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 Guide to the Best September Events in Toronto and the GTA…
Toronto International Buskerfest (Ending September 1)
The Toronto International BuskerFest for Epilepsy is back this Labour Day Weekend at Woodbine Beach Park, marking the end of summer in Toronto with a festival that’s spontaneous, outrageous, fun, funny, and fabulous!
Toronto International Film Festival (TIFF) (September 4-14)
The famous Toronto International Film Festival returns to public screenings, hosting a free street festival and events for the biggest names in film.
Cabbagetown Festival (September 6-7)
The 46th Annual Cabbagetown Festival is returning to the streets of one of Toronto’s most family-friendly neighbourhoods! As the longest-running FREE street festival in the city, this event always brings the community together, and there’s even more food, music, shops and performers to enjoy this year.
Markham-Milliken Children’s Festival (September 6)
The free Markham-Milliken Children’s Festival returns with educational activities for kids, including rides, arts & crafts, games and live entertainment.
Toronto Ukrainian Festival & Roncesvalles Polish Festival (September 12-14)
Head to Toronto’s west end to celebrate Eastern European cultures, including delicious from local eateries, performances by talented local artists and musicians, and family activities.
Ontario Culture Days (Starting September 19)
Celebrate the diversity and arts of our great province with Ontario Culture Days! There are events for all ages across the GTA and beyond.
Village at Black Creek: Fall Festival (September 20-21)
With the air crisp and full of earthy goodness, revel in autumnal adventures at the Village at Black Creek as they celebrate the harvest season with their Fall Festival.
The Word On The Street Festival (September 27-28)
The Word On The Street Festival is back, now at David Pecaut Square, showcasing a wide range of Canadian books, magazines and comics for readers of all ages.
Fall Baby Show Toronto (September 27-28)
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.
Dupont by the Castle BIA: Toronto Garlic Festival (September 28)
With support from Dupont by the Castle BIA, the Toronto Garlic Festival returns as a free full-day celebration honouring this fabulously fragrant member of the onion family!
School Board Calendars in Toronto and the GTA
Prepare for the upcoming 2025/26 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.