71 Best Quirky Movies to Watch (Page 2)

Find the best quirky movies to watch, from our mood category. Like everything on agoodmovietowatch, these quirky movies are highly-rated by both viewers and critics.

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16. Undeclared, 2003

If you mention "coming-of-age show" and "Judd Apatow" in one breath, chances are people will think you're talking about Freaks and Geeks, the highly revered series about a group of friends trying and failing to fit into high school. Despite being a commercial bust, it cemented Apatow as a tragicomic giant and launched the careers of Seth Rogen and James Franco (among many others) as the figures to watch out for a slapstick good time. But there is another series that falls into this category: the little-known but brilliant Undeclared, which also follows a group of young people (Rogen included!) trying their best to figure things out.

Undeclared is set in college, however, and its main protagonist is Steven Karp (Jay Baruchel), a freshman who has a year to decide what he's majoring in; until then, his status is undeclared. He's joined by his roommates and the girls next door, and together they experiment—with class, ideologies, fraternities, and each other. The sky's the limit for these newly independent adults, and as such, Apatow doesn't hold back in his humor and subject matter. Undeclared captures that weird mix of apathy and ambition and awkwardness that college makes you feel, making it perfectly relatable for many of us.

It's also worth mentioning that a great deal of comedians, both established and up-and-coming at the time, make cameos here, including Will Ferrell, Adam Sandler, and pre-dental-surgery Amy Poehler.

17. The Young Offenders, 2016

The Young Offenders is a comedy about two Irish teenagers who go on a 160km bicycle trip to salvage 7 million euros worth of lost cocaine. As they sit on a hill overlooking their city, they imagine what they would do with that money. The answer is building a house that has lava lamps, “big gold walls”, Spanish girls, and an English butler to wake them up every morning with the phrase “what’s happenin’?”. You get the vibe. It’s is a silly movie, although the premise is actually based on a real-life event where cocaine from a capsized smuggling boat washed up on the Irish coast. The Young Offenders wears its heart on its sleeve. It’s a sweet funny movie, half slapstick and half plot, which sports an infinity of highly quotable one-liners.

18. The Edge of Seventeen, 2016

A wonderful, witty teen comedy—possibly the best the genre has known in a long time! In a powerhouse performance, Hailee Steinfeld plays Nadine, a high school junior at peak angst and awkwardness. Her roller coaster journey through family, friends, lovers, or lack thereof, gives her that all-too-common impression for people her age that life is unbearable. Things get more complicated when Nadine's dad passes and her only friend hooks up with an unexpected person. Her temperament and humor will help her see past her demons to understand what's important in life, putting you in privileged spectator mode to this highly smart and exciting coming-of-age story.

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19. Our Flag Means Death, 2022

The scene: 1717, the Golden Age of Piracy; the people: brute criminals living on nothing but loot. Seems typical enough for a pirate story, but more than just an action-packed swashbuckling treat, Our Flag Means Death is also a raging ensemble comedy that is both modern and subversive as it dares to recast masculinity in a whole new light.

The show follows Stede Bonnet (Rhys Darby), a flamboyant aristocrat who leaves his pampered life and turns to the sea in search of deeper meaning and purpose. Specifically, he’s out to figure out, once and for all, what it means to be a man. Does it entail remorseless murder and a stoic acceptance of one’s responsibility, as he’s been taught and taunted to do for so long, or is there more to it than that? The wannabe pirate gets closer to answering these questions when he meets and eventually falls for the legendary Blackbeard, played warmly and hilariously by Taika Waititi.

20. Insecure, 2021

Sometimes, nothing beats the easygoing entertainment of watching two attractive characters flirt and fall in love on screen, or seeing a group of ride-or-die friends get into trouble together. HBO's Insecure, which ran for five successful seasons, knows that it doesn't need to exaggerate or put a subversive twist on the romantic comedy to find relatable and affecting storylines. The series stays mostly locked in to South Los Angeles, California as it follows Issa (Issa Rae) navigate the modern dating scene, try to settle on a career path, and manage her friendships as an ambitious and somewhat awkward thirtysomething Black woman.

Even if you don't have much in common with Issa, Insecure is a massively comforting watch. Rae and co-creator Larry Wilmore have an impeccable eye for the messy, unspoken rules of social and romantic interaction that other shows might write off as too trivial. But this show lives and breathes in the ordinary, realistic problems—while still indulging in the warm and fuzzy feelings brought about by meeting someone new or seeing yourself grow up just a little more.

21. Better Things, 2022

This bittersweet comedy centers on Sam Fox (Pamela Adlon), a single mother and working actress doing her best to get by in LA. In between juggling the pressures of both parenthood and Hollywood, Sam lets loose in brave and funny ways. Things often get the better of her and her three young daughters, but her bold, funny, and always loving approach to life is what makes Sam—and indeed the show—a true knockout.

Better Things is a semi-autobiographical story, with Adlon also having daughters of her own, so it's no surprise that many things ring true in this big-hearted show about single motherhood.

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22. 20th Century Women, 2016

Annette Bening, Greta Gerwig, and many other big names star in this comedy-drama directed by Mike Mills (Beginners, Thumbsucker.) The story spans multiple generations but starts in 1979, where Dorothea Fields (Bening) is finding it increasingly difficult to raise her son alone. She enlists the help of two other women, one her son’s age and the other a New Yorker in her twenties who is very active in the punk scene. The three women, of three different generations and personalities as well as takes on the concept of “only a man can raise a man,” play different roles in this kid’s life. 20th Century Women is based on director Mike Mill’s own upbringing in Southern California.

