Just because September marks the start of back-to-school season doesn’t mean the fun is over — far from it. In Toronto, September is one of the most vibrant months of the year, packed with festivals that celebrate the city’s multicultural roots. Whether you’re visiting the city or just exploring your own backyard, there’s something unforgettable happening every single weekend.

Major Events You Won’t Want to Miss

Toronto International Film Festival (TIFF)

The crown jewel of Toronto’s September calendar, TIFF is one of the most prestigious film festivals in the world. Expect red carpets, celebrity sightings, world premieres, and a global celebration of storytelling through film.

📍 Various venues across downtown Toronto
📅 September 4–14, 2025
⏰ Various Times
💸 Tickets vary (some free outdoor screenings available)

Taste of The Kingsway

Kick off the month with food, music, and family fun at this beloved Etobicoke street festival. With everything from midway rides to live music and delicious bites, it’s a great way to soak up the last days of summer in a community setting.

📍 Bloor Street West (Montgomery Rd to Prince Edward Dr)
📅 September 5–7, 2025
⏰ Sept 5th – 6:00 pm – 10:00 pm
⏰ Sept 6th & 7th – 11:00am – 10:00pm
💸 Free admission

Cabbagetown Festival

This neighbourhood gem is all about community vibes, family-friendly fun, and celebrating local culture. Expect artisan vendors, live entertainment, great food, and historical walking tours through one of Toronto’s most charming and historic districts.

📍 Cabbagetown, Toronto (Parliament & Carlton St)
📅 September 6–7, 2025
⏰ 11:00 AM – 8:00 PM
💸 Free admission

Toronto Ukrainian Festival

Dive into Ukrainian culture with North America’s largest Ukrainian street festival. folk dancing to music, crafts, and community pride, this event is a vibrant celebration of heritage and resilience.

📍 Bloor West Village, Toronto
📅 September 12–14, 2025
⏰ Various Times
💸 Free admission

Roncesvalles Polish Festival

Toronto’s Roncesvalles Avenue turns into a cultural hotspot during this joyful festival. With pierogis, polka dancing, family activities, and performances, this celebration of Polish culture is as rich in flavour as it is in fun.

📍 Roncesvalles Ave, Toronto
📅 September 13–14, 2025
⏰ Sept 13, 2025 – 11am to 11pm
⏰ Sept 14, 2025 – 11am to 7pm
💸 Free admission

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Quick Tips for Visitors

TTC Day Pass: Grab one for $13.50 for unlimited daily rides on streetcars, subways, and buses.

Check Official Websites: For the most accurate schedules, programming details, and ticketing info, visit the official websites for each event.

Pack for the Weather: September in Toronto is often pleasant, but the fall can bring rain, so consider packing an umbrella. 

Booking Ahead: Book your tickets, hotels, and experiences in advance, especially for big events,

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September in Toronto is anything but sleepy! Whether you’re hunting for your next film obsession at TIFF, indulging in a pierogi at the Polish Festival, or simply strolling through the vibrant streets of Cabbagetown, you’ll find Toronto at its most dynamic and welcoming. So grab your calendar — and maybe a fork — and get ready to dive into what Toronto has to offer.