September always brings good vibes, with a sense of optimism and new beginnings. It’s also one of the best weather months in Toronto: the humidity tapers off and the evenings get that nice crisp feel. Are the kids ready to go back to school this month? If not, there’s still lots of events happening to help to ease their way back into the groove. So, enjoy the fresh air with our September Event Guide for Family-Friendly Events in Toronto and the GTA.

(Click on each title for more information)

September Event Guide — Starting This Month

Toronto International Film Festival (TIFF) (September 5-15)
The famous Toronto International Film Festival returns to public screenings, hosting a free street festival and events for the biggest names in film.

Featured Post: Cabbagetown Festival (September 6-8)
Bring your family and celebrate in the streets of one of Toronto’s family-friendly neighbourhoods at the 45th Annual Cabbagetown Festival! One of the city’s longest-running and most beloved free festivals, it features over 250 local vendors, live music performances, street performers, delicious food trucks and more.

Drive Festival (September 6-8)
A racing festival at the Canadian Tire Motorsport Park, this is sure to get your little Lightning McQueen wannabes pumped up over fast cars.

Taste of the Kingsway (September 6-8)
The Taste of the Kingsway closes down a stretch of Bloor West with three days of entertainment, international cuisine and activities for the whole family to enjoy.

Markham-Milliken Children’s Festival (September 7)
The free Markham-Milliken Children’s Festival returns with educational activities for kids, including arts & crafts, games and entertainment.

The Junction Business Improvement Area (BIA): Taste of the Junction (September 7)
The Taste of the Junction is an extraordinary food event that unites 21 exceptional local businesses in the vibrant neighbourhood of the Junction in Toronto’s west end, along with the official launch of The AR Laneway Project.

Toronto Waterfront Festival (September 14-15)
Celebrate the last weekend of summer with interactive on-land and on-water entertainment on Sugar Beach at the Toronto Waterfront Festival.

Ontario Culture Days (Starting September 20)
Celebrate the diversity and arts of our great province with Ontario Culture Days! There are events for all ages across the GTA and beyond.

Wychwood Theatre: “Curious George and the Golden Meatball” (Starting September 20)
Join Curious George at The Wychwood Theatre in “Curious George and the Golden Meatball” as he sings and dances in an adventure-filled musical!

Featured Post: Encounter Real Korea (September 21-22)
Celebrate the best of sustainable Korean food, culture and tourism at Encounter Real Korea! This year, the Korea Tourism Organization (KTO) proudly partners the 39th VegTO Fest to bring a thrilling Korean experience right to the heart of downtown Toronto at Nathan Phillips Square.

Fall for Dance North Festival (Starting September 26)
Toronto’s premier international dance festival, Fall For Dance North Festival, includes performances in a diverse range of choreographic voices and genres in venues across the city.

Treat Accessibly Halloween Villages (September 28)
Have a safe and fun Halloween this year at Treat Accessibly Halloween Villages — best of all, it’s FREE! All kids and parents, with and without disabilities, can enjoy an accessible and inclusive trick-or-treating experience that makes inclusion the sweetest part.

Fall Baby Show Toronto (September 28-29)
This one-stop destination for all things baby-related *delivers* Ontarians the resources and tools they need to feel confident on their journey into parenthood.

September Event Guide — Ending This Month

Toronto Dragon Festival (Ends September 1)
This free and family-friendly festival dances into Nathan Phillips Square with dragons, food, arts and a dazzling water show.

Toronto International BuskerFest (Ends September 2)
The Toronto International BuskerFest for Epilepsy entertains crowds with captivating curiosities hiding around every corner.

TYT Theatre: “Junie B. Jones the Musical” (Ends September 8)
Wowee wow wow! TYT Theatre presents the stage production of “Junie B. Jones the Musical”, based on the popular book series.

Family Fun Toronto Guides

Guide to the Best Apple Picking Farms in Southern Ontario
Earn your apple pie while also having a fun outdoorsy day out by picking your own fruit with our Guide to the Best Apple Picking Farms in Southern Ontario.

School Board Calendars in Toronto and the GTA
Prepare for the upcoming 2023/24 scholastic year with these school board calendars in Toronto, the GTA and Southern Ontario. Happy studying!

Guide to the Best Sunflower Farms in Southern Ontario
Wander through sunflower fields to feel at one with nature and take plenty of selfies with our Guide to the Best Sunflower Farms in Southern Ontario.

Guide to the Best Parks & Playgrounds in Toronto
There are parks perfect for a family outing strewn all around town, so hang out with our Guide to the Best Family Parks and Playgrounds in Toronto.

Guide to the Best Family-Friendly Patios in Toronto
Even with hungry little ones in tow, you can still enjoy dining out. Cheers to our Guide to the Best Family-Friendly Patios in Toronto!

Guide to the Best Family-Friendly Breweries in Toronto
Yes it’s true, parents can still enjoy some delicious craft beer without needing a babysitter. Cheers to our Guide to the Best Family-Friendly Breweries in Toronto!

Guide to Camping in and around the Greater Toronto Area
There’s still plenty of time to go camping before it turns too chilly. So feel like you’re away from it all, but still within a two-hour drive of downtown!

But Wait… There’s More!

Want even more ideas for Family-Friendly Events in Toronto This Weekend? For a complete listing of all the best events around Toronto, click on our Calendar and stay tuned to all the best local family events through both our Facebook and Instagram pages. Plus, we’re now on TikTok and Threads!

If you are looking for tips on how to keep your kids occupied without attending in-person events, you can find our best ideas, activities and inspiration here!

Did you know you can submit your family-friendly event to us? Fill out the form with your event details, as well as a photo, and we’ll do our best to get your event added to our events calendar.