Date Night Movies: The Ultimate Guide to Making a Lasting Impression

When it comes to date night, there’s no shortage of options for a fun and memorable evening. But, let’s be honest, not all movies are created equal. You want to choose a film that will leave a lasting impression on your date, one that will make them remember you fondly long after the credits roll. That’s why we’ve put together this comprehensive guide to the best date night movies out there.

Table of Contents

20. An Affair to Remember (1957)

Starring Cary Grant and Deborah Kerr, this classic romantic drama tells the story of two strangers who fall in love aboard an ocean liner. With its timeless charm and unforgettable chemistry between the leads, An Affair to Remember is a must-see for any date night.

19. Palm Springs (2020)

This modern romantic comedy follows two wedding guests who find themselves stuck in a time loop, reliving the same day over and over. As they navigate their strange predicament, they discover a surprising connection and learn to appreciate the little things in life. With its witty humor and heartwarming story, Palm Springs is a great choice for a date night movie.

18. Say Anything (1989)

John Cusack stars as Lloyd Dobler, a lovestruck teenager who goes to great lengths to win over his crush, Diane Court (Ione Skye). This iconic romantic comedy is known for its relatable characters and unforgettable scenes, making it a staple of date night movie nights.

17. 50 First Dates (2004)

Adam Sandler and Drew Barrymore star as Henry and Lucy, a couple who fall in love despite Lucy’s memory condition that causes her to forget Henry every day. This hilarious and heartwarming film is a great choice for anyone looking for a light-hearted date night movie.

16. La La Land (2016)

Damien Chazelle’s modern musical masterpiece follows the story of two aspiring artists who fall in love in Los Angeles. With its stunning visuals and captivating performances, La La Land is a movie that will leave you and your date breathless.

15. The Big Sick (2017)

Based on the true story of comedian Kumail Nanjiani and his wife Emily, this romantic comedy-drama explores the challenges of interracial relationships and cultural differences. With its authentic portrayal of real-life romance, The Big Sick is a great choice for anyone looking for a thoughtful and emotional date night movie.

14. I Love You, Man (2009)

Paul Rudd stars as Peter Klaven, a man on a mission to find his best friend before his wedding. This hilarious and heartwarming comedy explores the complexities of male friendships and relationships.

13. Lion (2016)

Based on the true story of Saroo Brierley’s journey to find his family, Lion is an epic biographical drama that explores themes of love, loss, and identity. With its stunning cinematography and powerful performances, Lion is a movie that will leave you and your date moved to tears.

12. Yes, God, Yes (2019)

This coming-of-age comedy-drama follows Alice, a Catholic girl who discovers her sexuality through AOL chat rooms. With its witty humor and relatable portrayal of teenage angst, Yes, God, Yes is a great choice for anyone looking for a light-hearted and entertaining date night movie.

11. Decision to Leave (2022)

Park Chan-wook’s romantic mystery follows a married detective who falls for the prime suspect in a murder case. With its innovative cinematography and twisted romance, Decision to Leave is a great choice for anyone looking for a thought-provoking and suspenseful date night movie.

10. About Time (2013)

Richard Curtis’s romantic comedy follows Tim, a man who discovers he can travel back in time. With its refreshing take on time travel and heartfelt performances, About Time is a great choice for anyone looking for a light-hearted and fun date night movie.

9. Scott Pilgrim vs. the World (2010)

Edgar Wright’s cult classic follows Scott Pilgrim, a bass guitarist who must defeat his girlfriend’s seven evil exes in order to win her heart. With its unique blend of action and romance, Scott Pilgrim vs. the World is a great choice for anyone looking for an unconventional date night movie.

8. The Proposal (2009)

Sandra Bullock and Ryan Reynolds star as a demanding boss and her dependable assistant who pretend to be in a relationship, but soon find themselves falling for each other. With its witty banter and charming performances, The Proposal is a great choice for a date night movie.

7. Crazy, Stupid, Love. (2011)

Steve Carell, Emma Stone, and Ryan Gosling star in this romantic comedy about a man who is recently divorced and learns how to navigate the dating world with the help of a smooth-talking bachelor. With its relatable characters and hilarious humor, Crazy, Stupid, Love. is a great choice for a date night movie.

6. The Big Sleep (1946)

Humphrey Bogart and Lauren Bacall star as private detective Philip Marlowe and his new wife Vivian in this classic film noir. With its iconic performances and suspenseful plot, The Big Sleep is a great choice for anyone looking for a classic romantic thriller.

5. The Princess Bride (1987)

This fantasy romance follows Westley, a poor farm boy who sets out to rescue his true love Princess Buttercup from the evil Prince Humperdinck. With its swashbuckling adventure and heartwarming romance, The Princess Bride is a beloved classic that will leave you and your date feeling enchanted.

4. When Harry Met Sally (1989)

Billy Crystal and Meg Ryan star as two friends who try to keep their relationship platonic, but find themselves falling in love over the years. With its witty dialogue and relatable characters, When Harry Met Sally is a great choice for a date night movie.

3. The Notebook (2004)

Ryan Gosling and Rachel McAdams star as two young lovers who are separated by social class, but find their way back to each other years later. With its sweeping romance and epic love story, The Notebook is a timeless classic that will leave you and your date feeling sentimental.

2. Casablanca (1942)

Humphrey Bogart and Ingrid Bergman star as Rick Blaine and Ilsa Lund, two former lovers who are reunited in Morocco during World War II. With its iconic performances and timeless romance, Casablanca is a classic film that will leave you and your date feeling nostalgic.

1. La Vie en Rose (2007)

Marion Cotillard stars as Édith Piaf, the famous French singer who fell in love with her manager Jacques Papillon in this biographical drama. With its poignant performance and beautiful music, La Vie en Rose is a great choice for a date night movie that will leave you both feeling moved.

By following this guide, you’ll be well on your way to creating a memorable date night experience that will leave your partner impressed and eager for more. Whether you’re looking for classic rom-coms or more offbeat choices, there’s something on this list for everyone.

Date Night Movies: A Guide

Classic Rom-Coms: An Affair to Remember (1957), Say Anything (1989), 50 First Dates (2004)
Modern Romantic Comedies: Palm Springs (2020), I Love You, Man (2009), Yes, God, Yes (2019)
Epic Dramas: Lion (2016), Decision to Leave (2022)
Time Travel Romances: About Time (2013)
Unconventional Romances: Scott Pilgrim vs. the World (2010)

Remember, the key to making your date night unforgettable is to choose a movie that you both will enjoy and appreciate. With these recommendations in mind, you’ll be well on your way to creating an evening that will leave you both feeling loved and remembered.

Date Night Movie Checklist:

Classic Rom-Coms:
- An Affair to Remember
- Say Anything
- 50 First Dates
Modern Romantic Comedies:
- Palm Springs
- I Love You, Man
- Yes, God, Yes
Epic Dramas:
- Lion
- Decision to Leave
Time Travel Romances:
- About Time
Unconventional Romances:
- Scott Pilgrim vs. the World

Date Night Movie Ratings:

Romance: 8/10
Comedy: 7/10
Drama: 8/10
Action: 6/10
Suspense: 7/10

Author Profile

Adam Regan: Deputy Editor

Features and account management. 3 years media experience. Previously covered features for online and print editions.

Email Adam@MarkMeets.com