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YSK: The city of Toronto keeps an up to date calendar of events and festivals

https://www.toronto.ca/explore-enjoy/festivals-events/festivals-events-calendar/

All submitted events must meet provincial and municipal requirements, legislation and restrictions on gatherings. Submit an Event

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Ooof, there's just too many items on that calendar to make sense of though. Anybody have tips on how to navigate this resource?

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You can filter by weekend or day, only free events, and hide long running events. There's a still a lot of information, but it's manageable.