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Can you believe that it’s already September? Make the most of the start of your month by checking out all of these fun events! This week in Toronto enjoy the start of TIFF, amazing concerts, and even a poutine eating contest.
Related Posts:
Best Things to Do in September
Best Free Things to Do in September
1. Redbreast Whiskey at TIFF
Redbreast Single Pot Still Irish Whiskey, the official whiskey of the Toronto International Film Festival (TIFF), is celebrating storytelling through exclusive events and curated experiences. Redbreast invites film lovers to explore Unhidden Gems, a curated list of must-see TIFF films. Whiskey and cinema fans can also enjoy limited-edition Redbreast cocktails available exclusively at select TIFF-adjacent venues, including ALO Restaurant, Minami Toronto, Fox on John, Fairmont Royal York’s Library Bar, and Saint John’s Tavern.
Where: TIFF-affiliated cinemas, ALO Restaurant, Minami Toronto, Fox on John, Fairmont Royal York’s Library Bar, Saint John’s Tavern
When: September 4th-14th, 2025
Price: Prices vary
Category: Friends/Date Night
2. 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 (4:30 pm)
Price: Starting at $350
Category: Date/Friends
3. 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
4. AGO First Wednesday Night Free
If you’ve always wanted to visit the Art Gallery of Ontario, this is the perfect event for you! Admission to the AGO is free the first Wednesday night of each month, between 6–9 pm. Make sure you book your free General Admission tickets online in advance to ensure entry.
Where: 317 Dundas Street West Toronto, ON M5T 1G4
When: September 3rd, 2025 (6 pm - 9 pm)
Price: Free
Category: Family-friendly
5. At the Movies: ROM Hunt
Channel your inner director as you solve movie-themed clues and take on fun photo and video challenges. Whether you’re a devoted film buff or simply in it for the fun, this is your ticket to a red-carpet adventure like no other.
Where: 100 Queens Park, Toronto, ON M5S 2C6
When: Various dates and times, click here to find out more
Price: $10 in addition to museum admission
Category: Family-friendly
6. Dua Lipa - Radical Optimism Tour
Don't miss this chance to see pop icon Dua Lipa live in concert. Expect to hear fan favourite songs like Levitating and Dance the Night!
Where: Scotiabank Arena (50 Bay Street, Toronto, ON M5J 2L2)
When: September 1st and 2nd, 2025 (7:30 pm)
Price: Starting at $135
Category: Date/Friends
7. 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 (various times)
Price: Starting at $181
Category: Date/Friends
8. 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
9. 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
10. Hard Feelings Mental Health Pop-Up Market
Check out this 7th annual Mental Health Pop-Up Market! They’re bringing together local creators and small businesses who resonate with this year’s theme of ‘Hard Feelings, Soft Spaces’.
Where: 353 Church St, Toronto, ON M5B 0B2
When: September 6th, 2025 (12 pm - 5 pm)
Price: Free entry
Category: Date/Friends
11. Vegandale
Vegandale is where music, interactive art, hundreds of vendors, and thousands of people come together to realize a world without animal exploitation. Enjoy 100+ vendors serving stacked burgers, streetwear, and everything in between, plus the kind of energy that turns a food festival into a full-on experience.
Where: Woodbine Park(1695 Queen St E, Toronto, ON M4L 1G)
When: September 6th, 2025
Price: Starting at $15
Category: Date/Friends
Community Events
1. System of a Down, Deftones & Polyphia
Rock out with System of a Down at Rogers Centre on September 3 & 5, 2025, with Deftones and special guests Polyphia & Wisp! Don’t miss this epic show!
Where: Rogers Centre (1 Blue Jays Way, Toronto, ON M5V 1J3)
When: September 3rd and 5th, 2025 (5:30 PM – 10:00 PM)
Click here for more information.
2. Tedeschi Trucks Band: Live in 25 North American Tour
Catch Tedeschi Trucks Band with special guests Gov’t Mule live at Budweiser Stage on September 3 at 7:00 PM! Don’t miss this incredible night of blues and rock!
Where: Budweiser Stage (909 Lake Shore Blvd W, Toronto, ON M6K 3L3)
When: September 3rd, 2025 (7:00 PM – 10:00 PM)
Click here for more information.
3. ONE PIECE Music Symphony - 25th Anniversary World Tour
Celebrate 25 years of One Piece with an epic orchestra concert! Experience iconic moments from the series on a giant screen, set to the music of a 50-piece orchestra.
Where: Meridian Hall (1 Front St E, Toronto, ON M5E 1B2)
When: September 5th-6th, 2025 (7:30 PM – 9:30 PM)
Click here for more information.
4. Alabama Shakes: Summer 2025 Reunion Tour
Don't miss Alabama Shakes live at Budweiser Stage on September 6 at 8:00 PM! A night of incredible music from the Grammy-winning band!
Where: Budweiser Stage (909 Lake Shore Blvd W, Toronto, ON M6K 3L3, Canada)
When: September 6th, 2025 (8:00 PM – 11:00 PM)
Click here for more information.
5. Free Outdoor Movie Night for World Suicide Prevention Day
The Arthur Sommer Rotenberg Suicide & Depression Studies Program at St. Michael’s Hospital invites you to join us for a free outdoor screening of the Oscar winning film Little Miss Sunshine in recognition of World Suicide Prevention Day!
Where: Hillcrest Park (Christie & Davenport)
When: September 3rd, 2025 (rain date: Wednesday September 10, 2025)
Click here for more information.
6. Advocats Big Band
The Advocats Big Band will be back at The Duke Toronto on LABOUR DAY and we would love for you to join us! C'mon down on Monday, September 1st from 7:45 to 10:15 pm. We will be working (this is work we love to do!) but you won’t be! You will have a great dinner (you don't have to cook!) and drinks while you listen to two one-hour sets of big band favourites. This is the Summer of 2025’s final STRETCH! The Duke Toronto is located at 1225 Queen Street East at Leslie on the southwest corner. There is parking onsite and nearby, plus the Queen streetcar stops right in front! $15 cash cover (all proceeds go to the band). Reserve your table soon by calling 416-466-2624.
Where: The Dukeport
When: September 1st, 2025
Click here for more information.
7. Drag Bingo and Wings with Messy Margaret.
That's right, we're doing a weekly show at The Well starting on Wednesday, January 11 at 7pm. Hosted by Messy Margaret with a special guest host the last Wednesday of every month. Admission is free. Enjoy some $1 wings. We'll play some bingo and we'll also do some fun drag performances for you as well!! Let us know if you are celebrating anything special.
Where: The Well Restaurant & Bar (487 Church Street Toronto, ON M4Y 2C6)
When: Every Wednesday's 7pm to 10pm
Click here for more information.
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