Here is our list of fun things to do in Toronto in September 2026, including concerts, festivals, and more!

Runs till September 20th – ANCHORBALL: A Curious Art Journey

ANCHORBALL: A Curious Art Journey is an outdoor art exhibition experience at Royal Botanical Gardens, inviting visitors to explore creativity, nature, and immersive installations.

Where: Royal Botanical Gardens, Hendrie Park, 680 Plains Rd W, Burlington

When: June 20th to September 20th

Admission: Ticketed. Grab your tickets here

(Art Exhibition)

Runs till September 7th – Canadian National Exhibition

The Canadian National Exhibition returns to Exhibition Place with midway rides, food, concerts, shopping, games, performances, exhibits, and classic end-of-summer fair experiences. The CNE is one of Canada’s largest annual fairs.

Where: Exhibition Place, Toronto

When: August 21st to September 7th,

Admission: Ticketed

(Largest Canadian Fair)

September 1st – Chris Stapleton’s All-American Road Show

Country music star Chris Stapleton brings his award-winning vocals, soulful sound, and fan-favourite hits to Toronto for a memorable stadium performance.

Where: Rogers Stadium

When: September 1st, 6:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 1st – Rob Zombie & Marilyn Manson

Rock and metal fans can experience a night of theatrical performances, hard-hitting music, and iconic hits from Rob Zombie and Marilyn Manson.

Where: RBC Amphitheatre

When: September 1st, 6:30 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 2nd – TLC & Salt-N-Pepa with En Vogue: It’s Iconic

Celebrate decades of R&B and hip-hop classics as TLC, Salt-N-Pepa, and En Vogue share the stage for an unforgettable night of nostalgia.

Where: RBC Amphitheatre

When: September 2nd, 7:30 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 2nd and 3rd – Elevation Rhythm – Washed Tour

Elevation Rhythm brings the Washed Tour to Toronto for two nights of contemporary worship music, energetic performances, and fan-favourite songs.

Where: HISTORY

When: September 2nd and 3rd, 6:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 4th – Mohsen Namjoo

Iranian singer-songwriter Mohsen Namjoo brings his distinctive blend of Persian musical traditions, contemporary sounds, and poetic storytelling to Toronto.

Where: Queen Elizabeth Theatre

When: September 4th, 7:30 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 4th to 6th – Orangeville Fall Fair

Orangeville Fall Fair returns for a weekend of agricultural displays, family-friendly activities, entertainment, food, and classic fall fair traditions.

Where: Orangeville Fairgrounds, 247090 5th Sideroad, Mono

When: September 4th to 6th,

Admission: Ticketed. Grab your tickets here

(Agricultural Fair)

September 4th to 6th – Toronto Dragon Festival

Toronto Dragon Festival returns to Nathan Phillips Square with cultural performances, dragon-themed programming, vendors, food, music, and family-friendly activities celebrating Chinese culture and community.

Where: Nathan Phillips Square, Toronto

When: September 4th to 6th,

• September 4th, 11:00 am – 11:00 pm
• September 5th, 11:00 am – 11:00 pm
• September 6th, 11:00 am – 9:00 pm

Admission: Free

(Cultural Festival)

September 4th to 6th – T.U. Jazz Fest

T.U. Jazz Fest returns to Mel Lastman Square with live jazz performances, emerging artists, community programming, workshops, and free outdoor concerts. The festival highlights the next generation of jazz talent.

Where: Mel Lastman Square, Toronto

When: September 4th to 6th,

• September 4th, 4:00 pm – 10:00 pm
• September 5th, 1:00 pm – 10:00 pm
• September 6th, 1:00 pm – 10:00 pm

Admission: Free

(Jazz Festival)

September 4th to 7th – Toronto International BuskerFest

Toronto International BuskerFest brings street performers, acrobats, comedians, musicians, circus artists, and family-friendly entertainment to Woodbine Park for a lively end-of-summer festival.

