The 55 Best Romantic Comedies of All Time

These heartwarming movies will get you through all the blizzard-ridden weekends of winter.

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Betsy Farrell

Sure, there are a million other things you could be doing, but be real: January is about curling up with a got mug of tea watching romantic comedy after romantic comedy. We don't think there has to be anything "guilty pleasure" about it — these are our favorites, and we'll say it loud and proud. We've kicked off with the films that captured America's heart in 2017, and continued with all the classics.

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The Big Sick (2017)

$15 

In a romantic comedy that captured America's heart in 2017, actor and comedian Kumail Nanjiani meets Emily (Zoe Kazan) after they exchange witty banter at one of his stand-up shows. As they fall in love, he fears what his traditional Muslim family will think of their relationship (his mom is constantly inviting potential wives over for dinner, after all). When Emily becomes seriously ill, Kumail and her parents form a heart-warming bond that changes everything. The fun part is the whole story is based on Kumail's real life. 

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Home Again (2017)

$18 

Reese Witherspoon is a romantic comedy master, and her latest doesn't disappoint. Packed with humor and sincerely #real mom jokes, Home Again is the story of a newly separated famous director's daughter, Alice (played by Witherspoon) who takes in three aspiring film makers alongside her two young children. As a romance blossoms with one gentleman, her husband makes a visit to the L.A. home and an entertaining love triangle ensues. 

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The Incredible Jessica James (2017)

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The former Daily Show correspondent enters the rom-com world seamlessly in The Incredible Jessica James. She portrays a New-York based playwright who is recovering from a breakup, and after meeting the newly single Boone (Chris O'Dowd), let's just say things get complicated. 

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Literally, Right Before Aaron (2017)

$17 

The golden rule of relationships: Timing is everything. Adam (Justin Long) feels a stab in the heart when he finds out his ex Allison (Colbie Smulders) has invited him to her wedding. As he makes his way home for the big day, he has to work through feelings that never quite went away while also playing along with everyone else that she's truly happy. 

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Girls Trip (2017)

$13 

If you like a little girls' time with your romantic ending, this is the movie for you. Queen Latifah, Jada Pinkett Smith, Regina Hall, and Tiffany Haddish play four lifelong friends who venture to New Orleans for the annual Essence festival. Be prepared for drinking, dancing, and blush-inducing romance. 

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When Harry Met Sally (1989)

Can men and women ever truly just be friends? That's the question by rom-com queen Nora Ephron attempts to answer. and 's chemistry is indisputable and, with locations including Central Park in fall, the Metropolitan Museum of Art, and, famously, a table at , the film also feels like a love letter to New York City.

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Funny Face (1957)

Take two of the best actors of the mid-century, throw in some musical numbers and gorgeous Givenchy gowns, and you've got one remarkably lush film. Fred Astaire and Audrey Hepburn are magic on screen and you'll be humming George Gershwin's tunes, like the iconic "," days after viewing.

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Sleepless in Seattle (1993)

The hardships and benefits of long-distance dating ring especially true in about a recent widower () and a newspaper writer () who live on opposite sides of the country. This movie proves that it's possible to find love again, even after total heartbreak, and that daring to follow your instincts will always lead you in the right direction.

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Bridget Jones's Diary (2001)

While we're eagerly anticipating the third Bridget Jones film, the original remains one of our favorite rom-coms of all time thanks to 's charming performance as , fighting her feelings between her flirtatious boss () and an adorably awkward family friend (). Our favorite scene: .

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Notting Hill (1999)

This unlikely romance between an unsuccessful bookshop owner () and a movie star () is a modern fairytale of sorts. Richard Curtis's script also provides an abundance of memorable, touching lines (we all remember Roberts proclaiming, "I'm also just a girl, standing in front of a boy, asking him to love her.") and a lovable group of supporting characters like Grant's onscreen roommate Spike () and zany sister ().

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Pretty Woman (1990)

and make one cute couple, but Roberts's antics are the real treat of this film. "Big. Huge." became part of our lexicon after watching the and we can't see a polo match without picturing Roberts out stomping divots.

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Four Weddings and a Funeral (1994)

Charles (Hugh Grant) is always a wedding attendee, never a groom. But his frequent encounters with Carrie () force him to consider the fact that he might have finally met his match. This quirky comedy's wide cast of characters and witty banter from writer deliver the laughs and make it feel current twenty years on.

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10 Things I Hate About You (1999)

Based on Shakespeare's The Taming of the Shrew, pairs together angsty with charming for a high-school romance that sets hearts a-flutter. There may be nothing sweeter than Ledger performing "."

