The 100+ Best Movies For Date Night
- Cary Elwes, Robin Wright, Mandy Patinkin
This enchanting fairy tale, complete with swashbuckling adventure, passionate romance, and unforgettable characters, is perfect for those looking to escape reality and immerse themselves in a classic love story. Quirky humor and clever dialogue keep the narrative light-hearted, while the enduring love between Westley and Buttercup is a timeless testament to the power of true love. Viewers will seamlessly transition from laughter to sighs of contentment as they follow the captivating journey of these beloved characters.
- Heath Ledger, Julia Stiles, Joseph Gordon-Levitt
A modern retelling of Shakespeare's The Taming of the Shrew, this film juxtaposes sharp-witted humor with romance, as the central characters discover their own depth and complexity in their high school relationships. Iconic performances by Julia Stiles and Heath Ledger make for swoon-worthy moments throughout the film. As the characters navigate love, trust, and friendship, this rom-com will undoubtedly have viewers both laughing and feeling sentimental.
- #146 of 769 onThe Most Rewatchable Movies
- #11 of 138 onThe Best Rainy Day Movies, Ranked
- #137 of 703 onThe All-Time Greatest Comedy Films
- Ryan Gosling, Rachel McAdams, James Garner
A heart-wrenching tale of enduring love, this film chronicles the emotional journey of young lovers Allie and Noah as they overcome the trials and tribulations of a decades-spanning romance. Beautifully set against the backdrop of the picturesque South, the story is a poignant exploration of love, sacrifice, and commitment. As one of the most iconic romantic dramas of its time, it's sure to evoke deep emotions and create a strong connection between viewers.
More The Notebook- #355 of 769 onThe Most Rewatchable Movies
- #78 of 375 onThe Best Movies Based On Books
- #24 of 138 onThe Best Rainy Day Movies, Ranked
- Adam Sandler, Drew Barrymore, Rob Schneider
A delightful blend of humor and heartfelt romance, this film sees the charming yet commitment-phobic Henry fall irrevocably in love with the endearing Lucy, who suffers from short-term memory loss. As he devises creative ways to make her fall in love with him every day, their unconventional relationship becomes a testament to the tenacity of love in the face of adversity. Audiences will find themselves rooting for the lovable duo as they navigate through the challenges that life throws their way.
More 50 First Dates- Dig Deeper...50 First Dates Isn't Romantic - It's About A Guy Who Takes Advantage Of A Disabled Woman
- #113 of 769 onThe Most Rewatchable Movies
- #282 of 703 onThe All-Time Greatest Comedy Films
- Richard Gere, Julia Roberts, Ralph Bellamy
This modern Cinderella story showcases the transformative power of love, as the suave and successful Edward hires a spirited, no-nonsense prostitute named Vivian to accompany him during a business trip. Throughout their unexpected adventure, they teach each other valuable life lessons and ultimately change each other's lives for the better. The magnetic chemistry between Richard Gere and Julia Roberts will have viewers enchanted from start to finish.
More Pretty Woman- #24 of 50 onThe Biggest Movies Of The '90s, Ranked
- #59 of 769 onThe Most Rewatchable Movies
- #405 of 703 onThe All-Time Greatest Comedy Films
- Sandra Bullock, Ryan Reynolds, Mary Steenburgen
A hilarious and heartwarming romantic comedy, this film features two powerhouse leads in Sandra Bullock and Ryan Reynolds, who effortlessly navigate their characters' reluctant journey toward love. As high-strung, Canadian boss Margaret forces her beleaguered assistant Andrew into a sham engagement to avoid deportation, the pair must pretend to be a loving couple in order to fool immigration officials. Along the way, they learn to let down their guards to discover that true love might not be so far off after all.