Where: Woodbine Park, Toronto

When: September 4th to 7th,

• September 4th, 4:00 pm – 11:00 pm
• September 5th, 12:00 pm – 11:00 pm
• September 6th, 12:00 pm – 10:00 pm
• September 7th, 12:00 pm – 7:00 pm

Admission: Ticketed. Grab your tickets here

(BuskerFest)

September 4th to 7th – Bark In The Park TO

Bark In The Park TO brings dog lovers together for a pet-friendly weekend featuring activities, vendors, entertainment, and experiences for dogs and their owners.

Where: Woodbine Park, Toronto

When: September 4th to 7th,

• September 4th, 4:00 pm – 8:00 pm
• September 5th, 12:00 pm – 8:00 pm
• September 6th, 12:00 pm – 8:00 pm
• September 7th, 12:00 pm – 7:00 pm

Admission: Ticketed. Grab your tickets here

(Doggie Event)

September 4th to 7th – Canada’s Largest Ribfest

Canada’s Largest Ribfest returns to Burlington with barbecue, live entertainment, food vendors, and a lively waterfront festival atmosphere.

Where: Spencer Smith Park, 1400 Lakeshore Rd, Burlington

When: September 4th to 7th,

• September 4th, 11:00 am – 11:00 pm
• September 5th, 11:00 am – 11:00 pm
• September 6th, 11:00 am – 11:00 pm
• September 7th, 11:00 am – 7:00 pm

Admission: Ticketed. Grab your tickets here

(Food Festival)

September 4th to 7th – Navrang Navratri Festival

Navrang Navratri Festival celebrates the season with music, dance, cultural performances, traditional festivities, and community programming in Mississauga.

Where: International Centre, Hall 5, Mississauga

When: September 4th to 7th,

Admission: Ticketed

(Cultural Festival)

Sept 5th – Canadian Opera Company Open House – Free Public Event

The Canadian Opera Company opens its doors for a free public event featuring an inside look at opera, live programming, and opportunities to explore the Four Seasons Centre.

Where: Four Seasons Centre for the Performing Arts, 145 Queen St W, Toronto

When: September 5th, 3:00 pm

Admission: Free

(Parade)

September 5th – Pitbull & Lil Jon

Pitbull and Lil Jon bring their party anthems, chart-topping hits, and high-energy performances to Toronto.

Where: RBC Amphitheatre

When: September 5th, 8:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 5th – RÜFÜS DU SOL North America 2026

Australian electronic trio RÜFÜS DU SOL delivers an immersive live experience featuring atmospheric sounds, stunning visuals, and fan-favourite tracks.

Where: Rogers Centre

When: September 5th, 7:30 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 5th – ANIRUDH XV TOUR: Live in Toronto

Indian composer and performer Anirudh Ravichander brings his XV Tour to Toronto for a high-energy concert featuring music from across his celebrated career.

Where: Scotiabank Arena

When: September 5th, 6:30 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 5th to 7th – Canadian International Air Show

The Canadian International Air Show returns to Toronto’s waterfront with aerial performances, flight demonstrations, military aircraft, and high-flying entertainment over Lake Ontario.

Where: Marilyn Bell Park, Toronto

When: September 5th to 7th, 12:00 pm – 3:40 pm

Admission: Ticketed

(Air Show)

September 6th – Gordo Presents: Taraka with Francis Mercier in Toronto

A major electronic music experience is coming to Toronto this September, headlined by internationally acclaimed DJs and producers GORDO and Francis Mercier.

Where: Port Lands, Toronto

When: September 6th, 2:00 pm – 11:00 pm

Admission: Ticketed. Prices start at $113. Grab your tickets here

(Concert)

September 7th – Toronto Labour Day Parade

Toronto’s Labour Day Parade brings workers, unions, families, and community groups together for the city’s annual celebration of the labour movement.

Where: Queen St. W. at University Ave to CNE grounds, Toronto

When: September 7th, 11:00 am

Admission: Free

(Parade)

September 7th – BABYMETAL World Tour 2026

Japanese metal sensation BABYMETAL brings their unique fusion of metal, pop, and choreography to Toronto.

Where: RBC Amphitheatre

When: September 7th, 7:20 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 8th – Wu-Tang Clan & Bone Thugs-N-Harmony

Hip-hop legends Wu-Tang Clan and Bone Thugs-N-Harmony unite for an iconic night celebrating two influential groups in rap history.

