1st runner-up: The Candy Apple, 1726 Grafton Street, 425-0500
2nd runner-up: Economy Shoe Shop, 1663 Argyle Street, 423-7463, economyshoeshop.ca
| Nov 7, 2019
| Nov 1, 2018
| Nov 2, 2017
| Nov 3, 2016
| Nov 5, 2015
| May 22, 2014
| May 23, 2013
| May 17, 2012
Freeman's Little New York
by Andrew Kress | May 19, 2011
Freeman's Little New York
by Carsten Knox | May 13, 2010
Freeman's Little New York
by Carsten Knox | May 21, 2009
Freeman’s Little New York
| Jul 3, 2008
| Jul 27, 2006
| Apr 28, 2005
| May 6, 2004
| May 1, 2003
| May 2, 2002
Winner: The Apple Barrel 24-Hour Restaurant
| Nov 4, 1999
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