10+ Things To Do in Toronto This Week (September 14-20)
Still figuring out your weekend plans? This week offers Ukrainian and Polish street festivals, dinosaur-themed family fun, giant poutines, Oktoberfest celebrations, AC/DC, Robyn, and live orchestras performing music from video games. This list of things to do in Toronto this week (September 14–20) highlights festivals, concerts, family activities, and unique experiences happening across Toronto, plus a few events worth the short trip beyond the city. The real challenge is deciding what to do first.
Editor’s Note: Event details may change, so check official pages before you go. Some free events may need an RSVP, and it’s a good idea to bring cash or a digital payment option for anything you want to buy on-site.
Things to Do in Toronto This Week: 12 Epic September Events
Festivals & Cultural Celebrations
Bloor West Village Toronto Ukrainian Festival
September 18–20, 2026丨Between Jane Street and Glendonwynne Road丨Free entry
Hungry? You may arrive planning to grab a quick perogy and leave wondering why you did not bring a larger appetite. North America’s largest Ukrainian street festival fills Bloor West Village with authentic food, crafts, cultural exhibits, and nonstop entertainment from performers visiting from Canada, the U.S., and Ukraine.
Cultural pavilions offer interactive activities while vendors showcase everything from collectibles to handmade goods. If you’re searching for a Toronto cultural festival, this weekend celebration packs plenty into a few city blocks.
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Roncesvalles Polish Festival
September 19–20丨Roncesvalles Village丨Free admission
Ever wandered through Roncesvalles and thought it deserved a giant street party? This is exactly that. This cultural festival in Toronto showcases folklore performances, polka bands, Euro dance music, family activities, local artists, and food from restaurants throughout the area. It is an easy addition to your list of free events in Toronto this weekend.
Anatolia Fest
September 20, 2026丨Sankofa Square
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Your coffee order may seem boring after trying authentic Turkish coffee here. Anatolia Fest returns with Turkish food, music, crafts, cultural performances, and community celebrations throughout the day. This Toronto food and culture event gives you a chance to spend an afternoon learning, eating, and chatting with people passionate about sharing their culture.
Family-Friendly Events
Dino Run
September 19, 2026丨The Bentway Skate Trail丨Ticketed
Children get to chase dinosaurs. Yep, that’s happening. Dino Run combines outdoor play, storytelling, songs, games, and a dinosaur-themed run around The Bentway’s figure-eight trail. Costumed Dino Specialists teach prehistoric facts before kids become Dino Explorers tasked with tracking down runaway dinosaurs. This family-friendly event Toronto manages to sneak learning into the fun without anyone noticing.
Oktoberfest at Canada’s Wonderland
Until September 20, 2026丨9580 Jane St, Vaughan丨Park admission
The toughest decision here may be choosing between a pretzel and another pretzel. Canada’s Wonderland celebrates Oktoberfest with German food, seasonal beverages, live entertainment, and many of the park’s popular rides operating throughout the event. You can spend the afternoon chasing roller coasters and the evening hunting down bratwurst.
Community Events & Unique Experiences
Smoke-A-Palooza
September 19, 2026丨Sankofa Square丨Free entry
This food festival in Toronto delivers exactly what its name promises. Smoke’s Poutinerie celebrates with 12 hours of entertainment, giveaways, activations, free fries, curds and gravy, plus the legendary World Poutine Eating Championship. Even spectators get plenty of fun watching contestants attempt what most people would consider a very questionable life choice.
The National Franchise Show
September 19-20, 2026丨The International Centre丨Ticketed
Want to run your own business or see what life looks like without a boss? The National Franchise Show gives you the chance to meet more than 150 franchise brands, attend free seminars, and explore business opportunities across different industries and investment levels. This may be the most productive event on your calendar this week.
Concerts & Live Shows
$uicideboy$ – Grey Day Tour 2026
September 14, 2026丨RBC Amphitheatre
Along with the New Orleans duo, you can catch performances from DRAIN, $lim Gucci, Shoreline Mafia, Shakewell, Black Kray, and Destroy Lonely. Known for intense performances and devoted audiences, $uicideboy$ continue to push their signature blend of rap, punk, and hardcore influences. If your playlist gets a little heavier after midnight, it’s best to secure tickets early.
Robyn – Sexistential Tour
September 15, 2026丨Scotiabank Arena
Does “Dancing On My Own” still appear on your playlist after all these years? Robyn heads back on the road for her first world tour in seven years, with Toronto hosting the only Canadian stop. Grace Ives opens the show before one of pop music’s most influential performers takes the stage after a long break.
AC/DC Live In Toronto – Power Up Tour 2026
September 16, 2026丨Rogers Stadium
Decades after releasing classics such as “Back In Black” and “Highway to Hell,” the Australian rock legends continue delivering the oversized production and guitar-driven energy that built their reputation. When thousands of fans recognize a song from the first guitar riff alone, it’s easy to see why this is one of the week’s biggest live music events in Toronto.
Live Orchestra Experiences
Heroes: A Video Game Symphony
September 17, 2026丨The Bowl at Sobeys Stadium
A fun addition to Toronto’s growing lineup of video game events in Toronto? A live orchestra performs music from franchises including Halo, Fallout, Portal, Metal Gear Solid, Castlevania, Diablo, and Assassin’s Creed while synchronized visuals play on screen. Wear your favourite character’s costume and join the fun, as cosplay is highly encouraged.
Want the best fall drinks?
As the air turns crisp, find your new favorite seasonal beverage. Explore my guide to the Best Cafés in Toronto for Pumpkin Spice and Fall Drinks to choose your next stop.
Frequently Asked Questions (FAQs)
The Bloor West Village Toronto Ukrainian Festival, Roncesvalles Polish Festival, Anatolia Fest, and Smoke-A-Palooza have free entry. You can easily spend a full day at any of them without needing a ticket.
Dino Run and Oktoberfest at Canada’s Wonderland work well for both kids and adults. Dino Run is especially fun if kids are into dinosaurs and outdoor activities.
Yes. $uicideboy$, Robyn, AC/DC, and Heroes: A Video Game Symphony are part of a busy week for live music across the city. You’ll find hip-hop, pop, rock, and orchestral shows happening in different venues.
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