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Can you believe that September is already halfway through? Make the most of the rest of this month by checking out all of the fun events below!
Related Posts:
Best Upcoming Concerts in Toronto 2025
Best Things to Do in September
1. 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
2. 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
3. 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
4. Thai Festival
This festival will be an incredible celebration of Thai food and culture! Enjoy 40+ food vendors, local Thai-owned businesses, dancing, music, live entertainment, and more.
Where: Sankofa Square (1 Dundas St E, Toronto, ON M5B 2R8)
When: September 20th and 21st, 2025
Price: Free admission
Category: Date/Friends
5. TSO Open House & Free Concert
Discover the thrill of the symphony at the TSO Open House & Free Concert! Enjoy interactive fun, test-drive instruments, experience live performances, and more. Admission is free but tickets are required.
Where: Roy Thomson Hall (60 Simcoe St, Toronto, ON M5J 2H5)
When: September 20th, 2025
Price: Free (tickets required)
Category: Family-friendly
6. The Queen West Art Crawl
This annual outdoor art exhibition will feature over 100 of Canada's most innovative established and emerging artists. There will also be music, dance, a kid zone, and more!
Where: Trinity Bellwoods Park (790 Queen St W, Toronto, ON M6J 1G3)
When: September 20th to 21st, 2025
Price: Free admission
Category: Family-friendly
7. Kali Uchis
Grammy Award winner, Kali Uchis, is coming to Toronto this week. Get ready for a night full of amazing music and Latin hits.
Where: Scotiabank Arena (40 Bay St., Toronto, ON M5J 3A5)
When: September 17th, 2025 (8 pm)
Price: Starting at $80
Category: Date/Friends
8. Water Lantern Festival
Witness the beauty of thousands of lanterns and the lights reflecting upon the water on an emotional and unforgettable night. You’ll get to decorate your own lantern and release it onto the water. Enjoy food trucks, live music, vendors, a scavenger hunt, and the lantern launch.
Where: Downsview Park (70 Canuck Ave, North York, ON M3K 2C5)
When: September 19th to 20th, 2025
Price: $47.99/person
Category: Family-friendly
9. 2025 CAMH Pow Wow
Check out the CAMH Pow Wow to celebrate, dance, spend time together, and learn more about Indigenous cultures and traditions. The theme of this year’s Pow Wow is Celebrating 25 Years of Walking Together for Indigenous Health and Wellness.
Where: TD Commons (Queen St West at Shaw St, Toronto, ON M6J 1H4)
When: September 19th, 2025 (12 pm - 4 pm)
Price: Free
Category: Family-friendly
10. All Elite Wrestling: All Out
Calling all wrestling fans! For the first time ever, All Elite Wrestling brings to you one of the biggest PPV events of the year as AEW All Out invades the Scotiabank Arena.
Where: Scotiabank Arena (40 Bay St., Toronto, ON M5J 3A5)
When: September 20th, 2025 (1:45 pm)
Price: Starting at $70
Category: Date/Friends
11. PIN & PATCH SHOW 2025
The PIN & PATCH SHOW is back! This event will feature dozens of talented pin and patch artists from Toronto and across Canada.
Where: The Parkdale Hall (1605 Queen St W #2, Toronto, ON M6K 3B8)
When: September 20th, 2025 (10 am - 5 pm)
Price: Free entry
Category: Family-friendly
12. The Sunrise Social
The Sunrise Social is a morning festival of activities designed to supercharge your mind and body in the ultimate wellness circuit. Your ticket gives you access to one breath & movement session, and unlimited access to the saunas and cold plunges for the duration of the event.
Where: The Bentway (250 Fort York Boulevard, Toronto, ON M5V 3K9)
When: September 20th, 2025 (9 am - 1 pm)
Price: $67.99
Category: Friends
Community Events
1. Kour Pour: Cosmic Diagrams
Experience Kour Pour: Cosmic Diagrams, an exhibition featuring three monumental paintings that explore how different cultures have envisioned the cosmos. Blending elements of Persian carpets, mandalas, and zodiacal charts, these works reflect a shared quest to understand a vast, interconnected universe. Now on display at the Aga Khan Museum.
Where: Aga Khan Museum (77 Wynford Drive, Toronto, Ontario, M3C 1K1)
When: Open Daily
Click here for more information.
2. Dystopian Comedy
Enjoy a night of laughs at Dystopian Comedy, a free (PWYC) professional stand-up show every Tuesday at 8 PM at Dystopia (1704 Queen St W). Hosted by Gee Gethiga, this weekly event brings top comedic talent to the stage for an unforgettable night of comedy.
