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Some examples of the days that Half-masting occured on are: Vimy Ridge Day- it is the National Day of Rememberance of the Battle of Vimy Ridge, when Pope John Paul II died, on 9/11, and the more recent one, death of Prince Rainier III of Monaco.
The flag at the Peace Tower, part of the Parliament Buildings, in Ottawa is also half-masted when there's a death of the Lieutenant Governer, a Canadian Privy Councilor, a Senator, a Member of the House of Commons, or the death of a person who is nationally deemed to deserve this honour.
Here's a picture of Pope John Paul II with the National Canadian Flag during the papal visit to Canada:

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