September 10th – Lily Allen Performs West End Girl

British singer-songwriter Lily Allen brings her distinctive style and celebrated catalogue of songs to Toronto.

Where: RBC Amphitheatre

When: September 10th, 8:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 10th to 20th – Toronto International Film Festival

Toronto International Film Festival returns with world premieres, red carpets, screenings, industry events, talks, and public programming. TIFF is one of the world’s leading film festivals and a major cultural event in Toronto.

Where: Various Locations in Toronto

When: September 10th to 20th,

Admission: Paid and Free Events

(Film Festival)

September 11th – Mother Mother with Beach Bunny & Boy Golden

Canadian alternative rock favourites Mother Mother take the stage with Beach Bunny and Boy Golden for a night of energetic live music in Toronto.

Where: Sobeys Stadium, Toronto

When: September 11th, 8:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 11th – AFROJACK

Grammy-winning DJ and producer AFROJACK brings his signature electronic sound and high-energy set to Toronto for a late-night performance.

Where: DPRTMNT, 473 Adelaide St W, Toronto

When: September 11th, 10:30 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 11th – The V Collective

The V Collective brings an unfiltered evening dedicated to breaking the silence around perimenopause, menopause, mental health, aging, and hormonal wellness.

Where: Palais Royale Ballroom, 1601 Lake Shore Blvd W, Toronto

When: September 11th, 6:00 pm – Midnight

Admission: Ticketed. Grab your tickets here

(Concert)

September 11th to 13th – Asialicious Carnival

Asialicious Carnival brings Asian food, vendors, entertainment, music, and cultural programming to Scarborough. The festival offers a vibrant food and culture experience for families and festivalgoers.

Where: Woodside Square, Scarborough

When: September 11th to 13th,

• September 11th, 5:00 pm – 11:00 pm
• September 12th, 11:00 am – 11:00 pm
• September 13th, 11:00 am – 6:00 pm

Admission: Free

(Food Festival)

September 11th to 13th – Taste of The Kingsway 2026

Taste of The Kingsway returns to Bloor Street West with food, vendors, live entertainment, midway-style activities, local businesses, and community programming. The festival is one of Etobicoke’s major street celebrations.

Where: Bloor Street West, Toronto

When: September 11th to 13th

• September 11th, 6:00 pm – 10:00 pm
• September 12th, 11:00 am – 10:00 pm
• September 13th, 11:00 am – 7:00 pm

Admission: Free

(Food Festival)

September 11th to 13th – 27th Annual Tim Hortons Southside Shuffle Blues & Jazz Festival

Southside Shuffle Blues & Jazz Festival returns to Port Credit with live music, blues, jazz, performances, food, and a lively lakeside festival atmosphere.

Where: Port Credit Memorial Park, Mississauga

When: September 11th to 13th,

Admission: Ticketed

(Jazz Festival)

September 11th to 13th – Great Outdoors Comedy Festival

Great Outdoors Comedy Festival brings major comedians, outdoor entertainment, food, drinks, and a festival-style comedy experience to Erindale Park.

Where: Erindale Park, Mississauga

When: September 11th to 13th, 

Admission: Ticketed. Grab your tickets here

(Comedy Festival)

September 11th to 13th – Philippine Festival Mississauga

Philippine Festival Mississauga celebrates Filipino culture with food, music, dance, vendors, performances, and community programming at Celebration Square.

Where: Celebration Square, Mississauga

When:

September 11th, 5:00 pm – 11:00 pm

September 12th, 12:00 pm – 11:00 pm

September 13th, 12:00 pm – 7:00 pm

Admission: Free

(Cultural Festival)

September 11th to 13th – World Of Jazz Festival

World of Jazz Festival returns to Brampton with live jazz performances, local and visiting musicians, and community-focused music programming.

Where: Various Locations in Brampton

When: September 11th to 13th,

Admission: Free

(Jazz Festival)

September 12th – Markham-Milliken Children’s Festival

Markham-Milliken Children’s Festival offers a full day of family-friendly entertainment, activities, performances, and interactive experiences for children.

Where: Aaniin Community Centre

When: September 12th, 10:00 am – 6:30 pm

Admission: Free

(Community Festival)

September 12th – Mt. Joy

Indie rock band Mt. Joy brings its warm, melodic sound and fan-favourite songs to Toronto for a live performance at RBC Amphitheatre.

Where: RBC Amphitheatre

When: September 12th, 8:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 12th – Toronto Poetry Festival 2026

Toronto Poetry Festival celebrates spoken word, poetry, creativity, and community with live readings and performances in Taylor Creek Park.