23. The Squid and the Whale, 2005

Director Noah Baumbach’s autobiographical film is a strikingly realistic take on divorce and the turmoil it sets on an already-dysfunctional family. Bernard (Jeff Daniels) is a selfish decadent writer who’s splitting with his unfaithful wife Joan (Laura Linney). Their two sons, Walt (Jesse Eisenberg) and Frank (Owen Kline), are taking different sides that reflect their personality. This separation only reinforces their insecurities as they quickly fall into depression and grow away from their friends. The parents, however, find unconventional lovers just as quickly, Bernard with a student of his, and Jane with her son’s tennis coach. The Squid and the Whale is a funny, emotional, and gripping story that finds a perfect balance in tone despite dealing with bitter divorce and troubled adolescence.

24. The Outlaws, 2021

The Outlaws is an enjoyable BBC miniseries that centers on the lives and misadventures of seven lawbreakers sentenced to 120 hours of community service. The felons can’t be more different from each other, but as they gather every day to serve, they slowly bond in the process. It’s a bit like The Breakfast Club and The Good Place in that sense, although subplots of crime and heist make it a dash more thrilling.

The characters may appear as caricatures at first ("Everyone's a type," as one of them puts it), but don't be fooled: they're all nicely fleshed out with every episode, and each back story adds a new depth to the series. Stephen Merchant (co-creator of The Office UK) stars in, writes, and directs the series.

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25. Rushmore, 1998

If it weren’t for his knack for writing, Max Fischer (Jason Schwartzman) would never have gotten into a prep school like Rushmore. But his art secures him a scholarship, and what he lacks in smarts and money, he makes up for in school pride. As he flunks more and more of his academics, however, he is eventually kicked out, and it’s outside the halls of his beloved Rushmore, stripped of all titles and insignia, where he learns to be his true self.

As the film’s comedic and emotional core, Schwartzman is a revelation as the ambitious and sharp-tongued Max. Equally captivating is Bill Murray’s deadpan but lovable turn as Max’s millionaire friend, Herman Blume. It’s a role so fitting, in fact, that the poor-rich-man character will follow Murray well into his career, long after the curtains close on Mr. Blume. Meanwhile, Wes Anderson will go on to do more colorful and stylized pictures than Rushmore, but thanks to its unbeatable wit and down-to-earth charm, the film remains to be one of the auteur’s most delightful and hilarious works to date.

26. Limbo, 2020, 2021

This offbeat drama is about a Syrian refugee who gets sent to a remote island in northern Scotland. “There was a better signal in the middle of the Mediterranean,” another refugee tells him when he arrives. Omar is as the title suggests stuck: until his asylum request is processed he can't work or continue his journey onwards. His situation is frustrating and difficult, but it's also full of absurdities, as Omar is stuck around some very weird people.

Limbo perfectly portrays the duality between sad and nonsensical in the refugee experience. In the entrance to the isolated and rundown facility that houses Omar, a handmade sign said "refugees welcome". The next day a "not" is added between "refugees" and "welcome", in the exact same paint.

If you like Finnish director Aki Kaurismäki's work, this has a similar brand of dark humor to his also refugee-themed 2017 drama The Other Side of Hope.

27. Good Omens, 2019

Based on the book of the same name by celebrated author Neil Gaiman, Good Omens is a fantastic story about an angel and a demon teaming up to save the world. Michael Sheen and David Tennant play the deities who go against their superiors' apocalyptic orders after having grown too fond of both the fun and follies brought about by the human race. This unexpected team-up, along with the creative use of Christian concepts and the comedic chops of all the actors onboard, are what make Good Omens a subversive, inventive, and thoroughly entertaining series.

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28. What We Do in the Shadows, 2022

Based on the 2014 film of the same title, this mockumentary series manages the difficult, Seinfeld-ean task of being about nothing in particular and still being funny. Sure, the show's episodes usually revolve around its core cast of vampires' unfamiliarity with the real world, but the stakes are low—no pun intended—and the character relationships get to develop at a relaxed pace. Even when new monsters or more fearsome vampires are introduced, the show never loses its absurd, goofy tone. And from insecure Nandor and feisty Nadja, to exasperated Guillermo, monotone Colin, and sassy Laszlo, What We Do in the Shadows boasts one of the most robust ensemble of bumbling protagonists on TV today.

29. Wellington Paranormal, 2022

Wellington Paranormal is a wry and highly entertaining mockumentary series that follows a special force unit and their adventures in quelling paranormal activity. Taika Waititi executive produces this cross-genre sitcom, which serves as a spin-off to Waititi’s cult classic What We Do in the Shadows.

While the film focuses on the creatures, Wellington Paranormal is decidedly about Officers Minogue and O'Leary and the hijinks that ensue as they encounter all sorts of supernatural beings, from vampires and werewolves to sea monsters and demons. The show is simple but deadpan funny: a chillingly breezy way to spend your binge time.

30. The Great, 2021

When Elle Fanning and Nicholas Hoult play power-hungry monarchs, what else more is there to say? The actors are very much in their element here, having already perfected similar roles in many films prior (one of them being The Favourite, which was co-written by The Great’s creator). They are the picture of elegance and royalty, and we need no convincing that they can hold 18th-century court.

Which is why when The Great takes us into its true, crude depths, they transform from simply credible to incredible. Aided by a wonderfully offbeat cast and the one-two punch of a hilarious and raunchy script, Fanning and Hoult deliver splendidly.

To be sure, this satirical show is not always funny. Sometimes, it takes dark turns to underscore the cruelty of the era, and other times it is genuinely moving in its drama. But this revisionist take on Russia’s Last Empress will always be a ball to watch, if only to see the artifice of aristocracy be stripped off and mocked with acerbic wit and might.

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