Photo via www.vox.com

September is almost here in Toronto! With the pumpkin spice lattes, tree leaves starting to change colours, and the weather getting a bit cooler, there's still a lot going on in the city. Here are 23 of the best events happening in Toronto this September that you don't want to miss. 

Table of Contents:

1). TIFF

2). Nuit Blanche

3). CNE

4). The Toronto Waterfront Festival

5). Pape Village Block Party

6). AsialiciousTO

7). Oktoberfest at Canada's Wonderland

8). Vero Fest

9). 1MX Music Festival

10). The Cabbagetown Festival

11). Toronto Tech Mixer 4.0 - hosted by Todotoronto x RI.Events

12). Ossington Summer Send-Off

13). VegTO Fest

14). Anime Toronto

15). September Singles Mixer at Bar 404

16). Canadian International Air Show

17). Pink Sky’s New Lobster Land-Themed Menu

18). Just For Laughs Toronto

19). Fall Colours 

20). Hot and Spicy Festival

21). The Queen West Art Crawl

22). The Academy Presents - SummerSeries in Trillium Park

23). Halloween Haunt at Canada’s Wonderland

1). TIFF

The 48th edition of the Toronto International Film Festival (TIFF) takes place from September 7th to 17th. Known for its premier selection of films from all over the world, TIFF has lived up to this reputation with a lineup of films spanning all genres. TIFF will feature a great selection of films that will leave you wanting more. 

‍Where: Multiple locations; click here to find out.

When: September 7th-17th, 2023

Price: $$-$$$

Category: Date/Friends

Click here for more information.

2). Nuit Blanche

The 17th annual Nuit Blanche Toronto will be taking place on September 23 and will transform the neighbourhoods and streets with amazing art installations. This contemporary art event will feature exhibitions in Etobicoke, downtown Toronto and Scarborough with more than 80 art projects from close to 250 local, national, and international artists. This year's theme will be called "Breaking Ground" and entry to the event will be free. 

‍Where: Multiple locations; click here to find out.

When: September 23rd-24th (7 pm-7 am), 2023

Price: Free admission

Category: Date/Friends

Click here for more information.

3). CNE

2023 CNE will be coming to an end on September 4th. If you haven't had the chance to visit this year, you still have time. The CNE is an 18-day festival that features live entertainment, concerts, rides, games, a plethora of food vendors, and more! Enjoy the sky ride & the superwheel or grab a bite from their new options, like Malibu mac & cheese.

Where: Exhibition Place (210 Princes' Blvd, Toronto, ON M6K 3C3)

When: Until September 4th, 2023

Price: $$

Category: Family-friendly

Click here for more information.

4). The Toronto Waterfront Festival

The Toronto Waterfront Festival is making its way to Toronto this September and you don't want to miss a huge surprise. After 6 years, the world's largest rubber duck is making a return to Toronto's waterfront. Aside from the main attraction, the event will also feature live entertainment, activities for kids, giveaways, food options, and more.

Where: 7 Queens Quay E

When: September 16th-17th, 2023

Price: Free admission

Category: Family-friendly

Click here for more information.

5). Pape Village Block Party

The Pape Village Block Party is taking place on September 16th! The FREE one-day festival will close down Pape Avenue between Mortimer and Gamble Aves and feature family-friendly entertainment. With live music, arts and crafts vendors, a children’s “fun zone” with bouncy castles, children’s character roamers and balloonists, a vintage/hot rod car show, and more, you're in for a great time. 

Where: Pape Avenue between Mortimer and Gamble Aves

When: September 16th, 2023

Price: Free admission

Category: Family-friendly

Click here for more information.

6). AsialiciousTO

AsialiciousTO begins this month. AsialiciousTO is Toronto’s premier Asian food campaign program, showcasing diverse and delicious cuisines of Asia. Explore Toronto’s Asian cuisine at 100+ participating venues with promotional deals priced at $10, $20, $30 and $40 starting from September 16th to October 1st. Not to mention, the 2023 Asialicious Carnival will return from September 15th to 17th at Woodside Square. Guests will be able to enjoy all things Japan. Enjoy a cosplay parade, anime performance showcase, fireworks, street food, multicultural performances, workshops, and more!

Where: Multiple locations; click here to find out.

When: September 15th-October 1st, 2023

Price: Free admission

Category: Family-friendly

Click here for more information.

