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The Winterset Award is a Canadian literary award, presented annually by the Newfoundland and Labrador Arts Council to a work judged to be the best book, regardless of genre, published by a writer from Newfoundland and Labrador.
- 2000 - Michael Winter, This All Happened
- 2001 - Michael Crummey, The River Thieves
- 2002 - Joan Clark, The Word for Home
- 2003 - Robert Mellin, Tilting
- 2004 - Edward Riche, The Nine Planets
- 2005 - Joan Clark, An Audience of Chairs
- 2006 - Kenneth J. Harvey, Inside
- 2007 - Kathleen Winter, boYs
- 2008 - Randall Maggs, Night Work: The Sawchuk Poems
- 2009 - Jessica Grant, Come, Thou Tortoise
- 2010 - Russell Wangersky, The Glass Harmonica
- 2011 - Don McKay, The Shell of the Tortoise
- 2012 - Andy Jones, Jack & Mary in the Land of Thieves
- 2013 - Paul Bowdring, The Strangers' Gallery
- 2014 - Megan Gail Coles, Eating Habits Of The Cronically Lonesome
- 2015 - Sara Tilley, Duke
- 2016 - Paul Rowe, The Last Half of the Year
- 2017 - Joel Thomas Hynes, We'll All Be Burnt in Our Beds Some Night
- "Winter set for N.L.'s top literary prize". cbc.ca, March 27, 2008.
- "Winter set for N.L.'s top literary prize". CBC News Newfoundland and Labrador, March 7, 2008.
- "Grant named Winterset Award winner". CBC News Newfoundland and Labrador, March 26, 2010.
- "Comedian Andy Jones wins $10K Winterset Award". CBC News Newfoundland and Labrador, March 30, 2013.
- "Megan Gail Coles winner of 2014 BMO Winterset Award". CBC News Newfoundland and Labrador, March 7, 2015.
- "Sara Tilley wins BMO Winterset Award". Quill & Quire, March 28, 2016.
- "Paul Rowe wins 2016 Winterset book prize". CBC News Newfoundland and Labrador, March 17, 2017.
- "Joel Thomas Hynes Wins BMO Winterset Award". VOCM, March 22, 2018.
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