Where: Dystopia (1704 Queen St. West)
When: September 16th, 2025 (8:00 PM – 11:00 PM)
Click here for more information.
3. Live Irish Music
Every Tuesday at 7:30 PM, enjoy live traditional Irish music with Muldoon and Friends at Toronto’s longest-running Irish session. Soak in the warm atmosphere with a perfectly poured pint of Guinness, or bring your instrument and join the session. Free entry.
Where: Whelan's Gate (1663 Bloor Street West)
When: September 16, 2025 (7:30 PM – 11:00 PM)
Click here for more information.
4. AYCE Pasta Wednesday
Indulge in a pasta lover’s paradise with All-You-Can-Eat Pasta Night starting at $29.99 per person (with chicken and meatballs available at an additional cost). Enjoy unlimited soup, salad, and garlic bread, plus a variety of delicious pasta dishes. Kids three and under eat free, and groups of four or more receive 15% off their total bill when presenting this email. With house-made sauces crafted from scratch, endless mix-and-match options, and a lively dining atmosphere, it’s the perfect midweek treat for friends and family.
Where: King Rustic Kitchen & Bar (905 King Street West)
When: September 17th, 2025 (5:00 PM – 9:00 PM)
Click here for more information.
5. The Doobie Brothers - Walk This Road Tour
Rock & Roll Hall of Famers The Doobie Brothers bring their Walk This Road Tour to Budweiser Stage on September 18 at 7:00 PM. Joined by special guests The Coral Reefer Band, this is a night of classic hits and legendary rock you won’t want to miss.
Where: Budweiser Stage (909 Lake Shore Blvd W, Toronto, ON M6K 3L3, Canada)
When: September 18th, 2025 (7:00 PM – 10:00 PM)
Click here for more information.
6. Sarah Millican: Late Bloomer Tour
After a sold-out show in 2022, the hilarious Sarah Millican returns to Toronto with her brand-new stand-up show, Late Bloomer. Don’t miss an evening of sharp wit and laugh-out-loud comedy from one of the UK’s top comedians.
Where: Meridian Hall (1 Front St E, Toronto, ON M5E 1B2)
When: September 19th-21st, 2025 (7:00 PM – 9:00 PM)
Click here for more information.
7. Fall Concert: Rufus Wainwright
Celebrate the transition of seasons by joining us for a night of music with a remarkable act. Rufus Wainwright will grace the autumn air under the harvest moon. Bring a lawn chair, pack a cozy blanket and enjoy fall inspired food and beverage in our lovely garden setting.
Where: Hendrie Park (680 Plains Rd W)
When: September 17th, 2025
Click here for more information.
8. Sunday SerVice: TICKY TY | 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: Wiggle Room (772 Dundas St W, Toronto, ON)
When: September 15th, 2025
Click here for more information.
9. TOES FOR DANCE
TOES FOR DANCE (TFD) proudly presents the fifth anniversary edition of the vibrant, intercultural Common Ground Dance Festival (CGDF), at Lee Lifeson Art Park in North York, from September 18 to 20, 2025. The free outdoor festival features a diverse lineup of evocative site-specific and mainstage performances, artist talks, and interactive workshops for all dance levels – ranging from hip hop, flamenco, and contemporary, to Indian styles Garba and Bharatanatyam. The festival will feature works from both student and professional artists, including: champion Grass and Hoop dancer Beany John; Dora-nominated CinnaMoon Collective; Shivani Shivakumar; Gisele Ardosa; Anjali Tanna; Carmen Romero with percussionist Miguel Medina; and emerging dancers showcased by the Groove Collective. Mainstage programs will also be co-hosted in Farsi (Sept. 19) and Mandarin (Sept. 20). For complete programming details and to RSVP, visit: toesfordance.ca.
Where: Lee Lifeson Art Park (223 Gladys Allison Place, North York)
When: September 18th to 20th, 2025
Click here for more information.
10. Art & Fashion Yorkville | Iconic. Exclusive. Invitation-Only.
On September 19, 2025, Yorkville hosts the inaugural Toronto Fashion Show at the Peter Triantos Gallery. This exclusive evening blends world-renowned art with high fashion, featuring the Canadian unveiling of artwork by a legendary global music icon.
Where: 21 Avenue Road Toronto, ON M5R 1A8
When: September 19, 2025
Click here for more information.
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