October 1st and 2nd – Billie Eilish: HIT ME HARD AND SOFT: THE TOUR

American Singer Billie Eilish performs at the Scotiabank Arena this Fall

Where: Scotiabank Arena

When: October 1st and 2nd, 7:00 pm

Admission: Priced.

View event information (Concert)

October 1st to 3rd – Elevate Festival

Elevate Festival is a 3-day Canada’s Tech and Innovation Festival that unites world-class innovators, industry leaders, and the tech ecosystem to shine a global spotlight on Canada’s tech and innovation ecosystem. It features world-class speakers, cutting-edge programming, networking, evening socials, and investor and startup opportunities weaved throughout; this 3-day event brings together some of the world’s greatest tech titans, innovators, and policymakers to create important dialogue, meaningful connections, and shine a global spotlight on Canada’s tech and innovation ecosystem.

Where: Various Locations in Toronto

When: October 1st to 3rd,

Admission: Priced. Tickets start at $325. Grab your tickets here

View event information (Tech Event)

October 3rd to 6th – The Toronto Burleseque Festival

The Toronto Burlesque Festival is a celebration of Canadian and international burlesque, cabaret, and circus arts from October 3rd to 6th, 2024, under the neon palms of the legendary El Mocambo, one of Toronto’s most iconic event venues.

Where: 464 Spadina Ave., Toronto

When: October 3rd to 6th,

• October 3rd, 6:00 pm
• October 4th, 7:00 pm
• October 5th, 7:00 pm
• October 6th, 12:00 pm

Admission: Priced. Tickets start at $54. Grab your tickets here

View event information (Burlesque Festival)

October 3rd to November 2nd – Legends of Horror (CASALOMA)

Legends of Horror returns just in time for the Halloween Season this Fall, as the grounds of Casa Loma will once again be transformed into an immersive theatrical experience. Guests will get to explore the lower gardens of Casa Loma and wind their way through the castle’s tunnels and darkest spaces never before open to the public.

Where: Casa Loma, 1 Austin Terrace, Toronto

When: October 3rd to November 2nd, view event times and schedule here

Admission: Priced. Tickets start at $49. Grab your tickets here

October 3rd – Great Canadian Horror Film Festival – Boo Block

The Great Canadian Horror Film Festival provides a spooktacular time at The Royal, showcasing the best Canadian horror films. Whether you’re a die-hard horror fan or just looking for a scare, this event is perfect for you.

Where: The Royal, 608 College Street, Toronto

When: October 3rd, 8:00 pm – 10:00 pm

Admission: Priced. Tickets start at $22. Grab your tickets here

October 4th – Great Canadian Horror Film Festival – Blood Block

The Great Canadian Horror Film Festival provides a spooktacular time at The Royal, showcasing the best Canadian horror films. Whether you’re a die-hard horror fan or just looking for a scare, this event is perfect for you.

Get ready for a terrifying night filled with the best Canadian horror films at the Great Canadian Horror Film Festival!

Where: The Royal, 608 College Street, Toronto

When: October 4th, 8:00 pm – 10:00 pm

Admission: Priced. Tickets start at $22. Grab your tickets here

October 4th to November 2nd – Martino Manor

Martino Manor is one of Toronto’s scariest Halloween Attractions. Attendees will venture into a Victorian three-story haunted house through an outdoor maze

Prepare for spine-tingling chills and unforgettable scares.

Where: 7 McIntosh Ave. Etobicoke (between Parklawn & Royal York off the Queensway)

When: October 4th to November 2nd,

• Friday and Saturday, 7:00 pm – 12:00 am

• Other Days, 7:00 pm – 11:00 pm

Admission: Priced. Tickets start at $19. Tickets at the door only

** Suitable for Ages 14+, Cash Only Event

October 4th to 6th – Diwalicious – Taste of Diwali 2024

Taste of Diwali celebrates the rich tapestry of Indian Cuisine and Culture in Toronto.