More The Proposal- #6 of 473 onThe 400+ Best Chick Flicks Ever
- #259 of 632 onThe 600+ Funniest Movies Of All Time
- #5 of 60 onRomantic Movies Your Girlfriend Forces You To Watch
- Peggy Lee, Barbara Luddy, Larry Roberts
Arguably one of Disney's most iconic and beloved classics, this animated tale follows the unlikely romance between a refined cocker spaniel named Lady and a street-wise mutt named Tramp. As she finds herself lost on the streets, Tramp takes Lady under his wing and helps her navigate through a series of adventures, culminating in the quintessential candlelit spaghetti dinner. This heartwarming and nostalgic film is sure to bring out the child in every viewer, creating a memorable experience.
More Lady and the Tramp- #42 of 450 onThe 400+ Best Animated Kids Movies
- #43 of 204 onMusical Movies With The Best Songs
- #3 of 176 onThe 150+ Best Animal Movies
- Jennifer Grey, Patrick Swayze, Jerry Orbach
Set against the vivid backdrop of a 1960s Catskills resort, this film follows Baby Houseman as she embarks on a summer vacation that will change her life forever. When she becomes entranced by the resort's rebellious dance instructor Johnny Castle, the two embark on a whirlwind romance filled with sultry dance sequences, passionate emotions, and memorable music. It's a timeless classic that will have viewers longing for the magic of summer love.
More Dirty Dancing- #56 of 769 onThe Most Rewatchable Movies
- #19 of 204 onMusical Movies With The Best Songs
- #12 of 138 onThe Best Rainy Day Movies, Ranked
- Kate Hudson, Matthew McConaughey, Adam Goldberg
A perfect mix of humor, romance, and a touch of cynicism, this film sees the confident Andie Anderson, a columnist for a women's magazine, embarking on an experiment to attract and drive away a man within 10 days. Meanwhile, advertising executive Benjamin Barry takes on a bet to make any woman fall in love with him within the same timeframe. As the two characters entangle themselves in each other's schemes, the film offers both laugh-out-loud moments and heartfelt insights into the complexities of modern relationships.
- #397 of 769 onThe Most Rewatchable Movies
- #612 of 703 onThe All-Time Greatest Comedy Films
- #2 of 60 onRomantic Movies Your Girlfriend Forces You To Watch
- Reese Witherspoon, Josh Lucas, Patrick Dempsey
A charming blend of Southern charm and big-city sophistication, this rom-com follows the journey of New York fashion designer Melanie, who returns to her small Alabama hometown to divorce her long-estranged high school sweetheart, Jake. As she reconnects with her past, she begins to question whether the life she left behind is truly the one she should have pursued. With witty banter and a dash of romance, this film will leave viewers feeling all warm and fuzzy inside.
More Sweet Home Alabama- #264 of 769 onThe Most Rewatchable Movies
- #47 of 152 onThe Best Movies of 2002
- #17 of 473 onThe 400+ Best Chick Flicks Ever
- Leonardo DiCaprio, Kate Winslet, Billy Zane
An epic romance set amidst the tragic maiden voyage of the ill-fated RMS Titanic, this film tells the story of Rose, an aristocratic young woman engaged to a wealthy man she does not love, and Jack, a penniless artist who wins a ticket to the ship through a game of poker. Their unlikely romance blossoms despite the constraints of social class, ultimately leading to a heartbreaking conclusion that will leave even the most stoic viewer holding back tears. With stunning special effects and an unforgettable score, this masterpiece undeniably captures the power of undying love.
More Titanic - Patrick Swayze, Demi Moore, Whoopi Goldberg
A supernatural love story that tugs at the heartstrings, this film follows a grieving woman named Molly as she discovers that her recently deceased lover, Sam, has returned as a ghost to watch over her. With the help of a psychic, Sam assists Molly in uncovering the truth about his untimely death and protecting her from imminent danger. Combining romance, suspense, and thrilling action, this film will undoubtedly have viewers on the edge of their seats and deeply invested in the characters' fate.
More Ghost- #20 of 50 onThe Biggest Movies Of The '90s, Ranked
- #214 of 769 onThe Most Rewatchable Movies
- #39 of 66 onMovies You Wish You Could Still Watch for the First Time
- Billy Crystal, Meg Ryan, Carrie Fisher
This witty and insightful romantic comedy pits two friends against the age-old question: Can men and women ever just be friends? As the film follows the ever-evolving relationship between Harry and Sally over the course of many years, it delves into the complexities of love, friendship, and the blurred lines that often exist between the two. With its razor-sharp dialogue and iconic moments, this film will leave viewers pondering the intricacies of human connection.
