Valentine’s Day on TV is always a treat—sometimes sweet, sometimes messy but always entertaining.
From grand romantic gestures to disastrous dates and love-triangle tensions, the best Valentine’s Day episodes capture all the highs and lows of the holiday.
Whether you’re in the mood for heartwarming moments, laugh-out-loud comedy, or a bit of both, TV has plenty of options to choose from.
So, grab some chocolates, settle in, and relive the romance, laughter, and surprises with these must-watch Valentine’s Day episodes that remind us why love (and TV romance) is always worth celebrating.
Supergirl season 2 episode 13 “Mr. & Mrs. Mxyzptlk”
Supergirl’s first Valentine’s Day episode delivers a fun and chaos thanks to the arrival of the mischievous imp, Mxyzptlk.
Hailing from the 5th Dimension, Mxy is head over heels for Kara and proposes marriage, believing his magical powers make him the perfect suitor. When Kara refuses, Mxy causes havoc in National City, leading to hilarious and dangerous situations.
Meanwhile, Alex and Maggie navigate their first Valentine’s Day together, addressing their differing views on the holiday.
Packed with humor, romance, and action, this episode is a playful, lighthearted take on love that showcases Kara’s strength, both as a superhero and in matters of the heart.
Modern Family season 1 episode 15 “My Funky Valentine”
Valentine’s Day gets hilariously chaotic in Modern Family’s first Valentine’s episode.
Phil and Claire decide to spice things up by roleplaying as Clive Bixby and Juliana, but their romantic escapade takes a turn for the embarrassing when Claire gets stuck in an escalator.
Meanwhile, Jay struggles to impress Gloria with a traditional romantic evening, while Mitchell and Cameron deal with an awkward encounter involving a flash mob.
Filled with classic Modern Family humor and sweet moments, My Funky Valentine perfectly captures the unpredictability of love, making it one of the most memorable Valentine’s Day episodes in sitcom history.
Frasier season 6 episode 14 “Three Valentines”
Frasier’s Three Valentines is a brilliant showcase of humor and romance, featuring three separate Valentine’s Day stories.
The standout segment is Niles’ silent, slapstick comedy as he prepares for a date, only to set his trousers—and nearly the whole apartment—on fire in a scene reminiscent of classic physical comedy.
Meanwhile, Frasier and Daphne share an awkward dinner, leading to a misunderstanding about their relationship, while Martin enjoys a simple yet sweet date with his new girlfriend.
This episode is a masterclass in comedy, blending farce, romance, and heartfelt moments, making it one of Frasier’s most iconic episodes.
The Office season 2 episode 16 “Valentine’s Day”
Dunder Mifflin’s take on Valentine’s Day is filled with office romance highs and lows.
Pam is disappointed by Roy’s lack of effort, while Phyllis gets showered with gifts from Bob Vance, rubbing it in everyone’s face. Meanwhile, Michael, Jan, and corporate executives head to New York, leading to an extremely awkward (and hilarious) moment when Michael accidentally reveals his romantic encounter with Jan.
This episode perfectly captures the reality of Valentine’s Day in the workplace—some employees are thrilled, others feel miserable, and Michael, as always, manages to make things incredibly uncomfortable.
It’s a classic The Office episode full of cringe-worthy and heartfelt moments.
The Office season 5 episode 18 “Blood Drive”
Valentine’s Day at Dunder Mifflin gets a new twist with a blood drive event, leading to one of Michael’s rare genuinely sweet moments.
After meeting a mystery woman while donating blood, Michael organizes a lonely hearts party for single employees, hoping she’ll show up.
Meanwhile, Jim and Pam enjoy a simple yet romantic lunch at a fast-food restaurant in their work clothes, proving that love isn’t about grand gestures.
Blood Drive is The Office at its best—blending awkward humor with moments of genuine warmth, making it a perfect Valentine’s Day episode for fans of unconventional romance.
Community season 1 episode 16 “Communication Studies”
This Valentine’s Day episode is all about second chances and redemption.
After drunk-texting his ex, Jeff embarks on a hilarious journey to reclaim his “cool” with Britta’s help, leading to a night of wild partying.