7). Oktoberfest at Canada's Wonderland

One of our most popular festivals is returning to Canada’s Wonderland. Oktoberfest will include authentic German-themed food and beverage specials and traditional festival bands. Plus, Oktoberfest is included with your park admission.

Where: Canada's Wonderland

When: September 8th–10th & 15th–17th, 2023

Price: $$-$$$

Category: Date/Friends

Click here for more information.

8). Vero Fest

Vero Fest is an Italian-inspired festival that will be hosting its summer finale this month. Taking place at Cabana Pool Bar, there will be music, drinks, amazing vibes, and special guest Cedric Gervais will be there too!

Where: Cabana Pool Bar (11 Polson St, Toronto, ON M5A 1A4, Canada)

When: September 16th, 2023

Price: $$

Category: 19+

Click here for more information.

9). 1MX Music Festival

The 1MX Music Festival will be making its debut at the Budweiser Stage this month. As the first-ever Asian music festival, 1MX makes its electrifying debut in North America. Enjoy performances by Dabin, Umi, Ben & Ben, Thuy, BGYO, and more. Plus, there will be a variety of food vendors to indulge in. 

Where: Budweiser Stage

When: September 10th, 2023

Price: $$-$$$

Category: Date/Friends

Click here for more information.

10). The Cabbagetown Festival

The Cabbagetown Festival is one of Toronto’s longest-running and most beloved street festivals. The festival will feature family-friendly activities, entertainment, live music, a kids' zone, food, and over 150 different vendors. 

Where: Cabbagetown

When: September 9th-10th, 2023

Price: Free admission

Category: Family-friendly

Click here for more information.

11). Toronto Tech Mixer 4.0 - hosted by Todotoronto x RI.Events

This month, we are teaming up with RI. Events to host a Toronto Tech Mixer. Join 150+ professionals in the tech industry at Spaces Queen West. At this event, the attendees are the headliners, there will be name-tags, icebreakers, and your ticket includes light refreshments.

Where: Spaces Queen West (180 John St Toronto, ON M5T 1X5)

When: September 14th, 2023

Price: $$

Category: Anyone working in tech or working within the tech ecosystem

Click here for more information.

12). Ossington Summer Send-Off

Mark your calendars and save the date because the Ossington Summer Send-Off is happening this month. Only on September 9th, get ready to experience a pedestrian takeover of Ossington Avenue between Queen St. W and Dundas St. W. This event is the perfect opportunity to try some new restaurants, explore the different shops, and more. 

Where: Ossington Avenue between Queen St W and Dundas St W.

When: September 9th, 2023

Price: Free admission

Category: Family-friendly

Click here for more information.

13). VegTO Fest

VegTO Fest is Toronto's only free vegan festival. This event helps to support those on a plant-based journey and will feature over 200 exhibitors offering food, wares and other wonders. Plus, admission to the event is free. 

Where: Nathan Phillips Square

When: September 9th-10th, 2023

Price: Free admission 

Category: Family-friendly

Click here for more information.

14). Anime Toronto

Celebrate all things anime at Anime Toronto. Located at the Metro Toronto Convention Centre's North Building, this event brings together fans, cosplayers, and enthusiasts for non-stop anime fun. Enjoy exclusive screenings to special guest appearances and cosplay contests, there's something for every anime lover!

Where: Metro Toronto Convention Centre

When: September 1st-3rd, 2023

Price: $$-$$$

Category: Family-friendly

Click here for more information.

15). September Singles Mixer at Bar 404

Our July & August mixers brought out 100+ singles and we're excited to bring the fun again on September 18th at Bar 404, a new speakeasy bar in Toronto. This event will be jam-packed with a night full of fun icebreakers, activities, and the vibes will be chill for you to mix and mingle. Expect to meet new people and walk away with friendships or that special someone!

Where: Bar 404 (85 John Street #Level 1 Toronto, ON M5V 0W3)

When: September 18th, 2023

Price: $-$$

Category: 25-40 years old

Click here for more information.

16). Canadian International Air Show

The Canadian International Air Show is back for its 74th year with an incredible aerial performance. The 2023 Air Show features two headliners, the beloved Canadian Forces Snowbirds and the thrilling U.S. Navy Blue Angels. Don't miss the opportunity to watch these breathtaking aerial displays. 