Where: RBC Amphitheatre

When: September 8th, 7:30 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 8th to 13th – CaribbeanTales International Film Festival

CaribbeanTales International Film Festival showcases films, filmmakers, and stories from the Caribbean and its diaspora through screenings and cultural programming across Toronto.

Where: Various Locations in Toronto

When: September 8th to 13th

Admission: Paid and Free Events

(Film Festival)

September 9th – Sunset Rollercoaster

Taiwanese band Sunset Rollercoaster brings its dreamy blend of indie, soul, and psychedelic sounds to Toronto for an intimate live performance.

Where: HISTORY, Toronto

When: September 9th, 7:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 9th – Breaking Benjamin

Breaking Benjamin performs an evening of hard rock favourites, powerful vocals, and fan-loved anthems.

Where: RBC Amphitheatre

When: September 9th, 6:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

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 – 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)

September 14th – $uicideboy$ Present Grey Day Tour 2026 W. Destroy Lonely & More

$uicideboy$ bring the Grey Day Tour 2026 to Toronto with Destroy Lonely and additional guests for a high-energy night of hip-hop and alternative sounds.

Where: RBC Amphitheatre, Toronto

When: September 14th, 6:30 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 15th – Dermot Kennedy: The Weight of the Woods Tour

Irish singer-songwriter Dermot Kennedy brings his emotional lyrics, powerful vocals, and acclaimed songs to Toronto.

Where: RBC Amphitheatre

When: September 15th, 8:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 15th – Robyn

Pop icon Robyn returns to Toronto with an electrifying live show featuring her biggest hits and dance-pop favourites.

Where: Scotiabank Arena

When: September 15th, 8:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 15th to 20th – Venus Fest

Venus Fest returns with a multi-day celebration of music, art, and community, spotlighting diverse artists and independent creative voices.

Where: Allan Gardens, 160 Gerrard St E, Toronto

When: September 15th to 20th

Admission: Ticketed. Prices start at $10. Grab your tickets here

(Music Festival)

September 16th – AC/DC: Power Up Tour 2026

Legendary rock band AC/DC brings their Power Up Tour to Toronto for a night packed with iconic riffs and classic rock anthems.

Where: Rogers Stadium

When: September 16th, 7:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 16th – Bryson Tiller Presents: The Neo Trapsoul Tour

Bryson Tiller performs fan-favourite R&B hits and tracks from across his acclaimed career as part of The Neo Trapsoul Tour.

Where: RBC Amphitheatre

When: September 16th, 7:30 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 17th – Give Me Liberty Street Party

Give Me Liberty Street Party brings food, music, drinks, vendors, entertainment, and community energy to Liberty Village. The annual neighbourhood street party celebrates local businesses and community culture.

Where: Lamport Stadium parking lot, 75 Fraser Avenue, Toronto

When: September 17th, 4:00 pm – 11:00 pm

Admission: Free

(Street Party)

September 17th – LP – All Is Not Lost Tour

Singer-songwriter LP brings the All Is Not Lost Tour to Toronto for an evening of powerful vocals, emotional songwriting, and fan-favourite tracks.

Where: Massey Hall, Toronto

When: September 17th, 8:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 17th to 20th – Brampton Fall Fair

Brampton Fall Fair returns with agricultural traditions, family attractions, food, entertainment, and seasonal activities for a classic fall fair experience.

Where: Brampton Fairgrounds

When: September 17th to 20th

Admission: Ticketed. Prices start at $20. Grab your tickets here

(Fall Fair)

September 18th to 20th – ArtWalk in the Square

ArtWalk in the Square brings artists, makers, galleries, and original works to CF Shops at Don Mills for a weekend of outdoor art, shopping, and community engagement.

Where: CF Shops at Don Mills, Toronto

When: September 18th to 20th, 

• September 18th, 3:00 pm – 8:00 pm
• September 19th, 10:00 am – 7:00 pm
• September 20th, 11:00 am – 5:00 pm

Admission: Free

(Art Fair)

September 18th to October 4th – Ontario Culture Days 2026

Ontario Culture Days launches with arts, culture, workshops, performances, exhibitions, and community programming across the province, including events throughout Toronto.

