Welcome to Things to do in Toronto, your daily dose of the city’s wildest happenings, delivered by yours truly, Oly Bennet! It's Thursday, September 25, 2025. Toronto’s serving up that sweet spot between summer and fall—you know, when patio warriors are trading in sunglasses for a light jacket, and every café suddenly smells like pumpkin spice. The city is bustling, the air is crisp, and excitement’s bouncing off the streets like a rogue hockey puck at a Leafs game.

Today, Toronto’s energy is off the charts. The weather’s treating us to a mild, sunny day—perfect for adventure. Whether you're a concert junkie, bookworm, foodie, or someone who just likes shiny things, the options are as diverse as the accents on the TTC. Let’s kick it off with today’s highlights!

Music lovers, don't drop the mic—Lainey Wilson’s Whirlwind World Tour hits Budweiser Stage tonight, promising boot-stomping, heart-thumping country anthems. For those who live and breathe local beats, Massey Hall is hosting Ray LaMontagne, whose soulful croons are basically autumn in human form. According to Torontonicity, Blue Jays fans can cheer on the home team as they face the Boston Red Sox at Rogers Centre in a classic rivalry that’s always a grand slam night out.

Prefer something a bit more cerebral? The Toronto International Film Festival’s 50th anniversary may be winding down, but there’s still cinematic magic in the air across the city—keep your eyes peeled for celebs in Yorkville and King West. Meanwhile, The Welkin, a gripping courtroom drama, takes the stage at Soulpepper Theatre. It’s a joint production sure to spark debate and possibly have you speaking in Ye Olde English by curtain call.

If it’s family fun you’re after, scout out interactive workshops and hands-on crafts at festivals popping up all over town—particularly with Culture Days rolling through Ontario, serving up everything from dance classes to pop-up art installations.

Now, for the savvy locals and curious visitors alike: in city news, a flurry of new restaurants has landed in Queen West and Leslieville. Get your taste buds prepped for fusion tacos, artisan gelato, and late-night ramen that’ll make you seriously question your allegiance to instant noodles. Word from the city is that TTC is rolling out signal upgrades on the Bloor-Danforth line tonight, so plan a little extra time for those post-concert streetcar runs. Oh, and the Toronto Vintage Show is just a couple days away—rumor has it someone scored a sequined jumpsuit there last year that would make even Elton John jealous.

Here are some must-dos for today: stroll High Park for a blast of fall colors, hunt street art murals along Graffiti Alley, and dig into Kensington Market for vintage finds and global street eats. If you want true Torontonian bragging rights, grab a peameal bacon sandwich at St. Lawrence Market—locally dubbed the “real breakfast of champions.”

Pro tip: The PATH, Toronto’s underground walkway, isn’t just to dodge the rain—it connects over thirty kilometers of shops, cafes, and even art installations. If you ever feel lost, just follow the steady stream of coffee-fueled nine-to-fivers or try to beat Oly’s personal best for finding weirdest store (she’s still undefeated after discovering a shop that only sells artisanal socks).

Tomorrow? We’re talking the Fall Home Show at Enercare Centre, jazz nights popping up in Little Italy, and sneak peeks at pop-up Oktoberfests. You won’t want to miss it. Thanks for hanging out in Oly’s world today—where every day in Toronto is a new adventure in quirky awesomeness!

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