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There are so many fun events happening in September! Get ready for a star studded festival, the return of the Toronto Maple leafs, and so much more.
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1. TIFF
The Toronto International Film Festival is back, bringing some of the biggest names in cinema to the city. From red carpets to world premieres, it’s one of the most exciting events of the year. They’re also celebrating their 50th anniversary so it’s sure to be a special festival.
Where: Multiple locations
When: September 4th to 14th, 2025
Price: Free and paid
Category: Date/Friends
2. Toronto Maple Leafs Preseason
Hockey is back! The Leafs return to the ice for their preseason matchups, giving fans a first look at what’s to come this year.
Where: Scotiabank Arena (40 Bay St., Toronto, ON M5J 3A5)
When: September 23rd and 27th, 2025
Price: Starting at $75
Category: Family-friendly
3. Francophonie en Fête
Francophonie en Fête is celebrating its 20th anniversary with a free, 3-day outdoor music festival at The Bentway! Join for an unforgettable weekend featuring 25+ live francophone concerts, delicious eats from food trucks, an artisan market, family-friendly activities, a full-service bar, and interactive workshops for all ages, and that’s not all. Don’t miss two exclusive indoor concerts at Paradise Theatre, headlined by legendary francophone artists Claude Dubois and Anthony Kavanagh on September 26th & 27th!
Where: The Bentway (250 Fort York Blvd) & Paradise Theatre (1006 Bloor St W)
When: September 12th-14th (outdoor show) & September 26th-27th (indoor show)
Price: Outdoor Festival (free entry), indoor show (Prices start at $49)
Category: Family-friendly
4. Morgan Wallen
Country superstar Morgan Wallen is set to light up Toronto with a night of hits and high energy. Get ready to hear iconic songs like Last Night and Whiskey Glasses live!
Where: Rogers Centre (1 Blue Jays Way, Toronto, ON M5V 1J3)
When: September 4th and 5th, 2025
Price: Starting at $350
Category: Date/Friends
5. Just For Laughs Toronto
Get ready for 10 days of nonstop comedy featuring some of the best in the game! From comedy legends to viral sensations, local favourites to international stars, September's shaping up to be the best month of the year.
Where: Multiple locations
When: September 18th to 27th, 2025
Price: Prices vary
Category: Date/Friends
6. Lady Gaga: The MAYHEM Ball
The one and only Mother Monster is coming to Toronto. Lady Gaga’s powerhouse vocals and iconic stage presence guarantee an unforgettable concert.
Where: Scotiabank Arena (40 Bay St., Toronto, ON M5J 3A5)
When: September 10th, 11th, 13th, 2025
Price: Starting at $550
Category: Date/Friends
7. VegTO
Canada's largest free-to-attend vegan festival is back! It’s a celebration of all things plant-based. Expect delicious food, local vendors, and inspiring talks.
Where: Nathan Phillips Square (100 Queen St W, Toronto, ON M5H 2N3)
When: September 20th and 21st, 2025
Price: Free entry
Category: Family-friendly
8. John Mulaney: Mister Whatever Tour
Comedy fans, get ready! John Mulaney is bringing his sharp wit and hilarious storytelling to Toronto for a must-see show.
Where: Massey Hall (178 Victoria St, Toronto, ON M5B 1T7)
When: September 2nd to 5th, 2025
Price: Starting at $181
Category: Date/Friends
9. The Word On The Street's 36th Annual Festival
Toronto’s beloved literary festival returns to celebrate books, writers, and readers with panels, signings, and plenty of inspiration.
Where: David Pecaut Square (215 King St W, Toronto, ON M5V 3G2)
When: September 27th to 28th, 2025
Price: Free
Category: Family-friendly
10. Toronto Vintage Show
Calling all vintage lovers! This is Canada’s largest sale of vintage clothing and vintage decor. Explore vintage clothing from the 1950’s all the way to Y2K.
Where: Queen Elizabeth Building at Exhibition Place (180 Princes’ Blvd, Toronto, ON M6K 3C3)
When: September 20th and 21st, 2025
Price: $15
Category: Date/Friends
11. Smoke-A-Palooza
Don’t miss this crazy celebration of poutine! This event is hosted by Some’s Poutinerie and it features live music, a poutine eating competition, free poutine, and more!
Where: Sankofa Square (1 Dundas Street East, Toronto, ON, M5B 2R8)
When: September 6th, 2025 (11 am to 11 pm)
Price: Free
Category: Family-friendly
12. Canada’s Bridal Show Fall 2025
Canada’s largest bridal show is back, featuring hundreds of vendors, wedding inspo, and everything couples need to plan their big day.
Where: Metro Toronto Convention Centre (255 Front St W, Toronto, ON M5V 2W6)
When: September 12th to 14th, 2025
Price: $26
Category: Date/Friends
13. Shawn Mendes - On The Road Again
Toronto local, Shawn Mendes, is back this month to perform his new album, Shawn. This is sure to be an amazing show at Budweiser!
Where: Budweiser Stage (909 Lake Shore Blvd W, Toronto, ON M6K 3L3)
When: September 28th, 2025
Price: Starting at $155
Category: Date/Friends
14. Roncesvalles Polish Festival
Come celebrate Roncesvalles Village, and the unique heritage of this neighbourhood, at Roncesvalles Polish Festival. Expect Polka, pierogies, local artists, musicians, and more!
Where: Roncesvalles Village
When: September 13th and 14th, 2025
Price: Free admission
Category: Family-friendly
15. Maha Onam
Maha Onam is North America’s biggest Onam celebration! Enjoy a traditional orchestra, dancing, and more.
Where: Sankofa Square (1 Dundas Street East, Toronto, ON, M5B 2R8)
When: September 7th, 2025 (11 am to 11 pm)
Price: Free admission
Category: Family-friendly
16. Trinbago Toronto Festival
This festival aims to inspire Trinbagonians and both old and new friends to “come home” for an authentic Trinidad and Tobago experience.
Where: Nathan Phillips Square (100 Queen St W, Toronto, ON M5H 2N3)
When: September 5th to 7th, 2025
Price: Free
Category: Family-friendly
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