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The Hollywood Supporting Actress Award is a category of the Hollywood Film Festival held annually, with the exception of 2004, since 2003.
| Year | Winner | Film(s) | Role |
|---|---|---|---|
| 2003 | Alison Lohman | Big Fish / Matchstick Men | Sandra Templeton / Angela |
| 2005 | Susan Sarandon | Elizabethtown | Hollie Baylor |
| 2006 | Sandra Bullock | Infamous / The Lake House | Harper Lee / Kate Forster |
| 2007 | Jennifer Connelly | Reservation Road | Grace Learner |
| 2008 | Marisa Tomei | The Wrestler | Pam / Cassidy |
| 2009 | Julianne Moore | A Single Man | Charlotte (Charley) |
| 2010 | Helena Bonham Carter | Alice in Wonderland / The King's Speech | Red Queen / Queen Elizabeth |
| 2011 | Carey Mulligan | Drive / Shame | Irene / Sissy Sullivan |
| 2012 | Amy Adams | The Master / On the Road / Trouble with the Curve | Peggy Dodd / Jane / Mickey Lobel |
| 2013 | Julia Roberts | August: Osage County | Barbara Weston-Fordham |
| 2014 | Keira Knightley | The Imitation Game | Joan Clarke |
| 2015 | Jane Fonda | Youth | Brenda Morel |
| 2016 | Nicole Kidman | Lion | Sue Brierley |
| 2017 | Allison Janney | I, Tonya | LaVona Golden |
| 2018 | Rachel Weisz | The Favourite | Sarah Churchill |
| 2019 | Laura Dern | Marriage Story | Nora Fanshaw |
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