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Breakfast at Tiffany's (1961)

The image of clad in a black evening gown in front of Tiffany & Co. is one of the most iconic scenes in movie history, and Hepburn and make an enchanting onscreen duo. The film also introduced audiences to Henry Mancini's sweet ballad "Moon River," which went on to win an Academy Award for Best Original Song.

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Bringing Up Baby (1938)

and Cary Grant make the unlikely pair of an heiress and a paleontologist, who come together over a mix-up of dinosaur bones and a pet baby leopard. The film was originally considered a flop when it was released, but over time became adored by critics and audiences for its perfect sense of comic timing, pratfalls, and silly situations.

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The Princess Bride (1987)

This cult classic centers around the love story of Buttercup () and Westley (), fighting pirates, princes, swordsmen, and ROUSs (Rodents of Unusual Size) for the chance to be together. It's also one of the most-quoted rom-coms of all time, with favorites including "", "", and "."

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Groundhog Day (1993)

Weatherman Phil () finds himself living Groundhog Day over and over again. But, once he starts falling for Rita (), he realizes his seeming immortality can help him win her over as he tries various methods of courting her — and starts improving himself, too. If only real life had a redo button.

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The Philadelphia Story (1940)

As much as this classic film is a love story, it's also a much-beloved tale of self discovery. was 's first big hit and garnered a Best Actor Oscar for his role as reporter Macaulay "Mike" Connor.

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Sweet Home Alabama (2002)

is at her Southern best in this rom-com about rising fashion designer Melanie (Witherspoon) who returns home to Alabama to finalize a divorce from her ex Jake (Josh Lucas) before heading to New York City to marry to socialite Andrew (). The film teaches us that sometimes the things we leave behind are what's right for us all along, and it also gave us the line, "

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Top Hat (1935)

Complications arise when Dale () mistakes Jerry () for his producer. But, as the truth unfolds, they only grow fonder of one another. Although Astaire and Rogers made ten movies together, is the most playfully romantic of the bunch and, of course, the duo is known for.

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50 First Dates (2004)

Watching Henry () attempt to form a normal relationship with Lucy () in spite of her short-term memory loss is wholly entertaining, sweet, and perfectly zany. Filmed in Oahu, this flick also scores romance points for its stunning Hawaiian scenery.

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My Best Friend's Wedding (1997)

It's impossible not to sympathize with food critic Julianne () when she realizes she's in love with her best friend Michael () only after he gets engaged to perky young Kimberly (). The moments between Julianne and her editor George () make for the biggest laughs, and who can forget the to Dionne Warwick's "I Say a Little Prayer?"

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The Wedding Singer (1998)

Wedding singer Robbie () and waitress Julia () may work together, but somehow, they're both engaged to the wrong people (Julia Guglia!). The music, pop-culture references, and outrageous fashion of the 1980s makes this rom-com even funnier, as do several musical performances by Sandler, including our favorite: .

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You've Got Mail (1998)

This late '90s flick may be an early example of falling in love over the Internet, but its message still rings true in today's tech-driven world: sometimes the best thing for your love life can be the World Wide Web. and have starred in three films together, but is our pick for the one that best showcases their onscreen chemistry.

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About A Boy (2002)

It's true: sometimes kids know best. It takes 12-year-old Marcus (a young ) to show Will Freeman () what love and relationships are all about. This is a rom-com about growing up—for grownups.

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The Proposal (2009)

Margaret () insists that her employee Andrew () marry her so she can avoid deportation to Canada. But, as they head to Alaska to meet his family, both begin to realize they may actually attracted to one another. Andrew's dreamy family home is worth watching the film for alone, and we also love 's turn as Andrew's lovable, albeit raunchy, grandma.

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Clueless (1995)

As if! Based on Jane Austen's Emma, starring is a not only about unexpected love, but also about how relationships evolve with your best girlfriends, too. The majorly quotable script and over-the-top 90s fashions are totally a plus.

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Roman Holiday (1953)

stars as bored Princess Ann, who escapes from her guardians for an adventure with American newsman Joe Bradley (). The streets of Rome serve as the backdrop for their blossoming relationship and, thanks to , driving a Vespa around city streets with your crush is now on every romantic traveler's to-do list.

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Sixteen Candles (1984)

Samantha () has a not-so-sweet 16th birthday, with almost everything imaginable going wrong. Luckily, about what it's like to be an awkward teenager in love ends well, ever.

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Forgetting Sarah Marshall (2008)

It seems like Peter () can't catch a break when he runs into his ex Sarah Marshall () in Hawaii, but this comedy of errors shows that somehow, things always end up the way they're meant to be.

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