Meanwhile, Troy and Abed exchange Valentine’s Day gifts, taking their bromance to new, heartwarming heights.
The episode highlights Community’s blend of absurd comedy and emotional depth, proving that Valentine’s Day isn’t just about romantic love—it’s about all kinds of connections.
Whether you’re celebrating with a partner or a best friend, Communication Studies is a perfect reminder of the power of relationships.
Black-ish season 1 episode 13 “Big Night, Big Fight”
Valentine’s Day takes a comedic and surprisingly relatable turn in Black-ish when Dre and Bow plan a romantic night out—only for it to spiral into a classic couple’s argument.
As they reflect on their past Valentine’s Day fights, they realize that their passionate disagreements are actually a sign of how much they care about each other.
Meanwhile, the kids try to understand the complexities of love and relationships through their parents’ chaotic dynamic.
With sharp humor and heartfelt moments, Big Night, Big Fight perfectly captures the reality that love isn’t always picture-perfect—but sometimes, the best relationships thrive on a little bit of drama.
Boy Meets World season 5 episode 15 “First Girlfriends’ Club”
Cory has big plans for a perfect Valentine’s Day with Topanga, but things spiral out of control when his ex-girlfriends team up to warn her about his past mistakes.
Meanwhile, Shawn’s fear of commitment is challenged when Angela forces him to confront his romantic history.
As always, Boy Meets World balances humor with heartfelt lessons, showing that love isn’t just about grand gestures—it’s about trust, honesty, and growth.
This V-Day episode captures the highs and lows of young love, making it a nostalgic must-watch for fans of classic ‘90s sitcoms.
Arrested Development season 1 episode 12 “Marta Complex”
In true Arrested Development fashion, this Valentine’s Day episode is filled with dysfunctional relationships and misunderstandings.
Michael realizes he has feelings for Marta—who happens to be his brother Gob’s girlfriend—while Lindsay mistakenly believes her marriage is failing and starts looking for romance elsewhere.
Meanwhile, Tobias’s cluelessness about his own marriage adds to the comedic chaos. Instead of grand romantic gestures, the episode delivers hilariously awkward situations and classic Arrested Development wit.
Marta Complex is a must-watch for those who prefer their Valentine’s Day with a side of absurdity rather than sentimentality.
Parks and Recreation season 2 episode 16 “Galentine’s Day”
One of Parks and Recreation’s most iconic episodes, Galentine’s Day introduces Leslie Knope’s now-famous holiday dedicated to celebrating female friendship.
While Leslie showers her best friends with thoughtful gifts and appreciation, Ann deals with an underwhelming Valentine’s Day with her boyfriend, Mark.
Meanwhile, Ron and Andy bond over music, creating an unexpectedly heartwarming subplot. The episode highlights the importance of friendship, proving that love isn’t just about romance.
Funny, feel-good, and empowering, Galentine’s Day has become a real-life celebration thanks to its impact, making it a must-watch every February.
Parks and Recreation season 4 episode 14 “Operation Ann”
In another Parks and Rec Valentine’s episode, Leslie takes Valentine’s Day into her own hands by organizing a singles event in Pawnee and trying to find Ann a date.
Meanwhile, Ben struggles to plan a romantic surprise for Leslie, leading to a sweet and hilarious scavenger hunt.
The episode perfectly blends the show’s signature humor with heartfelt romantic moments, showcasing everything from awkward blind dates to adorable grand gestures.
Operation Ann captures both the excitement and awkwardness of Valentine’s Day, making it one of the show’s most delightful holiday episodes.
Whether single or in love, it’s a reminder that romance—and friendship—come in many forms.
Gilmore Girls season 6 episode 15 “A Vineyard Valentine”
Lorelai, Rory, and Luke head to Martha’s Vineyard for a luxurious Valentine’s Day getaway with Logan, but romance quickly turns into tension.
While Logan showers Rory with extravagant gifts and a lavish trip, Luke feels out of place and struggles with the pressure of a fancy Valentine’s celebration.
Meanwhile, Lorelai senses the growing disconnect between her and Luke, foreshadowing troubles ahead.
A Vineyard Valentine highlights the differences between the show’s couples, offering both dreamy romance and relationship drama.