Where: Taylor Creek Park, Toronto

When: September 12th, 11:00 am – 5:00 pm

Admission: Free

(Festival)

September 12th – Pickering Cultural Fusion

Pickering Cultural Fusion celebrates culture, food, art, vendors, performances, and community programming at Dorsay Community & Heritage Centre.

Where: Dorsay Community & Heritage Centre, Pickering

When: September 12th, 11:00 am – 5:00 pm

Admission: Free

(Cultural Festival)

September 12th – Jungle: World Tour 2026

Jungle delivers an energetic performance featuring funk-infused grooves, soulful vocals, and infectious dance rhythms.

Where: Scotiabank Arena

When: September 12th, 8:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 12th – Machel Montano

Soca superstar Machel Montano brings Caribbean energy, carnival vibes, and fan-favourite hits to Toronto’s waterfront.

Where: Harbourfront Centre Concert Stage

When: September 12th, 8:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 12th – 6IX MELA

6IX MELA brings music, culture, and live entertainment together for a large-scale South Asian concert experience in Toronto.

Where: Sobeys Stadium, Toronto

When: September 12th, 7:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 12th – Sonu Nigam – The Revolution Tour

Celebrated Indian playback singer Sonu Nigam brings The Revolution Tour to Toronto for an evening of Bollywood favourites and songs from across his career.

Where: Coca-Cola Coliseum, Toronto

When: September 12th, 9:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 12th and 13th – Cabbagetown Festival

Cabbagetown Festival returns with local vendors, food, live music, entertainment, patios, artisans, and family-friendly activities. The street festival celebrates one of Toronto’s most historic neighbourhoods.

Where: Parliament St. and Carlton St., Cabbagetown, Toronto

When: September 12th and 13th,

• September 12th, 11:00 am – 8:00 pm
• September 13th, 11:00 am – 7:00 pm

Admission: Free

(Street Festival)

September 12th and 13th – Oatly Pop-up

Oatly hosts a FREE-to-attend immersive pop-up bringing Oatly’s new ready-to-drink Matcha to Toronto with complimentary drinks, bites, live music, manicures and more

Where: 45 Ossington Avenue 

When: September 12th and 13th, 2:00 pm – 8:00 pm

Admission: Free

(Pop-Up)

September 12th and 13th – Tim Hortons GWN Dragon Boat Challenge

The Tim Hortons GWN Dragon Boat Challenge brings teams together for competitive racing, community spirit, and waterfront excitement in Toronto.

Where: Marilyn Bell Park, Toronto

When: September 12th and 13th,

Admission: Free to Attend. Register Here

(Boat Challenge)

September 12th and 13th – Toronto Mexican Day

Toronto Mexican Day celebrates Mexican culture and community with music, dance, food, entertainment, and cultural programming at Nathan Phillips Square.

Where: Nathan Phillips Square, Toronto

When: September 12th and 13th,

• September 12th, 11:30 am – 11:00 pm
• September 13th, 11:30 am – 9:00 pm

Admission: Free

(Cultural Festival)

September 12th and 13th – Wizard of Oz Film Live Orchestra

Experience The Wizard of Oz on the big screen accompanied by a live orchestra, bringing the classic film and its beloved score to life in Toronto.

Where: Meridian Hall, Toronto

When: September 12th and 13th,

Admission: Ticketed. Grab your tickets here

(Live Orchestra)

September 13th – Shreya Ghoshal: The Unstoppable Tour

One of India’s most celebrated singers, Shreya Ghoshal performs an evening of beloved Bollywood and contemporary hits.

Where: Scotiabank Arena

When: September 13th, 8:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 13th – Fitness Festival 2026

Fitness Festival 2026 brings the community together for a morning focused on movement, wellness, workouts, and an energetic group fitness experience.

Where: 107 Princes’ Blvd, Toronto

When: September 13th, 9:00 am – 12:00 pm

Admission: Ticketed. Prices start at $45. Grab your tickets here

(Fitness Event)

September 13th – Disney’s The Lion King Live in Concert

Disney’s The Lion King comes to life on the big screen with its celebrated score performed live, creating an immersive film-and-music experience.

Where: Sobeys Stadium, Toronto

When: September 13th, 4:00 pm

Admission: Ticketed. Prices start at $52. Grab your tickets here

(Concert)

September 13th – Erykah Badu

Neo-soul icon Erykah Badu brings her distinctive voice, genre-blending sound, and celebrated catalogue to Toronto for a special live performance.

Where: RBC Amphitheatre, Toronto

When: September 13th, 8:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 13th – Walk for Suicide Awareness 2026

Walk for Suicide Awareness 2026 brings the community together to raise awareness, honour lives affected by suicide, and support conversations around prevention and mental health.

Where: Sunnyside Park, Lakeshore Boulevard West

When: September 13th, 9:00 am – 12:00 pm

Admission: Ticketed. Register here

(Community Event)