Various Venues, Brampton
August 20, 2026 To August 23, 2026
Free & Ticketed
The Annual Musical Extravaganza Is Back! With 3 Days Of Multi-Genre Music, And An Amazing Line-Up Of 50+ Artists, You Don’t Want To Miss This! YOUR MUSIC,… Read more…
Various Venues, Brampton
August 20, 2026 To August 23, 2026
Free & Ticketed
The Annual Musical Extravaganza Is Back! With 3 Days Of Multi-Genre Music, And An Amazing Line-Up Of 50+ Artists, You Don’t Want To Miss This! YOUR MUSIC,… Read more…
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…
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…
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…
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…
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…
Various Venues, Ottawa
August 22, 2026 To August 30, 2026
Free & Ticketed
Capital Pride celebrates the rich and diverse 2SLGBTQ+ community in the National Capital Region. Read more…
Burlington Central Park, 2299 New St, Burlington
August 22, 2026 To August 23, 2026
9059215903
Free
The Burlington Latin Festival is a vibrant cultural celebration that brings the rhythms, flavors, and traditions of Latin America to the heart of Burlington. Read more…
Almonte Fairgrounds, 195 Water St, Almonte
August 22, 2026
$15-$20
Celebrate the Scottish culture and heritage of the Ottawa Valley at the 41st annual North Lanark Highland Games in Almonte Ontario on 22 August 2026. Read more…
Located behind Waterloo City Hall at 100 Regina Street South and William Street East
August 27, 2026 To August 30, 2026
Free; Tips to artists appreciated
The Waterloo Busker Carnival is fun for the whole family with something for all ages. Read more…
Whistling Gardens, 698 Concession 3 Townsend, Wilsonville
August 28, 2026 To September 26, 2026
$20 to $32.50 + taxes and fees
Festival of Fountains – The Night Gardens introduces guests to a highly visual immersive visitor experience to indulge all your senses! This interpretive storytelling experience of music,… Read more…
Port of Orillia, 50 Lightfoot Dr, Orillia
September 4, 2026 To September 6, 2026
Free
Prepare to batten down the hatches — the Pirates of the Orillian Sea are setting their course for Orillia’s Downtown Waterfront! Word on the wind is they’ll… Read more…
Marilyn Bell Park, 1095 Lake Shore Blvd W, Toronto
September 5, 2026 To September 7, 2026
Free & Ticketed Areas
Rednersville Road County Road #3, Prince Edward County
September 5, 2026 To September 7, 2026
Free
Artists open their homes & studios along Rednersville Road (County Road 3) along the south shore of The Bay Of Quinte. Read more…
Paris Lions Park, 60 Laurel Street, Paris
September 5, 2026 To September 6, 2026
5489832201
FREE
Welcome to the 4th Afro-CariBrant Festival in Brant County, presented by Darmont GivesBack! Our festival is a celebration of the rich culture, traditions, and people of the… Read more…
Victoria Park, 32 Dill St, Kitchener
September 5, 2026
Free
Encore your summer with this unforgettable free concert! There’s no better way to wrap up the season than a day filled with sunshine, laughter, and live music.… Read more…
115 Veterans Memorial Blvd, Renfrew
September 10, 2026 To September 13, 2026
The fair is an exciting five days with ample amount of activities such as: Livestock Shows, Beef & Dairy Shows, Heavy & Light Horse Shows, 4-H &… Read more…
Midlothian Castle, 981 Midlothian Road, Burk's Falls
September 11, 2026 To September 14, 2026
$363.31 & up
Harvest festival is the annual autumn festival dedicated to electronic music, self-expression, community. Read more…
Downtown Fergus, Ontario
September 11, 2026 To September 12, 2026
Free
Downtown Fergus will be transformed into a Victorian steampunk festival extravaganza. Read more…
Erindale Park, 1695 Dundas St W, Mississauga
September 11, 2026 To September 13, 2026
Weekend: $249 & up
The Great Outdoors Comedy Festival is all about good times and incredible comedy. Read more…
Almonte Community Centre and the Mississippi Valley Textile Museum, Almonte
September 12, 2026 To September 13, 2026
Come out to the Friendly Town of Almonte for the Mississippi Valley Textile Museum’s 28th Annual Fibrefest. Read more…
Stratford Rotary Complex, 353 McCarthy Rd., Stratford
September 12, 2026 To September 13, 2026
Two-day pass $15
The Kiwanis Club of Stratford brings you this two-day event, a celebration of Ontario Garlic. Come and talk with local Ontario Garlic Producers. Read more…
Cabbagetown, Toronto
September 12, 2026 To September 13, 2026
Free
The free-to-attend family-friendly neighbourhood street festival will entertain and delight visitors with DJs, live music, street performers, artisan stalls and shops, food trucks, pop-up patios and restaurants,… Read more…
Various Venues, Ottawa
September 15, 2026 To September 20, 2026
Varies
Celebrate modern Indigenous arts at the annual Asinabka Film & Media Arts Festival, a local grassroots festival showcasing diverse Indigenous arts from Turtle Island and beyond. Read more…