With picturesque seaside views and plenty of classic Gilmore Girls banter, it’s a Valentine’s episode that’s equal parts sweet and bittersweet.
How I Met Your Mother season 6 episode 16 “Desperation Day”
Leave it to How I Met Your Mother to turn Valentine’s Day into Desperation Day, a Barney Stinson-coined holiday that mocks single women looking for love on February 13th.
While Barney’s theory leads to classic Stinson antics, the real heart of the episode lies in Marshall and Lily’s long-distance struggle and Robin’s hesitation to open up to a new relationship.
Meanwhile, Ted and Zoey’s will-they-won’t-they dynamic adds another layer of romantic tension.
As always, the episode balances humor with heartfelt moments, making it a fun, relatable take on Valentine’s Day—whether you love it or loathe it.
Friends season 1 episode 14 “The One with the Candy Hearts”
Valentine’s Day in Friends gets hilariously awkward when Ross goes on his first date post-divorce—only to run into Carol, his ex-wife.
Meanwhile, Joey sets Chandler up on a blind date with Janice, leading to a hilariously cringeworthy yet sweet moment.
The best part? Rachel, Monica, and Phoebe celebrate being single by performing a “cleansing ritual” to rid themselves of their exes—accidentally setting their apartment on fire.
This early Friends Valentine’s episode perfectly captures the relatable chaos of the holiday, proving that love, heartbreak, and bad dates are all part of the package.
It’s Always Sunny in Philadelphia season 12 episode 8 “The Gang Tends Bar”
Valentine’s Day at Paddy’s Pub is anything but romantic.
When Dennis forces the gang to throw a party for their “most valuable regulars,” chaos ensues as everyone deals with their own twisted approach to love.
Charlie grapples with his never-ending obsession with The Waitress, while Mac and Dennis use the party to boost their egos. Meanwhile, Dee’s attempts at flirting take a darkly comedic turn.
As always, It’s Always Sunny turns traditional holiday tropes on their head, making The Gang Tends Bar a perfect anti-Valentine’s Day episode filled with self-sabotage, awkward moments, and hilariously bad decisions.
Cheers season 9 episode 18 “Sam Time Next Year”
Cheers delivers a heartwarming yet comedic take on Valentine’s Day with Sam Time Next Year.
Sam Malone rekindles his tradition of an annual Valentine’s rendezvous with his longtime fling, Lauren. But when an unexpected turn of events leaves them unable to meet, Sam reflects on the passage of time and missed opportunities.
Meanwhile, the rest of the bar staff gets wrapped up in their own Valentine’s Day misadventures.
This episode balances Cheers’ signature humor with a rare sentimental side, proving that even the ultimate ladies’ man like Sam isn’t immune to nostalgia and regrets.
New Girl season 1 episode 13 “Valentine’s Day”
Jess is newly single and determined to have a one-night stand for Valentine’s Day—but things don’t go as planned.
Meanwhile, Schmidt tries to make the holiday special for Cece, while Nick gets trapped in an awkward breakup situation.
The episode is classic New Girl—filled with hilarious missteps, quirky romance, and a lot of heart. Jess’s awkward yet endearing approach to dating is relatable, while Schmidt’s over-the-top gestures make for comedic gold.
Valentine’s Day is the perfect mix of humor and charm, proving that love is messy, ridiculous, and often completely unexpected.
Orange Is the New Black season 2 episode 6 “You Also Have a Pizza”
In OITNB’s take on Valentine’s Day, the inmates reflect on love, relationships, and loss in a series of flashbacks.
While some reminisce about sweet, romantic moments from their past, others deal with heartbreak and unfulfilled dreams.
The title comes from Poussey’s beautiful speech about love being like pizza—no matter how bad it is, it’s still pretty good.
Meanwhile, Piper and Larry’s strained relationship reaches another breaking point.
This episode reminds us that love isn’t always easy, especially behind bars, but it also showcases the different ways people experience and remember love, making it one of the most poignant Valentine’s episodes on TV.
Gossip Girl season 5 episode 15 “Crazy, Cupid, Love”
Valentine’s Day in the Gossip Girl world is filled with drama, scheming, and, of course, unexpected romance.
