Every winter, eight kilometers of the Rideau Canal in Ottawa, Ontario, Canada are cleared and it is billed as the world's largest skating rink but some winters in Holland, if it gets cold enough to freeze, they have an ice skating race over about 124 miles of canals and waterways so I'm not sure which would technically qualify as the longest. If you wanted to skate the entire Rideau Canal system, it might be that long but I'm not sure if you could do it without having to climb over some locks.
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It is in Winnipeg, Manitoba, Canada on the Red and Assiniboin River. In 2008 it was confirmed by Guinness World Records as the globe's longest outdoor skating rink at 8.5 km.
The longest outdoor skating rink is the Rideau Canal in Ottawa, Ontario, Canada.