List of winners
| 2008 | Catharine Anne Wilson, Tenants in Time: Family Strategies, Land, and Liberalism in Upper Canada, 1799-1871, McGill-Queen's University Press. |
| 2007 | Richard J. Gwyn, John A.: The Man Who Made Us, Random House Canada. |
| 2006 | Dr. Kerry Abel, Changing Places: History, Community, and Identity in Northeastern Ontario, McGill-Queen's University Press. |
| 2005 | Philip Girard, Bora Laskin: Bringing Law to Life. Osgoode Society for Canadian Legal History, University of Toronto Press. |
| 2004 | Peter L. Storck, Journey to the Ice Age: Discovering An Ancient World. University of British Columbia Press. |
| 2003 | Terry Crowley, Marriage of Minds: Isabel and Oscar Skelton Reinventing Canada. University of Toronto Press. |
| 2002 | Martin Friedland, The University of Toronto: A History. University of Toronto Press. |
| 2001 | Laurel Sefton MacDowell, Renegade Lawyer: The Life of J.L. Cohen. University of Toronto Press. |
| 2000 | James T.H. Connor, Doing Good: The Life of Toronto’s General Hospital. University of Toronto Press. |
| 1999 | Charlotte Gray, Sisters in the Wilderness. Penguin Books Canada Limited. |
| 1998 | Margaret June Hillyard Little, ‘No Car, No Radio, No Liquor Permit’ – The Moral Regulation of Single Mothers in Ontario. Oxford University Press. |
| 1997 | Keith Walden, Becoming Modern in Toronto: The Industrial Exhibition and the Shaping of Late Victorian Culture. University of Toronto Press. |
| 1996 | Lynne Marks, Revivals and Roller Rinks: Religion, Leisure and Identity in Late Nineteenth-Century Small-Town Ontario. University of Toronto Press. |
| 1995 | Patricia Jason, Wild Things: Nature, Culture and Tourism in Ontario 1790-1914. University of Toronto Press. |
| 1994 | R.D. Gidney and W.P.J. Millar, Professional Gentlemen: The Professions in Nineteenth Century Ontario. University of Toronto Press. |
| 1993 | Douglas McCalla, Planting the Province: The Economic History of Upper Canada 1784-1870. University of Toronto Press. |
| 1992 | Franca Iacovetta, Such Hardworking People: Italian Immigrants in Postwar Toronto. McGill-Queen’s University Press. |
| 1991 | Co-winners: Marianne McLean, The People of Glengarry: Highlanders in Transition 1745-1820. McGill-Queen’s University Press; and John T. Saywell, Just Call Me Mitch. The Life of Mitchell F. Hepburn. University of Toronto Press. |
| 1990 | R.D. Gidney and W.P.J. Millar, Inventing Secondary Education: The Rise of the High School in Nineteenth Century Ontario. McGill-Queen’s University Press. |
| 1989 | Philip Marchand, Marshall McLuhan: The Medium and the Messenger. Random House of Canada Limited. |
| 1988 | Bruce Elliot, Irish Immigrants in the Canadas: A New Approach. McGill-Queen's University Press. |
| 1987 | Ian Radforth, Bushworkers and Bosses: Logging in Northern Ontario 1900-1980. University of Toronto Press. |
| 1986 | Charles M. Johnston, E.C. Drury: Agrarian Idealist. University of Toronto Press. |
| 1985 | Kenneth J. Rae, The Prosperous Years: The Economic History of Ontario 1939-1975. University of Toronto Press. |
| 1984 | Donald H. Akenson, The Irish in Ontario. McGill-Queen’s University Press. |
| 1983 | Gerald Killan, David Boyle: From Artisan to Archeologist. University of Toronto Press. |