Blair, still adjusting to married life, gets caught in the middle of Dan and Chuck’s ongoing battle for her heart. Meanwhile, Serena tries to help Dan, only for her own feelings for him to resurface.
Meanwhile, Nate finds himself at the center of another romantic entanglement. As always, secrets, scandals, and unexpected twists make this Valentine’s Day anything but ordinary.
With love triangles, jealousy, and grand gestures, Crazy, Cupid, Love delivers peak Gossip Girl drama wrapped in a pink-and-red bow.
Buffy the Vampire Slayer season 2 episode 16 “Bewitched, Bothered and Bewildered”
Valentine’s Day takes a supernatural turn in Buffy when Xander, heartbroken over Cordelia dumping him, casts a love spell that backfires—making every woman in Sunnydale obsessed with him, except for Cordelia.
What starts as a confidence boost quickly turns into a nightmare, as even Buffy, Willow, and Drusilla become dangerously infatuated.
Packed with humor, horror, and an unlikely romantic twist, the episode highlights the dangers of tampering with love and magic.
This classic Buffy episode blends romance with chaos, proving that love spells are never the answer—unless you want an entire town trying to fight for your affection.
The O.C. season 1 episode 19 “The Heartbreak”
The O.C.’s take on Valentine’s Day is filled with big emotions.
Ryan and Marissa deal with intimacy issues, while Seth is caught between Summer and Anna. Meanwhile, Sandy and Kirsten’s relationship remains the heart of the show, offering a stable, mature contrast to the teen drama.
The episode explores love in all its complexities—from first times and jealousy to deep, long-term commitment.
With romance, heartbreak, and an emotional climax, The Heartbreak captures the highs and lows of young love, making it one of the most memorable Valentine’s episodes in teen drama history.
Will & Grace season 7 episode 16 “Dance Cards & Greeting Cards”
This Valentine’s episode is full of comedic chaos as Will, Grace, Jack, and Karen all experience the holiday in different (and disastrous) ways.
Grace finds herself juggling two dates while Will tries to prove he can have a casual relationship. Meanwhile, Jack and Karen get wrapped up in their usual over-the-top antics.
As always, Will & Grace delivers sharp humor and heartfelt moments, reminding us that Valentine’s Day is about love in all its messy, hilarious forms—whether romantic, platonic or somewhere in between.
Glee season 2 episode 12 “Silly Love Songs”
Valentine’s Day at McKinley High is filled with musical performances, romantic drama, and plenty of swoon-worthy moments.
Finn starts a kissing booth, leading to unexpected consequences, while Kurt struggles with his growing feelings for Blaine. While, the glee club delivers heartfelt renditions of classic love songs, making the episode feel like a full-on Valentine’s concert.
Filled with romance, heartbreak, and unforgettable performances, Silly Love Songs is Glee at its best—a mix of high school drama and show-stopping numbers that celebrate the power of love and music.
The Vampire Diaries season 5 episode 13 “Total Eclipse of the Heart”
Valentine’s Day in The Vampire Diaries is anything but romantic as Elena, Caroline, and Bonnie embrace single life with a girls’ night at Whitmore College’s Bitter Ball. However, the supernatural drama doesn’t take a night off.
Damon, reeling from his breakup with Elena, teams up with Enzo on a dark, revenge-driven mission.
Meanwhile, Katherine (still posing as Elena) manipulates Stefan, reigniting old sparks under false pretenses.
With love, betrayal, and heartbreak all in the mix, Total Eclipse of the Heart is a classic TVD episode. It proves that in Mystic Falls, Valentine’s Day often brings more chaos than romance.
Legacies season 2 episode 11 “What Cupid Problem?”
Staying in the TVD universe, Valentine’s Day at the Salvatore School takes a deadly turn when the students face a twisted version of Cupid—one who’s more interested in causing chaos than spreading love.
Hope, Landon, and the gang must work together to stop this dangerous supernatural force before it wreaks havoc on their relationships.
Meanwhile, romantic tensions rise as Josie struggles with her feelings and other students navigate the complexities of love and heartbreak.