Where: Various Locations in Ontario

When: September 18th to 20th,

(Arts Festival)

September 18th to 20th – Toronto Ukrainian Festival

Toronto Ukrainian Festival returns to Bloor West Village with Ukrainian food, music, dance, vendors, performances, community programming, and cultural celebration.

Where: Bloor Street West, between Jane Street and Glendonwynne Road, Toronto

When: September 18th to 20th,

• September 18th, 5:00 pm – 11:00 pm
• September 19th, 9:30 am – 11:00 pm
• September 20th, 10:00 am – 7:00 pm

Admission: Free

(Cultural Festival)

September 18th to 20th – Kensington Market Jazz Festival

Kensington Market Jazz Festival brings live jazz performances to venues, streets, and spaces throughout one of Toronto’s most iconic neighbourhoods. The festival showcases local musicians, intimate concerts, and community-based music programming.

Where: Kensington Market, Toronto

When: September 18th to 20th

Admission: Ticketed

(Music Festival)

September 18th to 20th – Water Lantern Festival

Water Lantern Festival is a family friendly event that allows guests to witness the beauty of thousands of lanterns and the lights reflecting upon the water on an emotional and unforgettable night.

Where: Downsview Park, 70 Canuck Ave, North York

When: September 18th to 20th, 4:30 pm

Admission: Ticketed. Prices start at $42. Grab your tickets here

(Lantern Festival)

September 18th and 19th – Afrocan Roots and Rhythms Fest

Afrocan Roots and Rhythms Fest celebrates African and Caribbean culture through music, dance, food, vendors, performances, and community programming.

Where: Celebration Square, Mississauga

When:

September 18th, 2:00 pm – 11:00 pm

September 19th, 12:00 pm – 11:00 pm

Admission: Free

(Cultural Festival)

September 19th – Smoke-A-Palooza

Smoke-A-Palooza brings barbecue, smoked food, vendors, entertainment, and community celebration to Sankofa Square. The food-focused festival is designed for visitors looking to enjoy smoky flavours and outdoor festival energy.

Where: Sankofa Square, Toronto

When: September 19th, 11:00 am – 11:00 pm

Admission: Free

(Food Festival)

September 19th – Cake Picnic Toronto

This September, Toronto’s ultimate gathering for cake lovers returns as Cake Picnic Toronto takes over downtown Toronto on September 19th.

Where: Sankofa Square, Toronto

When: September 19th, 10:00 am – 2:00 pm

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

(Food Event)

September 19th – Celtic Island Music Festival

Celtic Island Music Festival brings Celtic-inspired music and live performances to Toronto Island for an afternoon of music and community by the waterfront.

Where: The Toronto Island BBQ & Beer Company

When: September 19th, 12:00 pm – 7:00 pm

Admission: Free

(Cultural Festival)

September 19th – Brampton Latin Festival

Brampton Latin Festival celebrates Latin culture with music, dance, food, vendors, performances, and family-friendly programming.

Where: Gage Park, Brampton

When: September 19th, 12:00 pm – 10:00 pm

Admission: Free

(Cultural Celebration)

September 19th – AppleFest

AppleFest celebrates fall flavours, family activities, food, vendors, heritage programming, and apple-themed experiences at Markham Museum.

Where: Markham Museum, Markham

When: September 19th, 10:00 am – 5:00 pm

Admission: Free

(Apple Festival)

September 19th and 20th – Roncesvalles Polish Festival

Roncesvalles Polish Festival returns with Polish food, music, dance, vendors, patios, performances, and community programming along Roncesvalles Avenue. The festival celebrates Polish culture and the neighbourhood’s local businesses.

Where: Roncesvalles Avenue, from Queen Street West to Dundas Street West, Toronto

When: September 19th and 20th,

• September 19th, 11:00 am – 11:00 pm
• September 20th, 11:00 am – 7:00 pm

Admission: Free

(Cultural Festival)

September 19th and 20th – Queen West Art Crawl

Queen West Art Crawl returns to Trinity Bellwoods Park with artists, makers, live programming, and opportunities to discover and support local creative talent.

Where: Trinity Bellwoods Park.

