What To Watch If You Love 'When Harry Met Sally'
Vote up the movies that fans of 'When Harry Met Sally' are sure to love.
- 11998
In the delightful romantic comedy, You've Got Mail, viewers are treated to a charming tale of love in the digital age. Tom Hanks and Meg Ryan create undeniable chemistry as their characters embark on an email-based romance while unknowingly clashing in real life. This modern twist on the classic Shop Around the Corner concept provides a heartening escapade in New York City's world of independent bookstores that runs parallel with the rise of online communication. A captivating screenplay by Nora Ephron ensures that this film remains a must-watch for fans seeking a similar experience to When Harry Met Sally.
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- 2
Another hit collaboration between Tom Hanks and Meg Ryan, Sleepless in Seattle showcases their magnetic screen presence as star-crossed lovers brought together by fate and talk radio. Directed by Nora Ephron, this poignant tale delves into themes such as loss, hope, and destiny – all within the confines of a comedic yet heartfelt narrative. As one character searches for love after tragedy strikes and another seeks companionship after dissatisfaction with her current relationship, audiences are left cheering for their eventual union across vast distances.
More Sleepless in Seattle- #404 of 769 onThe Most Rewatchable Movies
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- 31999
Notting Hill takes viewers on an enchanting journey through London's picturesque neighborhood, where an ordinary bookseller (played by Hugh Grant) falls for Hollywood royalty (Julia Roberts). Their improbable romance unfolds against the backdrop of cultural differences and media scrutiny, making it both relatable and dreamlike. The witticism-filled script from Richard Curtis combined with the superb direction by Roger Michell echoes the magic found in When Harry Met Sally, ensuring that this rom-com will leave audiences swooning.
More Notting Hill- #576 of 769 onThe Most Rewatchable Movies
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Renée Zellweger shines as Bridget Jones: a charmingly imperfect woman dealing with career struggles, romantic dilemmas, and self-doubt while trying to navigate contemporary London life. Adapted from Helen Fielding's best-selling novel, this endearingly hilarious film offers relatable escapism without sacrificing depth or substance. Bridget's journey toward self-acceptance and true love is both entertaining and touching, making it a worthy addition to any When Harry Met Sally fan's watchlist.
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- 5
This refreshingly offbeat film follows protagonist Tom Hansen (Joseph Gordon-Levitt) as he reminisces about his tumultuous relationship with Summer Finn (Zooey Deschanel). Marc Webb's innovative direction employs nonlinear storytelling techniques to convey a realistic portrayal of heartbreak and longing while maintaining an undercurrent of humor. With its experimental structure and prevailing theme that love cannot be forced or predicted, (500) Days of Summer offers an alternative viewing experience for fans seeking something different yet still connected to When Harry Met Sally.
More (500) Days of Summer- #179 of 675 onThe Best Movies Roger Ebert Gave Four Stars
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- 62001
The enchanting tale of Serendipity centers around Jonathan Trager (John Cusack) and Sara Thomas (Kate Beckinsale), who share an extraordinary night together before parting ways, leaving their future in the hands of fate. As years pass, they each become involved with other people but can't forget their magical encounter. Peter Chelsom's whimsical take on destiny-driven romance invites viewers into a world where chance encounters can lead to life-changing experiences, making it an ideal pick for those who enjoyed When Harry Met Sally's exploration of timing and love.
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- 72013
What If explores the delicate balance between friendship and romance as medical school dropout Wallace (Daniel Radcliffe) develops feelings for his friend Chantry (Zoe Kazan), who happens to be in a long-term relationship. The witty banter between the two leads creates a captivating dynamic reminiscent of When Harry Met Sally, as their connection intensifies throughout the film. Michael Dowse's modern rom-com invites viewers to question the boundaries of friendship and ponder the possibilities of "what if."
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John Hughes' lesser-known teen classic, Some Kind of Wonderful, presents a heartfelt exploration of friendship and romance through the story of high school misfits Keith (Eric Stoltz) and Watts (Mary Stuart Masterson). This coming-of-age tale delves into themes such as self-discovery, social status, and unrequited love with an earnest sincerity that makes it a perfect choice for fans who appreciate character-driven stories like When Harry Met Sally.
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In this timeless masterpiece, Audrey Hepburn stars as Holly Golightly, a vivacious yet troubled New York socialite whose life becomes intertwined with struggling writer Paul Varjak (George Peppard). Their unconventional relationship unfolds against the glamorous backdrop of Manhattan in the 1960s, providing viewers with moments both hilariously absurd and deeply poignant. Blake Edwards' adaptation of Truman Capote's novella remains a hallmark of romantic cinema and offers an engrossing alternative for those seeking films akin to When Harry Met Sally.
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- 102022
A witty British comedy-drama, Crush follows Andie MacDowell as Kate Scales – a headmistress who becomes enraptured by her best friend's younger brother Jed (Kenny Doughty), much to their friends' disapproval. Michael Creagh's charming film explores themes such as love versus lust, loyalty among friends, and societal expectations surrounding age gaps in relationships. With its engaging characters and compelling storyline, Crush is sure to resonate with audiences looking for similar narrative depth found in When Harry Met Sally.
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- 11
Starring Justin Timberlake and Mila Kunis as successful professionals who decide to embark on a no-strings-attached arrangement to satisfy their physical needs without emotional complications; Friends with Benefits provides plenty of laughs while examining modern relationships. Directed by Will Gluck, this sharp-witted romantic comedy delves into the complexities of human connection and whether or not two people can truly have a purely physical relationship without developing deeper feelings – making it an appealing choice for fans seeking films reminiscent of When Harry Met Sally.
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- 122016
Directed by Christian Ditter, How to Be Single offers an alternative perspective on love and relationships in modern-day New York City. The ensemble cast, including Dakota Johnson, Rebel Wilson, Leslie Mann, and Alison Brie, showcases the various highs and lows of single life through humor and heartache. With its focus on self-discovery, friendship, and finding happiness outside traditional romantic partnerships, this film serves as an enjoyable option for those seeking something different yet still connected to When Harry Met Sally's exploration of love.
- 132022
I Want You Back revolves around Peter (Charlie Day) and Emma (Jenny Slate), who form an unlikely alliance to win back their respective ex-partners after being dumped on the same day. Directed by Jason Orley, this engaging romantic comedy explores themes such as personal growth, facing one's fears, and realizing that sometimes what we think we want isn't always best for us. Fans of When Harry Met Sally will appreciate the relatable characters and clever dialogue in I Want You Back.
More I Want You Back - 142022
In Bros – directed by Nicholas Stoller – two estranged brothers reunite after one of them comes out as gay. As they navigate their rekindled relationship amid societal expectations surrounding masculinity and sexuality, viewers are treated to a lighthearted yet meaningful journey full of laughter and self-reflection. This heartfelt comedy is perfect for those seeking a warm sense of camaraderie akin to that found in When Harry Met Sally.
More Bros- #42 of 42 onThe 30+ Best LGBT Movies On Amazon Prime, Ranked
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- 152022
Set against the backdrop of New York's iconic gay summer destination known for its wild parties and vibrant culture; Fire Island follows a group of friends as they navigate the complexities of love and relationships. Directed by Andrew Ahn, this ensemble comedy showcases a diverse and endearing cast of characters whose stories intertwine in unexpected ways, providing viewers with an enchanting escape centered on themes of self-acceptance, friendship, and the pursuit of happiness. The film's heartfelt exploration of romantic entanglements makes it an appealing choice for fans seeking films similar to When Harry Met Sally.