With its mix of humor, action, and magical mayhem, What Cupid Problem? is a perfect Legacies Valentine’s episode, proving that love in the supernatural world is never simple—and often life-threatening.
Grey’s Anatomy season 8 episode 14 “All You Need Is Love”
Valentine’s Day at Grey Sloan Memorial is full of love, loss, and surprises.
Meredith and Derek struggle to balance romance with parenting, while Cristina and Owen’s relationship is on the rocks. Meanwhile, Lexie realizes she still has feelings for Mark as he plans a grand romantic gesture for his new girlfriend.
The hospital itself becomes a setting for heartwarming (and heartbreaking) love stories for patients and doctors alike.
As always, Grey’s Anatomy blends medical drama with deep emotional storytelling, making All You Need Is Love a classic Valentine’s episode that reminds us love is never simple, especially in the world of Grey’s.
The Resident season 2 episode 14 “Stupid Things in the Name of Sex”
This Valentine’s episode of The Resident explores love’s reckless side. From romantic misadventures to medical emergencies caused by passion gone wrong, Chastain Memorial is buzzing with Valentine’s Day chaos.
Conrad and Nic navigate their complex relationship while Devon wrestles with lingering feelings for Julian. Meanwhile, Dr. Bell finds himself in an awkward situation, proving that even seasoned professionals aren’t immune to love’s foolish moments.
With humor, heart, and a dose of medical drama, Stupid Things in the Name of Sex is a sharp look at how love—whether new, old, or forbidden—can make people do some truly ridiculous things.
Chilling Adventures of Sabrina Season 2 Episode 3 “Lupercalia”
Forget chocolates and roses—Chilling Adventures of Sabrina celebrates Valentine’s Day with the dark, mystical ritual of Lupercalia.
This ancient pagan tradition pairs witches and warlocks for an intense night of primal connection, but for Sabrina, things take a dangerous turn when an ominous force threatens the event.
Meanwhile, Theo experiences a new romance, and Prudence grapples with her complicated feelings for Father Blackwood.
Steeped in gothic horror and supernatural romance, Lupercalia delivers a unique Valentine’s episode that blends passion, fear, and magic, proving that love in Greendale is never just about the heart—it’s about survival, too.
Sabrina The Teenage Witch season 1 episode 7 “First Kiss”
Speaking of Sabrina Spellman, Valentine’s Day takes a magical turn in Sabrina the Teenage Witch when Sabrina Spellman prepares for a big milestone—her first kiss with Harvey.
However, as a half-witch, there’s a catch: if she kisses a mortal too soon, he’ll turn into a frog! With her aunts’ guidance and Salem’s snarky advice, Sabrina must navigate the tricky balance between romance and witchcraft.
Meanwhile, an unexpected twist forces her to make a tough choice.
Filled with classic Sabrina humor, teenage awkwardness, and a touch of magic, First Kiss is a sweet and whimsical Valentine’s episode that perfectly captures the excitement (and anxiety) of young love.
Lizzie McGuire season 2 episode 1 “First Kiss”
Valentine’s Day brings all the excitement and heartbreak of young love in Lizzie McGuire’s First Kiss.
Lizzie experiences her first real crush on Ronnie, a dreamy paperboy, and their budding romance leads to her first kiss. However, her excitement is short-lived when she learns he’s moving away, leaving her heartbroken.
Meanwhile, Gordo and Miranda support her through the highs and lows of teenage romance. The episode perfectly captures the bittersweet nature of first love—how thrilling, awkward, and fleeting it can be.
With a mix of humor, heart, and relatable teenage emotions, First Kiss is a classic coming-of-age Valentine’s episode.
Bones season 6 episode 14 “The Bikini in the Soup”
Valentine’s Day takes a gruesome turn in Bones when Brennan and Booth investigate the murder of a wedding planner found dead in a tanning bed.
As they unravel the case, each team member approaches the holiday differently—Angela and Hodgins embrace romance, while Brennan’s pragmatic take on love clashes with Booth’s more traditional views.
The case itself offers a twisted take on Valentine’s, proving that love and betrayal often go hand in hand.
