The third week of September marks the second half of TIFF, and the city is full of artistic events across mediums, from film to theatre to visual art. Our Best Bets picks include Crow’s Theatre Measure for Measure, The Power Plant’s Power Ball, Oktoberfest, RELISH The Foodie Event, and more.
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TIFF’s Innovation Hub
Explore the best in immersive storytelling at TIFF’s Innovation Hub, with eight award-winning and audience favourite exhibitions that demonstrate interactive virtual reality experiences, mixed reality installations and more. Located at TIFF: The Market, step into the Innovation Hub as it opens up to the public on September 15th and 16th and explore the immersive experiences at your own pace. Enjoy exhibits like the Lesbian Simulator, a Cree VR exhibition, and more. More info.
When: September 15-16
Where: Metro Toronto Convention Centre
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Measure For Measure
Returning after its acclaimed 2025 run, House + Body’s bold reimagining of Shakespeare’s Measure for Measure sets this urgent story of justice and morality inside a chaotic modern sound studio. In this production, watch five actors juggle twenty roles live on air, racing through a high-stakes broadcast as offstage antics spiral wildly. Featuring unique immersive audio design, and captivating performances from highly praised Toronto-based actors, watch this surprise indie theatre hit make its way back to the Crow’s stage. More info.
When: September 15-October 11
Where: Crow’s Theatre
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Power Ball
After a seven-year hiatus, Power Ball makes its return in 2026 with the theme “The 7-Year Itch” — emboldening a playful spirit that celebrates a spirit of renewed beginnings. This long-awaited comeback revives the gallery’s most iconic fundraiser and invites you to an unforgettable art party, where contemporary art, immersive environments, and collective celebration come together. Enjoy stunning art displays from talented Canadian artists, live music, and more at one of the biggest art parties in the city. More info.
When: September 17
Where: The Power Plant
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The Tower That Built a City: Free Outdoor Screening
As part of the CN Tower’s 50th anniversary celebrations, audiences can enjoy a free screening of The Tower That Built a City, the acclaimed documentary by filmmaker Mark Myers. Through archival footage and new interviews, the film explores how the CN Tower helped shape Toronto’s skyline, identity and cultural evolution over the past five decades. For this special outdoor presentation, the documentary will be projected directly onto the concrete legs of the CN Tower, transforming CN Tower Square into a uniquely Toronto outdoor cinema experience. More info.
When: September 17
Where: CN Tower
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Bloorcourt Nuit Nuit
Bloorcourt invites you to a one-night-only third space celebration! Returning for its fifth edition, enjoy this free block party all about local creativity and connection. Browse a curated marketplace featuring local artisans and businesses, enjoy tasty bites, explore interactive art installations, live music and performances, and more. Come discover how an ordinary parking lot can become an extraordinary place to gather. More info.
When: September 18
Where: Green P Parking Lot, 7 Bartlett Avenue
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Public Pier
For the next 3 Fridays and Saturdays, Public Pier will transform Toronto’s stunning waterfront into a free day-to-night waterfront experience. By day, Public Pier comes alive with a curated market, local food, live DJs, beginner-friendly dance workshops, and interactive art. And as the sun sets, explore SILO NIGHTS, curated by OCAD University, as the Canada Malting Silos light up with beautiful projections that bring the waterfront to life after dark. More info.
When: September 18-19, September 25-26, October 2-3
Where: Marina Quay West
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RELISH The Foodie Event
One of Toronto’s favourite food festivals returns to Cloverdale for a three-day event perfect for food-lovers. RELISH The Foodie Event is the perfect place to explore a multitude of flavours with a roster of curated food trucks serving dishes from around the world. In addition to more than 50 food vendors, enjoy live performances, interactive workshops, family-friendly activities and more. As the community marks Cloverdale Mall’s 70th anniversary, enjoy birthday-inspired experiences throughout the weekend. More info.
When: September 18-20
Where: Cloverdale – North Parking Lot
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West of Spadina Fest
This day-long community festival celebrates the businesses, venues, and creative community that makes up the west of Spadina. By day, enjoy live music, a food hall, local pop-ups, and dog-friendly spaces. And by night, watch West of Spadina transform into a block party with live DJ sets, drinks, and high-energy fun. Come and have a blast at this daylong block party in the heart of the neighbourhood. More info.
When: September 19
Where: St. Andrews Playground Park, 30 Maud Street & Waterworks
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Queen West Art Crawl
This two-day multi-disciplinary arts festival returns to celebrate the city’s artists in one of Toronto’s most iconic parks. Canadian artists and artisans will be showcasing paintings, sculptures, jewelry, photography, ceramics, and more. Throughout the day, enjoy live music, dance, drag shows and more. Other activities include a Kids’ Zone, a family-friendly space featuring arts and craft workshops, live theatre and storytelling. More info.
When: September 19-20
Where: Trinity Bellwoods Park
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Roncesvalles Polish Festival
Toronto’s beloved Polish festival returns for a special 20th anniversary celebration, featuring delicious food, live music and a wonderful display of culture in the heart of Roncesvalles. Enjoy the return of popular performances like polka and a wider selection of local artists, musicians, and incredible food. This festival has been a cornerstone of the community for two decades—whether it’s your first time visiting or a returning tradition, Roncesvalles Polish Festival is a full day of celebration and high spirits. More info.
When: September 19-20
Where: Roncesvalles Village
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Art Spin Bike Tour
Art Spin’s latest bicycle-led art tour will explore Toronto’s rapidly changing Port Lands neighbourhood. Ride along and experience newly commissioned art projects and surprise programming in a landscape where industry, infrastructure and ecology meet. The tour will end with the opening of Art Spin’s curated group exhibition Re-Naturalize, along with food vendors, drinks, and music. More info.
When: September 19
Where: 61 Dockside Drive
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Oktoberfest
Oktoberfest makes its return to the Distillery District for three weekends of beer, food, and live music. With a special Oktoberfest menu from the Pure Spirits smoker, live polka and entertainment, this festival will have you feeling the true Oktoberfest spirit. Plus, try your luck at the Beer Pong Tournament every Saturday or put your beer, Bavaria, and Oktoberfest knowledge to the test with Distillery’s Oktoberfest Trivia. More info.
When: September 19-20, September 26-27, October 3-4
Where: The Distillery District
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