
• Watch On: Amazon Prime
• Storyline: “Bridget Jones’s Diary” is a hilarious and relatable film about Bridget Jones (Renée Zellweger), a single woman in her thirties determined to improve her life. She starts keeping a diary to document her attempts to lose weight, quit smoking, and find true love. Along the way, she finds herself torn between her charming boss, Daniel Cleaver (Hugh Grant), and the seemingly aloof but kind-hearted Mark Darcy (Colin Firth). The movie is a witty and heartwarming exploration of self-discovery and romance.

The Proposal (2009)

• Rating: 6.7/10
• Star Cast: Sandra Bullock, Ryan Reynolds, Mary Steenburgen
• Watch On: Disney+
• Storyline: “The Proposal” is a delightful romantic comedy about Margaret Tate (Sandra Bullock), a high-powered book editor facing deportation to Canada. To avoid this, she convinces her assistant, Andrew Paxton (Ryan Reynolds), to marry her. Despite their rocky start, they travel to Andrew’s hometown in Alaska to meet his family and convince immigration officials of their relationship. As they spend time together, their fake engagement turns into something real. The movie is a hilarious and heartwarming exploration of love and family.

Friends with Benefits (2011)

• Rating: 6.5/10
• Star Cast: Justin Timberlake, Mila Kunis, Patricia Clarkson
• Watch On: Hulu
• Storyline: “Friends with Benefits” is a fun and witty romantic comedy about Dylan (Justin Timberlake) and Jamie (Mila Kunis), who decide to add physical intimacy to their friendship without any emotional complications. As they navigate their new arrangement, they both realize that avoiding feelings is easier said than done. Their friendship and romantic lives become increasingly complicated as they struggle to maintain their “no strings attached” agreement. The movie humorously explores the blurred lines between friendship and romance.

How to Lose a Guy in 10 Days (2003)

• Rating: 6.4/10
• Star Cast: Kate Hudson, Matthew McConaughey, Kathryn Hahn
• Watch On: Netflix
• Storyline: “How to Lose a Guy in 10 Days” is a hilarious romantic comedy about Andie Anderson (Kate Hudson), a magazine writer, and Benjamin Barry (Matthew McConaughey), an advertising executive. Andie is writing an article on how to drive a man away in 10 days, while Benjamin bets he can make any woman fall in love with him in the same timeframe. Their paths cross, and they both set out to achieve their goals. As they engage in various antics, they unexpectedly fall for each other.

Just Go with It (2011)

• Rating: 6.4/10
• Star Cast: Adam Sandler, Jennifer Aniston, Brooklyn Decker
• Watch On: Hulu
• Storyline: “Just Go with It” is a lighthearted romantic comedy about Danny Maccabee (Adam Sandler), a successful plastic surgeon who pretends to be married to avoid commitment. When he falls for a younger woman, Palmer (Brooklyn Decker), he enlists his loyal assistant, Katherine (Jennifer Aniston), to pose as his soon-to-be-divorced wife. As the lies escalate, they all embark on a trip to Hawaii, where unexpected romantic sparks fly. The movie is a fun and humorous exploration of love, deception, and friendship.

He’s Just Not That Into You (2009)

• Rating: 6.4/10
• Star Cast: Ginnifer Goodwin, Jennifer Aniston, Ben Affleck
• Watch On: Netflix
• Storyline: “He’s Just Not That Into You” is a witty and insightful film that explores the complexities of modern relationships. The movie follows multiple characters navigating love and heartbreak in Baltimore. From Gigi (Ginnifer Goodwin), who is desperate to find true love, to Beth (Jennifer Aniston), who struggles with her long-term boyfriend’s reluctance to marry, the film delves into various aspects of romantic relationships. Through their experiences, the characters learn valuable lessons about love, commitment, and self-worth.

Final Thoughts About the Article Movies Like When Harry met Sally:

Whether you’re in the mood for laughter, tears, or heartwarming moments, these movies have something for everyone. From timeless classics to modern-day romances, they all capture the essence of love and relationships in their unique ways. So, grab some popcorn, snuggle up, and enjoy these fantastic films that are sure to make you smile, laugh, and maybe even shed a tear or two.

Happy watching!

