Explore 35 stunning photos of Winona Ryder's '90s and early 2000s style, from goth glam to red-carpet icon, and see why her fashion still inspires today.
- October 30, 2026
AceShowbiz - Winona Ryder has long been celebrated not only for her compelling performances but also for her unmistakable fashion identity that defined a generation. A new collection of 35 stunning photographs revisits the first two decades of her career, capturing the essence of her ’90s and early 2000s style that still resonates today.
Winona Ryder emerged as a defining figure of ’90s goth and alternative fashion, a look perfectly aligned with the offbeat roles she portrayed on screen. From the dark, enigmatic Lydia Deetz in Beetlejuice to the intense characters in Heathers and Bram Stoker’s Dracula, her aesthetic blended black slip dresses, delicate white lace, and striking red lips—a style that became synonymous with her name. These photographs trace her journey from a young actress experimenting with fashion to a polished icon whose style choices continue to influence trends.
The gallery showcases Winona Ryder at pivotal moments, such as her early days at award shows and premieres when she was still a teenager.
As her career evolved, so did Winona Ryder’s fashion, yet she remained loyal to her signature gothic undertones. Whether attending the premiere of Michael Keaton’s Batman in a rumpled bob and all-black ensemble or appearing at benefits and exhibitions in leather jackets and minimalist dresses, her style maintained a subtle edge. These images not only document her wardrobe but also reflect the cultural shifts of the ’90s and early 2000s, with Ryder as a central figure in that narrative.
The retrospective also links her past to her more recent resurgence in popular culture, marked by her role in the hit series Stranger Things. Now in her mid-50s, Winona Ryder revisits her iconic goth girl persona with a modern twist, signaling a full-circle moment in her fashion journey.
This curated collection serves as a vivid reminder of how Winona Ryder shaped the landscape of Hollywood style while carving out a unique personal brand that transcends decades. Her fearless approach to fashion and acting alike continues to inspire both fans and fellow artists, proving that true icons never fade—they only evolve.
This article is based on reporting originally published by Vogue.