Where: Various Locations in Toronto

When: October 4th to 6th,

• October 4th, 5:00 pm – 10:00 pm
• October 5th, 12:00 pm – 10:00 pm
• October 6th, 12:00 pm – 10:00 pm

Admission: Free

View event information (Cultural Festival)

October 4th and 5th – Toronto Motorcycle Film Festival 2024

The 8th annual Toronto Motorcycle Film Festival (TMFF) is the world’s largest film and arts festival dedicated to celebrating motorcycles and motorcycle culture in Toronto.

Where: Paradise Theatre, Toronto

When: October 4th and 5th, 6:30 pm

Admission: Priced. Tickets start at $18. Grab your tickets here

View event information (Film Festival)

October 5th – Nuit Blanche

Nuit Blanche is a free all-night celebration of contemporary art that transforms Toronto’s public spaces into extraordinary landscapes and animates cultural sites throughout the city.

This year’s theme, Bridging Distance, invites audiences to explore how they experience and perceive distance through three exhibitions and more than 80 works by local, national, and international artists (including Independent & Special Projects).

Where: Various Locations in Toronto. Find out what is on here

When: October 5th, 7:00 pm – 7:00 am

Admission: Free

View event information (Art Exhibition)

October 5th and 6th – PickleFest

PickleFest is a celebration of all things pickled and fermented. Whether it’s brined, fermented, cured, marinated, or preserved, all things pickled will be on full display for all to enjoy.

Where: Henderson Brewing Co., 128 Sterling Rd. Toronto

When:

October 5th, 11:00 am

October 6th, 12:00 pm

Admission: Priced. Tickets start at $15. Grab your tickets here

View event information (Food and Drink Festival)

October 6th – CIBC RUN FOR THE CURE

Join the Toronto community to race in supporting all Canadians impacted by breast cancer.

Where: Sir Winston Churchill Park 301 St Clair Ave W, Toronto

When: October 6th, 8:30 am – 12:30 pm

Admission: Free

View event information (Race)

October 11th to 13th – The Toronto Halloween Show

The Toronto Halloween Show, one of Ontario’s largest consumer shows for “All Things Halloween,” strives to unite exhibitors and visitors to celebrate their love of this fun and scary season.

Where: The Warehouse Venue at Downsview Park

When: October 11th to 13th

• October 11th, 4:00 pm – 9:00 pm 
• October 12th, 10:00 am – 7:00 pm 
• October 13th, 10:00 am – 6:00 pm 

Admission: Priced. Tickets start at $9. Grab your tickets here

View event information (Fall Attraction)

October 11th to 13th – Cask Days Festival

For its 18th year running, the Cask Days Beer Festival returns just in time for the Fall season featuring over 40 different casks from 30+ breweries across Ontario on the patio of Bar Volo in downtown Toronto.

Where: Bar Volo, 7 St Nicholas St, Toronto

When: October 11th to 13th

• October 11th, 12:00 pm – 11:00 pm 
• October 12th, 12:00 pm – 11:00 pm 
• October 13th, 12:00 pm – 11:00 pm 

Admission: Priced. Tickets start at $20. Tickets at the door.

View event information (Beer Festival)

October 11th to 14th – PumpkinFest Toronto

PumpkinFest Toronto is a fun 3-day weekend filled with unlimited midway rides, unlimited inflatable fun, a sprawling pumpkin patch, local food trucks, live entertainment, tons of family photo ops, and so much more!

Attendees should expect

• Unlimited midway rides, inflatables, and bounce houses 
• Fun carnival games and tasty local food trucks
• Live stage entertainment
• PAW Patrol meet-and-greets (with Chase & Skye)
• Peter’s Pumpkin Patch and more!

Where: Downsview Park

When: October 11th to 14th

• October 11th, 10:00 am – 6:00 pm 
• October 12th, 10:00 am – 6:00 pm 
• October 13th, 10:00 am – 6:00 pm 
• October 14th, 10:00 am – 6:00 pm

Admission: Priced. Tickets start at $16. Grab your tickets here

View event information (Fall Attraction)

October 13th – Buju Banton

Jamaican Artist and Superstar Buju Banton, will electrify audiences at the Scotiabank Arena this October.

Where: Scotiabank Arena

When: October 13th, 8:00 pm

Admission: Priced. Tickets start at $122. Grab your tickets here

View event information (Concert)

October 17th and 18th – Justin Timberlake – The Forget Tomorrow World Tour

Global R&B Superstar Justin Timberlake performs at the Scotiabank Arena this Fall.

