WIN STEWART AWARD
The Win Stewart Award was established in 1979 in memory of Win Stewart who was the indefatigable Secretary of W.L.T. for 1947 to 1958 then President of the group from 1958 to 1960.
The Award originally took the form of a scholarship to Williamstown Little Theatre Youth Theatre but, since the demise of the Youth Theatre in 1981, the award has been given to the person who, in the opinion of the adjudicators, has given the Best Performance in a Supporting Role.
| Year | Recipient | Role | Production |
| 1979 | Russell Collier | ||
| 1980 | Jacqui Tamlyn | ||
| 1982 | Jim Ewing | The Earl of Kent | King Lear |
| 1983 | Judi Clark | May Beckett | Celebration |
| 1984 | Sarah Ryan | Julia Colvin | Jam Tomorrow |
| 1985 | Derek Richards | Rev. Arthur Humphrey | See How They Run |
| 1986 | Norah Toohey | The Lion Aunt | Stevie |
| 1987 | Barbara Hughes | Rosalia | Filumena |
| 1988 | Anna Pianezze | Christine | In Duty Bound |
| 1988 | Barbara Hughes | Various Roles | On the Wallaby |
| 1989 | Cae Rees | Julie Jackson | Pack of Lies |
| 1990 | Mary Little | Miss Gluck | A Lovely Sunday for Creve Coeur |
| 1991 | Bryan Thomas | The Family | Amongst Barbarians |
| 1991 | Kate Llewelyn | The Family | Amongst Barbarians |
| 1991 | Katie Wright | The Family | Amongst Barbarians |
| 1992 | Mary Little | Mrs. Malaprop | The Rivals |
| 1993 | Ellis Ebell | Crestwell | Relative Values |
| 1994 | Mary Little | Baby | On Top of the World |
| 1995 | Lena Fiszman | Cherry | Cosi |
| 1996 | Bryan Thomas | Brian | Brilliant Lies |
| 1997 | Judi Clark | Lady Manley-Prowe | Something’s Afoot |
| 1998 | Oleh Kowalyk | Mervyn Kant | The Sisters Rosensweig |
| 1999 | Ray Hare | Dr. Yahuda | Hysteria |
| 2000 | Narelle Gillie | Beatrice | The Venetian Twins |
| 2000 | Shannon Woollard | Florindo | The Venetian Twins |
| 2001 | Brian Christopher | Arthur Kilty | Chilling and Killing My Annabel Lee |
| 2002 | Judy Johnson | E.M.Ashford | W;t |
| 2003 | Fiona Hanrahan | Rita La Porta | Lucky Stiff |
| 2003 | Dean Rogers | Ensemble | Lucky Stiff |
| 2004 | Paul Farrell | Jack Jerome | Brighton Beach Memoirs |
| 2004 | Beth Klein | Sybil Burlington | Daisy Pulls It Off |
| 2005 | Peter Prenga | Ash | Dealer's Choice |
| 2006 | Janine Evans | Helga Gerhardt | 'Allo 'Allo |
| 2007 | Tim Constantine | Lord Alfred Douglas |
Gross Indecency |
| 2007 | Brian Christopher | Marquis of Queensberry | Gross Indecency |