Toronto is packed with things to do this weekend! From comedy shows and sports to festivals, live music, markets, cultural events, and Halloween fun, there’s something for everyone to enjoy across the city.

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Free Things To Do in September
Best Things To Do This September in Toronto

1. Just For Laughs Toronto

Toronto is about to get a whole lot funnier! Catch comedy stars Pete Davidson, John Cleese, Rafi Bastos, Sasha Velour, Monét X Change, Tracy & Martina and more during ten days of can’t-miss shows.

Where: Various venues across Toronto

When: September 24th - October 3rd, 2026

Price: Prices vary

Category: Date-friendly

Click here for the website. 

2. Toronto Blue Jays vs. Cincinnati Reds

Catch the Blue Jays against the Cincinnati Reds at Rogers Centre, with Fan Appreciation Weekend activities and prizes throughout the ballpark.

Where: Rogers Centre (1 Blue Jays Way)

When: September 26th - 27th, 2026

Price: Refer to Ticketmaster

Category: Family-friendly

Click here for the website. 

3. Halloween Haunt Begins

Canada’s Wonderland transforms into a scream-filled Halloween experience with terrifying scare zones, haunted mazes, hundreds of monsters, thrilling night rides, and spooky live entertainment.

Where: 1 Canada's Wonderland Dr (Vaughan)

When: September 25th  - November 1st, 2026 (select nights)

Price: Various pass options

Category: Date-friendly

Click here for the website. 

4. Toronto Vintage Show

Shop Canada’s largest sale of vintage clothing, featuring fashion from the 1950s to Y2K, plus handbags, jewellery, streetwear, menswear, accessories and vintage décor.

Where: Queen Elizabeth Building at Exhibition Place (180 Princes’ Blvd)

When: September 26th - 27th, 2026

Price: $17 single-day admission

Category: Family-friendly

Click here for the website.

5. DroneArt Show: Harry Potter

Watch 1,200 drones recreate iconic moments from the Harry Potter films in sync with the original soundtracks and a live electric violinist.

Where: YZD, Former Downsview Airport (590 Wilson Ave)

When: September 25th - 26th, 2026 (8 pm)

Price: Refer to Fever

Category: Family-friendly

Click here for the website.

6. Latin Parade & Hispanic Fiesta 2026

Celebrate Toronto’s vibrant Latin community with a lively parade featuring music, cultural traditions and plenty of Latin pride as it makes its way to Sankofa Square.

Where: Sankofa Square (1 Dundas St E)

When: September 26th, 2026 (10 am - 9 pm)

Price: Free

Category: Date-friendly

Click here for the website.

7. Mood Stones Kylie Jenner Experience

Discover Kylie Jenner’s new fragrances through interactive experiences, gifts with purchase and a complimentary gift for the first 100 guests each day.

Where: The Well, Upper Ground (486 Front St W)

When: September 25th - 27th, 2026

Price: Free

Category: Date-friendly

Click here for the website.

8. Toronto Garlic Festival

Garlic lovers can enjoy sweet and savoury dishes, garlic beer and cocktails, free garlic shots and quirky competitions like the Garlic Breath Contest and Vampire Costume Contest.

Where: Allan Gardens (160 Gerrard St E)

When: September 27th, 2026 (10 am - 5 pm)

Price: Free

Category: Family-friendly

Click here for the website.

9. Randy Feltface: Gimmick

Australian puppet comedian Randy Feltface brings his latest stand-up comedy show, Gimmick, to Toronto.

Where: The Elgin & Winter Garden Theatres (189 Yonge St)

When: September 26th, 2026

Price: Refer to Ticketmaster

Category: Date-friendly

Click here for the website.

10. Public Pier

Experience Toronto’s waterfront with live music, food, local vendors, public art and nighttime projections illuminating the Canada Malting Silos.

Where: Marina Quay West (539 Queens Quay W)

When: September 25th - 26th, 2026

Price: Free

Category: Date-friendly

Click here for the website.

11. AFC Toronto vs. Ottawa Rapid FC

Cheer on AFC Toronto as they take on Ottawa Rapid FC in Northern Super League action at York Lions Stadium.

Where: York Lions Stadium (230 Ian MacDonald Blvd)

When: September 26th, 2026 (2 pm)

Price: Refer to Ticketmaster

Category: Family-friendly

Click here for the website.

12. Francophone Outdoor Festival

Toronto’s iconic Francophone festival is back! This free 3-day event will feature live music, delicious food, art, family-friendly activities & outdoor fun all weekend long.

Where: The Bentway (250 Fort York Blvd)

When: September 25th - 27th, 2026

Price: Free admission

Category: Family-friendly

Click here for the website.