With a blend of humor, romance, and a classic whodunit, The Bikini in the Soup is a fun, quirky Valentine’s episode with a forensic twist.
The Flash season 6 episode 1 “Love Is a Battlefield”
Love and crime collide in The Flash when Barry and Iris go on an unconventional Valentine’s date—only to get caught in the crossfire of a crime war between Amunet Black and her ex, Goldface.
Meanwhile, Frost tries to play matchmaker for Allegra, proving that romance isn’t just for superheroes.
But the real drama unfolds as Iris starts acting strangely—foreshadowing a major twist in her storyline.
This episode mixes humor, action, and romance, delivering an entertaining Valentine’s adventure with a side of superhero chaos.
Hawaii Five-0 season 6 episode 14 “Hoa ‘inea”
Hawaii Five-0 celebrates Valentine’s Day with a mix of romance and mystery.
The team investigates the murder of a man who was leading a double life with two families, complicating their case with multiple suspects. Meanwhile, McGarrett and Danny face their own relationship woes, while Kono and Adam’s love story takes a serious turn.
The episode balances action-packed moments with heartfelt, romantic subplots, proving that even in paradise, love can be complicated.
With scenic Hawaiian backdrops and high-stakes drama, Hoa ‘inea offers a thrilling yet emotional Valentine’s episode.
This Is Us season 1 episode 15 “Jack Pearson’s Son”
This Is Us delivers a Valentine’s Day episode packed with emotion and heartbreak. Jack plans a romantic evening for Rebecca, but a surprising twist changes their night.
Meanwhile, Kevin struggles with his feelings for Sophie, Randall faces a professional crisis, and Kate deals with the aftermath of her breakup.
As per usual, This Is Us balances nostalgia, love, and raw emotion, proving that Valentine’s Day isn’t just about grand gestures—it’s about the moments that define us.
With touching performances and heartfelt storytelling, Jack Pearson’s Son is a beautiful yet bittersweet look at love in all its forms.
The Rookie season 1 episode 12 “Heartbreak”
Valentine’s Day brings plenty of surprises—and not all of them romantic—for the LAPD rookies.
John Nolan and Lucy Chen respond to a series of love-related emergencies, including a botched marriage proposal and a suspiciously shady Valentine’s gift. Meanwhile, Tim Bradford, still reeling from his complicated marriage, tries to ignore the holiday altogether.
The episode balances The Rookie’s signature mix of action, humor, and heartfelt moments, showcasing how unpredictable love (and police work) can be.
With high-stakes cases, unexpected romance, and emotional character moments, Heartbreak proves that Valentine’s Day on the job isn’t always about flowers and chocolates—it’s about navigating the chaos of love and duty.
Supernatural season season 5 episode 14 “My Bloody Valentine”
Valentine’s Day turns deadly in Supernatural when a series of bizarre, love-induced murders lead Sam and Dean to a sinister culprit—Cupid.
But when they uncover the true villain behind the chaos, things take a dark and bloody turn.
The episode brilliantly blends horror and humor, showcasing Supernatural’s ability to turn any holiday into a nightmarish experience.
With heart-eating, tragic love stories and an unsettling twist, My Bloody Valentine is an anti-Valentine’s episode for those who prefer their romance with a side of gore.
Abbott Elementary season 2 episode 14 “Valentine’s Day”
Love (and plenty of awkwardness) fills the halls of Abbott Elementary on Valentine’s Day.
Janine, fresh off a breakup, tries to focus on teaching but ends up tangled in unexpected romantic drama. Meanwhile, Gregory struggles with his feelings for Janine, leading to classic Abbott moments filled with unspoken tension and hilariously awkward interactions.
The episode captures the joy, disappointment, and unpredictability of Valentine’s Day, all while staying true to the show’s sharp humor and heart.
The Big Bang Theory season 6 episode 16 “The Tangible Affection Proof”
Valentine’s Day proves challenging for Sheldon, Leonard, Raj, and Howard in this hilariously relatable episode of The Big Bang Theory.
While Sheldon awkwardly navigates his relationship with Amy, Leonard struggles with Penny’s laid-back approach to the holiday.
Meanwhile, Raj, ever the hopeless romantic, spends the evening at a Lonely Hearts event.
