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20 of the Best Valentine’s Day Episodes You Can Stream Right Now

From the influx of jewelry ads to the red-and-pink hues dominating window displays, it’s clear that Valentine’s Day is fast approaching. Perhaps you’re planning a fun date night with your significant other, or maybe you’re pulling a Leslie Knope and celebrating with your closest gal pals. Either way, you can always take the festivities to the next level by watching the best Valentine’s Day episodes from your favorite TV shows.

So, find your coziest pajamas and prepare to be entertained, whether you’re celebrating with the Dunder Mifflin crew on The Office or reliving Claire and Phil's "magical" date on Modern Family. Keep scrolling for a list of the 20 best Valentine’s Day episodes.

1. The Office: “Valentine's Day”  

  • Season 2, Episode 16
  • Cast: Steve Carell, Rainn Wilson, John Krasinski, Jenna Fischer

When Michael travels to New York for a big presentation, the rest of the Dunder Mifflin gang is left to celebrate Valentine’s Day back in Scranton—and as you can imagine, there’s no shortage of hilariously awkward moments. For instance, Ryan grapples with the fact that he hooked up with Kelly right before Valentine’s Day, and poor Pam must see Phyllis get bombarded with gifts from Bob Vance. But perhaps the most memorable moment is when Angela gifts Dwight with that iconic bobblehead. 

2. Friends: “The One with the Candy Hearts”  

  • Season 1, Episode 14
  • Cast: Jennifer Aniston, Courteney Cox, Lisa Kudrow, Matt LeBlanc

Valentine's Day is fast approaching, and the ladies don’t have dates. Phoebe’s advice? To go through a cleansing process—aka burning keepsakes from all their exes. Meanwhile, Ross, Chandler and Joey set out to have romantic evenings, but things don’t go according to plan… 

3. Modern Family: "My Funky Valentine"

  • Season 1, Episode 15
  • Cast: Ed O'Neill, Sofía Vergara, Julie Bowen, Ty Burrell

This episode proves that some of the biggest romantic gestures can really go south. In this episode, Claire tries to spice things up for V-day by showing up to their date in nothing but a coat. But her plan to seduce him goes horribly wrong when her coat gets stuck in an escalator. Meanwhile, Jay and Gloria can’t seem to agree on what counts as romantic, and Mitchell and Cameron play match makers for Manny. 

4. ​​Grey's Anatomy: “All You Need Is Love” 

  • Season 8, Episode 14
  • Cast: Ellen Pompeo, Patrick Dempsey, Sandra Oh

For Valentine’s Day, fan favorites Meredith and Derek plan a romantic night as Lexie offers to watch Zola, and Callie follows suit with a big surprise for Arizona. Unfortunately, things aren’t looking too good for Christina and Owen following the car incident. Elsewhere, Alex is tasked with treating a 10-year-old who has a severe allergic reaction to a Valentine's Day gift, and Webber and Lexie treat a guy who gets injured in a car accident.

5. Buffy the Vampire Slayer: "Bewitched, Bothered and Bewildered" 

  • Season 2, Episode 16
  • Cast: Sarah Michelle Gellar, Nicholas Brendon, Alyson Hannigan, Anthony Head

After getting dumped on Valentine's Day, Xander uses magic to fix his romantic problems. That plan quickly backfires when the spell works on every girl except the one he likes.

6. Happy Endings: "The St. Valentine’s Day Maxssacre"  

  • Season 2, Episode 13
  • Cast: Eliza Coupe, Elisha Cuthbert, Zachary Knighton, Adam Pally

It’s about to be Valentine’s Day and, as you can expect, there’s no shortage of chaos with this crew. Penny tries to break up with her boyfriend, Dave starts to think that his girlfriend is going to dump him and Brad’s plans for the ultimate date night get ruined. Meanwhile, Alex goes to a party in a bizarre town, and Max runs into his ex-boyfriend.

7. How I Met Your Mother: “Desperation Day”   

  • Season 6, Episode 16
  • Cast: Josh Radnor, Jason Segel, Cobie Smulders, Neil Patrick Harris

According to Barney, February 13th is “Desperation Day.” It’s the perfect time to land desperate single women who have lowered their standards. As he embarks on a mission to find his latest catch right before V-day, Lily heads to Minnesota to get Marshall, who’s reluctant to leave. Plus, Ted and Zoey’s romance isn’t off to the best start. 

8. New Girl: "Valentine’s Day"

  • Season 1, Episode 13
  • Cast: Zooey Deschanel, Jake Johnson, Max Greenfield, Hannah Simone

Schmidt agrees to help Jess when she’s single for the first time on Valentine’s Day, and Winston starts to get a little too comfortable when Shelby invites him over. As for Nick, his Valentine’s Day plans go down the drain due to their busy schedules. 

