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The Sarnia Imperials won their second Grey Cup in 1936, defeating Ottawa.

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Ottawa Rough Riders.

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Q: Who did Saskatchewan Roughriders play in the 1966 grey cup?
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Who did Saskatchewan Roughriders play in 1989 grey cup?

Saskatchewan's opponents in 1989 were the Hamilton Tiger-Cats.

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The Saskatchewan Roughriders play in the Mosaic Stadium at Taylor Field.

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Did the CFL ever have 2 teams with the SAME nickname play in the same year?

Yes, up until 1996 the league had both the Ottawa Rough Riders and the Saskatchewan Roughriders participate. Ottawa folded in after that season but prior to that the two teams played against each other almost twice a year for decades meeting in the Grey Cup championship at least twice. Notice the slight difference in the way the nicknames are spelled.

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