Where: 1095 Lakeshore Blvd W, Toronto, Ontario

When: September 2nd-4th, 2023

Price: $$

Category: Family-friendly

Click here for more information.

17). Pink Sky’s New Lobster Land-Themed Menu

September is Lobster Month! If you’re a huge lobster lover, then you have to check out Pink Sky’s new lobster land-themed menu! Starting September 1st, enjoy a special Lobster-themed menu, with options like Lobster Spaghetti, Lobster Thermidor, Lobster Burger, and more, along with two lobster cocktails. 

Where: Pink Sky (480 King St W, Toronto, ON M5V 1L7)

When: Until September 30th, 2023

Category: Date/Friends

Click here for more information.

18). Just For Laughs Toronto

The 11th edition of Just For Laughs Toronto will take place this month. From September 21st to 30th, this event will feature a strong and hilarious lineup, like Andrew Schulz, Ronny Chieng, Leslie Jones, and more. Not to mention, from September 22nd to 24th, head over to the Beneva Stage located at Front St. E and Berczy Park for 3 days of entertainment, food and drinks. 

Where: Multiple locations; click here to find out.

When: September 21st-30th, 2023

Price: Free-$$$

Category: Date/Friends

Click here for more information.

19). Fall Colours 

Autumn means that trees are starting to change colours. Leaves typically change colours from mid-September to early October depending on the weather. High Park, Glen Stewart Ravine, Scarborough Bluffs, and Rouge National Urban Park are a few amazing spots to catch the fall colours. 

20). Hot and Spicy Festival

Head over to the Harbourfront Centre for the Hot and Spicy Festival. This 4-day event will feature some of India’s hottest stars, entertainment, performances, workshops, and more.  

Where: Harbourfront Centre (235 Queens Quay West, Toronto)

When: September 1st-4th, 2023

Price: Free admission

Category: Family-friendly

Click here for more information.

21). The Queen West Art Crawl Festival

The Queen West Art Crawl Festival is a two-day arts festival that stretches along Queen Street West from Bathurst to Roncesvalles in Trinity Bellwoods Park. With an expected attendance of over 65k, you're in for an awesome time. The festival includes a 2SLGBT+ friendly Kids' Zone and a Main Stage with Music and Drag that is 50%+ BIPOC. 

Where: Queen Street West from Bathurst to Roncesvalles in Trinity Bellwoods Park.

When: September 23rd-24th, 2023

Price: Free admission

Category: Family-friendly

Click here for more information.

22). The Academy Presents - SummerSeries in Trillium Park

Head over to Trillium Park for 3 days of fun. Part of the SummerSeries in Trillium Park, ‘The Academy presents…’ will showcase the wealth of local talent in Toronto. Each day is unlike the other, with Friday night featuring Lift Me Up! House Dance Battle presented by Funky Facilitators. Saturday will feature live R&B and soulful hip hop & AIRMOVES Silent Disco Soundclash. Sunday will feature the much-loved Gumbo crew throwing down the Gumbo Daytime Lime with the best in afrobeats, soca, reggae, and other Afro-Caribbean sounds. You’re in for an amazing time. Click here for your free RSVP. 

Where: Trillium Park

When: September 1st-3rd, 2023

Price: Free admission

Category: Date/Friends

Click here for more information. 

23). Halloween Haunt at Canada’s Wonderland

Who says that September is too early for Halloween? If you're a huge lover of Halloween, then head over to the Halloween Haunt at Canada’s Wonderland this month! Canada's Wonderland will be transformed into a scream park filled with Halloween attractions. With eight mazes, terrifying scare zones, hundreds of monsters, thrilling night rides and amazing live entertainment, you're in for a scary time. Plus, there will be 4 new mazes this year, including “Dark Ride” where guests must face the horrors waiting for them in an abandoned carnival attraction. Get ready to scream! 

Where: Canada's Wonderland

When: September 22nd - October 29th, 2023

Price: $$

Category: Date/Friends

Click here for more information.

Want to be the first to know about the hottest events in Toronto with first access to exclusive offers, deals, and giveaways? Sign up for our exclusive VIP List!

Scroll down to sign up for our newsletter to stay up to date with the latest best things to do in Toronto. Do you want your business featured on our page? Fill out the Contact us form.