10 Movies for Valentine’s Day Weekend That Your Significant Other Won’t Mind Watching
When choosing a movie for Valentine’s Day weekend, finding one that you and your significant other will enjoy can sometimes be a challenge. To make your decision easier, we’ve compiled a list of 10 films that offer a mix of romance, comedy, and a touch of quirkiness. From classics to hidden gems, these movies are sure to set the mood for a cozy night in with your loved one.
Groundhog Day (1993) – PG
Bill Murray stars as Phil Connors, a cynical weatherman who finds himself trapped in a time loop, reliving the same day over and over again. As he attempts to break free from the cycle, Phil learns valuable lessons about love, kindness, and personal growth.
- Where to watch:Â AMC+ / Amazon Prime
The Princess Bride (1987) – PG
Directed by Rob Reiner, this beloved classic follows the adventures of Westley (Cary Elwes) as he embarks on a quest to rescue his true love, Princess Buttercup (Robin Wright), from the clutches of evil. Filled with swashbuckling action, memorable characters, and plenty of romance, “The Princess Bride” is a timeless fairy tale for audiences of all ages.
- Where to watch:Â Disney+ / Amazon Prime
Clueless (1995) – PG-13
Directed by Amy Heckerling, “Clueless” is a modern retelling of Jane Austen’s “Emma” set in a Beverly Hills high school. Cher Horowitz (Alicia Silverstone), a fashionable and popular teenager, navigates the ups and downs of adolescence while playing matchmaker for her friends and discovering the true meaning of love.
- Where to watch:Â Showtime / Amazon Prime
As Good As It Gets (1997) – PG-13
Jack Nicholson stars as Melvin Udall, a misanthropic and obsessive-compulsive writer who forms an unlikely bond with his gay neighbor, Simon (Greg Kinnear), and a waitress named Carol (Helen Hunt). As they navigate their complicated relationships, they learn to accept each other’s flaws and embrace the beauty of human connection.
- Where to watch:Â MGM+ / Amazon Prime
What Women Want (2000) – PG-13
Mel Gibson stars as Nick Marshall, a chauvinistic advertising executive who gains the ability to hear women’s thoughts after a freak accident. Initially using his newfound power to his advantage, Nick soon realizes the importance of empathy and understanding in relationships as he falls for his colleague, Darcy (Helen Hunt).
- Where to watch:Â Paramount+ / Amazon Prime
Shakespeare in Love (1998) – R
Set in Elizabethan England, “Shakespeare in Love” imagines a fictional romance between the struggling young playwright William Shakespeare (Joseph Fiennes) and a wealthy noblewoman named Viola de Lesseps (Gwyneth Paltrow). Filled with wit, passion, and clever nods to Shakespearean works, this romantic comedy-drama is a delight for fans of the Bard.
- Where to watch:Â Max / Amazon Prime
Forgetting Sarah Marshall (2008) – R
After a devastating breakup, Peter Bretter (Jason Segel) decides to take a Hawaiian vacation to forget about his ex-girlfriend, Sarah Marshall (Kristen Bell). However, his plans are complicated when he discovers that Sarah is staying at the same resort with her new boyfriend. Hilarity ensues as Peter tries to move on and find love amidst the tropical paradise.
- Where to watch:Â Amazon Prime
The Wedding Singer (1998) – PG-13
Adam Sandler and Drew Barrymore star in this romantic comedy set in the 1980s. Sandler plays Robbie Hart, a wedding singer who falls for Barrymore’s character, Julia Sullivan while helping her plan her own wedding. Filled with catchy music, hilarious antics, and heartfelt moments, “The Wedding Singer” is a feel-good classic for Valentine’s Day.
- Where to watch:Â Amazon Prime
Scott Pilgrim vs. the World (2010) – PG-13
Based on the graphic novel series by Bryan Lee O’Malley, “Scott Pilgrim vs. the World” follows the titular character (Michael Cera) as he battles his girlfriend Ramona Flowers’ (Mary Elizabeth Winstead) seven evil exes in order to win her heart. Combining elements of romance, comedy, and video game-inspired action, this film offers a fresh and quirky take on the traditional love story.
- Where to watch:Â Amazon Prime
The 40-Year-Old Virgin (2005) – R
Steve Carell stars as Andy Stitzer, a middle-aged man who has never had sex. When his friends find out about his lack of experience, they embark on a mission to help him lose his virginity. Hilarious and heartwarming, “The 40-Year-Old Virgin” explores themes of love, friendship, and self-discovery in a refreshingly honest and relatable way.
- Where to watch:Â Hulu / Amazon Prime
James Carrick
James Carrick is a passionate film enthusiast with a degree in theater and philosophy. James approaches dramatic criticism from a philosophic foundation grounded in aesthetics and ethics, offering insight and analysis that reveals layers of cinematic narrative with a touch of irreverence and a dash of snark.
One comment
Sweet Deals
September 15, 2025 at 2:38 pm
If I had to sit in the same room with “Scott Pilgrim Vs. The World” again, I would break up and never speak to my ex again. This movie is not a love story. It’s a cautionary tale about what happens when stupid young adults let their hormones and lusts guide their relationships instead of following their hearts or using their heads.
The video game gimmick was fun the first time, but quickly gets old with each repeated viewing. Ramona has seven evil exes, and there’s a clear pattern as to why she has made such bad choices in partners. Ramona is attracted to people with power and status, and each of her evil exes had those things, but also treated Ramona like she was a prize to be won and then a trophy to be displayed rather than a person. Meanwhile, Scott only has one evil ex, and while he knows full well that she’s a harpy, he can’t help but be drawn in by her beauty. The movie also mentions a “rule” where even though Scott isn’t officially dating Ramona yet, he can’t so much as glance at his ex without being accused of cheating on Ramona, while his ridiculous homosexual roommate can sleep in the same bed with up to three other men at the same time, with at least one of the men having a steady girlfriend whom I presume was not informed. I didn’t find that hypocrisy funny in the slightest.
This movie along with several other contemporary “young adult” offerings made an ugly impression on my impressionable teenage mind. The relationship models that everyone else was calling “romance” cemented in my mind as “consensual abuse”; it was selfish, disgusting, guaranteed to cause lasting harm and not worth the price of admission. Back then, “romance” grossed me out so much that I vowed to remain single until I was 40, and to this day whenever I see something sexy on TV I cringe and look away as if I’m witnessing a murder.
Sorry about the downer. That thought has been poisoning me on the inside for years.