Credit: Netflix
Film
22 best autumnal films from You’ve Got Mail to Knives Out
By Hollie Richardson &Meg Walters
7 months ago
7 min read
In the mood for a film that helps you embrace the changes of autumn? From Good Will Hunting and You’ve Got Mail to Hocus Pocus, these are the films you should curl up with while lounging on the sofa with a hot chocolate.
Pumpkin spice lattes. Polo neck jumpers. Nights spent reading a book in bed. Golden leaves blowing around a new pair of statement boots. Ah yes, Meg Ryan Fall is finally here.
If you’re in the mood to embrace the new season, curling up on the sofa with an autumnal film is the perfect way to relax, process the change in mood, reset and get excited about what’s ahead. They also provide some serious inspiration for layering up in style (we’re looking at you, Meg Ryan circa When Harry Met Sally).
You may also like
Autumn’s book heaven: from big names to breakout debuts
After asking for recommendations from the Stylist team and readers on Twitter, here are the top 22 films that get people in the mood for autumn…
Credit: Columbia Pictures
When Harry Met Sally (1989)
Let’s start with what is perhaps the most obvious choice: Nora Ephron’s 80s romcom starring Meg Ryan and Billy Crystal. When Harry Met Sally follows the story of two graduates who, after a short-lived friendship, find each other again five years later. Ryan’s cosy clothes and shots of a golden brown New York are enough to make fans feel all fuzzy and warm inside.
Credit: Getty
Mona Lisa Smile (2003)
This feel-good film gives some serious September school term vibes. Following a group of female students in Wellesley College during the 1950s, when new art history teacher Katherine Watson (Julia Roberts) arrives with her progressive ideas, the girls slowly start to challenge what society expects of them and question what futures they really want to create for themselves. Julia Stiles, Kirsten Dunst and Maggie Gyllenhall also star in the impressive cast. Oh, and all the autumnal hats are amazing.
Credit: Lionsgate
Knives Out (2019)
Thanks to Chris Evans’s cable-knit jumper, Knives Out is a modern classic in this best autumnal films list. The movie itself is brilliant: a hilarious and whipsmart whodunnit with the most unexpected twists. But, first and foremost, it really is all about that cosy jumper.
Credit: Warner Bros/Rex Features
Practical Magic (1998)
In recent years, Practical Magic has become something of a cult classic – especially amongst the autumnal film girls. This late 90s gem stars Nicole Kidman and Sandra Bullock as two witch sisters who must break an ancient family curse in order to find love. It’s magical, wonderfully weird and perfect for those months when there’s a slight chill in the air.
Credit: 20th Century Fox
Fantastic Mr Fox (2009)
Wes Anderson’s stop-motion adaptation of this classic Roald Dahl tale about the Fantastic Mr Fox is a visual delight. Perhaps it’s the colourful swirl of reds, golds and yellows that give it that outdoorsy autumnal vibe. It makes you want to go out for a British countryside walk and pop into the local pub for a local cider.
Credit: Getty
Sabrina (1995)
This 90s remake of the classic romcom (the original starred Audrey Hepburn and Humphrey Bogart) may not be as iconic (or even as good) as the original, but it is extremely cosy and autumnal. Starring Harrison Ford and Julia Ormond, the film follows a chauffeur’s daughter who, despite growing up with a crush on the younger brother of her father’s employer, finds herself falling for the older, gruffer brother. Set in a very leafy New York City, this lovely romance ticks all of the autumnal boxes.
Credit: Columbia Pictures
Julie & Julia (2009)
What screams autumn more than food? Julie & Julia follows the lives of two real women – Julie Powell and Julia Child – showing how their lives become intertwined. Directed by Nora Ephron (the queen of autumnal films), it’s also a bit of a weepy, heartwarming one. And that’s exactly what we want right now.
Credit: Getty
Charade (1963)
Stylish, sexy and funny, Charade has everything you could want from an autumnal romantic thriller – including shots of both Cary Grant and Audrey Hepburn in their one and only joint venture. The wild tale follows a woman being chased by three men after her murdered husband’s fortune. She enlists the help of a handsome stranger – who turns out to have a secret of his own. If you’re sick of using Meg Ryan as your autumn inspo, just wait till you see Hepburn’s Givenchy coats.
Credit: Focus Features
Far From Heaven (2002)
Set in an autumnal Connecticut in 1957, Far From Heaven explores sexuality and race through a privileged suburban family that is turned upside down. It tells the story of housewife Cathy Whitaker, who sees her husband kissing another man. She soon finds comfort in a friendship with her Black gardener, Raymond, which in turn challenges her traditional values.
