September starts out like summer and rolls into October requiring sweaters, darn winter coming. Take in some iconic Toronto events and enjoy patios in the fall.
Toronto Dragon Festival Fri to Sun, Sep 4-6 in Nathan Phillips Square. 2026
Buskerfest at the Beaches in Woodbine Park. Fri to Mon, Sept 4-7.at Woodbine Park in the Beaches.
Canadian International Air Show (CIAS) Sat to Mon, Sept 5-7.
And the world famous Toronto International Film Festival or tiff Sept 10-20. TIFF Street Festival Sept TBD.
Taste of Kingsway Fri to Sun, Sept 11-13.
Asianlicious Carnival Fri to Sun, Sept 11-13.
Vegandale Sat, Sept TBD.
Cabbagetown Festival Sat to Sun, Sept 12-13.
Windfest Sat, Sept TBD.
Celebrate Mexican Independence Day at Nathan Phillips Square Sat to Sun, Sept 12-13.
Roncesvalles Polish Festival Sat to Sun, Sept 19-20.
Redpath Waterfront Festival Sat to Sun, Sept TBD. Moved to June in 2025. No Tall Ships until 2028.
Just for Laughs Festival Toronto Sept TBD. Moved to June 2026.
Asianlicious Carnival Fri to Sun, Sept 11-13.
Vegandale Sat, Sept TBD.
Cabbagetown Festival Sat to Sun, Sept 12-13.
Windfest Sat, Sept TBD.
Celebrate Mexican Independence Day at Nathan Phillips Square Sat to Sun, Sept 12-13.
Roncesvalles Polish Festival Sat to Sun, Sept 19-20.
Redpath Waterfront Festival Sat to Sun, Sept TBD. Moved to June in 2025. No Tall Ships until 2028.
Just for Laughs Festival Toronto Sept TBD. Moved to June 2026.
Toronto Ukrainian Festival Fri to Sun, Sept 18-20.
Anatolia Turkish Festival Sat, Sept 19 at City Hall.
I Love Culture Fri to Sun, Sept to Oct TBD.
VegTO Fest Sat to Sun, Sept TBD. Taking a break in 2026.
Pape Village Block Party Sat to Sun, Sept TBD.I Love Culture Fri to Sun, Sept to Oct TBD.
Toronto Oktoberfest Fri to Sat, Sept 25-26 in the Downsview Airport Lands. Another event cancelled for 2025 but returns in 2026!
Queen West Art Crawl Festival Trinity Bellwoods Park Sat to Sun, September 19-20.
Bloorcourt Village End of Summer Block Party Sunday, Sept TBD.
Water/Fall Festival at Harbourfront Sat, Sept to Sun, Oct TBD.
Toronto Biennial of Art 2026 September 26 - December 20.
Indigenous Legacy Gathering Mon to Wed, Sept 28-30 at City Hall.
Don't forget to check out nature for the beauty of fall colours and in October look in the creeks for Salmon spawning.
Nuit Blanche Sat, Oct 3 (7 pm to sunrise). The all night art thing with plenty of videos and light shows as well as Les Rues Des Refuses (hopefully).
Don't forget to check out nature for the beauty of fall colours and in October look in the creeks for Salmon spawning.
Toronto Waterfront Marathon Sat to Sun, Oct 17-18.
Diwali – The Festival of Lights Sat to Sun, Oct 24-25 at Toronto City Hall.
Toronto Everything to do with Sex Show Fri to Sun, Oct 16-18.
Toronto Everything to do with Sex Show Fri to Sun, Oct 16-18.
Art Toronto Thurs to Sun, Oct 29 to Nov 1.
MONSTER MASH Fri, Oct TBD (4 - 8PM) in Sankofa Square.
Toronto International Snowmobile, ATV and Powersports Show Fri to Sun, Oct 23-25.
Toronto International Snowmobile, ATV and Powersports Show Fri to Sun, Oct 23-25.
Toronto Ski and Snowboard Show Fri to Sun, Oct 23-25.
Night of Dread The Big Final Festival Night in Dufferin Grove Park Sat, Oct TBD starting at 6pm. Month long festival from October TBD.
Halloween on Church Sat, Oct 31.
And just around the corner is opening night of The Royal Horse Show and the Royal Agricultural Winter Fair on Fri to Sun, Nov 6-15.
Halloween on Church Sat, Oct 31.
And just around the corner is opening night of The Royal Horse Show and the Royal Agricultural Winter Fair on Fri to Sun, Nov 6-15.
See all the events, festivals and special occasions happening in Toronto in 2026 in the following posts.
And keep an eye out for next year's Fun things to do in Toronto in 2027.
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