Packed with cringe-worthy but endearing moments, The Tangible Affection Proof highlights the complexities of love and relationships—especially for those who don’t always follow traditional romantic norms.
That ’70s Show season 1 episode 16 “First Date”
Eric and Donna finally go on their first real date, but things don’t go as smoothly as planned.
Nerves, awkward conversations, and misunderstandings threaten to derail the night, but their undeniable chemistry keeps things sweet.
Meanwhile, Kelso, Hyde, and Fez have their own Valentine’s misadventures, proving that love is just as confusing in the ‘70s as it is today.
With its mix of teen romance, humor, and nostalgia, First Date captures the nervous excitement and hilariously relatable pitfalls of young love, making it a classic That ‘70s Show episode that sets the stage for Eric and Donna’s iconic relationship.
Smallville season 9 episode 13 “Persuasion”
When Clark is exposed to blue kryptonite on Valentine’s Day, he unknowingly gains the power to make people obey his verbal commands. This leads to chaos when he accidentally makes Lois completely devoted to him, resulting in hilariously over-the-top romantic gestures.
Meanwhile, Chloe’s involvement with the mysterious Kandorians takes a darker turn.
Smallville expertly balances humor, action, and romance in Persuasion, delivering a Valentine’s episode filled with super-powered love gone wrong.
The episode showcases Clark and Lois’s evolving relationship while reminding viewers that even superheroes can have complicated Valentine’s Days.
House season 3 episode 14 “Insensitive”
Dr. House spends Valentine’s Day doing what he does best—avoiding sentimentality and focusing on a complicated medical case.
When a patient with congenital insensitivity to pain arrives, House becomes intrigued, leading to one of the show’s more intense diagnostic battles.
Meanwhile, Cuddy tries to get House to acknowledge the holiday, but his cynical outlook remains unchanged.
Insensitive is a classic House episode, proving that not every Valentine’s Day needs to be about love—sometimes, it’s about solving mysteries and staying true to your grumpy, sarcastic self.
Happy Endings season 2 episode 13 “The St. Valentine’s Day Maxssacre”
Valentine’s Day in Happy Endings is as chaotic as ever.
Penny sets out to make this year different by finding the perfect date, only for things to take an unexpected turn. Meanwhile, Dave and Alex’s attempts at rekindling romance go hilariously wrong, and Brad struggles to make Jane’s dream Valentine’s Day come true.
The real MVP? Max, whose anti-Valentine’s antics steal the show.
Packed with fast-paced humor and absurdly fun moments, The St. Valentine’s Day Maxssacre is a perfect Valentine’s episode for those who prefer their romance with a heavy dose of comedy and ridiculous misadventures.
The Mindy Project season 1 episode 14 “Harry & Mindy”
Valentine’s Day in The Mindy Project is as awkward and hilarious as you’d expect.
Mindy, hoping for a dreamy date, instead finds herself in an unexpected When Harry Met Sally situation with her charming yet clueless colleague, Danny. Meanwhile, Jeremy’s disastrous double date with Morgan takes a chaotic turn.
The episode plays with classic rom-com tropes, giving Mindy a reality check on love while still delivering plenty of laughs.
With witty banter, romantic mishaps, and a dash of heartwarming moments, Harry & Mindy perfectly captures the unpredictability of Valentine’s Day, making it a must-watch for fans of quirky, modern romance.
30 Rock season 4 episode 13 “Anna Howard Shaw Day”
Leave it to 30 Rock to turn Valentine’s Day into a hilarious anti-romance statement.
Liz Lemon, determined to avoid the holiday, schedules a root canal on February 14th, only to realize she still needs someone to pick her up post-surgery.
Meanwhile, Jack struggles with his feelings for Nancy, and Jenna navigates her latest over-the-top romantic entanglement.
As always, Liz’s misadventures in love provide plenty of laughs, culminating in a drugged-up post-surgery scene that is peak 30 Rock comedy.
With sharp writing and a refreshing take on Valentine’s Day, Anna Howard Shaw Day is the perfect episode for those who prefer sarcasm over sentimentality.
