Photo Credit: George Hornaday Flickr
Table of Contents
The weekend is finally here! Don’t miss all the fun things to do in Toronto. There’s everything from street festivals to skincare pop-ups.
Related Posts:
Best Things to Do in September
Best Free Things to Do in September
1. Cabbagetown Festival
The 46th annual Cabbagetown Festival is back this weekend! This free 2-day event will feature
live music, street performers, artisan stalls and shops, food trucks and pop-up patios, giant outdoor games, kid’s entertainment, and more! Check them out because you don’t want to miss this.
Where: Parliament Street (from Gerrard St. to Wellesley St.) and Carlton Street (from Parliament St. to Seaton St.)
When: September 6th-7th, 2025
September 6th: 11 am to 8 pm
September 7th: 11 am to 7 pm
Price: Free admission
Category: Family-friendly
2. Brew at the Zoo
Get ready for an unforgettable day at Brew at the Zoo in beautiful Kesho Park — including the hippos! Enjoy top breweries, zoo animals, live entertainment, and more.
Where: 2000 Meadowvale Rd, Toronto, ON M1B 5K7
When: September 6th, 2025 (11 am - 5 pm)
Price: Starting at $40
Category: 19+
3. The K-Beauty Layover
Canada’s FIRST-ever multi-brand K-Beauty pop-up is landing in Toronto! Whether you're a skincare lover, beauty creator, or just K-curious, this is THE event to test new products, stock up on holy-grails, and enjoy an aesthetic, interactive experience. Expect exclusive deals, curated gift perks, photo moments, activities and more!
Where: 300 King St E, Toronto, ON M5A 1K4
When: September 6th to 8th, 2025 (10 am - 7 pm)
Price: Free with RSVP
Category: Friends
4. 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
5. Bank with Neutrogena®: Collagen Bank® Pop-Up Experience
Check out this one-day-only pop-up to learn more about collagen, get advice from a dermatologist, enjoy complimentary refreshments, and more!
Where: The Welcome Market (938 Queen Street West, Toronto, ON M6J 1G8)
When: September 6th, 2025 (11 am to 6 pm)
Price: Free
Category: Friends
6. Rhode Exclusive In-Store Event
Are you excited for Rhode Beauty to come to Sephora? Discover and try the latest products and trends from Rhode Beauty at this exclusive, open house event , and get a free gift with qualifying purchase, while supplies last!
Where: Sephora Eaton Centre (220 Yonge St Space #3-131, Toronto, ON M5B 2H1)
When: September 4th, 2025 (11:30 am - 6 pm)
September 5th, 2025 (12 pm - 7 pm)
September 6th, 2025 (11 am - 7 pm)
September 7th, 2025 (12:30 pm to 6 pm)
Price: Free
Category: Friends
7. 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
8. Alabama Shakes: Summer 2025 Reunion Tour
After eight long years, Alabama Shakes have officially reunited! Don’t miss this chance to see them perform live in Toronto at Budweiser Stage.
Where: Budweiser Stage (909 Lake Shore Blvd W, Toronto, ON M6K 3L3)
When: September 6th, 2025 (8 pm)
Price: Starting at $50
Category: Date/Friends
9. Taste of the Kingsway
South Etobicoke’s biggest street festival is back this weekend! Presented by Mantella Corporation, the Taste of the Kingsway is a vibrant three-day celebration packed with delicious food, family-friendly entertainment, exciting attractions, live performances, and so much more. Don’t forget to mark your calendars for this fun weekend event.
Where: Bloor Street West between Montgomery Rd and Prince Edward Dr
When: September 5th-7th, 2025
Price: Free admission
Category: Family-friendly
10. 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
11. 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
12. 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
13. 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
Community Events
1. 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.
2. #ExperienceTO: West Bend Historical Tour
Discover the history of Baird Park, the Carleton Race Course, and West Toronto’s brick factories on this free walking tour! Perfect for all ages—locals, travelers, and newcomers alike. Join us for a stroll through history!
Where: In front of the West Bend "a city within a park" sign (275 Keele Street, Toronto, ON M6P 2K5)
When: September 6th, 2025 (11:00 AM – 12:30 PM)
Click here for more information.
3. 10PM Industry Nights @ Hilarious comedy show for Industry Folk in Toronto
Enjoy a weekly variety show featuring stand-up comedy and musical improv at Backroom Comedy Club! A night of laughs, great drinks, and top-notch entertainment. Get your tickets now!
Where: Backroom Comedy Club (814 Bloor Street West)
When: September 7th, 2025 (10:00 PM – 11:45 PM)
Click here for more information.
4. West End Bluegrass Jam
Head to Whelan's Gate every Sunday for the West End Bluegrass Jam – a free event featuring live bluegrass music! Enjoy a perfect pint of Guinness and one of Toronto’s top burgers, or bring your instrument and join the jam!
Where: Whelan's Gate (1663 Bloor Street West)
When: September 7th, 2025 (7:30 PM – 11:00 PM)
Click here for more information.
5. WR Records: TAKiN ft Santouri (Khooneye MadarBozorge Release Party)
TAKiN and Santouri drop their new single KHOONEYE MADARBOZORGE on Sept 2 at Wiggle Room, with a live Santour set, birthday celebration, and performances by Barroness, Reno Bravo, and BlanchEcho.
Where: Wiggle Room (772 Dundas St W, Toronto)
When: September 6th, 2025
Click here for more information.
6. Sunday SerVice: TYLER HILL [Extended Set] | Manzone & Strong
Put on your Sunday best, sip your tips, or ride that bender. Join us for a late check-out and reset your week at Wiggle Room at the Industry Weekly Social.
Where: Camp Wiggly (Port Perry, Ontario)
When: September 7th, 2025
Click here for more information.
7. Constantine Yorkville Run
On Sunday, September 7th, the Constantine Yorkville Run, presented by Constantine Enterprises Inc., will return for its 16th annual event. Over the past 15 years, the Constantine Yorkville Run has made a lasting impact, raising more than $5.4 million for essential causes across Toronto. With a $1 million fundraising goal this year in support of over 35 Toronto-based charities.
Where: Meet at 61 Davenport Rd in Jesse Ketchum PS Courtyard
When: September 7th, 2025
Click here for more information.
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