Winona Ryder impressed everyone as Will’s mother, Joyce Byers, in the show ‘Stranger Things’. But, did you know that Ryder had established herself as a brilliant actress long ago? Long before the Demogorgon and the Upside Down, Winona was delivering layered, powerful performances in multiple films.
Here’s your curated guide to the best Winona Ryder films you absolutely must add to your watchlist.
The first Winona movie that should be on your watchlist is ‘Girl, Interrupted’. The actress shines in this haunting, introspective drama based on Susanna Kaysen’s memoir. Winona plays Susanna, a young woman navigating a fog of confusion, depression, and identity crisis after a supposed “aspirin overdose”. The film also stars Angelina Jolie and is set in a psychiatric facility.
(Image courtesy: Columbia Pictures)
If you want to see 'Stranger Things' actress Winona’s underrated comedic brilliance, this sour-sweet rom-com with Keanu Reeves is a gem. The entire film revolves around just the two of them. The duo play the role of two awkward strangers forced together at a wedding neither wants to attend. Their chemistry is sure to capture your heart, and you can watch the film on Netflix.
(Image courtesy: The Fyzz Facility)
A cult classic that cemented Winona as the queen of dark teen comedies has to be ‘Heathers’. Often dubbed the mother of 'Mean Girls', this starts out as a high-school teen drama but quickly spirals into cult-classic chaos when she teams up with the mysterious J.D.
This iconic film is known for its outrageous humour and iconic one-liners. Alongside Ryder, the film also stars Christian Slater, Shannen Doherty, Lisanne Falk, and Kim Walker.
(Image courtesy: Cinemarque Entertainment)
Directed by Ben Stiller, ‘Reality Bites’ captures the messy, confused energy of post-college adulthood. Winona plays Lelaina, a young videographer trying to navigate adulthood. Her effortless charm, paired with Ethan Hawke’s brooding presence, makes the film an essential Gen-X watch.
Another Winona movie to add to your movie marathon is ‘Little Women’. Released in 1994, Winnona plays the role of Jo March in this beloved adaptation of Louisa May Alcott’s classic. Jo is spirited, rebellious, compassionate and way ahead of her time. The film has a top-tier ensemble cast—including Christian Bale as Laurie. It’s a performance that earned Winona an Oscar nomination and remains one of her most enduring roles.
So, how many of these Winona classics have you watched?
