Festivals in Toronto

Everything on the calendar filed under festivals. 7 listings, soonest first.

Cabbagetown Festival

Festivals
When
Saturday, September 12, 2026 – Sunday, September 13, 2026
Where
Parliament Street, Parliament St & Carlton St, Toronto, ON M5A 2Z1
Price
Free

Toronto’s longest-running street festival, through the Victorian half of the east end. Saturday 11am–8pm, Sunday 11am–7pm.

TIFF Festival Street

Festivals
When
Thursday, September 10, 2026 – Sunday, September 13, 2026
Where
King Street West, King St W between Peter St & University Ave, Toronto, ON
Price
Free

King Street closes between Peter and University for four days of the film festival — art installations, live music, food trucks and an art market, with no ticket needed for any of it. The eleventh year, and about half a million people pass through.

Toronto Ukrainian Festival

Festivals
When
Friday, September 18, 2026 – Sunday, September 20, 2026
Where
Bloor West Village, Bloor St W & Jane St, Toronto, ON M6S 1M9
Price
Free

The largest Ukrainian street festival in North America, along Bloor West. Go for the varenyky, stay for the dancing.

Roncesvalles Polish Festival

Festivals
When
Saturday, September 19, 2026 – Sunday, September 20, 2026, 11am–11pm, Sunday to 7pm
Where
Roncesvalles Avenue, Roncesvalles Ave & Wright Ave, Toronto, ON
Price
Free

Toronto’s Polish street festival closes Roncesvalles Avenue for its twentieth year, with food, music and the main stage up near Wright Avenue. It runs late on the Saturday and winds up early Sunday evening.

Distillery Winter Village

Festivals
When
Thursday, November 12, 2026 – Sunday, January 3, 2027
Where
Distillery Historic District, 55 Mill St, Toronto, ON M5A 3C4
Price
Free on weekdays, ticketed at weekends

Cobblestones, a very large tree lit on opening night at 6pm, and mulled wine at a markup. Runs to January 3 — go on a weekday.

The Original Santa Claus Parade

Festivals
When
Sunday, November 22, 2026
Where
Bloor Street to St. Lawrence Market, Bloor St W & Christie St, Toronto, ON M6G 1M1
Price
Free

Running since 1905 and free from any curb on the route. Stand north of Bloor if you want to see anything.

Cavalcade of Lights opening night

Festivals
When
Sunday, November 29, 2026, from 6pm
Where
Nathan Phillips Square, 100 Queen St W, Toronto, ON M5H 2N2
Price
Free

Live music from 6pm, the official tree lit at 6:30, and the rink opens. Free. The lights stay on nightly until 11pm through to January 7.

Elsewhere on Explora