Welcome to Things to Do in Toronto, brought to you by your favorite globe-trotting, sports-loving, oddball adventurer, Oly Bennet! It’s Thursday, October 16th, 2025, and Toronto is absolutely buzzing with energy right now—fall colors are at their fiery peak, there’s a cool breeze in the air, and the city’s event scene is hotter than a plate of peameal bacon.
Let’s kick off with today’s vibe. Toronto's weather is crisp, perfect for stylish scarves and spontaneous photoshoots by Lake Ontario. The excitement is through the roof as the Toronto Maple Leafs take on the New York Rangers tonight at Scotiabank Arena, so expect waves of blue-and-white jerseys and plenty of friendly hockey banter wafting through downtown. Plus, the Toronto After Dark Film Festival is in full swing with Hold the Fort and short films ready to give horror and comedy fans a delicious fright tonight according to the festival’s official schedule. There’s a buzz near King West, too—MULTIfest, Toronto’s very first tech-art festival, has basically transformed STACKT Market into an interactive playground. And if you’re prowling for family fun, the city’s got all sorts of Halloween magic, from “Boo at the Zoo” at Toronto Zoo to the Halloween Mini Mission scavenger hunt at Little Canada—bring your tiny ghouls and goblins for some spooky photo ops and half-price admissions at both venues according to Family Fun Canada.
For music lovers and night owls, the party’s just getting started. Wiggle Room has “Throwdown Thursday” with Toronto’s freshest DJs bringing all-night dance floor thunder. Prefer dark comedy with your October chills? Join the rush line at Toronto After Dark for a shot at last-minute tickets—the general admission scene there is legendary for friendly film geeks and the possibility of meeting the next Quentin Tarantino.
On to local news and announcements! Toronto’s street food scene is on fire: Venezuelan chef-led nibbles await at Diplomático Rum Garden at STACKT Market—a taste of South America with a hint of local flair. New streetcar service extensions along Queen Street are rolling out just in time for the big marathon this weekend, so transit is extra smooth and Uber drivers might actually be in a good mood. Speaking of transport, don’t forget—subway trains are running late tonight thanks to all the events, which means more time for post-game shawarma runs and heroic karaoke attempts.
What’s a must-do in Toronto today? If you want to go iconic, cruise over to the CN Tower for those wild city views (try the EdgeWalk if you’re feeling brave, and, trust me, the wind up there will spike your adrenaline faster than penalty shots in overtime). For something a little more secret, slip into the North Hall Gallery at STACKT for that October art exhibit—local creators, moody autumn installations, and enough visual wizardry to impress even the most hardcore Instagrammers. And let’s not forget—if you need something active, join the playful crowd at the graffiti-covered pickleball courts, where you might just stumble into a community tournament and the kind of friendly heckling you can only find in this city.
Want to feel like a Toronto native? Here’s a local tip from Oly: hop the 501 streetcar all the way from The Beaches to Roncesvalles at sunset. It’s not just transit—it’s a rolling, people-watching cinema, and now with new streetcars in action, it’s smoother than ever. Plus, every October, Torontonians eat their weight in apple pies and pumpkin pastries—don’t leave without sampling one at a local bakery.
Before I let you go, get hyped for tomorrow: Nuit Blanche-style pop-up exhibits are rumored to light up Queen Street at dusk, and the ultimate Halloween pizza party at STACKT is happening—with complimentary slices and DJs spinning monster mashups. For sports fiends, the buzz before this weekend’s Toronto Waterfront Marathon is building, with shakeout runs and community block parties starting Friday.
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