Frequently Asked Questions (FAQs)

Here are FAQs related to romantic comedy movies like “When Harry Met Sally”:

1. What defines a romantic comedy movie?

A romantic comedy, often abbreviated as rom-com, is a genre of film that combines elements of romance and humor. The central plot revolves around the romantic relationships between characters, often highlighting their humorous interactions and situations. The goal is to entertain and evoke both laughter and emotional connection.

2. What are the key elements of a successful romantic comedy?

Successful romantic comedies typically include:

• Engaging Characters: Likable and relatable protagonists with chemistry.
• Humor: Witty dialogue, funny situations, and comedic timing.
• Romantic Plot: A compelling love story with obstacles to overcome.
• Happy Ending: Usually ends on a positive note, with the couple overcoming challenges and finding happiness together.
• Relatable Themes: Universal themes of love, relationships, and personal growth.

3. Why is “When Harry Met Sally” considered a classic in the romantic comedy genre?

“When Harry Met Sally” is considered a classic because of its:

• Iconic Scenes: Memorable moments like the famous deli scene.
• Relatable Characters: Realistic portrayal of relationships and friendships.
• Witty Dialogue: Sharp and humorous script by Nora Ephron.
• Chemistry: Strong performances and chemistry between Billy Crystal and Meg Ryan.
• Timeless Themes: Exploration of whether men and women can just be friends, a question that resonates with many.

4. What are some other must-watch romantic comedies?

Here are a few recommendations:

• “Pretty Woman” (1990)
• “10 Things I Hate About You” (1999)
• “Love Actually” (2003)
• “Crazy, Stupid, Love” (2011)
• “La La Land” (2016) Each of these films offers unique stories, engaging characters, and a perfect blend of romance and humor.

5. What is the appeal of romantic comedies for audiences?

Romantic comedies appeal to audiences because they:

• Provide Escapism: Offer a light-hearted escape from daily life.
• Evoke Emotions: Combine laughter and heartwarming moments.
• Relatable Stories: Reflect real-life relationships and dating experiences.
• Feel-Good Factor: Often leave viewers feeling happy and uplifted.

6. Are there any romantic comedies that also deal with serious themes?

Yes, many romantic comedies address serious themes alongside humor. For example:

• “Silver Linings Playbook” (2012) deals with mental health issues.
• “The Big Sick” (2017) explores cultural differences and illness.
• “Eternal Sunshine of the Spotless Mind” (2004) examines memory and heartbreak. These films balance serious topics with romantic and comedic elements, adding depth to the genre.

7. How has the romantic comedy genre evolved over the years?

The romantic comedy genre has evolved by:

• Diversifying Storylines: Including more diverse and inclusive narratives.
• Complex Characters: Featuring more nuanced and multi-dimensional characters.
• Modern Themes: Addressing contemporary issues like online dating and career challenges.
• Breaking Stereotypes: Moving away from traditional gender roles and stereotypes.

8. What are some common tropes in romantic comedies?

Common tropes include:

• Enemies to Lovers: Characters who initially dislike each other but fall in love.
• Fake Relationship: Characters pretend to be in a relationship and end up falling for each other.
• Love Triangle: Involves three people with romantic tensions.
• Second Chances: Characters reconnecting and falling in love again after a breakup.
• Meet-Cute: A charming and amusing first meeting between potential romantic partners.

9. What makes the chemistry between characters important in a romantic comedy?

Chemistry is crucial because it:

• Engages the Audience: Makes the romantic connection believable and compelling.
• Enhances Humor: Allows for natural and funny interactions.
• Creates Emotional Depth: Helps viewers invest in the characters’ relationship and root for their happiness.

10. Can romantic comedies be enjoyed by all ages?

Yes, romantic comedies can be enjoyed by audiences of all ages, though it’s important to consider the film’s rating and content. Family-friendly rom-coms like “Enchanted” (2007) are suitable for younger viewers, while more mature titles like “Crazy, Stupid, Love” (2011) are geared towards adults. Always check the movie’s rating and reviews to ensure it’s appropriate for the intended audience.

11. What are some other romantic comedies worth watching?

Here are a few hidden gems:

• “About Time” (2013): A heartfelt story with a time-travel twist.
• “The Decoy Bride” (2011): A charming tale set on a remote Scottish island.
• “Man Up” (2015): A hilarious and relatable story about mistaken identity and romance.