When: September 19th and 20th, 11:00 am – 6:00 pm

Admission: Free

(Cultural Festival)

September 19th and 20th – Canadian Pet Expo

Canadian Pet Expo brings pet lovers together for a weekend of animal-focused exhibits, vendors, demonstrations, products, and family-friendly experiences.

Where: The International Centre, 6900 Airport Road, Mississauga

When: September 19th and 20th,

• September 19th, 10:00 am – 5:00 pm
• September 20th, 10:00 am – 4:00 pm

Admission: Free

(Cultural Festival)

September 19th and 20th – The National Franchise Show

The National Franchise Show connects aspiring entrepreneurs and business owners with franchise opportunities, industry professionals, and resources for starting or expanding a business.

Where: The International Centre, Hall 5, Mississauga

When: September 19th and 20th, 11:00 am – 5:00 pm

Admission: Ticketed. Prices start at $15. Grab your tickets here

(Cultural Festival)

September 20th – Terry Fox Run Toronto – Beaches

The Terry Fox Run brings the Toronto Beaches community together to run, walk, and raise funds in support of cancer research while honouring Terry Fox’s legacy.

Where: Woodbine Beach, 1675 Lakeshore Blvd E, Toronto

When: September 20th, 9:00 am

Admission: Free to Attend. Register Here

(Race)

September 20th – Anatolia Fest

Anatolia Fest celebrates Turkish and Anatolian culture through food, music, dance, vendors, performances, and community programming. The free festival brings cultural celebration to Sankofa Square.

Where: Sankofa Square, Toronto

When: September 20th, 12:00 pm – 8:00 pm

Admission: Free

(Cultural Festival)

September 20th – Richmond Hill ArtWalk

Richmond Hill ArtWalk showcases artists, makers, galleries, and creative vendors in a free outdoor art market setting.

Where: Richmond Hill Centre for the Performing Arts area, Richmond Hill

When: September 20th, 11:00 am – 5:00 pm

Admission: Free

(Art Market)

September 20th – 2026 Long Branch Tree Fest

Long Branch Tree Fest celebrates Toronto’s urban forest with community programming, environmental education, family-friendly activities, and a day outdoors at Marie Curtis Park.

Where: Marie Curtis Park, 2 Forty-Second Street, Etobicoke

When: September 20th, 12:00 pm – 4:00 pm

Admission: Free

(Community Festival)

September 20th – Thee Sacred Souls x LA LOM: The Constellation Tour

Enjoy an evening of soulful melodies, retro-inspired sounds, and captivating performances from Thee Sacred Souls and LA LOM.

Where: RBC Amphitheatre

When: September 20th, 6:30 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 21st – Sex Pistols

Punk rock legends Sex Pistols bring their influential sound and rebellious spirit to Toronto for a rare live performance.

Where: HISTORY

When: September 21st, 7:30 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 20th and 21st – Toronto Cha Raja

Toronto Cha Raja is a vibrant arts, culture, and community festival celebrating South Asian traditions through music, dance, food, workshops, cultural experiences, dhol-tasha, kids’ activities, artisan vendors, and live performances. The free community festival brings together families, youth, artists, and multicultural communities in a lively and inclusive atmosphere at the heart of North York.

Where: Mel Lastman Square, Toronto

When: September 20th and 21st,

Admission: Free

(Cultural Festival)

September 21st – Charli xcx

Pop star Charli xcx brings her bold sound, high-energy performance style, and fan-favourite hits to Scotiabank Arena.

Where: Scotiabank Arena, Toronto

When: September 21st, 7:30 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 21st – Staind: Break The Cycle 25th Anniversary Tour

Staind celebrates the 25th anniversary of Break The Cycle with a performance featuring the album’s biggest songs and fan favourites.

Where: RBC Amphitheatre

When: September 21st, 6:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 21st and 22nd – Zach Bryan: With Heaven On Tour

Country music star Zach Bryan performs two nights of heartfelt storytelling, acclaimed songwriting, and fan-favourite tracks.

Where: Rogers Centre

When: September 21st and 22nd, 7:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 21st to October 24th – International Peace Festival

International Peace Festival presents a series of cultural and community events across Toronto centred on dialogue, creativity, connection, and peace.