Credit: Columbia Pictures
Little Women (1994 or 2019)
It doesn’t matter which version you choose to watch, Little Women will make you want to cosy up with your friends, family or flatmates at home, read and write late into the night à la Jo March, and enjoy the charms of a simpler life (sans Timothée Chalamet, sadly).
Credit: Warner Bros.
Harry Potter And The Prisoner Of Azkaban (2004)
What could be more autumnal than Halloween at Hogwarts? And it’s not just that. In The Prisoner Of Azkaban, Hermione, Harry and Ron take us on a tour of the castle’s cold and crisp grounds – complete with Hagrid’s gigantic pumpkins.
Credit: Getty
October Sky (1999)
The clue is in the title, duh. Starring Jake Gyllenhaal, October Sky tells the story of Homer Hickam: a coal miner’s son who’s inspired to build rockets when he hears about the first artificial satellite Sputnik being launched into space, even though he faces resistance from his father.
Credit: Touchstone Pictures
Dead Poets Society (1989)
Another offering from Williams – the king of feel-good drama. Taking us back to that new-term feeling, Dead Poets Society tells the story of an English teacher who inspires his students through his teaching of poetry. You will 100% cry and feel inspired to do that evening course you’ve been meaning to sign up to.
Credit: Fox 2000 Pictures
The Devil Wears Prada (2006)
Admittedly, this isn’t the most autumnal film on the list. But Anne Hathaway’s character, Andy, does offer some fine examples of autumn wear during that memorable outfit montage. And she shows exactly how much life can change in the space of a year.
Credit: Getty
Hocus Pocus (1993)
OK, we’ll allow one Halloween film here because it’s so damn good. The iconic 90s film about three witches – starring Bette Midler, Sarah Jessica Parker and Kathy Najimy – is getting a second instalment soon. But in the meantime, catch up with this classic (even if it’s not quite Halloween yet).
Credit: Searchlight Pictures
(500) Days Of Summer (2009)
From summer to autumn, this indie flick takes us on a journey from one man’s relationship with one woman to another over the course of 500 days – and the highs and lows are so very relatable. Again, it just goes to show how much change autumn can bring when you least expect it.
Credit: TriStar Pictures
Stepmom (1998)
Julia Roberts and Susan Sarandon will make you weep in this tearjerker about a terminally ill woman dealing with her ex-husband’s new lover, who will come to be her children’s stepmother. Along with all the other feelings, it will also give you some serious autumn ones.
Credit: Warner Bros.
You’ve Got Mail (1998)
A third offering from the brilliant Ephron, You’ve Got Mail tells the story of two people in the New York book world who fall in love via email correspondence without realising that they are very direct business rivals in real life (but you already knew that, because you’ve watched it 50 times before – but now’s the perfect time to make it 51).
Credit: 20th Century Studios
Waiting To Exhale (1995)
A film all about embracing big changes, no matter how hard they may seem, Waiting To Exhale follows four women navigating through their careers, family, romance and friendships. It’s directed by Forest Whitaker (in his feature film directorial debut) and stars Whitney Houston and Angela Bassett.
Credit: Miramax
Good Will Hunting (1997)
Boston is a perfect backdrop during the autumn months in Good Will Hunting. The fact that Robin Williams stars in it only helps build the case for it being on this list. Written by Matt Damon and Ben Affleck, it tells the story of a young janitor who is an unrecognised genius.
Credit: Warner Bros.
P.S. I Love You (2007)
In this tear-jerking adaptation of Celia Ahern’s novel, Holly (Hillary Swank) receives letters from her late husband, Gerry (Gerard Butler), that bring her hope, strength and inspiration, and make her feel as if he is standing by her side each step of the way. On her trip to Ireland, where Gerry is from, Holly wraps up in hats and coats to beat the Irish winds and chill – and watching it all will warm you up too.
Credit: Getty
St. Elmo’s Fire (1985)
This coming-of-age 80s classic is another popular choice for this time of year, perhaps helped by its nostalgia. St Elmo’s Fire is about seven friends who are trying to navigate through life and their friendships following college graduation. Maybe that’s what we’re all still trying to do, after all.
Images: Columbia Pictures, Getty, Lionsgate, Warner Bros., 20th Century Fox, Focus Features, Touchstone Pictures, Fox 2000 Pictures, Searchlight Pictures, Tristar Pictures, Miramax
Sign up to Stylist’s weekly curation of the best TV, films, documentaries and more, and you’ll never wonder ‘What should I watch?’ again.
By signing up you agree to occasionally receive offers and promotions from Stylist. Newsletters may contain online ads and content funded by carefully selected partners. Don’t worry, we’ll never share or sell your data. You can opt-out at any time. For more information read Stylist’s Privacy Policy
Thank you!
You’re now subscribed to all our newsletters. You can manage your subscriptions at any time from an email or from a MyStylist account.