Mayor Michael Fougere and Hamilton Mayor Bob Bratina have chosen the traditional jersey bet, which will see the mayor of the losing team wear the football jersey of the Grey Cup champions at the next city council meeting.
The losing city will also fly the winner's flag outside its city hall.
Fougere and Bratina have also agreed that the losing mayor will donate food, totalling the combined weight of both mayors, to the food bank of the winning city.
"We had a nice chat on the phone yesterday and I told Mayor Bratina that I look forward to the Tiger-Cats coming to our city this week,” said Fougere.
“I also asked him for his shirt size because the Riders are going to win the Grey Cup in front of the Rider Nation.”
Hamilton's mayor will be welcomed by Fougere when he lands at Regina's airport on Friday night.