Where: Various Locations in Toronto

When: September 21st to October 24th

Admission: Ticketed

(Community Festival)

September 23rd to 27th – Toronto Tango 8 Festival ★ Marathon

Toronto Tango 8 Festival and Marathon brings dancers together for several days of Argentine tango, social dancing, music, and community connection.

Where: Argentine Tango Toronto by Bulent & Lina, 206 Beverley St., Toronto

When: September 23rd to 27th

Admission: Ticketed. Prices start at $20. Grab your tickets here

(Dance Festival)

September 24th to 26th – Second Summer Festival

Second Summer Festival extends the season with three days of live music and performances across Toronto.

Where: Various Locations in Toronto

When: September 24th to 26th

Admission: Ticketed. Prices start at $71. Grab your tickets here

(Music Festival)

September 24th to October 3rd – Just For Laughs Toronto

Just For Laughs Toronto returns with stand-up comedy, live shows, and performances from comedians at venues across the city.

Where: Various Locations in Toronto

When: September 24th to October 3rd

Admission: Ticketed. Prices start at $20. Grab your tickets here

(Comedy Show)

September 24th to October 4th – RUTAS International Festival of Performance

RUTAS International Festival of Performance brings theatre, performance, and interdisciplinary works to Toronto, spotlighting artists and stories from diverse cultural perspectives.

Where: Various Locations in Toronto

When: September 24th to October 4th

Admission: Ticketed. Prices start at $25. Grab your tickets here

(Theatre and Arts Event)

September 25th – Weezer

Alternative rock favourites Weezer return to Toronto with a live show featuring beloved hits, guitar-driven anthems, and fan favourites from across their career.

Where: Scotiabank Arena, Toronto

When: September 27th, 7:00 pm

Admission: Ticketed. Prices start at $113. Grab your tickets here

(Concert)

September 25th – Weezer: The Gathering

Alternative rock favourites Weezer return to Toronto with an evening of beloved hits and sing-along classics.

Where: Scotiabank Arena

When: September 25th

Admission: Ticketed. Grab your tickets here

(Concert)

September 25th – Shaboozey – Outlaws Never Die Tour

Shaboozey brings the Outlaws Never Die Tour to Toronto for a live performance blending country, hip-hop, and genre-crossing sounds.

Where: RBC Amphitheatre

When: September 25th, 8:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 25th to 27th – Etobicoke RibFest

Etobicoke RibFest brings ribs, barbecue, food vendors, live entertainment, and family-friendly festival programming to Colonel Samuel Smith Park. This late-summer food festival is for rib lovers and community members.

Where: Colonel Samuel Smith Park, Etobicoke

When: September 25th to 27th

September 25th, 12:00 pm – 10:00 pm

September 26th, 12:00 pm – 10:00 pm

September 27th, 12:00 pm – 7:00 pm

Admission: Free

(Food Festival / RibFest)

September 25th and 26th – Harry Potter Drone Show Toronto

This September, Toronto audiences can celebrate 25 years of the Harry Potter film series as DroneArt Show: Harry Potter™ comes to the city for two nights on September 25th and 26th.

Where: YZD (former Downsview Airport), 590 Wilson Avenue, North York

When: September 25th and 26th, 8:00 pm

Admission: Ticketed. Grab your tickets here

(Drone Show)

September 25th and 26th – 3rd Annual Arts of the Middle East Festival

The Arts of the Middle East Festival celebrates Middle Eastern arts, culture, music, food, dance, vendors, and community programming at Celebration Square.

Where: Celebration Square, Mississauga

When: September 25th and 26th,

• September 25th, 4:00 pm – 11:00 pm
• September 26th, 1:00 pm – 11:00 pm

Admission: Free

(Cultural Festival)

September 25th and 26th – Toronto Oktoberfest

Toronto Oktoberfest brings Bavarian-inspired food, music, entertainment, and festive traditions to Fort York for a lively two-day celebration.

Where: Fort York, Toronto

When: September 25th and 26th,

Admission: Ticketed. Grab your tickets here

(Cultural Festival)

September 26th – YMCA Charity 5K

The YMCA Charity 5K brings runners, walkers, and supporters together at Downsview Park for a community-focused event in support of charitable initiatives.

