This is about to be a busy week in Toronto, as the red carpet rolls out and the Toronto International Film Festival kicks off. Every film buff will want to grab a ticket to a movie premiere and explore all that the buzzy festival has to offer. Yet, for those who aren’t into the film scene, don’t worry, there are plenty of other events to attend in the coming days. Here are our Best Bets for what to do in the city according to your interests.
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Spotlight at The Second City
This new series created by Taylor Hreljac and Gabe Meacher celebrates the best of sketch comedy troupes. Starting in September, Second City will open its doors to the next generation of comedians, as they highlight some of their favourite sketch comedy troupes through live performances. Audiences who attend the Spotlight series can expect two acts and a night filled with laughter. More info.
When: September 2-3
Where: The Second City
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Caribbean Tales International Film Festival
Two decades in and the Caribbean Tales International Film Festival is still going strong, highlighting stories from the Caribbean and African diaspora. This year’s edition will feature nearly 50 films representing over 15 countries, as well as special events and talkbacks with notable Toronto creatives. From ancestral wisdom to futuristic storytelling, there’s a little bit for everyone. After the festival’s in-person run, audiences can continue to experience Caribbean Tales’ lineup virtually. More info.
When: September 3-13
Where: 837 Dundas St. W
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The Welkin
This Soulpepper Theatre co-production presents a riveting play about justice and duty that opens this week. The Welkin by Tony nominee Lucy Kirkwood is set in 18th-century Rural England, where a young woman is sentenced to hang. After the protagonist claims to be pregnant and begs for mercy, a jury formed by twelve women gather to determine her fate. As the jury tries to reach a verdict, they are forced to grapple with the roles they play in a world that often silences them. More info.
When: September 4-October 5
Where: Young Centre for the Performing Arts
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TIFF’s Festival Street
Film lovers attending the Toronto International Film Festival will not only get to watch movie premieres and catch their favourite celebrities walking the carpet, but will also further their experience by enjoying TIFF’s Festival Street. During the first few days of the festival, there will be several free entertainment opportunities, pop-up stores, and food/drink options along King Street West. New this year, there will be an outdoor dining activation with seating and lighting by Food Market, a Criterion Collection mobile closet featuring over 1,000 films, and Billboard Canada and NXNE Music Zones. David Pecaut Square will also host outdoor movie nights, screening classics and indie gems like Before Sunrise and Lady Bird. More info.
When: September 4-7
Where: King Street W, from Peter Street to University Avenue
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The World Food & Cultural Festival
If you are a foodie on the lookout for your next eating venture, then this cultural festival is for you. The World Food & Cultural Festival focuses on bringing a gastronomic experience that goes beyond borders, featuring more than 40 cuisine corners, a diverse selection of workshops, and captivating music and dance performances. From culinary demonstrations to street food vendors selling delicious snacks, this event is expected to cater to all taste buds. More info.
When: September 5-7
Where: Christie Pits Park
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Hard Feelings Mental Health Pop-Up Market
Keep your mental health a priority while purchasing goods at Hard Feelings’ annual pop-up market. Following the theme Hard Feelings, Soft Spaces, attendees will be able to shop wellness items, journals, and crafts, while also connecting with local creators and small business owners in a cozy atmosphere. There will be food options available for purchase and mental health resources to help the people who come to the market feel seen and supported. More info.
When: September 6
Where: 353 Church Street
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2025 Park Party
Close off your summer with a party at Summerlea Park, where there’ll be free programming catered to all ages. Participate in free arts activities, check out some live music and dance performances, and indulge in free food. This event is open to the public, and everyone is welcome to bring their picnic blankets or lawn chairs and sit down, relax, and enjoy the festivities. More info.
When: September 6
Where: Summerlea Park
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Cabbagetown Festival
Build community and celebrate Toronto’s diversity and rich history at this end-of-summer festival. From tasting mouthwatering dishes together to enjoying eclectic performances, Cabbagetown is the place to be if you are looking for a good time. Enjoy live music, visit the booths of over 250 vendors, eat gourmet street food, catch the vibrant parades, and participate in family-friendly activities at a lively weekend gathering you won’t want to miss. More info.
When: September 6-7
Where: Parliament St. and Carlton St., Cabbagetown
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