August 20th – Simple Plan: The Bigger Than You Think Tour

Montreal pop-punk favourites Simple Plan return with a high-energy show featuring beloved songs and nostalgic anthems.

Where: RBC Amphitheatre

When: August 20th, 6:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

August 20th to 22nd – Ed Sheeran: Loop Tour

Global superstar Ed Sheeran performs three nights of chart-topping hits, acoustic favourites, and crowd-pleasing singalongs.

Where: Rogers Stadium

When: August 20th to 22nd, 5:30 pm

Admission: Ticketed. Grab your tickets here

(Concert)

August 20th to 23rd – Summerfest On Main

Summerfest On Main brings food, entertainment, vendors, patios, live music, and street festival programming to Main Street Newmarket.

Where: Main Street Newmarket, Newmarket

When: August 20th to 23rd,

• August 20th, 3:00 pm – 11:00 pm
• August 21st, 10:00 am – 11:00 pm
• August 22nd, 9:00 am – 11:00 pm
• August 23rd, 10:00 am – 5:00 pm

Admission: Free

(Street Festival)

August 21st – Kars on King

Kars on King transforms Downtown Oshawa into a classic car showcase with vehicles, entertainment, vendors, and street festival energy.

Where: Downtown Oshawa

When: August 21st, 3:30 pm – 9:00 pm

Admission: Free

(Car Show)

August 21st – WWE Friday Night SmackDown

WWE Friday Night SmackDown comes to Toronto’s Scotiabank Arena.

Where: Scotiabank Arena, Toronto

When: August 21st, 7:30 pm

Admission: Priced. Tickets start at $84. Grab your tickets here

(WWE Show)

August 21st to 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)

August 21st and 22nd – Mississauga Italfest 2026

Mississauga Italfest celebrates Italian culture with food, music, performances, vendors, family activities, and community programming at Celebration Square.

Where: Celebration Square, Mississauga

When:

• August 21st, 5:00 pm – 11:00 pm
• August 22nd, 12:00 pm – 11:00 pm

Admission: Free

(Cultural Festival)

August 21st to 23rd – Toronto Korean Festival

Toronto Korean Festival celebrates Korean culture, food, music, dance, vendors, performances, and community programming at Mel Lastman Square. The festival highlights Korean heritage and contemporary culture through a weekend of free events.

Where: Mel Lastman Square, Toronto

When: August 21st to 23rd,

Admission: Free

(Cultural Festival)

August 21st to 23rd –Toronto Folk Festival

Toronto Folk Festival is a celebration of folk music in Toronto, featuring some of the best indie acts in Toronto and North America

Where: Ward’s Island, Toronto

When: August 21st to 23rd,

Admission: Ticketed. Prices start at $60. Grab your tickets here

(Cultural Festival)

August 21st to 23rd – SankofaFest

SankofaFest is a three-day festival of fashion, music, art, and community at Sankofa Square. Grammy Award Winner headlines this year’s edition

Where: Sankofa Square, 1 Dundas Street East, Toronto

When: August 21st to 23rd,

• August 21st, 3:00 pm – 11:00 pm
• August 22nd, 1:00 pm – 11:00 pm
• August 23rd, 1:00 pm – 9:00 pm

Admission: Free

(Cultural Festival)

August 22nd – Asake

Afrobeats superstar Asake delivers a vibrant performance featuring global hits and infectious energy.

Where: Scotiabank Arena

When: August 22nd, 8:30 pm

Admission: Ticketed. Grab your tickets here

(Concert)

August 22nd to September 13th – Where Walls Meet Sky Toronto

Toronto’s historic St. Anne’s Anglican Church will reopen to the public for the first time since a devastating fire in 2024 with Where Walls Meet Sky, a free, site-specific contemporary art exhibition.

Curated by Toronto artist Rui Pimenta, the exhibition opens on August 22nd and runs through September 13th. It will feature works by 12 Canadian artists working across sculpture, installation, photography, and multidisciplinary practices.

Where: St. Anne’s Anglican Church, 270 Gladstone Avenue, Toronto

When: August 22nd to September 13th,

• Thursdays to Sundays, 12:00 pm – 8:00 pm

Admission: Free

(Art Exhibition)

August 22nd and 23rd – Mabuhay Philippines Fest

Mabuhay Philippines Fest celebrates Filipino culture, community, food, music, dance, vendors, and live entertainment. The festival brings Filipino pride and cultural programming to Nathan Phillips Square.

Where: Nathan Phillips Square, 100 Queen St. W., Toronto

When: August 22nd and 23rd,

Admission: Free

(Cultural Festival)

August 22nd and 23rd – BTS World Tour ‘Arirang’ in Toronto

Global K-pop phenomenon BTS brings their world tour to Toronto with spectacular production, choreography, and fan-favourite songs.

Where: Rogers Stadium

When: August 22nd and 23rd, 8:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)

August 22nd and 23rd – Toronto Jamaica Day

Toronto Jamaica Day celebrates Jamaican culture, music, food, vendors, performances, and community pride at Brampton Sports Park.

Where: Brampton Sports Park

When: August 22nd and 23rd,

August 22nd, 1:00 pm – 10:00 pm

August 23rd, 1:00 pm – 9:00 pm

Admission: Ticketed. Tickets start at $14

(Cultural Festival)

August 22nd and 23rd – Markham Jazz Festival

Markham Jazz Festival returns with live jazz performances, local and international artists, outdoor music, and community programming on Main Street Unionville.

Where: Main Street Unionville, Markham

When: August 22nd and 23rd,

Admission: Free

(Jazz Festival)

August 22nd and 23rd – Yorkville Murals Festival

Yorkville Murals is Toronto’s most dynamic art and muralism festival. This year’s theme is No Empty Spaces. Yorkville Murals transforms Yorkville Avenue stretching from Bellair Street to Hazelton Avenue into a vibrant, interactive cultural playground.

There will be large-scale murals, inflatable art, immersive installations, live painting, thought-provoking art talks, high-energy dance battles, pop-up shops, music, and a lively evening block party.

Where: Yorkville Avenue

When: August 22nd and 23rd,

• August 22nd, 9:00 am – 10:00 pm
• August 23rd, 9:00 am – 7:00 pm

Admission: Free

(Arts Festival)

August 23rd – Jimmy Eat World

Alternative rock favourites Jimmy Eat World perform a night of beloved songs and timeless emo-rock classics.

Where: RBC Amphitheatre

When: August 23rd, 6:00 pm

Admission: Ticketed. Grab your tickets here

(Concert)