The Nanny season 3 episode 19 “Love Is a Many Blundered Thing”
Valentine’s Day takes a dramatic and hilarious turn in The Nanny when Fran, feeling neglected by Mr. Sheffield, decides to make him jealous by going on a date with a handsome doctor. However, her plan backfires spectacularly, leading to classic Fran Fine antics and misunderstandings.
Meanwhile, Niles watches with amusement as Maxwell struggles with his feelings for Fran, proving once again that their slow-burn romance is one of the best in sitcom history.
With sharp humor, over-the-top fashion, and a dash of romantic tension, Love Is a Many Blundered Thing is a standout Valentine’s episode that perfectly blends comedy with heartfelt moments.
Fresh Off the Boat season 5 episode 14 “Cupid’s Crossbow”
Valentine’s Day in Fresh Off the Boat is anything but smooth sailing when Eddie and his friends become obsessed with a love detector test at school, leading to hilarious and awkward romantic mix-ups.
Meanwhile, Louis and Jessica have their own relationship challenges when Louis plans an over-the-top romantic gesture that doesn’t quite go as planned.
Emery, ever the romantic, tries to embrace the holiday but learns that love isn’t always predictable.
With its signature humor and heartfelt moments, Cupid’s Crossbow captures the joys and cringe-worthy moments of teenage romance while highlighting the ups and downs of love in the Huang household.
The Middle season 1 episode 15 “Valentine’s Day”
Valentine’s Day in The Middle is a comedy of errors, filled with well-intended but disastrously executed romantic gestures.
Frankie hopes for a special night with Mike, but their celebration is derailed by family chaos. Meanwhile, Axl fumbles his way through impressing a girl, and Sue faces disappointment when her crush doesn’t return her feelings.
Brick, in his usual quirky way, finds his own unique approach to love.
The episode perfectly captures the reality of Valentine’s Day—sometimes it’s romantic, sometimes it’s awkward, and sometimes, it’s just another day in the Heck household.
Full of charm and relatable moments, it’s a must-watch.
Hart of Dixie season 1 episode 13 “Sweetie Pies & Sweaty Palms”
Valentine’s Day in Bluebell brings plenty of romance—and plenty of awkward moments.
Zoe agrees to be Judson’s date for the town’s Sweetie Pie dance, but when she realizes she might have feelings for Wade, things get complicated. Meanwhile, Lemon struggles to accept George’s Valentine’s surprise, as her lingering feelings for Lavon cause inner turmoil.
The episode perfectly captures the charming yet messy love triangles that define Hart of Dixie, blending small-town traditions with heartfelt romance.
With romantic mix-ups, longing glances, and classic Southern charm, Sweetie Pies & Sweaty Palms is a fun and flirty Valentine’s Day episode that keeps viewers rooting for their favorite couples.
Once Upon a Time season 1 episode 12 “Skin Deep”
Once Upon a Time delivers one of its most tragic yet beloved love stories in Skin Deep, a Valentine’s episode that reimagines the classic Beauty and the Beast tale.
Belle and Rumplestiltskin’s complicated romance takes center stage, exploring themes of sacrifice, trust, and redemption. Their love story, filled with longing and heartbreak, adds emotional depth to the episode.
Meanwhile, in Storybrooke, Mr. Gold’s growing obsession with power threatens to destroy any chance of happiness.
With stunning visuals, emotional performances, and a heartbreaking conclusion, Skin Deep is a must-watch for romantasy fans who love their Valentine’s stories with a hint of tragedy.
Full House season 8 episode 17 “Dateless in San Francisco”
Finally, Valentine’s Day takes an unexpected turn for the Tanner family when D.J.’s romantic night doesn’t go as planned, leaving her feeling disappointed.
Meanwhile, Stephanie and Michelle attempt to understand love in their own innocent yet hilarious ways, creating classic Full House heartwarming moments.
Uncle Jesse and Becky, the show’s ultimate couple, provide the perfect contrast with their loving and steady relationship.
As always, Full House blends humor and heartfelt lessons, reminding viewers that Valentine’s Day isn’t just about romance—it’s about the people who care about you.
Sweet, funny, and full of family love, Dateless in San Francisco is a nostalgic Valentine’s classic.