More When Harry Met Sally...- Dig Deeper...'When Harry Met Sally' Is All About Mansplaining, And It's Really Obvious
- #391 of 769 onThe Most Rewatchable Movies
- #119 of 703 onThe All-Time Greatest Comedy Films
- John Travolta, Olivia Newton-John, Stockard Channing
This exuberant and lively musical transports viewers back to the 1950s, where high school sweethearts Danny Zuko and Sandy Olsson reignite their summer romance amidst the raucous world of Rydell High. Toe-tapping tunes and dazzling dance numbers abound, as the characters grapple with peer pressure, friendships, and the challenges of young love. Its infectious energy and timeless appeal make it the perfect choice for those seeking a fun and spirited experience.
More Grease- Dig Deeper...The Best Songs in Grease, Ranked by Singability
- And Deeper...Which Character From 'Grease' Would You Be, According To Your Zodiac?
- #48 of 769 onThe Most Rewatchable Movies
- Hugh Grant, Laura Linney, Colin Firth
An ensemble romantic comedy that weaves together numerous interconnected stories, this film offers a charming exploration of the various ways in which love manifests itself in our lives. From unrequited love to blossoming romance and the enduring love between families and friends, this warm and uplifting movie showcases love in all its forms. Its memorable characters and heartwarming moments will surely leave viewers with an abundance of holiday cheer.
More Love Actually- Dig Deeper...14 Disturbing and Heinously Sexist Things You Never Noticed About 'Love, Actually'
- #462 of 769 onThe Most Rewatchable Movies
- #54 of 138 onThe Best Rainy Day Movies, Ranked
- Adam Sandler, Drew Barrymore, Christine Taylor
Set in the nostalgic era of the 1980s, this romantic comedy stars Adam Sandler as a heartbroken wedding singer, Robbie, who finds unexpected love in the arms of a sweet and quirky waitress, Julia. As they help each other navigate through their respective romantic troubles, they discover an undeniable attraction that leaves viewers rooting for their happiness. Filled with catchy tunes and nostalgic charm, this film is perfect for those seeking a lighthearted escape from reality.
More The Wedding Singer- #140 of 769 onThe Most Rewatchable Movies
- #9 of 98 onThe Best Movies Of 1998, Ranked
- #79 of 138 onThe Best Rainy Day Movies, Ranked
- Shane West, Mandy Moore, Peter Coyote
Based on the bestselling novel by Nicholas Sparks, this poignant romance tells the story of Landon, a rebellious high schooler, and Jamie, a quiet and reserved girl who harbors a tragic secret. As they grow closer, Landon discovers a newfound appreciation for life and love in the face of adversity. This tender and emotionally charged film is sure to leave viewers with bittersweet memories of young love and the transformative power of the human spirit.
More A Walk to Remember- #654 of 769 onThe Most Rewatchable Movies
- #260 of 375 onThe Best Movies Based On Books
- #24 of 133 onThe Most Utterly Depressing Movies Ever Made
- Cameron Diaz, Kate Winslet, Jude Law
This feel-good romantic comedy follows two women, Amanda and Iris, who impulsively decide to swap houses for the holidays to escape their respective romantic woes. As they forge new connections and rediscover themselves in their respective new locations, they find that love might be just around the corner. With stunning locales and relatable characters, this film is the perfect remedy for those looking to capture the magic and warmth of the holiday season.
More The Holiday- #78 of 138 onThe Best Rainy Day Movies, Ranked
- #42 of 126 onThe Best Christmas Movies Of All Time
- #11 of 473 onThe 400+ Best Chick Flicks Ever
- Molly Ringwald, Anthony Michael Hall, Michael Schoeffling
A quintessential coming-of-age story, this film centers around the high school misadventures of Samantha, whose sixteenth birthday is overshadowed by her sister's upcoming wedding. Amidst the chaos and hilarity of teenage life, Samantha nurses a crush on the school's most popular boy while grappling with her own feelings of insecurity. With humor, heart, and an unflinching look at the challenges of adolescence, this film will undoubtedly resonate with viewers of all ages.