9. Glee: "Silly Love Songs" 

  • Season 2, Episode 12
  • Cast: Lea Michele, Jane Lynch, Matthew Morrison, Cory Monteith, Chris Colfer

It's the episode that features iconic covers of "Fat Bottomed Girls", "My Funny Valentine" and, of course, "Firework." But aside from the standout musical numbers, Kurt finally confesses his love for Blaine. And we can’t forget about that intense love triangle between Finn, Quinn and Rachel. 

10. Gossip Girl: "Crazy, Cupid, Love"

  • Season 5, Episode 15
  • Cast: Blake Lively, Leighton Meester, Penn Badgley, Ed Westwick

Well, we can’t forget about our faves on the Upper East Side. On Valentine’s Day, Blair plays matchmaker with someone that she cares about, while Georgina tries to start trouble by crashing Nate’s party. Worse yet, Serena witnesses something at the party that leaves her shaken.  

11. Frasier: "Three Valentines" 

  • Season 6, Episode 14
  • Cast: Kelsey Grammer, Jane Leeves, David Hyde Pierce, Peri Gilpin

The episode focuses on three separate storylines. One involves Frasier as he attempts to figure out the mixed signals he’s getting from the new marketing manager. Meanwhile, Niles's plans turn into a complete disaster, and Martin and Daphne try to get through the holiday without having any dates.

12. Community: "Early 21st Century Romanticism”

  • Season 2, Episode 15
  • Cast: Joel McHale, Danny Pudi, Donald Glover, Chevy Chase

When Professor Duncan and Chang visit Jeff’s apartment, they wind up hosting a party they never intended to have. Meanwhile, Troy and Abed fight for the school librarian’s attention, and Britta tries to get close to a girl she suspects is a lesbian. Expect all the chaos. 

13. Parks & Recreation: “Galentine's Day”

  • Season 2, Episode 16
  • Cast: Amy Poehler, Jim O'Heir, Nick Offerman, Chris Pratt 

In the spirit of the holiday, the Parks department attends the Edward Phillips Senior Center Valentine's Dance. Although Leslie wants to reunite her mother with an old flame, she comes to realize that he’s a total jerk who isn’t worthy of her mom.

14. Parks and Recreation: "Operation Ann"

  • Season 4, Episode 14
  • Cast: Amy Poehler, Jim O'Heir, Nick Offerman, Chris Pratt 

While everyone tries to help Ann find a date, Ben enlists the help of Ron and Andy to solve Leslie's overly complicated scavenger hunt. Meanwhile, a broken-hearted Chris puts a damper on the singles mixer after he gets dumped.

15. 30 Rock: "Up All Night"

  • Season 1, Episode 13
  • Cast: Tina Fey, Alec Baldwin, Tracy Morgan 

It doesn’t include too many over-the-top moments, but the episode still features a lot of action. Liz gets flowers from a mysterious admirer, Jack and Bianca finalize their divorce and Pete completely forgets about Valentine’s Day—which also happens to be his wife’s birthday. Tracy also attempts to spend quality time with his wife, and everyone tries to convince Kenneth to be with Cerie. 

16. The O.C.: “The Heartbreak”

  • Season 1, Episode 19
  • Cast: Mischa Barton, Adam Brody, Ben McKenzie

It’s February 14th in Newport Beach, and it seems like Cupid has been busy. Summer and Seth take their relationship to the next level, Luke develops feelings for someone new and Marissa suspects that her split with Ryan may have been a mistake. The best part? Sandy’s candid sex advice for Seth.

17. Boy Meets World: "First Girlfriends’ Club"  

  • Season 5, Episode 15
  • Cast: Ben Savage, Rider Strong, William Daniels, Betsy Randle, Will Friedle

You may want to brace yourself before revisiting this episode, because things get a little intense between Cory and Topanga. If you recall, Topanga reads Lauren’s letter and gets really upset with Cory because he broke her trust. And unfortunately, things aren’t much easier for Shawn. His exes decide to pull a wild stunt that involves kidnapping him and punishing him for his “crimes against womanhood.” 

18. Clarissa Explains It All: "Crush"

  • Season 2, Episode 1
  • Cast: Melissa Joan Hart, Jason Zimbler, Elizabeth Hess

Fair warning, Clarissa’s feelings for the local weatherman will take you straight back to the time when you crushed hard on your favorite pop star as a teenager. In the episode, Clarissa doesn’t know what to make of this crush. And it seems like the harder she tries to stop it, the more she continues to think about him. (Been there.)

19. ER: "Be Still My Heart"

  • Season 6, Episode 13
  • Cast: Noah Wyle, Laura Innes, Laura Cerón

It’s Valentine’s Day at Cook County, but things aren’t looking too good in the emergency room. The staff tries their best to save two dying parents after a tragic accident, and Carter and Lucy treat a law student who suffers from a mental illness. 

20. That ‘70s Show: "First Date"

  • Season 1, Episode 16
  • Cast: Topher Grace, Laura Prepon, Mila Kunis

Eric and Donna finally go out on their first date on Valentine's Day—but this doesn't sit well with Hyde, who thinks he should tell Donna how he feels. Meanwhile, Kelso seduces Jackie, and Red and Kitty come to an important realization.