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…
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…
Sauble Speedway, 1095 Bruce Road 14 Rd, Hepworth
September 4, 2026 To September 6, 2026
$84.99 & up
Friday (Sept 4): Chris Young, Mitchell Tenpenny, Graham Barham, Haley McNeil, Bradley Hale, Jeff Catto, DJ Johnny Rivex Saturday (Sept 5): Simple Plan, 30H!3, Fefe Dobson, Faber… 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…
Across Ontario
September 18, 2026 To October 4, 2026
Free
Culture Days is a national celebration of arts and culture. Read more…
Meaford Hall Arts & Cultural Centre, 12 Nelson St East, Meaford
September 25, 2026 To September 27, 2026
5195380463
$20 to $65
Celebrating its 20th anniversary, the Meaford International Film Festival (MIFF) returns to Meaford Hall this fall, running from September 25-27. Read more…
Various locations, Haliburton County
October 3, 2026 To October 11, 2026
289-440-8696
Free
Join us for the 39th annual Studio Tour – Haliburton Highlands where you will see over 40 new and returning artists in 26 studios as they open… Read more…
Meaford Market Square, 12 Nelson Street East, Meaford
December 3, 2026 To December 6, 2026
5194770596
Free
Christmas On The Bay is an enchanting outdoor European-style Christmas market with live music and entertainment, local artisan vendors, all set in the heart of historic Meaford.… Read more…
Barrie