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 are still lots of events happening to help ease them 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 | September 4-7

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 10-20

The famous Toronto International Film Festival returns to public screenings, hosting a free street festival and events for the biggest names in film.


The Kingsway BIA: Taste of the Kingsway | September 12-13

The Kingsway BIA celebrates another edition of The Taste of the Kingsway, South Etobicoke’s largest street festival filled with delicious eats, entertainment, shopping, and activities for all ages.


⭐️ Cabbagetown Festival | September 12-13

The 47th Annual Cabbagetown Festival is returning to the streets of one of Toronto’s most family-friendly neighbourhoods! This event always brings the community together, and there’s even more food, music, shops and performers to enjoy this year.


⭐️ The Bowl at Sobeys Stadium: Disney’s “The Lion King” and Disney Pixar’s “UP” In Concert (September 13 & 27)

Experience the first outdoor symphonic concerts at The Bowl at Sobeys Stadium with Disney’s The Lion King and Disney Pixar’s UP In Concert! This month, you can see two cinematic symphony performances in a relaxing open-air environment.


Toronto Ukrainian Festival & Roncesvalles Polish Festival | September 18-20

Head to Toronto’s west end to celebrate Eastern European cultures, including delicious food from local eateries, performances by talented local artists and musicians, and family activities.


Ontario Culture Days | Starting September 18

Celebrate the diversity and arts of our great province with Ontario Culture Days! Find events for all ages across Toronto, the GTA and beyond.


Village at Black Creek: Fall Festival | September 19-20

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 26-27

The Word On The Street Festival is back at David Pecaut Square, showcasing a wide range of Canadian books, magazines and comics for readers of all ages.


Dupont by the Castle BIA: Toronto Garlic Festival | September 27

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!


Fall Festivals SquareGuide to Fall Festivals in Toronto and the GTA

Find neighbourhood fairs, craft markets, and festivals celebrating food, culture, nature and much more in our Guide to the Best Fall Festivals in Toronto and the GTA.


Toronto School year calendars Square

School Board Calendars in Toronto and the GTA

Prepare for the upcoming 2026/27 scholastic year with these school board calendars in Toronto, the GTA and Southern Ontario. Happy studying!


Toronto Apple Picking farms SquareGuide to the Best Apple Picking Farms in Southern Ontario

A great way to do some delicious autumn baking is to pick your own apples! Apple-picking season runs from late August to late October in Ontario, available at PYO farms across Southern Ontario.


Toronto Dog Friendly 1080x1080 (1)Guide to Dog-Friendly Events and Activities in Toronto and the GTA

Toronto families and their furry friends can find a mutt-itude of ways to have fun together, and we’ve got plenty of treats to get your fur babies’ tails wagging!


Toronto Sunflower IG (1)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.


Parks Playgrounds IGGuide 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.


Toronto Restaurant Patios IG (1)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!


Toronto Family Breweries IG

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!


GTA Camping

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, you can feel like you are away from it all, but still within a two-hour drive of downtown!


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But Wait… There’s More!

Love seeing the Family Fun Events in Toronto in September, but want MORE? Keep tabs on everything happening in #YYZ with our calendar, and stay tuned to all the best local family events through our Facebook, Instagram and TikTok!

Did you know you can submit your family-friendly event to us? Fill out the form with your event details, and we’ll do our best to add it to our busy events calendar.

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