Events

Festivals During Winter in Toronto
21 Aug

Main Street Unionville, Markham

August 21, 2026 To August 23, 2026

Free

The Markham Jazz Festival is an exciting and vibrant five-day event featuring well known professional jazz musicians performing on three stages on beautiful Main Street Unionville, in… Read more…

image
21 Aug

Exhibition Place, Toronto, ON

August 21, 2026 To September 7, 2026

416-263-3330

Taking place over the 18 days leading up to and including Labour Day, the CNE offers a wide variety of entertainment and events including Bandshell concerts, celebrity… Read more…

image
21 Aug

Mississauga Celebration Square, City Centre Drive, Mississauga

August 21, 2026 To August 22, 2026

Free

Mississauga ITALFEST is a free festival that shares Italian heritage and culture with the citizens of Mississauga and beyond. Read more…

image
21 Aug

CNE, Princes' Boulevard, Toronto

August 21, 2026 To September 6, 2026

General Admission

This year’s CNE music line-up is brimming with talent from the likes of international superstars such as Luciano, 98 Degrees, Bishop Briggs, and The Commodores, to multiplatinum… Read more…

21 Aug

Various Venues, Owen Sound

August 21, 2026 To August 23, 2026

$120 to $165

Dan Mangan, Jane Siberry, Julian Taylor, Good Lovelies, Empanadas Ilegales, Union Duke, Medusa Quartet, Burnstick, Joni NehRita, The Arrogant Worms, The Vaudevillian, Divka, Rebekah Hawker, Zale Seck,… Read more…

image
21 Aug

29 Pickens Rd, Hastings

August 21, 2026 To August 22, 2026

$50 & up

Crooks Rapids Year 6 returns with two days of country music, food, and fun! Read more…

image
21 Aug

Outdoors at Conexus Arts Centre, 200 Lakeshore Dr, Regina

August 21, 2026 To August 22, 2026

General Admission Weekend Passes – $191.03

On August 23, 2024, gates open at 3:00 PM with performances by School of Rock, Alfie Zappacosta, Sweet, Streetheart, and Glass Tiger. Read more…

image
21 Aug

Tudhope Park, 450 Atherley Rd, Orillia

August 21, 2026 To August 23, 2026

$3

Northern Heat is bringing some of the best BBQ in Canada to Tudhope Park. Read more…

image
21 Aug

Fan Park at ICE District, Edmonton

August 21, 2026 To August 23, 2026

Free

The 2026 Edmonton Pride Festival is coming to ICE District this summer. Read more…

image
21 Aug

King St., Dundas

August 21, 2026 To August 23, 2026

Free

A large, street festival showcasing Dundas businesses & area artists, on the 3rd weekend in August. Read more…

21 Aug

68 McKenzie Towne Gate SE, Calgary

August 21, 2026 To August 23, 2026

The Western Canada Rib Fest Tour is back by popular demand! Tell your family, friends, neighbours, co-workers, even a stranger. Read more…

image
21 Aug

Eriksdale Sports Grounds, Eriksdale

August 21, 2026 To August 23, 2026

431-334-7558

General Admission 3-Day $110 + fees

3-Day Music Festival August 15, 16, & 17, 2025 in Eriksdale, MB! Expect live performances, a maker’s market, food & beverage, a beer garden, kid fun, workshops,… Read more…

21 Aug

Sankofa Square, 1 Dundas St E, Toronto

August 21, 2026 To August 23, 2026

FREE

Building on the success of 2025, the celebration returns as SankofaFest, an expanded three-day festival from August 21–23. Read more…

image
21 Aug

Ward's Island, Toronto

August 21, 2026 To August 23, 2026

Weekend Pass: $65.23 & up

Grab a blanket and some snacks and enjoy a weekend of watching performances by indie artists held on Wards Island. Read more…

image
21 Aug

Clarke Fields Park, 93 Houlahan Street, Nepean

August 21, 2026 To August 23, 2026

Free

The BIGGEST celebration of Indian cuisine is returning to its home ground, and it’s going to be even more vibrant, flavorful, and unforgettable! What to Expect: From… Read more…

21 Aug

London International Airport, 10 Seabrook Way, London

August 21, 2026 To August 23, 2026

$70 to $650

Join us, at Canada’s original drive-in air show, voted Best Air Show in North America! Drive-in: Think ‘drive-in movie’, but drive-in air show instead. Read more…

21 Aug

Georgian Bay Steam Show Grounds, 4635 15th Line, Cookstown

August 21, 2026 To August 23, 2026

(705) 722-3939

$24.99 – $139.99

Gussapolooza Music & Arts Festival is a welcoming, all-ages weekend built for the whole family — and everyone who loves live music and community. Read more…

21 Aug

Lansdowne Centennial Park, Arden

August 21, 2026 To August 23, 2026

2042120305

$50 to $70

Everyone’s favorite little music festival, The Whitemud Music Festival is back for its 4th edition this August 21st and 22nd in Arden Mb at Lansdowne Centennial Park.… Read more…

image
21 Aug

Blue Cross Park, 1 Portage Ave E, Winnipeg

August 21, 2026

Early bird General Admission $71.47

Country Rising is a high-energy outdoor festival reimagining country music through bold, genre-blending artists. Read more…

image
21 Aug

Carl Zehr Square, Downtown Kitchener

August 21, 2026 To August 22, 2026

Free

Experience the energy, colour and rhythm of carnival at Caribana Ignite. Read more…

image
22 Aug

Ice District, Edmonton

August 22, 2026

Free

After 7 long years, the Edmonton Pride Parade is BACK — more colourful, and fabulous than ever before! Join thousands of 2SLGBTQ+ community members, allies, and supporters… Read more…

image
22 Aug

Century Mile Racetrack and Casino, 4711 Airport Perimeter Road, Nisku

August 22, 2026

It’s the biggest event in Western Canadian racing—a thrilling afternoon where the past and present collide. Read more…

image
22 Aug

Castle Mountain Resort, Pincher Creek No. 9

August 22, 2026

1.888.754.8667

Free Admission

Enjoy tons of FREE live music, our bbq / beer garden, scenic chairlift rides, berry picking, a mountain (vendor) market, and a chicken & rib dinner to… Read more…

image
22 Aug

Wascana Park, Regina

August 22, 2026 To August 23, 2026

Free

The Regina Dragon Boat Festival has been a tradition for paddlers, residents, and visitors from across Canada. Read more…