Where: Downsview Park

When: September 26th, 9:00 am

Admission: Free to Attend. Register here

(Race)

September 26th – TSO Open House & Free Concert

Toronto Symphony Orchestra welcomes the public to Roy Thomson Hall for an open house and free concert celebrating live orchestral music.

Where: Roy Thomson Hall, 60 Simcoe St, Toronto

When: September 26th, 10:00 am

Admission:

(Concert)

September 26th – Canada MNT v Chile

The Canadian Men’s National Team takes on Chile at BMO Stadium this September.

Where: BMO Field, 170 Princes’ Blvd, Toronto

When: September 26th, 6:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 26th – SOFI TUKKER Presents: ANIMAL TALK

Electronic duo SOFI TUKKER brings ANIMAL TALK to Toronto for a vibrant live show filled with dance-driven sounds and high-energy performance.

Where: RBC Amphitheatre

When: September 26th, 6:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 26th – Moein Live in Toronto

Iranian singer Moein brings his celebrated catalogue and signature sound to Toronto for a special live concert at Scotiabank Arena.

Where: Scotiabank Arena, Toronto

When: September 26th, 8:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 26th and 27th – The Word On The Street’s 37th Annual Festival

The Word On The Street returns for its 37th annual festival, bringing readers, writers, publishers, and literary organizations together for a weekend celebrating books and storytelling.

Where: David Pecaut Square, 215 King Street W

When: September 26th and 27th,

• September 26th, 11:00 am – 6:00 pm
• September 27th, 10:00 am – 6:00 pm

Admission:

(Book Festival)

September 26th to November 1st – Halloween Haunt

With the Halloween season around the corner, Canada’s Wonderland will be fully transformed for a terrifying Halloween celebration, where nothing is as it seems. Expect terrifying haunted mazes, sinister scare zones, exhilarating live shows, and specialty food & drink.

**Where: **1 Canada’s Wonderland Drive, Vaughan

**When: **September 26th to November 1st,

Admission: Priced. Tickets start at $55. Grab your tickets here

September 26th to December 20th – Toronto Biennial of Art

Toronto Biennial of Art returns with contemporary art exhibitions, installations, and public programming presented at locations across the city.

Where: Various Locations, Toronto

When: September 26th to December 20th

Admission: Free

(Arts Festival)

September 27th – Logic & G-Eazy: The Endless Summer Tour Part II

Logic and G-Eazy team up for a major hip-hop event featuring chart-topping tracks, fan favourites, and high-energy performances.

Where: RBC Amphitheatre

When: September 27th, 7:00 pm 

Admission: Ticketed. Grab your tickets here

(Concert)

September 27th – Disney and Pixar’s UP Live in Concert

Disney and Pixar’s Up comes to life on the big screen with its award-winning score performed live for an immersive film-and-orchestra experience.

Where: Sobeys Stadium, Toronto

When: September 27th, 4:00 pm

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

(Concert)

September 28th – Jonas Brothers: The Burning Up Tour All Over Again

The Jonas Brothers bring The Burning Up Tour All Over Again to Toronto with pop anthems, fan favourites, and songs spanning their career.

Where: RBC Amphitheatre

When: September 26th, 7:30 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 29th and 30th – Annual T.O. Webfest

T.O. Webfest brings digital creators, filmmakers, and audiences together to celebrate web series, independent storytelling, and emerging screen talent.

Where: Novotel, 45 The Esplanade, Toronto

When: September 29th and 30th

Admission: Ticketed. Prices start at $20. Grab your tickets here

(Comedy Show)

September 30th – THE RED CLAY STRAYS: GRATEFUL TOUR

The Red Clay Strays bring their Grateful Tour to Toronto for a night of Southern rock, country, soul, and roots-inspired music.

Where: RBC Amphitheatre, Toronto

When: September 30th, 6:30 pm

Admission: Ticketed. Grab your tickets here

(Concert)

September 30th to October 4th – Toronto Palestine Film Festival

Toronto Palestine Film Festival presents films and stories exploring Palestinian culture, identity, history, and lived experiences through cinema.

Where: TIFF Bell Lightbox

When: September 30th to October 4th

Admission: Ticketed. Grab your tickets here

(Film Festival)