More Sixteen Candles- Dig Deeper...Sixteen Candles Is Way More Racist And Sexist Than You Remember
- #144 of 769 onThe Most Rewatchable Movies
- #56 of 138 onThe Best Rainy Day Movies, Ranked
- Steve Martin, Diane Keaton, Kimberly Williams-Paisley
A feel-good family comedy centered around the chaos and hilarity that ensues as a doting father, George, attempts to come to terms with his daughter's upcoming wedding. As he grapples with the prospect of letting go, he learns valuable lessons about the importance of family, love, and embracing change. This endearing film will undoubtedly resonate with viewers as it captures the bittersweet nature of life's milestones.
More Father of the Bride- #418 of 703 onThe All-Time Greatest Comedy Films
- #208 of 379 onThe Best Movies Of The 1990s
- #19 of 114 onThe Greatest Movie Remakes Of All Time
- Steve Carell, Ryan Gosling, Julianne Moore
A smart and stylish romantic comedy, this film intertwines the lives of various characters as they navigate the complexities of love, heartbreak, and newfound attractions. From a middle-aged man learning the art of seduction to a young couple grappling with long-held secrets, the film offers a refreshing look at the various faces of love in an increasingly interconnected world. Its witty banter, exceptional performances, and unexpected twists will leave viewers captivated from beginning to end.
More Crazy, Stupid, Love.- #65 of 169 onThe 150+ Best Teen Romance Movies, Ranked
- #357 of 632 onThe 600+ Funniest Movies Of All Time
- #28 of 60 onRomantic Movies Your Girlfriend Forces You To Watch
- Drew Barrymore, Anjelica Huston, Dougray Scott
A refreshingly modern take on the classic Cinderella story, this film sees the strong-willed and resourceful Danielle win over the heart of the charming Prince Henry. Set against the backdrop of Renaissance-era France, the film deftly weaves themes of love, equality, and female empowerment into the timeless fairy tale. With its engaging characters and captivating storyline, this enchanted romance will surely sweep viewers off their feet.
More Ever After- #492 of 769 onThe Most Rewatchable Movies
- #4 of 80 onThe Best Period Romance Movies
- #38 of 98 onThe Best Movies Of 1998, Ranked
- Keira Knightley, Matthew McFadyen, Brenda Blethyn
A sumptuous adaptation of Jane Austen's beloved novel, this film follows the fiercely independent Elizabeth Bennet as she navigates the complexities of love and social convention in Regency-era England. The captivating chemistry between Elizabeth and the brooding Mr. Darcy brings the timeless tale of love and misconceptions to life. With its stunning cinematography and lush costume design, this film transports viewers to an era of romance and refinement.
More Pride & Prejudice- #598 of 769 onThe Most Rewatchable Movies
- #60 of 375 onThe Best Movies Based On Books
- #1 of 80 onThe Best Period Romance Movies
- Reese Witherspoon, Luke Wilson, Selma Blair
An empowering tale of self-discovery and overcoming stereotypes, this film stars Reese Witherspoon as Elle Woods, a sorority girl turned law student who defies expectations to prove herself in a male-dominated profession. Along the way, she finds unexpected love and learns valuable lessons about the importance of self-confidence and perseverance. With its vibrant energy and memorable characters, this film is not only a lively comedy but also a celebration of female empowerment.
More Legally Blonde- #186 of 769 onThe Most Rewatchable Movies
- #41 of 66 onMovies You Wish You Could Still Watch for the First Time
- #37 of 138 onThe Best Rainy Day Movies, Ranked
- Tom Hanks, Meg Ryan, Parker Posey
An endearing homage to the golden age of romantic comedies, this film stars Tom Hanks and Meg Ryan as rival bookstore owners who unknowingly fall in love through anonymous online correspondence. As they navigate the challenges of a rapidly changing industry, their unlikely connection becomes a heartwarming reminder of the power of love and its ability to bridge even the most seemingly insurmountable obstacles. With its charming leads and evocative depiction of New York City, this film is a beloved classic for the ages.
