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Toronto has plenty happening this week, with exciting activities, entertainment, food, festivals, sports, and free experiences to enjoy. Whether you’re going out with friends, family, or looking for something new to try, here are some of the best things to do in Toronto from September 14th to 19th, 2026.
Related Posts:
Free Things To Do in September
Best Things To Do This September in Toronto
1. Toronto International Film Festival (TIFF)
Toronto turns into Hollywood as TIFF brings world premieres, red carpets, celebrity appearances, and highly anticipated films to theatres across the city.
Where: Various venues across downtown Toronto
When: Until September 20th, 2026
Price: Refer to TIFF website
Category: Date-Friends
2. Toronto Blue Jays Games
Catch the Blue Jays at Rogers Centre for three home games against the Detroit Tigers, featuring Work From Dome and the season’s final Loonie Dogs Night on Tuesday.
Where: Rogers Centre (1 Blue Jays Way)
When: September 14th - 16th, 2026
Price: Refer to Ticketmaster
Category: Family-friendly
3. Roncesvalles Polish Festival
Celebrate the festival’s 20th anniversary with Polish food and cultural performances, live music across four stages, local vendors, beverage gardens, amusement rides, family activities and a pierogi-eating contest.
Where: Roncesvalles Avenue, Toronto
When: September 19th - 20th, 2026
Price: Free
Category: Family-friendly
4. Toronto Tempo Game
Catch the Toronto Tempo at Coca-Cola Coliseum as Canada’s first WNBA team takes on the Indiana Fever in one of its final home games of the inaugural season.
Where: Coca-Cola Coliseum (19 Nunavut Rd)
When: September 18th, 2026 (7:30 pm)
Price: Refer to Ticketmaster
Category: Family-friendly
5. Sound on Geary
Geary Avenue transforms into a massive public music festival stretching 1.2 kilometres through the neighbourhood. Explore eight stages featuring live music and creative programming from local venues and businesses.
Where: Geary Avenue, from Ossington Avenue to Primrose Avenue
When: September 19th, 2026
Price: Free
Category: Date-Friends
6. Prada Paradoxe Toronto Pop-Up
Step into the world of Prada Beauty and experience the new Paradoxe Sweet Chemistry fragrance. Explore the scent, capture your “Identity in Motion” at an exclusive photo booth and receive complimentary fragrance gifts, custom mementos and exclusive retailer offers.
Where: Upper Ground at The Well (486 Front St W)
When: September 17th - 20th, 2026 (11 am - 7 pm)
Price: Free
Category: Date-Friends
7. Smoke-A-Palooza
Join Smoke’s Poutinerie for a 12-hour fan appreciation party featuring free poutine, live ’80s rock tribute bands, daredevil stunts, games, prizes and the World Poutine Eating Championship.
Where: Sankofa Square (1 Dundas St E)
When: September 19th, 2026 (11 am - 11 pm)
Price: Free
Category: Family-friendly
8. Toronto Argonauts Game
Cheer on the Toronto Argonauts as they face the Edmonton Elks in a Canadian Football League home game at BMO Field.
Where: BMO Field (170 Princes’ Blvd)
When: September 19th, 2026 (3pm)
Price: Refer to Ticketmaster
Category: Family-friendly
9. The Australian Pink Floyd Show
Experience the music of Pink Floyd live as the acclaimed tribute band brings The Happiest Days of Our Lives tour to Toronto, recreating the legendary group’s signature sound with an immersive concert production.
Where: The Danforth Music Hall (147 Danforth Ave)
When: September 15th, 2026 (7 pm)
Price: Refer to Ticketmaster
Category: Date-Friends
10. Anua VITA C Skincare Pop-Up
Discover Anua’s newest VITA C skincare lineup at Union Station, explore the products and learn about the collection’s ingredients and benefits. Guests can also receive complimentary Anua samples while supplies last.
Where: Foodie Aisle at Union Station (65 Front St W)
When: September 16th - 17th, 2026
Price: Free
Category: Date-Friends
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