- Wilma Lummiss from Port Sydney, Ontario on 2020 print “Christmas in the Cove” by Kelly McEntegrat-Sheppard
- Craig Hall from Gander, NL is the winner of the 2019 print “Homecoming” by Lloyd Pretty
- Brenda Pippy from Gander, NL is the winner of the 2018 print “Reflection of the Season” by Kelly McEntegart-Sheppard.
- Mary Shanahan from Cambridge, Ontario is the winner of the 2017 print “Midnight Service” by Lloyd Pretty.
- Janice Maria Hall from Edmonton, Alberta is the winner of the 2016 print “Heading Home” by Troy Birmingham
- Phoebe Warren from Glenwood, NL is the winner of the 2015 print “The Turkey Raffle” by Norman Bursey
- Dianne Hearn from Corner Brook, NL is the winner for the 2014 print “Getting Ready” by Reilly Fitzgerald
- Phyllis Strong from Clarenville, NL is the winner of the 2013 print “Guiding Lights” by Lloyd Pretty
- Sandra Francis from Lower Truro, Nova Scotia is the winner of the 2012 print “Christmas Skates” by Kelly McEntegart-Sheppard
- Marlene Vatcher from Burgeo, NL is the winner of the 2011 print “Outport Caroling” by Odel Archibald
- Jim Reeves from New Glasgow, Nova Scotia is the winner of the 2010 print “Making Memories” by Dale Ryan
- Rodney Fowler from Scarborough, Ontario – 2009 Winner of “Daddy’s Little Star” by Mary Dunphy
- Marilyn Mackness from Peterborough, Ontario – 2008 Winner of “Can You See Him?” by Larry Mahoney.
- Joyce Poole from Port Union, NL – 2007 Winner of “Christmas Visitors” by Ed Roche
- Michelle Mazalin from Sydney, Nova Scotia – 2006 Winner of “That One” by Troy Birmingham.
- Crystal Heffernon from Witless Bay, NL – 2005 Winner of “Outport Christmas” by Dave hoddinott
- Gladys Stacey from Marystown, NL – 2004 Winner of “Christmas Past with the Newfoundland Pony” by Edwin Snook
- Ruby Mills from Paradise NL – 2003 Winner of “Kitchen Party” by Kelly McEntegart
- Val Royle from St. John’s, NL – 2002 Winner of “In Nan’s Kitchen” by Kathy Sweetapple
- Melba Pike from Eastport, NL – 2001 Winner of “Saltwater Santa” by Dawn Baker
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