Where: Scotiabank Arena

When: October 17th and 18th, 7:30 pm

Admission: Priced. Tickets start at $71. Grab your tickets here

View event information (Concert)

October 19th – North York Diwali Fest – Festival Of Lights

North York Diwali Fest—Festival of Lights is a two-day magical celebration that features stunning light displays, delicious Indian cuisine, and live music and dance performances at the Mel Lastman Square Rink.

Where: Mel Lastman Square Rink, 5100 Yonge Street, Toronto

When: October 19th, 11:00 am – 10:00 am

Admission: Free

View event information (Cultural Festivals)

October 22nd to 25th – Startup Fashion Week

Canada’s premier multi—fashion event, Startup Fashion Week, returns in October to celebrate Canadian Fashion Designers, Entrepreneurs, and Creatives.

This 4-day celebration will feature an opening party, conference, and fashion show.

Where: Various Locations in Toronto

When: October 22nd to 25th

Admission: Priced. Tickets start at $70. Grab your tickets here

View event information (Fashion Show and Conference)

October 23rd – Vince Staples – Back in America Tour

American Rapper Vince Staples will perform this October at HISTORY.

Where: HISTORY

When: October 23rd, 8:30 pm

Admission: Priced.

View event information (Concert)

October 24th to 27th – Art Toronto 2024

Toronto’s most prominent Art Fair, Art Toronto, returns for its 25th edition, celebrating Canadian art and culture at the vast MTCC. This epic celebration of art will host works from over 100 national and international galleries, project spaces, installations, and more.

Where: MTCC, North Building, 255 Front Street West

When:

• October 24th, 6:00 pm – 10:00 pm (Opening Night)
• October 25th, 12:00 pm – 8:00 pm
• October 26th, 12:00 pm – 8:00 pm
• October 27th, 12:00 pm – 6:00 pm

Admission: Priced. Tickets start at $70. Grab your tickets here

View event information (Art Show)

October 26th – Iron Maiden: The Future Past Tour

English Heavy Metal Band Iron Maiden will perform at the Scotiabank arena in support of their seventeenth studio album Senjutsu,

Where: Scotiabank Arena

When: October 26th, 7:30 pm

Admission: Priced. Tickets start at $234. Grab your tickets here

View event information (Concert)

October 26th – The Real Negroes of Comedy

“The Real Negroes of Comedy” is a bold and provocative comedy show that pushes boundaries while delivering laughs featuring an ensemble of Black comedians in Toronto. This show dives headfirst into the complexities of race, culture, and identity with a mix of irreverent humor and sharp wit. 

Expect a night of unapologetic Black comedy where no topic is off-limits, and the humor is as accurate as it is raw. Each comedian brings their unique voice and perspective to the stage, challenging conventions and sparking conversations through satire, personal anecdotes, and social commentary. 

Expect the Queens of Canadian Black comedy, Zabrina Douglas (JFL, Winnipeg Comedy Festival, and Juno nominee), headlining. She’ll be joined by Black Zeus (Yuk Yuk’s, JFL Toronto, and Kill Tony), Faiza (Nubian Comedy Revue), Kalin T. Spence (Comedy Bar), and Marlon Palmer (JFL Toronto, Nubian Comedy Review, and Flow 98.7), with the bold and brazen Bougie B. Bouge (JFL Toronto and Nubian Comedy Review)hosting.

Where: 254 Lansdowne Avenue, Toronto

When: October 26th, 7:00 pm – 10:30 pm

Admission: Priced. Tickets start at $28. Grab your tickets here

View event information (Comedy Show)

October 26th and 27th – Diwali Festival of Lights

A spectacular Diwali celebration takes place at Nathan Phillips Square in Toronto on October 26th and 27th, showcasing India’s vibrant colors, festive spirit, and cultural richness right in the heart of Toronto. There will be a musical fireworks show, a Diwali Marketplace, cultural performances and more.

Where: Nathan Phillips Square, Toronto

When: October 26th and 27th, 12:00 pm – 10:00 pm

Admission: Free