More You've Got Mail- #428 of 769 onThe Most Rewatchable Movies
- #16 of 98 onThe Best Movies Of 1998, Ranked
- #22 of 35 onGreat Movies That Take Place In Autumn
- Kevin Bacon, Lori Singer, John LithgowIn the heart-thumping movie Footloose, city teen Ren McCormack, portrayed by Kevin Bacon, finds himself in a tight spot in a small Midwestern town where dancing and rock music have been banned. Reverend Shaw Moore (John Lithgow), the town's spiritual guide and law enforcer, stands as his primary obstacle. Threading the needle of rebellion, Ren challenges the ban to revitalize the spirit of the youth, notably Ariel Moore (Lori Singer), the Reverend's rebellious daughter. This musical drama, peppered with foot-tapping numbers and teenage angst, is a rhythmic dance of defiance against unjust norms.More Footloose
- #188 of 769 onThe Most Rewatchable Movies
- #23 of 204 onMusical Movies With The Best Songs
- #54 of 399 onThe Best Movies Of The 1980s, Ranked
- Tom Hanks, Elizabeth Perkins, Robert Loggia
A heartwarming and whimsical tale of childhood innocence and the magic of imagination, this film stars Tom Hanks as Josh Baskin, a young boy who wishes to be "big" and wakes up the next morning as a grown man. As he navigates the adult world with the enthusiasm and curiosity of a child, Josh finds unexpected love and learns valuable lessons about the importance of cherishing the simple pleasures of youth. This enchanting film offers a touching reminder of the wonder and joy that lies within each of us.
More Big- Dig Deeper...Behind-The-Scenes Stories From 'Big,' Tom Hanks's First Blockbuster Hit
- And Deeper...'Big' Is Actually An Existential Nightmare
- #83 of 769 onThe Most Rewatchable Movies
- Tom Hanks, Robin Wright, Gary Sinise
A poignant tale of love, friendship, and the human spirit, this film follows the life of the simple yet extraordinary Forrest Gump as he bears witness to some of the most significant events of the 20th century. At the heart of the story is his unwavering love for childhood friend Jenny, a complex and troubled woman who struggles to find her own path in life. This touching and often humorous film serves as a powerful reminder of the resilience and beauty of the human spirit in the face of adversity.
More Forrest Gump- Dig Deeper...20 Crazy Behind-the-Scenes Facts About Forrest Gump
- #5 of 50 onThe Biggest Movies Of The '90s, Ranked
- #31 of 96 onThe Very Best Oscar-Winning Movies For Best Picture
- Tom Hanks, Meg Ryan, Bill Pullman
This heartfelt romantic comedy sees two strangers, Sam and Annie, drawn inexplicably towards one another through a series of coincidences and fate. Their separate journeys towards finding true love culminate in an iconic meeting atop the Empire State Building, where they discover that love can conquer all odds. With its evocative soundtrack and enchanting premise, this film offers an irresistible escape to a world of serendipitous romance.
More Sleepless in Seattle- #402 of 769 onThe Most Rewatchable Movies
- #397 of 703 onThe All-Time Greatest Comedy Films
- #157 of 379 onThe Best Movies Of The 1990s
- Drew Barrymore, David Arquette, Michael Vartan
A romantic comedy with a dose of nostalgia, this film stars Drew Barrymore as Josie, an insecure journalist who goes undercover as a high school student to report on contemporary teenage life. As she revisits her painful past, she finds unexpected love and learns to embrace her own self-worth. Filled with laughter and heartwarming moments, this film serves as a testament to the transformative power of self-acceptance and love.
More Never Been Kissed- Dig Deeper...Never Been Kissed Is Actually About Emotional Trauma And Weird Sexual Dynamics
- #461 of 769 onThe Most Rewatchable Movies
- #255 of 379 onThe Best Movies Of The 1990s