01 A quirky, warm family dramedy from early in her career.
Winona Ryder – 10 Best Movies
By Vlad Zakh · October 6, 2025
Heathers remains the performance that defined her as a specific kind of dark, dry teen icon, and Stranger Things, decades later, reintroduced her to a whole new generation.
01 
02 Reintroduced her to a whole new generation as a frantic, protective mother.
03 A smaller but pivotal role in a genuinely unsettling psychological thriller.
04 A warm, well-cast adaptation she carries as the lead.
05 A period drama role that earned her an Oscar nomination.
06 A restrained lead performance anchoring a stacked ensemble cast.
07 A defining Gen X romantic comedy-drama of its exact moment.
08 One of her earliest and most enduring roles.
09 A gentle, sincere counterweight to Johnny Depp's title role.
10 Dark, dry teen satire that made her an icon almost overnight.
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